HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
HomeAway uses cookies to improve your site experience. Learn more. By continuing, you consent to our use of cookies.
Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled

Make a self catering cottage or holiday rental in Bolsover, Derbyshire your home away from home

Nestled amidst the pretty Derbyshire countryside, a holiday home in Bolsover makes the ideal base for exploring the area. Chesterfield is just 7 miles away and Chatsworth House, Kedleston Hall and many other attractions are close by. Bolsover actually dates back over 1000 years as it was recorded in the Domesday Book in 1086 as the property of William Peverel, a knight who fought at the Battle of Hastings. The Peverel family built Bolsover Castle in the 12th century, more as an impressive home than a defensive structure. Bolsover was once a thriving mining town and many of the homes were built for mining families. It has plenty of local shops, pubs and cafés along the pedestrianised High Street along with the local Church of St Mary.

Things to Do in Bolsover, Derbyshire Walking and Hiking

Bolsover is on the edge of the Peak District, known for its excellent walking opportunites and scenic beauty. Hiking, hill walking and mountain biking can all be enjoyed in the area and the small picturesque villages such as Bakewell make great stopping places for refreshments along the way.

Explore the Town

Bolsover town is worth exploring on foot. At the end of the High Street, with its bustling local trade, is St Mary's church which has interesting monuments of the Cavendish family who later owned and rebuilt the castle. The tomb of Charles Cavendish and his wife are worth particular attention. The town also has a memorial cross and the Hudson Bay pub has an interesting history.

Places to Visit Near Bolsover, Derbyshire Cresswell Crags

Cresswell Crags are set in a limestone gorge which is honeycombed with caves and crevices dating back to the Ice Age. This unique site is the only known example of Palaeolithic cave art in Britain and the caves are world-famous.

Bolsover Castle

The 12th century superbly maintained Bolsover Castle offers an interesting visit with elaborate fireplaces, panelled rooms and ornate wall paintings. An audio guide is available telling the life of the owners and the history of the castle itself. The Venus Garden has a restored fountain with 23 statues and the original Riding School can also be seen.

Chatsworth House and Gardens

Home to the Duke and Duchess of Devonshire, the grand stately home of Chatsworth is one of the wonders of the Peak District. Built in 1688, a tour of the house will reveal a Great Staircase, magnificent painted ceilings, fine furnishings, sculptures and artworks. The gardens were planted by Capability Brown and there is also a farmyard, garden centre, deer park and an adventure playground.

Weather in Bolsover, Derbyshire

The Bolsover area has mild winters rarely dropping below freezing, and warm summers. Temperatures in August average 21°C (70°F) and the area has moderate rainfall and some cloudy days throughout the year.

Travel to Bolsover, Derbyshire

The nearest airport to your holiday home in Bolsover is the East Midlands (EMA) Airport which is 36 miles (56km) away. Manchester Airport and the Leeds Bradford Airport are also less than 50 miles (80km) drive away. Trains frequently run to the nearby cities of Derby and Nottingham. Alternatively, consider driving to your Derbyshire holiday home which is just a few miles from the M1.

    • 1 BR
    • 1 BA
    • Sleeps 2
    Cottage #1964936
      • 3 BR
      • Separate Toilets
      • Sleeps 5
      Cottage #1895066
        Excellent! 4.3/5
        (22 reviews)
        avg/night
        • 2 BR
        • 1 BA
        • Sleeps 5
        Cottage #6570111
        22
        Viewed 37 times in the last 48 hours
          Exceptional! 5/5
          (20 reviews)
          avg/night
          • 3 BR
          • 1 BA
          • Separate Toilet
          • Sleeps 5
          Cottage #6065995
          20
          Viewed 14 times in the last 48 hours
            Wonderful! 4.8/5
            (31 reviews)
            avg/night
            • 2 BR
            • 1 BA
            • Sleeps 4
            Bungalow #1944062
            31
            Viewed 34 times in the last 48 hours
              Wonderful! 4.8/5
              (12 reviews)
              avg/night
              • 4 BR
              • 3 BA
              • Separate Toilet
              • Sleeps 8
              Cottage #8148892
              12
              Viewed 14 times in the last 48 hours
                Wonderful! 4.8/5
                (13 reviews)
                avg/night
                • 4 BR
                • 2 BA
                • Separate Toilet
                • Sleeps 8
                Cottage #6856539
                13
                Viewed 11 times in the last 48 hours
                  Excellent! 4.7/5
                  (18 reviews)
                  avg/night
                  • 3 BR
                  • 2 BA
                  • Sleeps 8
                  Cottage #1845548
                  18
                  Viewed 18 times in the last 48 hours
                    Wonderful! 4.9/5
                    (15 reviews)
                    avg/night
                    • 3 BR
                    • 1 BA
                    • Sleeps 5
                    Cottage #6735582
                    15
                    Viewed 17 times in the last 48 hours
                      Excellent! 4.4/5
                      (5 reviews)
                      avg/night
                      • 2 BR
                      • 1 BA
                      • Separate Toilet
                      • Sleeps 4
                      Cottage #8077099
                      5
                      Viewed 13 times in the last 48 hours
                        Very Good! 4.2/5
                        (29 reviews)
                        avg/night
                        • 4 BR
                        • 3 BA
                        • Sleeps 9
                        Barn #402484
                        29
                        Viewed 25 times in the last 48 hours
                          Exceptional! 5/5
                          (27 reviews)
                          avg/night
                          • 4 BR
                          • 2 BA
                          • Separate Toilet
                          • Sleeps 9
                          Cottage #1769753
                          27
                          Viewed 21 times in the last 48 hours
                            Wonderful! 4.8/5
                            (28 reviews)
                            avg/night
                            • 2 BR
                            • 1 BA
                            • Sleeps 3
                            Cottage #1860724
                            28
                            Viewed 7 times in the last 48 hours
                              Excellent! 4.7/5
                              (10 reviews)
                              avg/night
                              • 2 BR
                              • 1 BA
                              • Sleeps 5
                              Cottage #6581460
                              10
                              Viewed 11 times in the last 48 hours
                                Wonderful! 4.9/5
                                (13 reviews)
                                avg/night
                                • 2 BR
                                • 2 BA
                                • Sleeps 4
                                Cottage #8143122
                                13
                                Viewed 12 times in the last 48 hours
                                  Wonderful! 4.9/5
                                  (7 reviews)
                                  avg/night
                                  • 2 BR
                                  • 2 BA
                                  • Sleeps 4
                                  Barn #6007285
                                  7
                                  Viewed 5 times in the last 48 hours
                                    Wonderful! 4.8/5
                                    (6 reviews)
                                    avg/night
                                    • 1 BR
                                    • 1 BA
                                    • Sleeps 2
                                    Cottage #8158011
                                    6
                                    Viewed 11 times in the last 48 hours
                                      Wonderful! 4.8/5
                                      (14 reviews)
                                      avg/night
                                      • 2 BR
                                      • 2 BA
                                      • Sleeps 4
                                      Bungalow #8158012
                                      14
                                      Viewed 9 times in the last 48 hours
                                        Wonderful! 4.9/5
                                        (32 reviews)
                                        avg/night
                                        • 2 BR
                                        • 1 BA
                                        • Separate Toilet
                                        • Sleeps 4
                                        Cottage #8170344
                                        32
                                        Viewed 14 times in the last 48 hours
                                          • 2 BR
                                          • 3 BA
                                          • Sleeps 6
                                          Cottage #6556132
                                          9
                                            Wonderful! 4.9/5
                                            (28 reviews)
                                            avg/night
                                            • 2 BR
                                            • 1 BA
                                            • Separate Toilet
                                            • Sleeps 4
                                            Cottage #8128098
                                            28
                                            Viewed 17 times in the last 48 hours
                                              Excellent! 4.5/5
                                              (4 reviews)
                                              avg/night
                                              • 3 BR
                                              • 1 BA
                                              • Sleeps 6
                                              Multiple rentals Cottage #6788213
                                              4
                                              Viewed 6 times in the last 48 hours
                                                Excellent! 4.6/5
                                                (28 reviews)
                                                avg/night
                                                • 2 BR
                                                • 2 BA
                                                • Sleeps 4
                                                Cottage #8093007
                                                28
                                                Viewed 25 times in the last 48 hours
                                                  Wonderful! 4.8/5
                                                  (16 reviews)
                                                  avg/night
                                                  • 5 BR
                                                  • 3 BA
                                                  • Separate Toilet
                                                  • Sleeps 14
                                                  Farmhouse #8075767
                                                  16
                                                  Viewed 8 times in the last 48 hours
                                                    Exceptional! 5/5
                                                    (10 reviews)
                                                    avg/night
                                                    • 2 BR
                                                    • 1 BA
                                                    • Sleeps 4
                                                    Multiple rentals Cottage #6788213
                                                    10
                                                    Viewed 8 times in the last 48 hours
                                                      Wonderful! 4.8/5
                                                      (35 reviews)
                                                      avg/night
                                                      • 1 BR
                                                      • 1 BA
                                                      • Sleeps 2
                                                      Cottage #8117637
                                                      35
                                                      Viewed 17 times in the last 48 hours
                                                        • 2 BR
                                                        • 1 BA
                                                        • Sleeps 4
                                                        Multiple rentals Cottage #8121071
                                                        4
                                                        Viewed 12 times in the last 48 hours
                                                          Wonderful! 4.8/5
                                                          (16 reviews)
                                                          avg/night
                                                          • 1 BR
                                                          • 1 BA
                                                          • Sleeps 2
                                                          Cottage #8143330
                                                          16
                                                          Viewed 15 times in the last 48 hours
                                                            Wonderful! 4.8/5
                                                            (8 reviews)
                                                            avg/night
                                                            • 2 BR
                                                            • 2 BA
                                                            • Sleeps 4
                                                            Cottage #6924840
                                                            8
                                                            Viewed 17 times in the last 48 hours
                                                              Good! 3.9/5
                                                              (11 reviews)
                                                              avg/night
                                                              • 3 BR
                                                              • 2 BA
                                                              • Sleeps 6
                                                              Cottage #8075768
                                                              11
                                                              Viewed 15 times in the last 48 hours
                                                                Very Good! 4.2/5
                                                                (12 reviews)
                                                                avg/night
                                                                • 2 BR
                                                                • 1 BA
                                                                • Sleeps 4
                                                                Cottage #8173489
                                                                12
                                                                Viewed 10 times in the last 48 hours
                                                                  Excellent! 4.7/5
                                                                  (6 reviews)
                                                                  avg/night
                                                                  • 3 BR
                                                                  • 1 BA
                                                                  • Sleeps 6
                                                                  Multiple rentals Cottage #6788213
                                                                  6
                                                                  Viewed 20 times in the last 48 hours
                                                                    Wonderful! 4.9/5
                                                                    (11 reviews)
                                                                    avg/night
                                                                    • 3 BR
                                                                    • 2 BA
                                                                    • Sleeps 6
                                                                    Barn #93165
                                                                    11
                                                                    Viewed 6 times in the last 48 hours
                                                                      avg/night
                                                                      • 2 BR
                                                                      • 1 BA
                                                                      • Sleeps 4
                                                                      Cottage #6551168
                                                                      1
                                                                      Viewed 8 times in the last 48 hours
                                                                        Wonderful! 4.8/5
                                                                        (8 reviews)
                                                                        avg/night
                                                                        • 2 BR
                                                                        • 1 BA
                                                                        • Sleeps 4
                                                                        Multiple rentals Cottage #6788213
                                                                        8
                                                                        Viewed 9 times in the last 48 hours
                                                                          Wonderful! 4.8/5
                                                                          (4 reviews)
                                                                          avg/night
                                                                          • 2 BR
                                                                          • 1 BA
                                                                          • Sleeps 5
                                                                          Cottage #6019583
                                                                          4
                                                                          Viewed 34 times in the last 48 hours
                                                                            Wonderful! 4.8/5
                                                                            (13 reviews)
                                                                            avg/night
                                                                            • 1 BR
                                                                            • 1 BA
                                                                            • Sleeps 4
                                                                            Barn #8137619
                                                                            13
                                                                            Viewed 9 times in the last 48 hours
                                                                              Wonderful! 4.9/5
                                                                              (21 reviews)
                                                                              avg/night
                                                                              • 4 BR
                                                                              • 2 BA
                                                                              • Separate Toilet
                                                                              • Sleeps 8
                                                                              House #8149683
                                                                              21
                                                                              Viewed 5 times in the last 48 hours
                                                                                Excellent! 4.7/5
                                                                                (18 reviews)
                                                                                avg/night
                                                                                • 2 BR
                                                                                • 1 BA
                                                                                • Sleeps 5
                                                                                Bungalow #8171467
                                                                                18
                                                                                Viewed 11 times in the last 48 hours
                                                                                  Wonderful! 4.8/5
                                                                                  (13 reviews)
                                                                                  avg/night
                                                                                  • 2 BR
                                                                                  • 2 BA
                                                                                  • Sleeps 4
                                                                                  Cottage #8088401
                                                                                  13
                                                                                  Viewed 10 times in the last 48 hours
                                                                                    Exceptional! 5/5
                                                                                    (6 reviews)
                                                                                    avg/night
                                                                                    • 1 BR
                                                                                    • 1 BA
                                                                                    • Sleeps 2
                                                                                    Cottage #8119460
                                                                                    6
                                                                                    Viewed 17 times in the last 48 hours
                                                                                      Exceptional! 5/5
                                                                                      (4 reviews)
                                                                                      avg/night
                                                                                      • 2 BR
                                                                                      • 1 BA
                                                                                      • Sleeps 4
                                                                                      Cottage #1793440
                                                                                      4
                                                                                      Viewed 8 times in the last 48 hours
                                                                                        Exceptional! 5/5
                                                                                        (7 reviews)
                                                                                        avg/night
                                                                                        • 2 BR
                                                                                        • 2 BA
                                                                                        • Sleeps 4
                                                                                        Cottage #6541198
                                                                                        7
                                                                                        Viewed 8 times in the last 48 hours
                                                                                          Exceptional! 5/5
                                                                                          (3 reviews)
                                                                                          avg/night
                                                                                          • 4 BR
                                                                                          • 2 BA
                                                                                          • Sleeps 8
                                                                                          House #8112385
                                                                                          3
                                                                                          Viewed 9 times in the last 48 hours
                                                                                            Wonderful! 4.9/5
                                                                                            (7 reviews)
                                                                                            avg/night
                                                                                            • 1 BR
                                                                                            • 1 BA
                                                                                            • Sleeps 2
                                                                                            Apartment #6117030
                                                                                            7
                                                                                            Viewed 5 times in the last 48 hours
                                                                                              Wonderful! 4.9/5
                                                                                              (38 reviews)
                                                                                              avg/night
                                                                                              • 4 BR
                                                                                              • 4 BA
                                                                                              • Sleeps 12
                                                                                              Multiple rentals House #1011814
                                                                                              38
                                                                                              Viewed 18 times in the last 48 hours
                                                                                                • 2 BR
                                                                                                • 1 BA
                                                                                                • Separate Toilet
                                                                                                • Sleeps 5
                                                                                                Multiple rentals Cottage #8121071
                                                                                                3
                                                                                                Viewed 5 times in the last 48 hours
                                                                                                  Wonderful! 4.9/5
                                                                                                  (29 reviews)
                                                                                                  avg/night
                                                                                                  • 6 BR
                                                                                                  • 4 BA
                                                                                                  • Sleeps 16
                                                                                                  Multiple rentals Barn #1767414
                                                                                                  29
                                                                                                  Viewed 11 times in the last 48 hours
                                                                                                    Wonderful! 4.8/5
                                                                                                    (37 reviews)
                                                                                                    avg/night
                                                                                                    • 5 BR
                                                                                                    • 2 BA
                                                                                                    • Sleeps 14
                                                                                                    Multiple rentals Farmhouse #899651
                                                                                                    37
                                                                                                    Viewed 7 times in the last 48 hours
                                                                                                      Excellent! 4.3/5
                                                                                                      (9 reviews)
                                                                                                      avg/night
                                                                                                      • 2 BR
                                                                                                      • 1 BA
                                                                                                      • Sleeps 5
                                                                                                      Cottage #8149314
                                                                                                      9
                                                                                                      Viewed 17 times in the last 48 hours
                                                                                                      • 1 - 50 of 300+

                                                                                                      Bolsover Holiday Cottages & Apartments (300+)

                                                                                                       

                                                                                                      Recent Reviews

                                                                                                      Such a beautiful place, perfect mix of cosy yet spacious.

                                                                                                      5 of 5
                                                                                                      Would highly recommend this to all. Me & my boyfriend stayed for 2 lovely nights. The pictures do not do this place justice (there is a new couch as well!) It had everything we needed, some great personal touches, you can tell this place means a lot to someone & is well loved, it is absolutely spotless too. Loved that you can see 2 great pubs from the windows too! Would recommend both, all staff & locals super friendly. Great place to get away & recharge. We travelled from Manchester & it was also such a beautiful drive over x
                                                                                                      • Review Submitted: May 27, 2017
                                                                                                      • Date of Stay: May 2017

                                                                                                      Wonderful traditional but modernised terraced cottage

                                                                                                      5 of 5
                                                                                                      Lovely view from Bedroom 2 on the top floor with ensuite. Bedroom 1 near family bathroom on first floor. Modernised tastefully. Own parking space. Easy few minute walk into Bakewell with its excellent shops, pubs and restaurants. Wonderful peaceful location with excellent patio area out front overlooking well-tended gardens and more distant trees. Owners Richard and Christine very helpful. Would go again.
                                                                                                      • Review Submitted: May 27, 2017
                                                                                                      • Date of Stay: May 2017