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Make a self catering cottage or holiday rental in West Dennis, Massachusetts, USA your home away from home

The old town of West Dennis has a long seafaring history and is now a popular resort town, known for its beaches and colonial mansions. It was named after the local minister in 1793, Josiah Dennis. Those staying in West Dennis holiday homes can enjoy the many beaches, towns and activities along the waterfront of Nantucket Sound.

Things to Do in West Dennis, Massachusetts

The picturesque beaches around holiday homes in West Dennis are ideal for family vacations or for couples looking to enjoy walks along the waterfront. Cycling, visiting historic communities, boat trips and other outdoor pursuits such as kayaking and canoeing are popular along with visiting art galleries and attending concerts in the area. The Cape Cod Rail Trail starts in West Dennis and runs down to Wellfleet making it a pleasant traffic-free cycle trip. Boating, fishing charters and whale watching can all be enjoyed in this scenic area of Massachusetts.

Places to Visit Around West Dennis, Cape Cod

Attractions around West Dennis holiday homes include the Cape Cod Children's Museum at Mashpee, which always has seasonal events along with a puppet theatre, planetarium and a pirate ship. The Cape Cod Museum of Natural History is also a family-friendly day out. Visitors can take the passenger ferry to Oak Bluffs, on Martha's Vineyard, to enjoy the quiet beaches and small communities. Spend time exploring American History in Boston by taking a guided walking tour around the downtown area. On the Massachusetts coast at Plymouth Rock visitors can see the replica Mayflower ship on which the pilgrims sailed in from England. The nearby recreated settlement at Plimoth Plantation is also well worth a visit.

Weather in West Dennis, Massachusetts

West Dennis rentals enjoy four distinct seasons. Summers are hot with occasional showers, reaching an average 27°C (81°F). Winters are cold with snow and freezing overnight temperatures from December through March. Spring is a beautiful season in New England with daytime highs of 12-19°C (54-66°F) and the autumn is famous for its vividly colored leaves. The area has some rain showers throughout the year.

Travel to West Dennis, Massachusetts

West Dennis holiday rentals are 60 miles from Boston Logan (BOS) Airport which offers nonstop flights to 72 domestic and 30 international destinations. There are various transportation options from the airport including the Silver Line subway system which connects all five terminals with South Station, Courthouse Station and the World Trade Center. The Logan Express is a comfortable bus service connecting the airport with Braintree, Framingham, Woburn and Peabody. However, a car is highly recommended for exploring the area which is easy to reach along route MA-3, the Pilgrim Highway.

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Premier Partner
1
Excellent! 4.6/5
(8 reviews)
avg/night
8
Exceptional! 5/5
(5 reviews)
avg/night
5
Wonderful! 4.9/5
(16 reviews)
avg/night
Premier Partner
16
  • Studio
  • 1 BA
  • 337 sq ft
Excellent! 4.4/5
(16 reviews)
avg/night
16
Viewed 11 times in the last 48 hours
  • 1 BR Condo
  • 1 BA
  • 654 sq ft
avg/night
Premier Partner
9
avg/night
3
Viewed 14 times in the last 48 hours
  • 1 BR Cottage
  • 1 BA
Excellent! 4.4/5
(13 reviews)
avg/night
13
Viewed 20 times in the last 48 hours
  • 2 BR House
  • 2 BA
  • 1500 sq ft
Exceptional! 5/5
(25 reviews)
avg/night
Premier Partner
25
Viewed 12 times in the last 48 hours
  • Studio
Wonderful! 4.8/5
(16 reviews)
avg/night
Premier Partner
16
  • 1 BR Recreational Vehicle
  • 1 BA
  • 216 sq ft
Exceptional! 5/5
(6 reviews)
View details for price
6
Viewed 8 times in the last 48 hours
  • Studio
  • 1 BA
  • 300 sq ft
Wonderful! 4.8/5
(44 reviews)
avg/night
Premier Partner
44
Wonderful! 4.8/5
(12 reviews)
avg/night
12
Viewed 29 times in the last 48 hours
  • 4 BR House
  • 3 BA
avg/night
Premier Partner
4
Viewed 7 times in the last 48 hours
  • 1 BR Cottage
  • 1 BA
  • 400 sq ft
Very Good! 4.2/5
(9 reviews)
avg/night
9
Viewed 12 times in the last 48 hours
  • 1 BR Cabin
  • 1 BA
  • 400 sq ft
Excellent! 4.6/5
(20 reviews)
avg/night
20
View details for price
Viewed 12 times in the last 48 hours
  • 5 BR House
  • 3 BA
  • 2100 sq ft
Exceptional! 5/5
(9 reviews)
avg/night
9
Viewed 6 times in the last 48 hours
  • 1 BR Cottage
  • 1 BA
  • 350 sq ft
avg/night
4
Wonderful! 4.9/5
(14 reviews)
avg/night
Premier Partner
14
Viewed 14 times in the last 48 hours
  • 2 BR Cottage
  • 1 BA
  • 1000 sq ft
Exceptional! 5/5
(46 reviews)
avg/night
46
View details for price
Premier Partner
12
Excellent! 4.5/5
(2 reviews)
avg/night
2
Excellent! 4.5/5
(17 reviews)
avg/night
17
  • 3 BR House
  • 1 BA
  • Separate Toilet
  • 1200 sq ft
Wonderful! 4.9/5
(46 reviews)
avg/night
46
  • 3 BR Cottage
  • 1 BA
  • 1300 sq ft
Exceptional! 5/5
(13 reviews)
avg/night
13
  • 3 BR House
  • 1 BA
  • 768 sq ft
Excellent! 4.6/5
(5 reviews)
avg/night
5
  • 3 BR House
  • 1 BA
  • 960 sq ft
avg/night
4
Viewed 8 times in the last 48 hours
  • 2 BR Cottage
  • 2 BA
  • 550 sq ft
Wonderful! 4.9/5
(8 reviews)
avg/night
Premier Partner
8
Excellent! 4.5/5
(39 reviews)
avg/night
39
Excellent! 4.7/5
(20 reviews)
avg/night
Premier Partner
20
Viewed 23 times in the last 48 hours
  • 3 BR House
  • 3 BA
  • Separate Toilets
  • 3583 sq ft
Excellent! 4.6/5
(19 reviews)
avg/night
Premier Partner
19
avg/night
1
Wonderful! 4.8/5
(9 reviews)
avg/night
9
  • 1 BR Condo
  • 1 BA
Wonderful! 4.8/5
(18 reviews)
avg/night
18
  • 2 BR Condo
  • 1 BA
  • 650 sq ft
Excellent! 4.6/5
(8 reviews)
avg/night
Premier Partner
8
  • 4 BR House
  • 1 BA
  • Separate Toilet
  • 1662 sq ft
Exceptional! 5/5
(3 reviews)
avg/night
3
Excellent! 4.7/5
(9 reviews)
avg/night
9
Viewed 5 times in the last 48 hours
  • 3 BR House
  • 4 BA
Wonderful! 4.9/5
(7 reviews)
avg/night
7
Viewed 14 times in the last 48 hours
  • 3 BR House
  • 1 BA
avg/night
Premier Partner
3
Viewed 5 times in the last 48 hours
  • 1 BR Studio
  • 1 BA
  • 260 sq ft
avg/night
4
Excellent! 4.5/5
(15 reviews)
avg/night
15
Viewed 18 times in the last 48 hours
  • 3 BR House
  • 2 BA
  • 1320 sq ft
avg/night
Premier Partner
2
Viewed 9 times in the last 48 hours
  • 5 BR House
  • 3 BA
  • 2510 sq ft
Excellent! 4.7/5
(66 reviews)
avg/night
Premier Partner
66
avg/night
2
Wonderful! 4.9/5
(28 reviews)
avg/night
Premier Partner
28
  • 3 BR House
  • 3 BA
  • 1500 sq ft
Excellent! 4.6/5
(5 reviews)
avg/night
Premier Partner
5
Viewed 11 times in the last 48 hours
  • 6 BR House
  • 3 BA
  • 1560 sq ft
Wonderful! 4.8/5
(15 reviews)
avg/night
Premier Partner
15
Good! 3.9/5
(11 reviews)
avg/night
11
Viewed 10 times in the last 48 hours
  • 3 BR House
  • 2 BA
Wonderful! 4.9/5
(14 reviews)
avg/night
Premier Partner
14

West Dennis Holiday Homes & Cottages (300+)

Recent Reviews

Lovely beachside condo!

4 of 5
Our family of 4 loved our stay at this lovely, modern & spacious beach condo. We really enjoyed the beach at the end of the row & also the outside space at the back. All the neighbours were really friendly & gave us great advice on where to visit. The condo is ideally situated mid-cape & everywhere is easily accessible. However - I’m sorry Claudia - but for an honest review I have to agree with some previous comments and consider it unreasonable to instruct guests to launder bedding & towels prior to 10am checkout - particularly after having already paid a $100 cleaning fee! Also, it was extremely hot during our stay and I found the lack of AC quite uncomfortable; although the living room ceiling fan, the upstairs bedroom floor fan & the downstairs bedroom window fan, did provide some relief. Ceiling fans in all rooms would be a huge improvement! All-in-all though we did have a great stay here & I would recommend this rental.
  • Review Submitted: Aug 25, 2018
  • Date of Stay: Aug 2018