Oakham holiday lettings

We found 45 holiday rentals — enter your dates for availability

your current months are March, 2024 and April, 2024.
March 2024
April 2024
Discover a selection of holiday rentals in Oakham that are perfect for your trip. Whether you're staying in a holiday rental with friends, family or even just your pets, you'll find the best amenities for hanging out with the people that matter most, such as parking and air conditioning. You're sure to find a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Choose a holiday rental for your Oakham getaway

Learn about the unique charm of Oakham with a stay in a holiday home rental. This city has something for everyone. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Oakham

Are you hoping to find attractions to visit while you're in the area? Venture out of your holiday home and experience everything that makes Oakham a one-of-a-kind holiday spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • Hardwick Vineyard and Winery (10.4 mi / 16.7 km)
  • Wachusett Mountain Ski Area (12.8 mi / 20.6 km)
  • Palmer Motorsports Park (13 mi / 20.9 km)
  • 1761 Old Mill Gift Shop (15.2 mi / 24.5 km)
  • Great Wolf Lodge Waterpark (16.5 mi / 26.6 km)
  • Green Hill Park (14.6 mi / 23.4 km)

Exploring the natural features in Oakham

Whether you're an outdoor enthusiast or just want to spend some time taking in the scenery, Oakham is a great place to get out in nature. These are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city centre:

  • Wells State Park (14.5 mi / 23.3 km)
  • Quinsigamond State Park (16 mi / 25.8 km)
  • Tower Hill Botanic Garden (16.2 mi / 26.1 km)
  • Buffumville Lake (17.5 mi / 28.2 km)
  • Barre Common District (5.8 mi / 9.3 km)
  • Rock House Reservation (9.6 mi / 15.4 km)

Travelling to and around Oakham

Fly into Worcester, MA (ORH-Worcester Regional), the closest airport, located 10.6 mi (17.1 km) from the city centre.

Frequently asked questions

How much does it cost to rent a holiday rental in Oakham?

The average price for a holiday rental in Oakham is determined by several factors, including time of year, length of stay and property type. Whether you're searching for a sprawling villa with space for extended family or a quaint cottage just enough for two, just add your travel dates to find stays with amazing value.

How much does it cost to rent a beach house in Oakham?

When you travel and the style and size of the property will influence how much you'll pay for your beachside holiday rental. Type in your Oakham travel dates to view your available options on Vrbo. Did someone just say "private pool"? Use our filters to choose the features and amenities you want in your rental.

What are the top attractions for families in Oakham?

Keeping the kids happy during your holiday in Oakham is child's play with these awesome family-friendly attractions:

  • Rutland Brook Wildlife Sanctuary
  • Moore State Park
  • Rutland State Park

How old do you have to be to rent a holiday rental in Oakham?

We recommend you check with the Oakham holiday home you want on Vrbo as age restrictions differ. However, typically it's 16, 18 or 21.

How long can I rent a holiday rental in Oakham for?

It's up to the Oakham property. To see all available options offering extended stays, simply enter your travel dates and guest number into Vrbo. Look forward to having the entire property to yourself, as well as amenities such as air conditioning, a kitchen and outdoor spaces where the kids can play. Be on the lookout for long-term stays that offer weekly or monthly discounts.

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