Holiday rentals in Boston
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Top-rated holiday rentals in Boston
Guests agree: these stays are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Boston holiday rentals
Other great holiday rentals in Boston
Guest suite in Boston
4.96 out of 5 average rating, 203 reviewsUpscale 2 Bdrm Suite: Kitchen, Spa Bath, Laundry
8–15 Apr
Flat in Cambridge
4.93 out of 5 average rating, 246 reviewsBright Convenient Apt Harvard / MIT
6–13 Mar
Guest suite in Arlington
4.92 out of 5 average rating, 196 reviewsModern and comfortable studio apartment
30 Mar – 6 Apr
Guest house in Framingham
4.97 out of 5 average rating, 199 reviewsPrivate guest house on beautiful country road
27 Mar – 3 Apr
Flat in Waltham
4.98 out of 5 average rating, 209 reviewsCozy Private Studio Unit w/ Laundry and Parking!
13–20 Jan
Guest suite in Somerville
4.83 out of 5 average rating, 211 reviewsPrivate, perfect+modern Bed&Bath near Harvard
28 Jun – 5 Jul
Guest suite in Peabody
4.98 out of 5 average rating, 177 reviewsCozy West Peabody Guest Suite
13–20 Aug
Guest suite in Rockport
4.99 out of 5 average rating, 611 reviewsHalibut Point State Park. Nature Lovers Retreat
5–12 Dec
Quick stats about holiday rentals in Boston
Total rentals
9.1T properties
Rentals with dedicated workspaces
4.7T properties have a dedicated workspace
Rentals with a pool
490 properties have a pool
Pet-friendly rentals
2.6T properties allow pets
Family-friendly rentals
3.2T properties are a good fit for families
Total number of reviews
3.9L reviews
Destinations to explore
- Cape Cod Holiday rentals
- Martha's Vineyard Holiday rentals
- Cambridge Holiday rentals
- Portland Holiday rentals
- Nantucket Holiday rentals
- Salem Holiday rentals
- Newport Holiday rentals
- Philadelphia Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Montreal Holiday rentals
- Rentals with pools Boston
- Rentals with a fireplace Boston
- Villa rentals Boston
- Rentals with lake access Boston
- Rentals with beach access Boston
- Family-friendly rentals Boston
- Family-friendly rentals Boston
- Rentals with a kayak Boston
- Rentals with a patio Boston
- Smoking-friendly rentals Boston
- Private suite rentals Boston
- Cottage rentals Boston
- Rentals with an accessible-height bed Boston
- Rentals with a firepit Boston
- Wheelchair-accessible rentals Boston
- Guest house rentals Boston
- Monthly Rentals Boston
- Loft rentals Boston
- Pet-friendly rentals Boston
- Rentals with an EV charger Boston
- Beach house rentals Boston
- Rentals with a hot tub Boston
- Apartment rentals Boston
- Fitness-friendly rentals Boston
- House rentals Boston
- Rentals with breakfast Boston
- Beachfront rentals Boston
- Flat rentals Boston
- Townhouse rentals Boston
- Waterfront rentals Boston
- Rentals with a washing machine and dryer Boston
- Rentals with a cinema Boston
- Rentals with outdoor seating Boston
- Bed and breakfasts Boston
- Yurt Rentals United States
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- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
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- Beach Condos United States
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- Luxury Dog-Friendly Cottages United Kingdom