
Holiday houses in Boston
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Top-rated holiday rentals in Boston
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Boston holiday rentals
Other great holiday rentals in Boston
Guest favourite

Private room in Roxbury
4.9 out of 5 average rating, 21 reviewsModern Home - w/ Comfort Amenities
Superhost

Private room in Meeting House Hill
4.81 out of 5 average rating, 74 reviewsBoston Charm 2 :Private Room Near Downtow
Guest favourite

Private room in Brighton
4.9 out of 5 average rating, 63 reviewsParis style bedroom in a quiet Boston area
Superhost

Private room in Dorchester
4.85 out of 5 average rating, 89 reviewsBoston Queen Room 1.1
Guest favourite

Private room in Everett
5 out of 5 average rating, 14 reviewsCity Serenity near BOS & Encore!
Guest favourite

Private room in Jamaica Plain
4.93 out of 5 average rating, 15 reviewsNear Train in hip Jamaica Plain
Top Guest favourite

Private room in Jamaica Plain
5 out of 5 average rating, 15 reviewsRoslindale room near Arboretum
Guest favourite

Private room in Billerica
5 out of 5 average rating, 16 reviewsRoom A. Queen bedroom - Cozy/Private/Fast Wi-Fi
Quick stats about holiday rentals in Boston
Total rentals
9.8K properties
Total number of reviews
462K reviews
Family-friendly rentals
3.6K properties are a good fit for families
Pet-friendly rentals
2.8K properties allow pets
Rentals with a pool
510 properties have a pool
Rentals with dedicated workspaces
5.3K properties have a dedicated workspace
Destinations to explore
- Portland Holiday rentals
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- Pocono Mountains Holiday rentals
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- Jersey Shore Holiday rentals
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- East River Holiday rentals
- Hudson Valley Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- The Hamptons Holiday rentals
- Montreal Holiday rentals
- Beachfront rentals Boston
- Family-friendly rentals Boston
- Waterfront rentals Boston
- Rentals with a patio Boston
- Beach house rentals Boston
- Rentals with a fireplace Boston
- Rentals with outdoor seating Boston
- Townhouse rentals Boston
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- Rentals with an EV charger Boston
- Rentals with a washing machine and dryer Boston
- Rentals with a home theatre Boston
- Guesthouse rentals Boston
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- Rentals with a hot tub Boston
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- Bed and breakfasts Boston
- Rentals with an accessible height bed Boston
- Pet-friendly rentals Boston
- Rentals with a kayak Boston
- Cottage rentals Boston
- Fitness-friendly rentals Boston
- Rentals with beach access Boston
- Rentals with breakfast Boston
- Smoking-friendly rentals Boston
- Villa rentals Boston
- Rentals with a fire pit Boston
- Apartment rentals Boston
- Rentals with pools Boston
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- Hampton Beach
- Boston Common
- Fenway Park
- Revere Beach
- TD Garden
- Harvard University
- Lynn Beach
- Brown University
- Duxbury Beach
- New England Aquarium
- North Hampton Beach
- Faneuil Hall Marketplace
- Good Harbor Beach
- Crane Beach
- Freedom Trail
- Canobie Lake Park
- Oakland Beach
- MIT Museum
- Prudential Center
- Onset Beach
- Rye North Beach
- Museum of Fine Arts, Boston
- Roger Williams Park Zoo
- Quincy Market
- Things to do Boston
- Art and culture Boston
- Sightseeing Boston
- Food and drink Boston
- Tours Boston
- Things to do Suffolk County
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- Things to do Massachusetts
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