The 29 Best Vacation Rentals in Boston Metropolitan Area

Ranked 1 out of 436 in the region, as well as being 1 of 181 for vacation rentals in Boston.

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• “Convenient and spacious”
• “Nice alternative to a Boston hotel”
• See more reviews of *Cozy, Convenient Boston. Indulge, you deserve it*

Ranked 2 out of 436 in the region, as well as being 2 of 181 for vacation rentals in Boston.

• “Great place for a visit to family over the weekend.”
• “”
• “Good parking, nicely renovated house, very kind host, all...”
• See more reviews of Unique & Peaceful Boston Home( Free Parking)

Ranked 3 out of 436 in the region, as well as being 3 of 181 for vacation rentals in Boston.

• “Refreshing, relaxing, comfortable, and great location outside of city chaos and traffic”
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• “Perfect spot”
• See more reviews of Roslindale village condos

Ranked 4 out of 436 in the region, as well as being 4 of 181 for vacation rentals in Boston.

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• “Location was perfect.”
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• See more reviews of The Monty Boston

Ranked 5 out of 436 in the region, as well as being 2 of 4 for vacation rentals in Newton.

• “As good as it gets!”
• “Stas was a great host of a very well equipped and spotless...”
• “Spacious, clean and comfortable apartment in a convenient location”
• See more reviews of The Inn at Newton Highlands

Ranked 6 out of 436 in the region, as well as being 5 of 181 for vacation rentals in Boston.

• “Amazing Stay – Felt Like Home”
• “”
• “Great apartment”
• See more reviews of ~*30min to Downtown*~ THE COSMOPOLITAN

Ranked 7 out of 436 in the region, as well as being 1 of 8 for vacation rentals in Medford.

• “Wonderful spot, clean and comfortable!”
• “Spacious and convenient!”
• “Great place to relax for a family and to use to explore the area. Loved the Medford vibe.”
• See more reviews of Spacious Medford Gem

Ranked 8 out of 436 in the region, as well as being 2 of 8 for vacation rentals in Medford.

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• “Albeit short, I had a fantastic stay at this cozy and relaxing place. The apartment was spotless, beautifully put toget”
• “The location was perfect for me!”
• See more reviews of Traveler’s Den in Medford

Ranked 9 out of 436 in the region, as well as being 6 of 181 for vacation rentals in Boston.

• “Good value for money.”
• “”
• “Very enjoyable 4 days in Boston and stay at Ruby’s and Gl’s apt.”
• See more reviews of Near Train Station Gorgeous 3-Bedroom Apartment with Patios

Ranked 10 out of 436 in the region, as well as being 7 of 181 for vacation rentals in Boston.

• “A”
• “Wonderful spacious well equipped apartment with a warm welcome from the owner”
• “Very good moment in Boston, for first time with friends”
• See more reviews of Bright & Spacious apartment, mins from Downtown Boston, parking

Ranked 11 out of 436 in the region, as well as being 8 of 181 for vacation rentals in Boston.

• “Loved our stay”
• “Fantastic hosts and location. Great value!”
• “It was a really sweet city apartment, with good coffee and...”
• See more reviews of The Boston Rental - Multiple Floorplans

Ranked 12 out of 436 in the region, as well as being 9 of 181 for vacation rentals in Boston.

• “I will definitely be coming back anytime I come to Boston and anytime that she’ll have me”
• “For a last minute need for a place for work, this was the perfect place.”
• “Excellent location, facilities and host.”
• See more reviews of Cozy Boston Getaway Apartment! Free Parking

Ranked 13 out of 436 in the region, as well as being 1 of 7 for vacation rentals in Cambridge.

• “Très bien situé, à 10’ à pied de Harvard”
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• See more reviews of Best Location At Harvard University! 4 Bedroom Apartment! Two Units Available!

Ranked 14 out of 436 in the region, as well as being 10 of 181 for vacation rentals in Boston.

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• “The bathroom was not clean enough, there was hair all over...”
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• See more reviews of J Miller Flats by Thatch

Ranked 15 out of 436 in the region, as well as being 11 of 181 for vacation rentals in Boston.

• “Great”
• “Very happy with stay”
• “Family friendly, brand new home, in the center of everything.”
• See more reviews of Brand New 4BR House 20Min Downtown Boston

Ranked 16 out of 436 in the region, as well as being 12 of 181 for vacation rentals in Boston.

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• “Very good location, big clean comfort rooms with good safety”
• “Plenty of room, very clean, great location, prompt responses...”
• See more reviews of Location+Comfort+Convenience

Ranked 17 out of 436 in the region, as well as being 1 of 6 for vacation rentals in Everett.

• “This is a 5 star property.”
• “Locked out; No response; Went elsewhere”
• “Enjoyed”
• See more reviews of Your Boston Retreat - Great porches - 2/BR sleep 6

Ranked 18 out of 436 in the region, as well as being 2 of 7 for vacation rentals in Cambridge.

• “Great location and has a nice bar downstairs really friendly”
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• “”
• See more reviews of Cozy Cambridge Apt

Ranked 20 out of 436 in the region, as well as being 14 of 181 for vacation rentals in Boston.

• “Meh...”
• “”
• “”
• See more reviews of Sonder by Marriott Bonvoy Pierce Boston Apartments Fenway

Ranked 21 out of 436 in the region, as well as being 15 of 181 for vacation rentals in Boston.

• “Close to everything with a nice view.”
• “”
• “The flat is quite large with a kitchen and a good living...”
• See more reviews of Furnished Luxury Apartment Next to Harvard Stadium

Ranked 22 out of 436 in the region, as well as being 16 of 181 for vacation rentals in Boston.

• “Apartment is great!”
• “Spacious and clean apartment with all the amenities and...”
• “Awesome, stay want to go back”
• See more reviews of Modern Beautiful Apartment-5 Beds-Full Kitchen-Parking-Super Clean-Great for Groups

Ranked 23 out of 436 in the region, as well as being 17 of 181 for vacation rentals in Boston.

• “Nice place for a Boston getaway!”
• “If we ever go back to Boston, we hope this place is available!”
• “We enjoyed the home. It was just hard to get to sleep with the upstairs guests being noisy.”
• See more reviews of ~*Pet Friendly 30min to Downtown*~ THE BOSTONIAN

Ranked 24 out of 436 in the region, as well as being 1 of 13 for vacation rentals in Quincy.

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• “Excellent stay - very clean, spacious and great location!”
• See more reviews of 41 - 3BR Quincy - Lovely Townhouse near Adams

Ranked 25 out of 436 in the region, as well as being 1 of 9 for vacation rentals in Chelsea.

• “A perfect spot outside of Boston, calm, clean and well appointed.”
• “We enjoyed our long weekend at this home, would definitely look up this home for our next visit.”
• “Smooth easy simple right by airport lots to do around the area.”
• See more reviews of The Maverick - Luxurious Apartment - Free Parking - 2 Miles From Boston Logan Airport

Ranked 26 out of 436 in the region, as well as being 1 of 3 for vacation rentals in Wakefield.

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• “Great location in a very cute town”
• See more reviews of Bright 2 Br, Pets Welcome, Steps to Lake, Restaurants and Train

Ranked 27 out of 436 in the region, as well as being 1 of 29 for vacation rentals in Brookline.

• “It was ok.”
• “”
• “Spartan, clean, convenient location at at good price”
• See more reviews of A Stylish Stay w/ a Queen Bed, Heated Floors.. #23

Ranked 28 out of 436 in the region, as well as being 18 of 181 for vacation rentals in Boston.

• “Everything was perfect.”
• “It suited us for the number in our party and access to Cambridge/cafes/groceries.”
• “Great size 5 rooms!”
• See more reviews of Harvrd-MIT-B.U./Parkfree/Single Family residence

Ranked 29 out of 436 in the region, as well as being 19 of 181 for vacation rentals in Boston.

• “The from the second day the air condition was not working.”
• “Modern city room”
• “Cold and windy!”
• See more reviews of Stylish Studio in Historic Boston

Ranked 30 out of 436 in the region, as well as being 2 of 13 for vacation rentals in Quincy.

• “Was OK but think I'd choose a different place next time.”
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• “Loved Boston.”
• See more reviews of Park view South of Boston - Quincy