
Vacation rentals in Brookline
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Top-rated vacation rentals in Brookline
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Other great vacation rentals in Brookline
Superhost

Home in Lakeside Marblehead
4.75 out of 5 average rating, 166 reviewsWalk to Everything Great about Marblehead!
RoryRating, 5 stars4 months ago
We loved our stay at this property. The house is much more historic and lived in, if you are after a pristine and modern stay, this might not be the place for you. But the house more than made up for it in character and cozy vibes, and it fit in perfectly in the charming historic neighborhood in Marblehead. The area has a lot of wonderful spots you can walk to, and the host provided historical information about the area and the house as well! We were so grateful for Johnâs proactive communication, we didnât have any issues but Iâm confident if we had he would have quickly resolved them! Overall my family had a wonderful weekend and we spent the drive home saying home much weâd love to make another trip in the summer to enjoy the ocean more!! Thanks John for a memorable weekend!
Guest favourite

Home in Wakefield
4.92 out of 5 average rating, 12 reviews60 Jordan-New Construction Townhome
DanaRating, 5 stars3 months ago
Ended up with this host for a last minute booking after another Airbnb host told us last minute there was no heat (in Mass in December?!). Very responsive and professional, this team has very nice locations and fabulous communication all the way through our stay. Would definitely book with them again!
Superhost

Home in Essex
4.73 out of 5 average rating, 12 reviewsRustic Lux Farm House with Simplistic Elegance
RobinRating, 5 stars9 months ago
This is a wonderful place for a family gathering. There can't be too many 17th century rentals (1686?) with amazing original fireplace and wood. We enjoyed exploring the house - 3 staircases, many fireplaces, surprising rooms and passageways. Very nicely decorated rooms. Large kitchen and pantry, comfortable seating in living area, on screen porch, outside on large lawn.
Guest favourite

Apartment in East Boston
4.97 out of 5 average rating, 147 reviewsNxt to ocean, 5 min dntwn by T
MelissaRating, 5 stars5 days ago
Came into town couple days early before attending a conference. This was a great place. Within walking distance to restaurants and a short urber ride to downtown. Host was very helpful and responsive. Great first trip to Boston.
Guest favourite

Guesthouse in Westford
4.97 out of 5 average rating, 100 reviewsDetached Waterfront Guest House
MartinRating, 5 stars5 months ago
This is a nice place, it had everything we needed and was clean. Ian was a great communicator. The shower was a little on the small size.
Superhost

Apartment in Revere
4.67 out of 5 average rating, 3 reviewsCharming 3B2B Condo II Near Beach
MarkRating, 5 stars1 month ago
A nice and clean apartment. We were walking distance to several great restaurants and bars. I would stay again next time I have shows to see in Boston.
Top guest favourite

Apartment in Brighton
4.99 out of 5 average rating, 77 reviewsNew 3 bedroom, 2 bath unit, meadow view!
DennisRating, 5 stars1 week ago
Our second stay at Simon's place was as great as the first. We have a yearly event in Boston and hope to utilize this great location again in the future! Thanks again!
Superhost

Guest suite in Arlington
4.85 out of 5 average rating, 82 reviewsâ Modern Studio-Private Entrance,Washer+Dryerâ
BrianRating, 5 stars3 months ago
Had a great stay at this place (this was our second time there). Our plane to the area was much delayed but our hosts were understanding and very helpful. Everything was as advertised and the place was convenient to our activities visiting family. Will definitely stay there again!
Quick stats about vacation rentals in Brookline
Total rentals
1K properties
Total number of reviews
44K reviews
Family-friendly rentals
380 properties are a good fit for families
Pet-friendly rentals
230 properties allow pets
Rentals with a pool
70 properties have a pool
Rentals with dedicated workspaces
500 properties have a dedicated workspace
Destinations to explore
- Boston Vacation rentals
- Cape Cod Vacation rentals
- The Hamptons Vacation rentals
- Hudson Valley Vacation rentals
- Long Island Vacation rentals
- Plainview Vacation rentals
- East River Vacation rentals
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- Jersey Shore Vacation rentals
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- Philadelphia Vacation rentals
- Rentals with breakfast Brookline
- Kid-friendly rentals Brookline
- Rentals with a patio Brookline
- Rentals with a fireplace Brookline
- House rentals Brookline
- Rentals with a hot tub Brookline
- Condo rentals Brookline
- Rentals with outdoor seating Brookline
- Rentals with a firepit Brookline
- Apartment rentals Brookline
- Rentals with an EV charger Brookline
- Bed and breakfasts Brookline
- Pet-friendly rentals Brookline
- Family-friendly rentals Brookline
- Private suite rentals Brookline
- Fitness-friendly rentals Brookline
- Rentals with pools Brookline
- Loft rentals Brookline
- Rentals with a washer and dryer Brookline
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- 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
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Hampton Beach
- Boston Common
- TD Garden
- Fenway Park
- North Hampton Beach
- Harvard University
- Brown University
- Onset Beach
- Sagamore Beach
- New England Aquarium
- Faneuil Hall Marketplace
- Scusset Beach
- Goddard Memorial State Park
- Prudential Center
- Symphony Hall
- Isabella Stewart Gardner Museum
- Oakland Beach
- Phillips Beach
- Museum of Fine Arts, Boston
- Pinehills Golf Club
- Hampton Beach State Park
- Roger Williams Park Zoo
- Sandy Point Beach
- Goddard Memorial State Park Beach