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

Home in Lakeside Marblehead
4.75 out of 5 average rating, 166 reviewsWalk to Everything Great about Marblehead!
RoryRating, 5 stars5 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 John’s proactive communication, we didn’t have any issues but I’m 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 we’d 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
Tara JeanRating, 5 stars2 days ago
We stayed at this beautiful home in our hometown while dealing with an insurance claim at our own house, and it truly felt like a home away from home. The space was incredibly comfortable, clean, and welcoming. Our hosts were so kind and accommodating, making a stressful time so much easier. We’re so grateful for their hospitality and would absolutely recommend this place to anyone looking for a homey and happy stay.
Guest favourite

Apartment in Danvers
4.94 out of 5 average rating, 303 reviewsNorth shore getaway! Near Salem ,Gloucester
KennethRating, 5 stars3 months ago
We needed some extra space for family visiting over the holidays and it worked out well.
Superhost

Home in Swampscott
4.96 out of 5 average rating, 27 reviewsMaster Suite with magnificent views of the ocean
JaimeRating, 5 stars2 months ago
We had a lovely long weekend at Natasha's gorgeous home. Spotlessly clean, with modern upgrades and appliances. The layout is a bit unusual as the house has been renovated and split into at least 2 units. Located on main road into Swampscott, with a view of the ocean (across the road) out the front windows--very beautiful even in the middle of winter! We had snow 2 out of 3 nights, and on the first of these there was a gentleman outside shoveling the driveway and back steps around noon. But by our check out time (noon) on Monday, nobody had cleared the snow. Got our car out ok, and we cleared off the back steps so we could bring our luggage out. There was conflicting info between the listing and what we were told by the owner re check-in and check out times--we messaged owner (twice) to clarify check out time and never heard back from her, so called her on check out morning--she apologized and honored the original listing. Info in owner's instruction booklet at house needs updating.
Guest favourite

Apartment in East Boston
4.97 out of 5 average rating, 150 reviewsNxt to ocean, 5 min dntwn by T
AndreaRating, 5 stars1 week ago
This place was a great place to stay for our week visit in Boston. The apartment is very conveniently located to the subway, so getting around was very easy, and it was close to the airport as well. It was also very clean and fit the four of us very comfortably. The walls are thin so it’s a little loud with street noise in the front bedroom, but nothing some ear plugs didn’t fix. The TV didn’t really work, but as we were there to explore it didn’t really matter.
Superhost

Apartment in Revere
4.5 out of 5 average rating, 4 reviewsCharming 3B2B Condo II Near Beach
MarkRating, 5 stars2 months 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.
Guest favourite

Apartment in Beverly
4.75 out of 5 average rating, 297 reviewsSalem/Beverly- Explore Boston's North Shore!
MichelleRating, 5 stars5 months ago
This place was just perfect for what we needed! It was exactly as described, clean and more than roomy enough for our party. The location is great too. Easily accessible to Salem, stores, restaurants and public transportation. Aurelia left a binder with great suggestions and then checked in with me to make sure we were happy and settled. Highly recommended !
Top guest favourite

Apartment in Brighton
4.99 out of 5 average rating, 79 reviewsNew 3 bedroom, 2 bath unit, meadow view!
FionaRating, 5 stars2 weeks ago
Simon’s place has everything you need and more. Fridge stocked with bottled water and sodas. Chocolates, oranges and bars for snacking. Bouquet of fresh flowers in the master bedroom. We felt very welcomed into this wonderful space. It is on the second floor of a 3 level house. Three apartments total in the building. Great to have off street parking. I highly recommend.
Quick stats about vacation rentals in Brookline
Total rentals
1.1K properties
Total number of reviews
44K reviews
Family-friendly rentals
410 properties are a good fit for families
Pet-friendly rentals
260 properties allow pets
Rentals with a pool
90 properties have a pool
Rentals with dedicated workspaces
530 properties have a dedicated workspace
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- Rentals with a firepit Brookline
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- Hampton Beach
- Boston Common
- TD Garden
- Fenway Park
- Harvard University
- North Hampton Beach
- Brown University
- New England Aquarium
- Sagamore Beach
- Faneuil Hall Marketplace
- Freedom Trail
- Onset Beach
- Prudential Center
- Symphony Hall
- Roger Williams Park Zoo
- Oakland Beach
- Boston Public Library
- Crane Beach
- Scusset Beach
- Pinehills Golf Club
- Aaronap Cellars
- John Hancock Tower
- Boston Children's Museum
- Quincy Market