
Holiday rentals in Brookline
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Top-rated holiday rentals in Brookline
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Other great holiday rentals in Brookline
Superhost

Home in Marblehead
4.75 out of 5 average rating, 166 reviewsWalk to Everything Great about Marblehead!
RoryRating, 5 stars3 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!
Superhost

Guest suite in Burlington
4.74 out of 5 average rating, 50 reviewsLovely Two Bedroom Home in Burlington
JohnRating, 5 stars4 months ago
Paul was a gracious host. Friendly, accommodating and undersanding. I'll definitely book again
Guest favourite

Flat in Danvers
4.94 out of 5 average rating, 303 reviewsNorth shore getaway! Near Salem ,Gloucester
KennethRating, 5 stars2 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 stars4 weeks 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.
Superhost

Flat in Downtown Boston
4.73 out of 5 average rating, 33 reviews(42L2) Celtics, Bruins! Lets GO!
KailyRating, 5 stars2 weeks ago
Came into Boston for the Four Nations tournament. It was just me and my husband, so although the space was small, it was the perfect size for us. It was very close walk to TD Garden. We didn’t have tickets for game 2, went back to the place, waited until the game was about to start and bought last minute tickets. We were able to run over and get in our seats by the anthem!
Guest favourite

Flat in Beverly
4.75 out of 5 average rating, 297 reviewsSalem/Beverly- Explore Boston's North Shore!
MichelleRating, 5 stars3 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 !
Guest favourite

Flat in Brighton
4.99 out of 5 average rating, 75 reviewsNew 3 bedroom, 2 bath unit, meadow view!
EvaRating, 5 stars1 month ago
We had a wonderful time staying in this apartment for a week. Simon's apartment is extremely neat, comfortable, and well-organized. He was very thoughtful, preparing chocolates, oranges, various beverages, and even a bunch of roses for us. I highly recommend this place. When I visit Boston next time, I will definitely choose to stay here again.
Superhost

Guest suite in Arlington
4.85 out of 5 average rating, 82 reviews★Modern Studio-Private Entrance,Washer+Dryer★
BrianRating, 5 stars2 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 holiday 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 Holiday rentals
- Cape Cod Holiday rentals
- The Hamptons Holiday rentals
- Hudson Valley Holiday rentals
- Long Island Holiday rentals
- Plainview Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
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- Montreal Holiday rentals
- Philadelphia Holiday rentals
- Rentals with a fireplace Brookline
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