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Holiday Homes in Brookline

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Check prices for these dates

Next weekend
14 Feb - 16 Feb
In two weeks
21 Feb - 23 Feb
In one month
7 Mar - 9 Mar
In two months
4 Apr - 6 Apr

Featured Holiday Homes in Brookline and around

Modern & Walkable to city sights. A 4-bedroom house in wonderful Boston
4 bedrooms, iron/ironing board, travel cot, free WiFi

Modern & Walkable to city sights. A 4-bedroom house in wonderful Boston

Modern & Walkable to city sights. A 4-bedroom house in wonderful Boston
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Interior

Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

9.6 out of 10, Exceptional, (110)
"Our third stay at 14 Hodges. We were so pleased with the upgrades. The new beds/bedding were amazing and the new thermostat was user friendly. We managed to cook quite a bit while also eating out at our favorite vegan spots in Salem and Beverly. We headed to Boston via train for the Titanic exhibit and headed to Portland Maine and the lit up for the Holidays Nubble Light House. It was great to visit the PEM once again for some great exhibits and all the local stores. It was great to be "home." "
The price is €311
includes taxes & fees
8 Feb - 9 Feb
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Charming home with deck- walkable to transit, shops & restaurants
Fridge, microwave, oven, stovetop

Charming home with deck- walkable to transit, shops & restaurants

Charming home with deck- walkable to transit, shops & restaurants
Beautiful coastal 5-BR in Swampscott - 5 mins to beach, Wifi, gas fireplace
Miscellaneous

Beautiful coastal 5-BR in Swampscott - 5 mins to beach, Wifi, gas fireplace

Beautiful coastal 5-BR in Swampscott - 5 mins to beach, Wifi, gas fireplace
OLD TOWN CHARM. Sleeps 4- 2 bedrooms - 2.5 baths
2 bedrooms, iron/ironing board, free WiFi, bed sheets

OLD TOWN CHARM. Sleeps 4- 2 bedrooms - 2.5 baths

9.6 out of 10, Exceptional, (9)
"Loved this old historic home and the town. Had everything we needed to make our stay comfortable. Would love to come back again! Everything was walkable. Charming town. Gorgeous ocean all around. In love!"
OLD TOWN CHARM. Sleeps 4- 2 bedrooms - 2.5 baths
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
Fridge, microwave, oven, stovetop

Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

9.6 out of 10, Exceptional, (72)
"Clean and convenient. Loud neighbors"
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
Villa in Boston 6BR 5.5 Bath-IGLOO, Arcade, Parking,Game Room,EV
Fridge, microwave, oven, stovetop

Villa in Boston 6BR 5.5 Bath-IGLOO, Arcade, Parking,Game Room,EV

10.0 out of 10, Exceptional, (1)
"We had an incredible experience staying at this property! The house was absolutely beautiful and exceeded our expectations. It was clean, well-maintained, and had everything we needed for a comfortable and relaxing stay. My family loved it so much, and we're already planning to come back in the future. Thank you to our wonderful host for making this stay so memorable!"
Villa in Boston 6BR 5.5 Bath-IGLOO, Arcade, Parking,Game Room,EV
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
Fridge, microwave, oven, stovetop

Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston

10.0 out of 10, Exceptional, (54)
"We took a family trip to Boston and this couldn’t have been a better setup for our family. The home is located close to a T Station for easy access to all Boston has to offer. It was clean and well stocked with everything we could have needed. It was a fun experience to stay in a historic home. There was plenty space for our whole family, and the bunk rooms were great for the kids. The beds and pillows were the most comfortable I’ve had at any VRBO I’ve ever rented. We also really appreciated...
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi
Interior

Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi

9.8 out of 10, Exceptional, (155)
"Nice neighborhood. My only concern was there are a lot of stairs.Great location close to everything, Good restaurants close by. Had a wonderful time. "
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Marina

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

9.4 out of 10, Exceptional, (79)
"House was well stocked, clean and accurately advertised. Would stay here again!"
The price is €543
includes taxes & fees
5 Feb - 6 Feb
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Remodeled Townhouse close to Boston
Private kitchen

Remodeled Townhouse close to Boston

9.8 out of 10, Exceptional, (24)
"At this price point it was exactly as we expected, and we were very happy with the place and it met all our needs."
Remodeled Townhouse close to Boston
Norwood Luxe Suite- Pet friendly & Commuter friendly
Pool

Norwood Luxe Suite- Pet friendly & Commuter friendly

10.0 out of 10, Exceptional, (8)
"Our crew have been up several times in the area for work and really enjoyed staying here. The house is lovely and is always clean and welcoming when they arrive for their stay. Susan is an excellent communicator and a wonderful host!"
Norwood Luxe Suite- Pet friendly & Commuter friendly
Boston's Best Vacation Home
Exterior

Boston's Best Vacation Home

9.8 out of 10, Exceptional, (44)
"We had a pleasant stay. The house is cozy, clean and comfortable. It is in a convenient location with several restaurants in walking distance as well as a supermarket. The neighborhood is quiet with little traffic coming through. Victor the host was responsive and answered any questions we had. Would recommend without hesitation."
Boston's Best Vacation Home
Centrally located in the heart of Boston near T
Fridge, microwave, oven, stovetop

Centrally located in the heart of Boston near T

8.8 out of 10, Excellent, (16)
"The apartment was beautiful and super clean. My bed was comfortable. I thoroughly enjoyed my stay. The parking is a little nerve-racking but it all worked out. I would definitely recommend this for anyone who’s looking to stay in the Boston area."
The price is €442
includes taxes & fees
5 Feb - 6 Feb
Centrally located in the heart of Boston near T
5-bedroom house. Close to airport, bus & train. 10 min from Boston. Sleeps 10.
Terrace/patio

5-bedroom house. Close to airport, bus & train. 10 min from Boston. Sleeps 10.

10.0 out of 10, Exceptional, (125)
"This house is perfect in every way. Plenty of space, great location and tons of charm. Will definitely stay again! "
5-bedroom house. Close to airport, bus & train. 10 min from Boston. Sleeps 10.
Rare Find in Boston's Hippest Neighborhood
Outdoor dining

Rare Find in Boston's Hippest Neighborhood

10.0 out of 10, Exceptional, (89)
"Margaret was a wonderful host and communicated extremely promptly. Location was great, in close walking distance to public transportation and J.P. Downtown. We enjoyed making a cozy fire in the wood stove on a cool November evening. All in all a comfortable weekend with the family."
Rare Find in Boston's Hippest Neighborhood
Peaceful 2Br House in Cambridge
Exterior

Peaceful 2Br House in Cambridge

2.0 star property
6.0 out of 10, (5)
"A marvelous place. Parking spot was appeciated!"
Peaceful 2Br House in Cambridge
Entire 4BR 2 Bath Home l Minutes to Downtown Salem
Aerial view

Entire 4BR 2 Bath Home l Minutes to Downtown Salem

2.0 star property
10.0 out of 10, Exceptional, (2)
"My family & I booked a trip to Salem and we desired to find a cute home that would accommodate 7 of us that was within walking distance of downtown Salem and we found just that in this home! The host was a great communicator & really was fantastic at making our stay welcoming and pleasant. We were able to walk to all the tourist sites and restaurants within a short amount of time. Would recommend staying here 10/10. "
The price is €690
includes taxes & fees
14 Feb - 15 Feb
Entire 4BR 2 Bath Home l Minutes to Downtown Salem
Heart of Southie - Hot Tub + Walk to Top Bars
4 bedrooms, desk, iron/ironing board, travel cot

Heart of Southie - Hot Tub + Walk to Top Bars

10.0 out of 10, Exceptional, (10)
"This property was perfect for our girls Aunts/Cousins weekend. Alex was an amazing host and was very helpful answering all questions and giving us links of what to do. The property was so nicely set up, lots of living space, the bar in living room was so nice and convenient. The kitchen was great and plenty of beds that were very comfortable. It was a perfect place to stay. We would definitely stay again. "
Heart of Southie - Hot Tub + Walk to Top Bars
Charming private townhouse-style lodging, a block from Marblehead Harbor
Terrace/patio

Charming private townhouse-style lodging, a block from Marblehead Harbor

10.0 out of 10, Exceptional, (124)
"Outstanding in all respects. Wonderful host and superb property. We'll definitely be back!"
Charming private townhouse-style lodging, a block from Marblehead Harbor
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Brookline

Maverick Suites at 89 Marion
Interior entrance

Maverick Suites at 89 Marion

2.0 star property
8.4 out of 10, Very good, (207)
"I stayed at Maverick Suites in November for 6 nights and again in January for 5 nights. The location is very good. You are close to Coolidge Corner with restaurants, Trader Joes, etc. The rooms are nothing fancy, but the both beds I had were very comfortable and pillows good. Shower worked well. You would not feel great lounging around all day in the room, but as a place to stay you are close to the T and can easily get around. I didn't have a car so don't know about parking. I can't say...
The price is €216
includes taxes & fees
5 Feb - 6 Feb
Maverick Suites at 89 Marion
Sonder 907 Main
Interior

Sonder 907 Main

4.0 star property
8.2 out of 10, Very good, (428)
"The checkin and room key code access process is a little weird with needing to use an an app or complete it on their website, but other than that, it was a pleasant stay in a convenient part of town."
The price is €150
includes taxes & fees
17 Feb - 18 Feb
Sonder 907 Main
No. 284 powered by Sonder
Exterior

No. 284 powered by Sonder

4.0 star property
9.4 out of 10, Exceptional, (861)
"It was a great location, clean and affordable "
The price is €158
includes taxes & fees
26 Feb - 27 Feb
No. 284 powered by Sonder
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.