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Holiday Homes in Brookline

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Check prices for these dates

Next weekend
25 Jul - 27 Jul
In two weeks
1 Aug - 3 Aug
In one month
15 Aug - 17 Aug
In two months
12 Sept - 14 Sept

Featured Holiday Homes in Brookline and around

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, (124)
"We stayed here for four days. It’s very clean nice beautiful place."
The price is €277
includes taxes & fees
16 Jul - 17 Jul
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
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, (166)
"So much better than staying at a hotel and separating our group of seven. Awesome stay, 10 out of 10 recommend"
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi
Union Square House
Outdoor dining

Union Square House

9.6 out of 10, Exceptional, (75)
"Good vibe, comfy stay, fine location. No complaints. Host was responsive and on top of the care of the place."
Union Square House
Spacious 5-bedroom 5 bath house in charming Marblehead & close to the ocean
Interior

Spacious 5-bedroom 5 bath house in charming Marblehead & close to the ocean

9.8 out of 10, Exceptional, (6)
The price is €782
includes taxes & fees
23 Jul - 24 Jul
Spacious 5-bedroom 5 bath house in charming Marblehead & close to the ocean
2BR with a king, queen-beds sofa bed 65’’TV free parking close to everything
Exterior detail

2BR with a king, queen-beds sofa bed 65’’TV free parking close to everything

9.0 out of 10, Wonderful, (35)
"Great stay, communication was amazing "
The price is €387
includes taxes & fees
27 Jul - 28 Jul
2BR with a king, queen-beds sofa bed 65’’TV free parking close to everything
Charming house with WiFi and AC in superb Randolph
Terrace/patio

Charming house with WiFi and AC in superb Randolph

9.6 out of 10, Exceptional, (9)
"This was a lovely little home in a quiet neighborhood that allowed us easy access to the highway for our daily adventures. The host was fabulous! We would definitely choose to stay there again if we ever return to the Boston area."
Charming house with WiFi and AC in superb Randolph
Boston's Best Vacation Home
Exterior

Boston's Best Vacation Home

9.8 out of 10, Exceptional, (53)
"Great location easy to get to all of Boston, clean and well maintained, large kitchen and living room. Enjoyed our stay"
Boston's Best Vacation Home
Spacious, New Renovation | Near T
Fridge, microwave, oven, stovetop

Spacious, New Renovation | Near T

10.0 out of 10, Exceptional, (7)
"The house was very nice, clean and comfortable. Had all the supplies we needed plus more included. Check-in and check-out were both super smooth. The host was very responsive. Overall great stay!"
Spacious, New Renovation | Near T
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, (80)
"This property is perfect for 2 travelers or for a small family. Close to everything, very clean and easy to get to. Would 100% stay here again!"
The price is €257
includes taxes & fees
23 Jul - 24 Jul
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
Leslie's Retreat: Spacious home ideally located to everything
Interior

Leslie's Retreat: Spacious home ideally located to everything

10.0 out of 10, Exceptional, (234)
"We loved staying here! If we ever come back to Salem this is our first choice!"
Leslie's Retreat: Spacious home ideally located to everything
Entire Lower Level of the House, Across From The Beach
Beach

Entire Lower Level of the House, Across From The Beach

10.0 out of 10, Exceptional, (15)
"Loved getting to visit the beach and the short drive to Salem!"
The price is €352
includes taxes & fees
22 Jul - 23 Jul
Entire Lower Level of the House, Across From The Beach
Hidden Gem right in the city of Boston!
Interior

Hidden Gem right in the city of Boston!

9.8 out of 10, Exceptional, (20)
"We were in town for a conference for work and didn't want to stay in a hotel. The place was very clean and smelled amazing. Perfect space 3 friends to stay. Host was great she answered when reaching out before the stay and the arrival was seamless."
The price is €443
includes taxes & fees
6 Aug - 7 Aug
Hidden Gem right in the city of Boston!
Clean, Contemporary Escape Near T
TV, offices

Clean, Contemporary Escape Near T

8.4 out of 10, Very good, (5)
"One parent and three teenagers in town for college tours. The location was “20” minutes via uber which was great. Everyone had room to decompress at the end of the day. Showers were great and beds were super comfortable. We will strongly consider staying there again for our next visit. "
Clean, Contemporary Escape Near T
NEW 2BR Historic Marblehead Home+Minutes to Beach
Smart TV, fireplace

NEW 2BR Historic Marblehead Home+Minutes to Beach

2.0 star property
10.0 out of 10, Exceptional, (7)
"My family stayed in October for a quick weekend getaway. Great location and easy to get to from Boston. Would definitely book again. "
The price is €422
includes taxes & fees
31 Jul - 1 Aug
NEW 2BR Historic Marblehead Home+Minutes to Beach
The Bungalow @ Elm is located in the heart of Old Town Marblehead, MA.
Interior

The Bungalow @ Elm is located in the heart of Old Town Marblehead, MA.

10.0 out of 10, Exceptional, (32)
"Was a great spot for my spouse and I to visit again. We look forward to visiting this spot next year! "
The Bungalow @ Elm is located in the heart of Old Town Marblehead, MA.
Bright & Stylish 2BD/1BA in Town Center w Parking!
Terrace/patio

Bright & Stylish 2BD/1BA in Town Center w Parking!

10.0 out of 10, Exceptional, (16)
"Definitely will be staying there again!"
The price is €344
includes taxes & fees
5 Aug - 6 Aug
Bright & Stylish 2BD/1BA in Town Center w Parking!
Lake Access 4 Bed 3 Full Bath
Fridge, microwave, oven, stovetop

Lake Access 4 Bed 3 Full Bath

10.0 out of 10, Exceptional, (17)
"What a great place to cook dinner and have a night with the girls! "
The price is €731
includes taxes & fees
16 Jul - 17 Jul
Lake Access 4 Bed 3 Full Bath
NEW 3BR Salem Townhouse Minutes to downtown
Exterior

NEW 3BR Salem Townhouse Minutes to downtown

10.0 out of 10, Exceptional, (1)
"Perfect size, layout and accommodations for our family! Us and our adult kids! Equipped for lazy nights in with full kitchen and all the amenities of home, comfortable furnishings and clean!! Great porch for relaxing in the mornings and evenings! Perfect location, close enough to walk to all that salem has to offer yet far enough away from the business of it all!"
The price is €599
includes taxes & fees
16 Jul - 17 Jul
NEW 3BR Salem Townhouse Minutes to downtown
39-SPRING GETAWAY EARLY BIRD 10%! Newly Built & Cozy Townhouse
Fridge, microwave, oven, stovetop

39-SPRING GETAWAY EARLY BIRD 10%! Newly Built & Cozy Townhouse

9.6 out of 10, Exceptional, (43)
"This stay was cozy and very big! Tons of space for everyone to run around! If you do have young kids, bring a baby gate for the staircases! "
The price is €367
includes taxes & fees
22 Jul - 23 Jul
39-SPRING GETAWAY EARLY BIRD 10%! Newly Built & Cozy Townhouse
Artistic Historical home, walkDT
Fridge, microwave, oven, stovetop

Artistic Historical home, walkDT

10.0 out of 10, Exceptional, (20)
"Great place to stay within walking distance of downtown!"
Artistic Historical home, walkDT
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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