Brookline Vacation Rentals

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Check prices for these dates

In two weeks
Mar 27 - Mar 29
In two months
May 8 - May 10
In three months
Jun 5 - Jun 7
In four months
Jul 3 - Jul 5

Our top choices for Brookline vacation rentals

Exterior

Owl's Nest Treehouse

Owl's Nest Treehouse
Alstead
10.0 out of 10, Exceptional, (19 reviews)
"We loved our stay at The Owls Nest! The location was very private, and everything was exceptionally clean. Perfect for a quick weekend getaway to relax. Would highly recommend for a couple looking to enjoy a quiet weekend. "
United States
Samantha R.
The price is ￥43,808
￥53,583 total
includes taxes & fees
Mar 18 - Mar 19
Owl's Nest Treehouse
Fridge, microwave, oven, stovetop

Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Dover
10.0 out of 10, Exceptional, (13 reviews)
"Beautiful neighborhood to take walks. Home was very clean, as you see in the photo. Very spacious and relaxing. Pretty home overall."
United States
Stephen G.
The price is ￥78,690
￥191,492 total
includes taxes & fees
Mar 16 - Mar 17
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Exterior

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Grafton
9.6 out of 10, Exceptional, (167 reviews)
"Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. "
United States
Philip
The price is ￥27,025
￥55,551 total
includes taxes & fees
Mar 26 - Mar 27
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Terrace/patio

Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9

Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
Walpole
10.0 out of 10, Exceptional, (50 reviews)
"We had a very lovely stay. "
United States
mary c.
The price is ￥51,040
￥101,527 total
includes taxes & fees
Mar 16 - Mar 17
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
Outdoor spa tub

Long Trail House at Stratton Mountain Resort

Long Trail House at Stratton Mountain Resort
3.0 star property
Stratton
8.6 out of 10, Excellent, (83 reviews)
"Nice place and great location!!!"
United States
William
The price is ￥55,844
￥69,413 total
includes taxes & fees
Apr 5 - Apr 6
Long Trail House at Stratton Mountain Resort
TV, books

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Walpole
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful cozy cottage. Very clean. Wonderful host."
United States
Gloria A.
The price is ￥32,764
￥40,207 total
includes taxes & fees
Mar 15 - Mar 16
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Game room

Luxury Unit - 101

Luxury Unit - 101
Wilmington
10.0 out of 10, Exceptional, (1 review)
"It was a beautiful place and clean and updated. Plenty of room for our party of four."
United States
Michael
The price is ￥56,275
￥95,874 total
includes taxes & fees
Mar 16 - Mar 17
Luxury Unit - 101
Living area

Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham

Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham
Whitingham
8.0 out of 10, Very Good, (2 reviews)
"The was an excellent experience all around! The place is immaculate and exactly as described, stylish and functional for our group of 8. Appreciated the fireplace, flat screens and PacMan. Check in/out instructions clear and communication w owner quick. The location was convenient for skiing Mt Snow. Jax on Tap a great spot right below for dinner and fun- our crew played shuffleboard and pool. Food was delicious! "
United States
Claudia M.
The price is ￥57,865
￥101,842 total
includes taxes & fees
Mar 16 - Mar 17
Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham
Terrace/patio

Vikings Villages Resort - Double Bed Room

Vikings Villages Resort - Double Bed Room
Guilford
The price is ￥35,843
￥44,418 total
includes taxes & fees
Mar 15 - Mar 16
Vikings Villages Resort - Double Bed Room
Living area

Cozy Private Cabin in Andover - Fireplace & Hot tub

Cozy Private Cabin in Andover - Fireplace & Hot tub
Andover
The price is ￥34,871
￥79,913 total
includes taxes & fees
Mar 15 - Mar 16
Cozy Private Cabin in Andover - Fireplace & Hot tub
Exterior

Insanely romantic treehouse perched next to a stream and rolling hills.

Insanely romantic treehouse perched next to a stream and rolling hills.
Londonderry
10.0 out of 10, Exceptional, (2 reviews)
"Very nice secluded treehouse. We would definitely recommend!"
United States
Beth H.
The price is ￥63,083
￥140,227 total
includes taxes & fees
Mar 16 - Mar 17
Insanely romantic treehouse perched next to a stream and rolling hills.
Property grounds

Lake Whitingham & Mount Snow Area Village Apartment

Lake Whitingham & Mount Snow Area Village Apartment
Whitingham
10.0 out of 10, Exceptional, (1 review)
"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."
United States
Anicia K.
The price is ￥22,256
￥48,963 total
includes taxes & fees
Mar 18 - Mar 19
Lake Whitingham & Mount Snow Area Village Apartment
Exterior

Wellness Getaway with a Personal Sauna, and Private River Beach!

Wellness Getaway with a Personal Sauna, and Private River Beach!
Newfane
10.0 out of 10, Exceptional, (3 reviews)
"Very welcoming and extremely helpful. Had a wonderful stay post ski day! Would definitely recommend and stay again. "
United States
Joseph P.
The price is ￥21,506
￥40,679 total
includes taxes & fees
Mar 18 - Mar 19
Wellness Getaway with a Personal Sauna, and Private River Beach!
Property grounds

Family Friendly Hilltop House In Putney Vermont

Family Friendly Hilltop House In Putney Vermont
Putney
9.4 out of 10, Exceptional, (59 reviews)
"The host and her daughter were lovely and kind and very quick with all communication."
United States
Susan O.
The price is ￥24,532
￥46,566 total
includes taxes & fees
Mar 16 - Mar 17
Family Friendly Hilltop House In Putney Vermont
Exterior

Cozy Vermont Cabin · Mountain Views · Near Okemo

Cozy Vermont Cabin · Mountain Views · Near Okemo
Chester
10.0 out of 10, Exceptional, (4 reviews)
"Clean, spacous house, good location and great scenes of the mountains."
United States
pauline
The price is ￥95,223
￥171,815 total
includes taxes & fees
Apr 7 - Apr 8
Cozy Vermont Cabin · Mountain Views · Near Okemo
Smart TV, fireplace, video games, DVD player

Walk To Town, Hottub, Firepit, Games, Mt Snow

Walk To Town, Hottub, Firepit, Games, Mt Snow
Wilmington
10.0 out of 10, Exceptional, (56 reviews)
"We were a group of 11 and we had a great weekend. Comfortable to stay and plenty to do!"
United States
Olivia R.
The price is ￥47,484
￥118,865 total
includes taxes & fees
Mar 15 - Mar 16
Walk To Town, Hottub, Firepit, Games, Mt Snow
Private kitchen

The Studio with a View. Bring your dog, too!

The Studio with a View. Bring your dog, too!
Brattleboro
10.0 out of 10, Exceptional, (2 reviews)
"Great cozy little mountain cabin stay!! Well-appointed studio barn/cabin with scenic view and great proximity to skiing. Would stay again : )"
United States
James M.
The price is ￥21,187
￥42,285 total
includes taxes & fees
Apr 1 - Apr 2
The Studio with a View. Bring your dog, too!
Outdoor spa tub

Modern Downtown 12ppl Hot Tub Fire Pit Games

Modern Downtown 12ppl Hot Tub Fire Pit Games
Keene
9.6 out of 10, Exceptional, (22 reviews)
"Good location for some event staff to stay while we were hosting a conference in town. Simple check-in/out. Would rent again."
United States
Jack P.
The price is ￥25,488
￥50,815 total
includes taxes & fees
Apr 5 - Apr 6
Modern Downtown 12ppl Hot Tub Fire Pit Games
Interior

Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)

Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
Dover
9.4 out of 10, Exceptional, (21 reviews)
"Property was perfect for proximity to the mountain, restaurants and stores. Perfect family spot for a ski vacay!"
United States
amy
The price is ￥66,767
￥135,804 total
includes taxes & fees
Mar 16 - Mar 17
Mount Snow Condo: 4 min Walk to Sundance Lift (High Speed - 6 Seat)
Terrace/patio

SKI-IN TOWNHOME MT. SNOW, SHUTTLE, FIREPLACE, RENOVATED END UNIT, BEARS CROSSING

SKI-IN TOWNHOME MT. SNOW, SHUTTLE, FIREPLACE, RENOVATED END UNIT, BEARS CROSSING
Dover
10.0 out of 10, Exceptional, (14 reviews)
"Cozy place!"
United States
Preeti Y.
The price is ￥59,018
￥108,725 total
includes taxes & fees
Mar 16 - Mar 17
SKI-IN TOWNHOME MT. SNOW, SHUTTLE, FIREPLACE, RENOVATED END UNIT, BEARS CROSSING
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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Top Brookline Hotel Reviews

Courtyard by Marriott Keene Downtown

Courtyard by Marriott Keene Downtown

10/10 Excellent
"Quiet and convenient location. Loved having a microwave in my room. I wasn't in the mood for wating out so a trip to the neighbouring supermarket set me up perfectly."
Laura 1-night trip
Posted 13 hours ago
Courtyard by Marriott Keene Downtown

Find out more about Brookline

Search for holiday rentals in Brookline on Expedia! You can easily find your home rentals, villas, holiday apartments in Brookline using one of the methods below:

  • View our selection of featured holiday rentals in Brookline
  • Use the map to find apartments and other holiday homes in the Brookline neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Brookline while they last

Look no further and take a look at our great range of rental properties in Brookline!

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Frequently asked questions

Can I find vacation rentals in Brookline?

Yes, there are vacation rentals near top sights in Brookline, or you can choose a more remote option if you're looking for a relaxing stay.

What's the top vacation rental in Brookline?

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms: This vacation home rental outside of Brookline is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 12 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Brookline?

With 4 Expedia vacation rentals, you're sure to find just the right place for your Brookline stay.

What’s there to see and do in Brookline?

Explore the area and family-friendly sights such as Brattleboro Bowl, or get out into nature at a spot like West River. In the larger area, you’ll find Stratton Mountain Resort and The Putney School.

What’s a vacation rental in Brookline like?

Vacation rentals are private properties where you can stay for a long or short time in Brookline. Vacation rentals offer extras such as WiFi and washers and dryers so you'll have all the conveniences of home. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for a family trip.