Brookline Holiday Rentals

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Check prices for these dates

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

Our top choices for Brookline holiday rentals

Exterior

Cabin in Alstead

Owl's Nest Treehouse
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 HK$2,152
HK$2,632 total
includes taxes & fees
18 Mar - 19 Mar
Owl's Nest Treehouse
Property grounds

Apartment in Whitingham

Lake Whitingham & Mount Snow Area Village Apartment
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 HK$1,096
HK$2,393 total
includes taxes & fees
16 Mar - 17 Mar
Lake Whitingham & Mount Snow Area Village Apartment
Exterior

Cabin in Grafton

Charming Fully Renovated One-Room Schoolhouse on 22+ acres
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 HK$1,330
HK$2,892 total
includes taxes & fees
16 Mar - 17 Mar
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Terrace/patio

Chalet in Guilford

Vikings Villages Resort - Double Bed Room
The price is HK$1,761
HK$2,182 total
includes taxes & fees
16 Mar - 17 Mar
Vikings Villages Resort - Double Bed Room
Outdoor spa tub

Aparthotel in Stratton

Long Trail House at Stratton Mountain Resort
3.0 star property
8.6 out of 10, Excellent, (83 reviews)
"Nice place and great location!!!"
United States
William
The price is HK$2,744
HK$3,411 total
includes taxes & fees
5 Apr - 6 Apr
Long Trail House at Stratton Mountain Resort
Terrace/patio

Holiday Home in Walpole

Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
10.0 out of 10, Exceptional, (50 reviews)
"We had a very lovely stay. "
United States
mary c.
The price is HK$2,507
HK$4,987 total
includes taxes & fees
16 Mar - 17 Mar
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
Exterior

Cabin in Newfane

Wellness Getaway with a Personal Sauna, and Private River Beach!
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 HK$1,056
HK$1,998 total
includes taxes & fees
18 Mar - 19 Mar
Wellness Getaway with a Personal Sauna, and Private River Beach!
TV, books

Cottage in Walpole

Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful cozy cottage. Very clean. Wonderful host."
United States
Gloria A.
The price is HK$1,613
HK$1,979 total
includes taxes & fees
15 Mar - 16 Mar
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
Outdoor spa tub

Holiday Home in Keene

Modern Downtown 12ppl Hot Tub Fire Pit Games
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 HK$1,252
HK$2,496 total
includes taxes & fees
5 Apr - 6 Apr
Modern Downtown 12ppl Hot Tub Fire Pit Games
Games room

Apartment in Wilmington

Luxury Unit - 101
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 HK$2,770
HK$4,746 total
includes taxes & fees
17 Mar - 18 Mar
Luxury Unit - 101
Exterior

Holiday Home in Whitingham

14mi to Mt. Snow! Arcade, Private Suite, King Bed!
10.0 out of 10, Exceptional, (14 reviews)
"Extended family of 10 stayed 6 nights and all had a great stay. Beds were comfortable, house was very clean with everything you need to enjoy yourself and was in good repair. "
United States
Jacklyn D.
The price is HK$1,792
HK$4,260 total
includes taxes & fees
31 Mar - 1 Apr
14mi to Mt. Snow! Arcade, Private Suite, King Bed!
Living area

Cabin in Andover

Cozy Private Cabin in Andover - Fireplace & Hot tub
The price is HK$1,713
HK$3,856 total
includes taxes & fees
31 Mar - 1 Apr
Cozy Private Cabin in Andover - Fireplace & Hot tub
Fridge, microwave, oven, stovetop

Holiday Home in Dover

Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
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 HK$3,874
HK$9,426 total
includes taxes & fees
14 Mar - 15 Mar
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
Interior

Cabin in Londonderry

Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester
9.8 out of 10, Exceptional, (23 reviews)
"Nice house, clean, easy access, well set up for family skiing."
United States
L I.
The price is HK$2,147
HK$5,229 total
includes taxes & fees
7 Apr - 8 Apr
Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester
Private kitchen

Cabin in Brattleboro

The Studio with a View. Bring your dog, too!
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 HK$1,041
HK$2,077 total
includes taxes & fees
1 Apr - 2 Apr
The Studio with a View. Bring your dog, too!
Interior

Cabin in Londonderry

Cozy cabin in charming Londonderry
8.4 out of 10, Very good, (5 reviews)
"Very cozy and quiet. "
United States
Eric H.
The price is HK$1,092
HK$2,162 total
includes taxes & fees
16 Mar - 17 Mar
Cozy cabin in charming Londonderry
Exterior

Cabin in Londonderry

Insanely romantic treehouse perched next to a stream and rolling hills.
10.0 out of 10, Exceptional, (2 reviews)
"Very nice secluded treehouse. We would definitely recommend!"
United States
Beth H.
The price is HK$3,099
HK$6,888 total
includes taxes & fees
16 Mar - 17 Mar
Insanely romantic treehouse perched next to a stream and rolling hills.
Living area

Apartment in Whitingham

Stay in this historic Automotive-themed huge Apt. Located in charming 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 HK$2,848
HK$5,048 total
includes taxes & fees
15 Mar - 16 Mar
Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham
Property grounds

Holiday Home in Putney

Family Friendly Hilltop House In Putney Vermont
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 HK$1,205
HK$2,288 total
includes taxes & fees
17 Mar - 18 Mar
Family Friendly Hilltop House In Putney Vermont
Exterior

Apartment in Stratton

Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
The price is HK$876
HK$1,907 total
includes taxes & fees
1 Apr - 2 Apr
Walk to lifts, condo at Stratton Mountain, fireplace, pool, hot tubs, sauna
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 3 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
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  • 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!

Frequently asked questions

Can I find holiday rentals in Brookline?

Yes, there are holiday rentals close to the most popular sights in Brookline, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Brookline has to offer?

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms: This holiday home rental outside of Brookline is located on a lake, and has a fireplace, a balcony and a BBQ 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 that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Brookline?

With 4 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Stratton Mountain Resort and The Putney School.

What’s a holiday rental in Brookline like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Brookline. Holiday rentals offer extras like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for small groups.