Brookline Vacation Rentals

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Our top choices for Brookline vacation rentals

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.
$310 nightly
The price is $336
Mar 18 - Mar 19
Total with taxes and fees
Owl's Nest Treehouse
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.
$274 nightly
The price is $307
Mar 12 - Mar 13
Total with taxes and fees
Lake Whitingham & Mount Snow Area Village Apartment
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
$326 nightly
The price is $365
Mar 12 - Mar 13
Total with taxes and fees
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
$275 nightly
The price is $279
Mar 12 - Mar 13
Total with taxes and fees
Vikings Villages Resort - Double Bed Room
3.0 star property
8.6 out of 10, Excellent, (83 reviews)
"Nice place and great location!!!"
United States
William
$361 nightly
The price is $408
Apr 5 - Apr 6
Total with taxes and fees
Long Trail House at Stratton Mountain Resort
10.0 out of 10, Exceptional, (50 reviews)
"We had a very lovely stay. "
United States
mary c.
$587 nightly
The price is $637
Mar 16 - Mar 17
Total with taxes and fees
Lg/Charming Updated Farmhouse Historic Picturesque Walpole NH/VT Border sleeps 9
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.
$228 nightly
The price is $255
Mar 18 - Mar 19
Total with taxes and fees
Wellness Getaway with a Personal Sauna, and Private River Beach!
10.0 out of 10, Exceptional, (8 reviews)
"Beautiful cozy cottage. Very clean. Wonderful host."
United States
Gloria A.
$220 nightly
The price is $238
Mar 12 - Mar 13
Total with taxes and fees
Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro
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.
$276 nightly
The price is $299
Mar 12 - Mar 13
Total with taxes and fees
Modern Downtown 12ppl Hot Tub Fire Pit Games

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
$591 nightly
The price is $600
Mar 12 - Mar 13
Total with taxes and fees
Luxury Unit - 101
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.
$482 nightly
The price is $540
Mar 30 - Mar 31
Total with taxes and fees
14mi to Mt. Snow! Arcade, Private Suite, King Bed!
$448 nightly
The price is $502
Mar 15 - Mar 16
Total with taxes and fees
Cozy Private Cabin in Andover - Fireplace & 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.
$1,066 nightly
The price is $1,205
Mar 12 - Mar 13
Total with taxes and fees
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!
9.8 out of 10, Exceptional, (23 reviews)
"Nice house, clean, easy access, well set up for family skiing."
United States
L I.
$479 nightly
The price is $541
Mar 12 - Mar 13
Total with taxes and fees
Deerwood Hill ~ après ski cabin • hot tub • fire pit • Stratton • Manchester
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.
$237 nightly
The price is $265
Apr 1 - Apr 2
Total with taxes and fees
The Studio with a View. Bring your dog, too!
8.4 out of 10, Very Good, (5 reviews)
"Very cozy and quiet. "
United States
Eric H.
$245 nightly
The price is $276
Mar 12 - Mar 13
Total with taxes and fees
Cozy cabin in charming Londonderry
10.0 out of 10, Exceptional, (2 reviews)
"Very nice secluded treehouse. We would definitely recommend!"
United States
Beth H.
$779 nightly
The price is $880
Mar 12 - Mar 13
Total with taxes and fees
Insanely romantic treehouse perched next to a stream and rolling hills.
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.
$528 nightly
The price is $591
Apr 11 - Apr 12
Total with taxes and fees
Stay in this historic Automotive-themed huge Apt. Located in charming Whitingham
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.
$241 nightly
The price is $270
Mar 25 - Mar 26
Total with taxes and fees
Family Friendly Hilltop House In Putney Vermont
$211 nightly
The price is $239
Mar 29 - Mar 30
Total with taxes and fees
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

Find out more about Brookline

Everything you need to know about Brookline vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Brookline vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Brookline vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Brookline vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Brookline. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Brookline in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $327 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Brookline rentals

At Expedia, we put the best Brookline vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Brookline rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Brookline vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Brookline. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.