Brookline Holiday Rentals

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Holiday Rentals in Brookline

Aparthotel in Stratton

3.0 star property
8.6 out of 10, Excellent, (77)
"Nice, clean room in prime location"
United States
Kristin
The price is NZ$742
includes taxes & fees
24 Nov - 25 Nov
Long Trail House at Stratton Mountain Resort

Condo in Dover

9.8 out of 10, Exceptional, (180)
"Nice place to stay "
United States
Dean W.
Seasons On Mount Snow - Ski-in/Ski-out

Cabin in Alstead

10.0 out of 10, Exceptional, (12)
"Great place . Would highly recommend it.!"
United States
Peter G.
Owl's Nest Treehouse

Holiday Home in Jamaica

9.6 out of 10, Exceptional, (21)
"House was perfect and just what we were looking for! Very clean, great hot tub, loved the fire pit!Cassie was incredibly helpful with local recommendations and going above and beyond!Highly recommend!"
United States
Neal T.
The price is NZ$1,444
includes taxes & fees
3 Dec - 4 Dec
Stratton Mountain Home - Hot Tub, Fire Pit & Game Loft

Cabin in Dover

2.0 star property
9.6 out of 10, Exceptional, (9)
"I really enjoyed every aspect of my stay here and highly recommend the property. "
United States
Gregory G.
Cozy 2-bedroom cabin near Mount Snow 3 min drive

Holiday Home in Andover

9.0 out of 10, Wonderful, (29)
"Really enjoyed the place for a quiet weekend together."
United States
Eric B.
Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing

Holiday Home in Wilmington

10.0 out of 10, Exceptional, (108)
"Met family here and was a fantastic place for get together "
United States
Melissa C.
Beautiful Custom Built Timber Frame Home, Sleeps 11

Holiday Home in Wilmington

10.0 out of 10, Exceptional, (17)
"Great place. "
United States
Desiree T.
Outdoor Enthusiasts Paradise in Beautiful Vermont!

Condo in Stratton

8.6 out of 10, Excellent, (27)
"We loved staying at the townhome. It was a welcome place to stay while we traveled around, enjoying fall. It was very comfortable and the village amenities were great."
United States
John N.
The price is NZ$505
includes taxes & fees
30 Nov - 1 Dec
Lovely ski-in/out condo steps from ski lift with trails and amazing views

Holiday Home in Dover

9.8 out of 10, Exceptional, (47)
"Overall a nice stay, thanks Jen!"
United States
Anonymous traveller
500ft across the street to Carnitha. Gromet to main lift or take Moover to Base

Apartment in Stratton

9.4 out of 10, Exceptional, (68)
"This studio apartment is cozy and comfortable, with a balcony offering great views. The kitchen is clean and functional, and indoor parking is very convenient."
United States
GO PIN
Stratton South Long Trail Studio Adjacent to the Village and Lifts

Cabin in Londonderry

8.6 out of 10, Excellent, (8)
"We had a wonderful stay."
United States
Joshua
The price is NZ$1,010
includes taxes & fees
24 Nov - 25 Nov
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

Holiday Home in Townshend

10.0 out of 10, Exceptional, (6)
Luxurious, stunning views, private setting, pet friendly, firepit ,EV, WIFI, AC

Apartment in Stratton

10.0 out of 10, Exceptional, (64)
"Was a great short getaway. Place is clean and pool was great. Would recommend "
United States
Christopher M.
Long Trail House Studio at Stratton Mountain Resort

Cabin in Grafton

9.6 out of 10, Exceptional, (166)
"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 NZ$633
includes taxes & fees
24 Nov - 25 Nov
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Cabin in londonderry

10.0 out of 10, Exceptional, (2)
"We had a great stay. The cabin was well lit and perfect for two people. Very clean, warm, and comfortable. There was a snow storm the night before we left and they kept the driveway plowed for us. Gorgeous views and close to everything."
United States
Karen L.
The price is NZ$1,142
includes taxes & fees
27 Nov - 28 Nov
Romantic Riverbed Treehouse - hot tub & new sauna!

Holiday Home in Dover

10.0 out of 10, Exceptional, (10)
"Everything was really nice! The house was great and the whole place lovely. Great location! The manager was really helpful and easy to get in touch with. He was able to help us with all of our questions. The conditions of the mountain were really good. Wonderful stay! "
United States
Tina S.
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

Holiday Home in Dover

10.0 out of 10, Exceptional, (7)
"Nice in all respects,"
United States
Ken
The price is NZ$1,781
includes taxes & fees
24 Nov - 25 Nov
Brand New Listing! Amazing 4 Bedroom Townhome with your own private Hot Tub!!!

Apartment in Dover

9.6 out of 10, Exceptional, (5)
"Property is very clean, beautiful condo and scenery, owner was great and communication was incredible! Highly recommend, great stay!"
United States
Douglas D.
The price is NZ$658
includes taxes & fees
30 Nov - 1 Dec
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn

Holiday Home in Weston

9.8 out of 10, Exceptional, (8)
"Loved the inside and outside spaces especially the fire pit over looking the field below and the mountains in the background."
United States
Keith K.
Charming mountain retreat with pool, fire pit, glamping loft, and endless views
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Brookline holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Brookline holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Brookline holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Brookline holiday rentals we have selected for you start as low as NZ$505 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Brookline rentals

At Expedia, we put the best Brookline holiday 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 holiday.

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 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?

Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing: This holiday home rental outside of Brookline is located on the waterfront, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and 1 hot tub.

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. Other popular places to visit in the area include Stratton Mountain Resort and Mount Snow.

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.