Brookline Holiday Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Holiday Rentals in Brookline

Long Trail House at Stratton Mountain Resort

3.0 star property
8.4 out of 10, Very good, (72)
"Condo was great, cozy, and clean. Has access to the pool and hot tubs from back porch and has great Mountain View’s. The village had plenty of food, little expensive, but pretty good. Overall great place to stay and enjoy the mountain. "
The price is AU$804
includes taxes & fees
3 Mar - 4 Mar
Long Trail House at Stratton Mountain Resort

Stratton Mountain Resort Solstice Luxury 5 bedroom Ski-In/Out Vacation Home

9.8 out of 10, Exceptional, (49)
"Great location, ski in ski out, enjoyed the hot tub in the snow. Great for our group of 3 couples with young kids. Appreciated the well stocked kitchen. "
Stratton Mountain Resort Solstice Luxury 5 bedroom Ski-In/Out Vacation Home

Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!

10.0 out of 10, Exceptional, (43)
"right across from entrance and super convenient to town."
The price is AU$572
includes taxes & fees
19 Mar - 20 Mar
Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!

Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

8.6 out of 10, Excellent, (24)
"The apartment was in a great location to get to the ski lifts. "
The price is AU$477
includes taxes & fees
27 Feb - 28 Feb
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Lovely ski-in/out condo steps from ski lift with trails and amazing views

8.8 out of 10, Excellent, (22)
"Unit is very close to ski lift. Ski in / ski out was great!!!"
The price is AU$863
includes taxes & fees
25 Feb - 26 Feb
Lovely ski-in/out condo steps from ski lift with trails and amazing views

Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym

7.0 out of 10, Good, (6)
"Dining shopping not too far, but not walkable. The amount we paid was more than double the advertised price, yet we were still asked to perform a laundry list of cleaning tasks before exiting the unit (vacuuming, folding blankets, emptying and taking out gargage, etc.). I realize there is likely a management fee, but most VRBO properties do not require anything more than making sure doors and windows are secure, sink is clear, thermostats set at certain temps, etc. The property is also in...
Classic Vermont cabin with forest views, woodstove, pools, hot tub & gym

This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!

9.8 out of 10, Exceptional, (113)
"Great place to stay with friends and family. Will be visiting again!"
This is it! Fabulous Vermont Cabin w/ 25 Acres to Explore! Spectacular Views!

Charming Fully Renovated One-Room Schoolhouse on 22+ acres

9.6 out of 10, Exceptional, (152)
"Thank you for a peaceful weekend away in a charming cottage!"
The price is AU$579
includes taxes & fees
24 Feb - 25 Feb
Charming Fully Renovated One-Room Schoolhouse on 22+ acres

Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

9.4 out of 10, Exceptional, (21)
"ideal for a large group of adult friends "
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms

Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck

7.0 out of 10, Good, (14)
"Great place. Clean and comfortable. Nicely stocked kitchen with newer appliances. Sauna was amazing. Had 10 inches of snow one morning and it was fully plowed by 7am!"
Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck

Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

10.0 out of 10, Exceptional, (43)
"This house was so much fun! We had a large group of families with young children and there was plenty of space for everyone. The adults were able to hang upstairs in front of the fireplace while the kids were able to play downstairs in their own space. The additional house with game room was also a ton of fun! There were so many bedrooms as well!"
Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.

SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

8.8 out of 10, Excellent, (42)
"We had a group of thirty-four people for a family vacation and had a blast. The host and the housekeeper were tremendously responsive to any small issues we had over the first few days. The kitchen was well stocked but could use more mugs for coffee/tea and additional forks for larger groups and the tea bags were past the best before date and should be replaced. Twelve bedrooms, each with their own bathroom was great. The pool, hot tubs, ping pong table, pool table, tennis court, and fire pit...
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!

Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

10.0 out of 10, Exceptional, (22)
"Loved being tucked away in the wilderness. Owners were very responsive. "
Luxury Glamping Cabin. Close to hiking and 15 minutes from Ski Area

Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

10.0 out of 10, Exceptional, (51)
"This place was just about perfect with excellent hosts that were easy to communicate to. My only ask would be to get shades to block the sun in the morning in the bedroom to the left of the upstairs bathroom. We did not use that bedroom because of this reason. That being said, we loved this place so much that we already booked again for next year. "
Modern private home 30 acres w/ pool, river, billiards, & near 4 ski mtns

Your own Private Lake - Breathtaking Views - Gym - Sauna - Hot Tub

10.0 out of 10, Exceptional, (25)
"We rented this property as a way to spend time with family right before the busy holiday season. We couldn’t have picked a better place to stay. The house was very cozy, clean, and had everything we needed and more! Check-in was super easy, and the host responded very quickly. The hot tub and sauna were great additions, but the view of the lake and mountains every morning was just what we wanted. We will definitely be recommending to friends and family!! "
Your own Private Lake - Breathtaking Views - Gym - Sauna - Hot Tub

Stratton Mtn Studio | Renovated | Walk to Lifts

10.0 out of 10, Exceptional, (26)
"Great location."
The price is AU$1,023
includes taxes & fees
3 Mar - 4 Mar
Stratton Mtn Studio | Renovated | Walk to Lifts

Cabin 7min to Ski Stratton-Wood Stove,Starry Skies,Fire Pit,Views,Dogs OK

2.0 star property
10.0 out of 10, Exceptional, (1)
"Cabin was as advertised and very close to the mountain. Would definitely stay again "
The price is AU$404
includes taxes & fees
23 Feb - 24 Feb
Cabin 7min to Ski Stratton-Wood Stove,Starry Skies,Fire Pit,Views,Dogs OK

Wilmington Vacation Rental Near Hiking and Skiing!

9.2 out of 10, Wonderful, (17)
"Perfect weekend house close to mt snow"
Wilmington Vacation Rental Near Hiking and Skiing!

Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

10.0 out of 10, Exceptional, (213)
"Our annual family ski vacation is always at Mt Snow. This year we were lucky enough to spend a week at Tony and Jeanette’s home. Which is exactly as we felt - at home. The house is beautiful and the amenities perfect. The home was clean, guest linens and towels, paper goods all provided. We loved the view and the binoculars!! We would love to stay again. "
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn

9.6 out of 10, Exceptional, (4)
"We had a mixed experience during our stay at Leah's property. On the positive side, Leah was an incredibly friendly and communicative host. She was quick to respond to any questions, and the location was absolutely fantastic—very convenient and close to everything.However, upon arrival, we noticed the unit wasn’t as clean as we expected. There were stains on the rug, dust on the furniture, crumbs on the coffee table, and a dirty stovetop. The dishes appeared to have been used but weren’t...
The price is AU$798
includes taxes & fees
25 Feb - 26 Feb
Mt. Snow Condo with Pool-Mountain Views <1/2 mile to mtn
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.
Don't see what you're looking for?
See all available properties in Brookline
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Brookline you may be interested in

Mountaineer Inn

2.0 star property
9.0 out of 10, Wonderful, (410)
"Food choice limited for continental breakfast. staff friendly. pool table had torn felt and 2 sets of balls."
The price is AU$370
includes taxes & fees
25 Feb - 26 Feb
Mountaineer Inn

Colonial Motel And Spa

3.0 star property
6.8 out of 10, (1005)
"All ok everything worked well just older decor "
The price is AU$189
includes taxes & fees
17 Feb - 18 Feb
Colonial Motel And Spa

Comfort Inn & Suites Brattleboro I-91

2.5 star property
8.6 out of 10, Excellent, (585)
"Property is very nice but walls are thin and there is a gazebo for smoking, outdoor grilling, and shooting off fireworks that is located on the grounds of the hotel. Lots of noise, was tough to sleep."
The price is AU$184
includes taxes & fees
3 Mar - 4 Mar
Comfort Inn & Suites Brattleboro I-91
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.

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?

Fantastic Townhouse on Mount Snow Shuttle – Prime Location for Your Adventure!: This holiday home rental outside of Brookline is located in the mountains, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

What’s there to see and do in Brookline?

Explore the area and family-friendly sights such as Vermont Country Store, 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.