Brookline Holiday Rentals

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Holiday Rentals in Brookline

Long Trail House at Stratton Mountain Resort
Condo, 2 Bedrooms | Pool
Long Trail House at Stratton Mountain Resort
3.0 star property
8.4 out of 10, Very good, (72)
"The unit was perfect for our ski race weekend. Very accessible, underground parking included (ski boxes on top of SUVs will not fit - thankfully we left ours at home), really nice place with everything we needed!"
The price is AU$608
includes taxes & fees
17 Nov - 18 Nov
Long Trail House at Stratton Mountain Resort
Long Trail House Studio at Stratton Mountain Resort
Exterior
Long Trail House Studio at Stratton Mountain Resort
10.0 out of 10, Exceptional, (58)
"This property is located in the center of action at Stratton. The apartment is even more attractive than pictures present. The bed is very comfortable and it's spacious, clean and bright. I would stay there again. Thank you. "
Long Trail House Studio at Stratton Mountain Resort
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Exterior
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
9.6 out of 10, Exceptional, (147)
"Cozy, rustic setting. Great space utilization. Ideal for a weekend getaway. "
The price is AU$572
includes taxes & fees
20 Nov - 21 Nov
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio
Outdoor pool, a heated pool
5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio
9.6 out of 10, Exceptional, (8)
"Great place. Super close to everything. Host was super helpful. Everything you need for an amazing ski weekend."
5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Outdoor dining
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
9.0 out of 10, Wonderful, (42)
"Cabin was perfect for our long weekend. Master bed mattress needs an update, but otherwise everything was fantastic."
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
Terrace/patio
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
9.6 out of 10, Exceptional, (40)
"We stayed at Chris' mansion for my wedding this past weekend and it was everything I expected and more. Although it isn't a full service venue, the owner Chris was sooooo helpful in getting everything we needed for our wedding. He owns a restaurant as well and was able to provide all of our appetizers, servers and bartenders! We even had our rehearsal dinner at his bar down the street called Jax on Tap. The bartenders were absolutely amazing and made us feel so welcome. They even made a sign...
Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating
Dog-friendly chalet cabin with valley view, deck, and private hot tub
TV
Dog-friendly chalet cabin with valley view, deck, and private hot tub
7.6 out of 10, Good, (17)
"The cabin was the perfect weekend getaway. We had issues with connecting the projector to the internet and finally gave up on trying to connect but other then that the overall experience was great. Will be staying here again in the future. "
Dog-friendly chalet cabin with valley view, deck, and private hot tub
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill
TV, fireplace, DVD player, books
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill
9.4 out of 10, Exceptional, (53)
"Soup to nuts an amazing time was had by all!!"
Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
Outdoor spa tub
SLEEPS 32+ Indoor-pool, spa, sauna, fire pit & more! At the foot of MOUNT SNOW!
9.0 out of 10, Wonderful, (41)
"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!
Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.
Smart TV, fireplace, table football, ping pong
Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.
10.0 out of 10, Exceptional, (39)
"This property was beautiful, clean, well maintained, had everything we needed. Wish we could have stayed longer! Thank you for a weekend we’ll never forget! We hope to rent this house again in the future. "
Secluded Escape in Rural Vermont! Sauna Pool, Hot Tub,Game House Mountain Views.
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
9 bedrooms, desk, iron/ironing board, free WiFi
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
9.4 out of 10, Exceptional, (19)
"My husband and I decided to rent out this property for our reception and could not have been more pleased. The property was perfect for our intimate wedding. It was rustic, quiet, and had a ton of fun activities. The entire home was full of character and each room was unique. The two houses on the property were clean and taken care of, just older so do not expect modern and new. I personally love older rustic locations, especially ones that you know have been lived in and loved. I gave the...
Sleeps 30!! 2 Cabins, 10 Bedrooms, 3 Kitchens, Hot Tub, Fireplaces, Game Rooms
Walk to Mt. Snow! Hot tub! Sauna! Sleeps 16
Spa
Walk to Mt. Snow! Hot tub! Sauna! Sleeps 16
10.0 out of 10, Exceptional, (21)
"The property is exactly as described! We loved the proximity to the mountain. The house is adorable and perfectly suited for our family. The host was VERY responsive and had great customer service during our stay. We can not wait to come back again!"
Walk to Mt. Snow! Hot tub! Sauna! Sleeps 16
Cozy Cottage Along Idyllic Green River
Exterior
Cozy Cottage Along Idyllic Green River
10.0 out of 10, Exceptional, (43)
"It is a beautiful home with a ton of space (we only had 3 people, but it easily sleeps 6), very clean and well-kept. Our hosts provided everything we needed to make our stay perfect. I also like that the hosts were not overboard with all the rules, as with some other rentals. The hosts were beyond friendly and had excellent communication throughout the whole process. If you are looking for a lovely home with a ton of space to stay while exploring Vermont and Massachusetts, I highly recommend...
Cozy Cottage Along Idyllic Green River
VT Cabin overlooking the West River and Village
Fridge, oven, stovetop, dishwasher
VT Cabin overlooking the West River and Village
10.0 out of 10, Exceptional, (27)
"We loved our stay! Such lovely cabin! We loved it so much that we were bummed we didn’t book a longer stay. It had everything we needed to make our stay comfortable."
The price is AU$411
includes taxes & fees
20 Nov - 21 Nov
VT Cabin overlooking the West River and Village
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Interior
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
7.8 out of 10, Good, (41)
"Can't beat the location. We had a great stay."
The price is AU$418
includes taxes & fees
15 Nov - 16 Nov
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts
Mount Snow's Best View - Sleeps 8-10
Fridge, microwave, oven, stovetop
Mount Snow's Best View - Sleeps 8-10
10.0 out of 10, Exceptional, (44)
"The property has great views of the mountain, the place was clean and offered plenty of space. It is located near plenty of restaurant's and across the street from Mt. Snow. The clubhouse is new and was a nice bonus to use. "
Mount Snow's Best View - Sleeps 8-10
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
Property grounds
Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities
8.6 out of 10, Excellent, (21)
"Good Condo in a great location"
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
TV, fireplace
Lovely ski-in/out condo steps from ski lift with trails and amazing views
8.6 out of 10, Excellent, (20)
"Wonderful stay. Thanks again"
The price is AU$437
includes taxes & fees
15 Nov - 16 Nov
Lovely ski-in/out condo steps from ski lift with trails and amazing views
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Interior
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
10.0 out of 10, Exceptional, (39)
"We enjoyed our stay at the tiny home!"
Cozy Lakeside Tiny Home, Near Skiing with hot breakfast, lunch included
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
Exterior
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
10.0 out of 10, Exceptional, (46)
"This cabin provided a lovely place to stay with all the comforts of home and a relaxing getaway while visiting our son during Family weekend at his nearby college. Courtney was a great communicator and we thoroughly enjoyed the quiet, the simplicity, and the charm. It was nestled in the woods of a mountain off a gravel road far from stores and restaurants and would have been idyllic if we had been able to stay for the full weekend for reading, puzzling or playing games. "
Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT
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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Other types of properties in Brookline you may be interested in

The Black Bear Lodge at Stratton Mountain Resort
Indoor spa tub
The Black Bear Lodge at Stratton Mountain Resort
3.0 star property
7.6 out of 10, Good, (874)
"Pleasant staff and good location. dorm line feel to facility."
The price is AU$269
includes taxes & fees
20 Nov - 21 Nov
The Black Bear Lodge at Stratton Mountain Resort
The Covered Bridge Inn
Concierge desk
The Covered Bridge Inn
2.5 star property
8.0 out of 10, Very good, (1001)
"Good motel for the pice "
The price is AU$178
includes taxes & fees
19 Nov - 20 Nov
The Covered Bridge Inn
Colonial Motel And Spa
Exterior
Colonial Motel And Spa
3.0 star property
6.8 out of 10, (1003)
"The staff are nice "
The price is AU$177
includes taxes & fees
19 Nov - 20 Nov
Colonial Motel And Spa
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?

Lakeside Victorian Mansion w/Hot Tub, Near Skiing, Snowmobile Trails, Boating : 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 8 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.

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.