Brookline Vacation Rentals

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Oct 10 - Oct 12
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Oct 24 - Oct 26
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Dec 19 - Dec 21

Vacation Rentals in Brookline

Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
Interior

Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!

10.0 out of 10, Exceptional, (5)
"We had a wonderful stay."
The price is ￥49,193
￥84,188 total
includes taxes & fees
Sep 29 - Sep 30
Treehouse lifted up over a stocked trout pond up in the beautiful birch trees!
Long Trail House at Stratton Mountain Resort
Condo, 2 Bedrooms | Pool | Outdoor pool, open 10:00 AM to 10:00 PM, sun loungers

Long Trail House at Stratton Mountain Resort

3.0 star property
8.6 out of 10, Excellent, (74)
"Nice, clean room in prime location"
The price is ￥41,588
￥51,695 total
includes taxes & fees
Oct 6 - Oct 7
Long Trail House at Stratton Mountain Resort
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

8.4 out of 10, Very Good, (58)
"Great location and super cute"
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Seasons On Mount Snow - Ski-in/Ski-out
Indoor pool, a heated pool

Seasons On Mount Snow - Ski-in/Ski-out

9.8 out of 10, Exceptional, (175)
"Wonderful host / fantastic location "
Seasons On Mount Snow - Ski-in/Ski-out
Owl's Nest Treehouse
Property grounds

Owl's Nest Treehouse

10.0 out of 10, Exceptional, (8)
"This place is beautiful! It had everything we needed. The hosts were very communicative and encouraged us to contact them if we had any questions. We stayed at the treehouse to celebrate our 30th anniversary and it exceeded our expectations. I would highly recommend this cozy and quiet retreat."
The price is ￥40,926
￥50,541 total
includes taxes & fees
Oct 1 - Oct 2
Owl's Nest Treehouse
Treetop townhouse with Hot Tub and plenty of space for the whole family!
Smart TV, fireplace, books

Treetop townhouse with Hot Tub and plenty of space for the whole family!

3.0 out of 10, (2)
"We arrived at our rental at 4:05pm (check-in was at 4pm) and were met by the management company. They just started to clean the rental, due to cleaners canceling. They did not contact us to let us know the rental would not be ready. They allowed us to settled in. They finished cleaning about 30 minutes later. I specially asked if they were finished with everything and they replied yes. The next morning I woke up and had an asthma attack. I realized there was dog hair everywhere. I...
Treetop townhouse with Hot Tub and plenty of space for the whole family!
Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.
Smart TV, fireplace, foosball, table tennis

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

10.0 out of 10, Exceptional, (53)
"Consistently great time at this place (3rd time there)"
Escape in Rural Vermont! 2 Homes SaunaPool, Hot Tub, Game House Mountain Views.
Beautiful Lodging at Mount Snow with Hot Tub on Deck
Property grounds

Beautiful Lodging at Mount Snow with Hot Tub on Deck

9.4 out of 10, Exceptional, (42)
"Real Vermont feel. Pretty and nice quiet neighborhood!"
Beautiful Lodging at Mount Snow with Hot Tub on Deck
Spacious Riverfront Home 7 Minutes to Stratton!
Fridge, microwave, oven, stovetop

Spacious Riverfront Home 7 Minutes to Stratton!

10.0 out of 10, Exceptional, (33)
"Perfect house for a few families to gather and have fun. "
Spacious Riverfront Home 7 Minutes to Stratton!
Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing
3 bedrooms, internet, bed sheets

Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing

9.0 out of 10, Wonderful, (27)
"Had a great stay, cozy log cabin, beds were very comfortable. So nice to have a few garbage bags, paper towels, soaps and toiletries!! Also some coffee filters:) Hot tub was great too! "
Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing
Beautiful Modern A-Frame in Southern Vermont is The Place To BE!
Interior

Beautiful Modern A-Frame in Southern Vermont is The Place To BE!

10.0 out of 10, Exceptional, (84)
"A beautiful cabin in the woods. Very clean and a perfect stay."
Beautiful Modern A-Frame in Southern Vermont is The Place To BE!
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, (162)
"We very much enjoyed our stay, check in was a breeze and we found the cabin to be a cozy retreat. We have been looking for a place that had a bed and bath on first floor to accommodate some mobility limitations and this home was perfect having a single step on the front porch. We look forward to booking another trip with this host "
The price is ￥25,299
￥55,003 total
includes taxes & fees
Oct 13 - Oct 14
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
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

8.4 out of 10, Very Good, (25)
"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."
The price is ￥11,231
￥41,165 total
includes taxes & fees
Sep 29 - Sep 30
Lovely ski-in/out condo steps from ski lift with trails and amazing views
The Jelly Mill-A Peaceful River Retreat
Exterior

The Jelly Mill-A Peaceful River Retreat

10.0 out of 10, Exceptional, (59)
"Very much off the beaten path, but lets you experience the beauty of Vermont. Quiet and peaceful. A beautiful little property that served our needs perfectly. Would definitely come back."
The Jelly Mill-A Peaceful River Retreat
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Interior

Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.

10.0 out of 10, Exceptional, (7)
"Great house, great location, Great communication with Todd. Will be back for sure!!!! Thanks for everything Todd. "
Brand new listing! True Ski In & Ski Out with Private Hot Tub & Fire Pit.
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
Interior

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

10.0 out of 10, Exceptional, (224)
"Great house, fantastically well equipped (kayaks, bikes etc). Excellent, very responsive host. View out over the lake is amazing. Really enjoyed our stay. "
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews
Wellness Getaway with a Personal Sauna, and Private River Beach!
Sauna

Wellness Getaway with a Personal Sauna, and Private River Beach!

2.0 star property
10.0 out of 10, Exceptional, (1)
"The folks are SUPER and made me feel very welome"
The price is ￥20,091
￥38,003 total
includes taxes & fees
Sep 30 - Oct 1
Wellness Getaway with a Personal Sauna, and Private River Beach!
Peaceful getaway at Stratton View Lodge
Fridge, microwave, oven, stovetop

Peaceful getaway at Stratton View Lodge

8.0 out of 10, Very Good, (1)
"It was a beautiful house only ten minutes from Stratton! Plenty of rooms with comfortable beds. They provided towels and soaps and all the necessities. However one of the reasons that we booked this house specifically was because it had a hot tub. The hot tub was unusable the entire weekend. You had to hop over a wire to get to the hot tub. The hot tub was ice cold. We couldn’t find the settings to try to turn it up. It seemed to be on but never got any warmer. There was supposedly an...
Peaceful getaway at Stratton View Lodge
Secluded Mountain Retreat: Gorgeous Views, Five Mins to Stratton, Sauna, Firepit
Property grounds

Secluded Mountain Retreat: Gorgeous Views, Five Mins to Stratton, Sauna, Firepit

2.0 star property
9.2 out of 10, Wonderful, (9)
"No hassles great place as described in listing. Clean and has all necessary amenities. Would happily stay there again "
The price is ￥44,646
￥111,831 total
includes taxes & fees
Oct 16 - Oct 17
Secluded Mountain Retreat: Gorgeous Views, Five Mins to Stratton, Sauna, Firepit
Charming ski retreat with plunge pool & endless views in peaceful Weston
Outdoor pool, a heated pool

Charming ski retreat with plunge pool & endless views in peaceful Weston

9.8 out of 10, Exceptional, (6)
"Our family's stay at this stunning Vermont retreat was nothing short of exceptional! From the moment we arrived, we were blown away by the beauty comfort and cleanliness of this farmhouse-style home. The location is truly ideal, nestled in the Green Mountain National forest. The house itself is a dream. The kitchen was a joy to cook in, and the spacious dining room with its breathtaking views made every meal special. With multiple living spaces, we had plenty of space to relax and unwind after a...
Charming ski retreat with plunge pool & endless views in peaceful Weston
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

Comfort Inn & Suites Brattleboro I-91

Comfort Inn & Suites Brattleboro I-91

10/10 Excellent
"It was just an overnight stay. The room was very clean, the staff were helpful with questions. I will definitely book again."
JOAN 1-night trip
Posted 2 days ago
Comfort Inn & Suites Brattleboro I-91

Find out more about Brookline

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
  • Use the map to find apartments and other holiday homes in the Brookline neighbourhood you prefer
  • 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!

Explore a world of travel with Expedia

Explore a world of travel with Expedia

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?

Secluded Cabin w/ Private Hot Tub, Pond, Fire Pit, Free WiFi, Close to Skiing: This vacation home rental outside of Brookline is located on the waterfront and has a balcony, a garden, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

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 Vermont Museum of Mining and Minerals, or get out into nature at a spot like West River. In the larger area, you’ll find The Putney School and Landmark College.

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.