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Compare 83 Cottages in Brookline with updated reviews, rates, and availability.

Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
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
Vermont Country Cottage (Near Village)
Exterior
Vermont Country Cottage (Near Village)
10.0 out of 10, Exceptional, (8)
"The house was so well stocked and in a great location. We were inly there for less than 24 hours but it was cozy and comfortable and overall great vibes as soon as you walk in! "
The price is AED 459
AED 1,179 total
includes taxes & fees
23 Nov - 24 Nov
Vermont Country Cottage (Near Village)
Cozy farm cottage on gorgeous landscape, quiet but close to s. NH/VT attractions
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Cozy farm cottage on gorgeous landscape, quiet but close to s. NH/VT attractions
10.0 out of 10, Exceptional, (5)
"Short time we had there but everything was great would love to stay again for personal trip and see more of the farm "
The price is AED 896
AED 1,097 total
includes taxes & fees
24 Nov - 25 Nov
Cozy farm cottage on gorgeous landscape, quiet but close to s. NH/VT attractions
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
Exterior
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
10.0 out of 10, Exceptional, (6)
"This property was exactly as pictured and the owner was quick in communicating with us in both getting needed information to us and responding to any concerns we had. We enjoyed looking up the history of the cottage's stone work and everything about our stay here and in this lovely town. Very charming and well maintained property. We look forward to possibly staying here again if our future travels bring us back through Chester, VT. "
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
Cozy Falls Brook Cabin: Hike & Swim On-site!
Living area
Cozy Falls Brook Cabin: Hike & Swim On-site!
3.0 star property
10.0 out of 10, Exceptional, (1)
"This is exactly how it’s described- perfect cozy spot- babbeling brook to keep you company while sitting on the porch - fire pit for cozy evenings and cabin inside is perfection- cozy cozy cozy!! Matt was the perfect host and readily available- hoping to return!! 15 mins from farmers markets, covered bridges, shops, food, drinks and entertainment ❤️"
Cozy Falls Brook Cabin: Hike & Swim On-site!
'mount Pine' Getaway Near Green Mtn Nat'l Forest!
Outdoor dining
'mount Pine' Getaway Near Green Mtn Nat'l Forest!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Amazing place! Super clean and cozy, and host was extremely nice and communicative. Highly recommend."
'mount Pine' Getaway Near Green Mtn Nat'l Forest!
Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!
Exterior
Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!
3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a truly wonderful stay. The cottage and property are beautiful, peaceful and very special. Great views! Our host thought of everything, it's very comfortable and lovely. Best place to stay in Southern Vermont! Don't miss the Tiny Bread Box on Saturdays; it's just up the road. We'll defiantly be back for another visit."
Cozy 'fiddler's Rest:' Cabin: 11 Miles to Skiing!
Jacksonville Cabin w/ Wraparound Deck & Views
Terrace/patio
Jacksonville Cabin w/ Wraparound Deck & Views
3.0 star property
Jacksonville Cabin w/ Wraparound Deck & Views
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Terrace/patio
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
3.0 star property
10.0 out of 10, Exceptional, (1)
"The house was everything we wanted and more. Loaded with space, kitchen supplies, comfort, a grill, gorgeous stone fireplace. The location on. sleepy back road in the woods was beautiful and quiet. The only complaint is that they make you take your trash with you when you go. There was a pass for the local dump which helped offset the inconvenience. Otherwise, A+"
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Cozy Treetop Hideaway Near Harriman Reservoir!
Exterior
Cozy Treetop Hideaway Near Harriman Reservoir!
3.0 star property
Cozy Treetop Hideaway Near Harriman Reservoir!
Wilmington Home on 18 Acres ~ 9 Mi to Skiing!
Exterior
Wilmington Home on 18 Acres ~ 9 Mi to Skiing!
3.0 star property
10.0 out of 10, Exceptional, (1)
Wilmington Home on 18 Acres ~ 9 Mi to Skiing!
'john's Farmhouse in Mount Snow' on 120 Acres!
Exterior
'john's Farmhouse in Mount Snow' on 120 Acres!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful home. Great for a family get away. Hosts were top notch. I stay in rentals all the time for work and this was great. I will bring my grand kids next time. "
'john's Farmhouse in Mount Snow' on 120 Acres!
Near Hiking & Skiing: Home in Wilmington!
Living area
Near Hiking & Skiing: Home in Wilmington!
3.0 star property
10.0 out of 10, Exceptional, (1)
"Owner Brent was helpful and quick to respond to questions. The house is near Mount Snow great for skiing! Very nice place to stay, we will definitely stay again when booking for next year."
Near Hiking & Skiing: Home in Wilmington!
Historic New Hampshire Home: 1 Mi to Boat Launch
Property grounds
Historic New Hampshire Home: 1 Mi to Boat Launch
3.0 star property
Historic New Hampshire Home: 1 Mi to Boat Launch
Londonderry Retreat ~ 3 Mi to Lowell Lake!
Outdoor spa tub
Londonderry Retreat ~ 3 Mi to Lowell Lake!
3.0 star property
Londonderry Retreat ~ 3 Mi to Lowell Lake!
Peaceful Marlboro Vacation Rental w/ Sauna & Yard!
Private kitchen
Peaceful Marlboro Vacation Rental w/ Sauna & Yard!
3.0 star property
Peaceful Marlboro Vacation Rental w/ Sauna & Yard!
Wilmington Vacation Rental Near Hiking and Skiing!
Living area
Wilmington Vacation Rental Near Hiking and Skiing!
3.0 star property
Wilmington Vacation Rental Near Hiking and Skiing!
Londonderry Chalet w/ Deck, Fire Pit & Views!
Exterior
Londonderry Chalet w/ Deck, Fire Pit & Views!
3.0 star property
Londonderry Chalet w/ Deck, Fire Pit & Views!
Cozy 'green Mountain Chalet' in Putney Town
Living area
Cozy 'green Mountain Chalet' in Putney Town
3.0 star property
Cozy 'green Mountain Chalet' in Putney Town
Family Winter Retreat w/ Hot Tub: 14 Mi to Slopes!
Exterior
Family Winter Retreat w/ Hot Tub: 14 Mi to Slopes!
3.0 star property
Family Winter Retreat w/ Hot Tub: 14 Mi to Slopes!
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 property types in Brookline

Ski & Ride VT! Private indoor pool to enjoy after a day on the slopes!
Sit by the fire and then take a dip in the pool!
Ski & Ride VT! Private indoor pool to enjoy after a day on the slopes!
9.6 out of 10, Exceptional, (40)
"The owner had the place ready to go when we arrived. It was a late arrival, but there were outside lights that were warm and inviting. Plenty of space for our party of 12 (6 adults and 6 kids). Kitchen was welled stocked with cooking necessities, great hangout spaces in the basement and first floor, and a convenient space for ski boots and outer gear in the basement near parking. Kids absolutely loved the pool - and have the pruned hands to prove it. The location couldn't have been better, ~25...
Ski & Ride VT! Private indoor pool to enjoy after a day on the slopes!
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Outside
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
9.6 out of 10, Exceptional, (148)
"The area was amazing and the views were incredible. "
The price is AED 624
AED 1,353 total
includes taxes & fees
25 Nov - 26 Nov
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
5 minute walk to lifts and Stratton Village! Cozy fireplace with a private patio
Living area
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
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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