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Compare 89 Cottages in Brattleboro 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, (41)
"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
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, (4)
"Easy hand's off check in and great communication with the host. The cottage itself was lovely - my friends and I were in town for a wedding and it was the perfect accommodations! Would definitely stay here again! "
The price is SAR 916
SAR 1,122 total
includes taxes & fees
6 Nov - 7 Nov
Cozy farm cottage on gorgeous landscape, quiet but close to s. NH/VT attractions
Great Place to get away and have clean fresh air surround you!
Book now for a magical & peaceful fall stay before its too late!
Great Place to get away and have clean fresh air surround you!
9.8 out of 10, Exceptional, (131)
"This was one of our favorite family trips ever! So fun using the paddle boat and seeing the misty mornings and starry nights in the lake."
Great Place to get away and have clean fresh air surround you!
Perfect for a peaceful get away in clean fresh Vermont air!
Newly sided entire house and garage
Perfect for a peaceful get away in clean fresh Vermont air!
10.0 out of 10, Exceptional, (70)
"What a lovely stay! The cabin was stocked with everything we needed and it was very clean and well organized. The photos don't quite do it justice. Peaceful lake views all day with mountains in the distance - what's not to like? We used the queen bedroom on the main floor and the bed was so very comfortable. We were there for two weeks, so we definitely used the kitchen - again, a well-planned space and well stocked. We hope to be there again!"
Perfect for a peaceful get away in clean fresh Vermont air!
Lake life at Woodford Cottage
Livingroom - Woodburning stove and sleeper double size pull out couch.
Lake life at Woodford Cottage
9.4 out of 10, Exceptional, (13)
"Very comfortable beds! This property is what you would expect from a cottage in Vermont, but there's so much more! We were surprised by the very well equipped kitchen and the vicinity to Woodford State Park also worked out really well for us. Would definitely recommend!"
Lake life at Woodford Cottage
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
Historic Home w/ Modern Updates on < 4 Acres
Exterior
Historic Home w/ Modern Updates on < 4 Acres
3.0 star property
10.0 out of 10, Exceptional, (1)
Historic Home w/ Modern Updates on < 4 Acres
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
Exterior
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
3.0 star property
6.0 out of 10, (1)
"I tried to reach out to the contact given regarding some checkout procedures and got zero response. "
Hawley Home w/ Deck: 4 Mi to Berkshire East Resort
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!
Charlemont Retreat on Chickley River w/ EV Charger
Living area
Charlemont Retreat on Chickley River w/ EV Charger
3.0 star property
10.0 out of 10, Exceptional, (1)
"Wonderful property! Check-in was effortless, and communication was excellent. The property had the southern charm my family and I desired, with ample space. The kids and our dog Rider had a ball. All the amenities you could think of, just in case you may have forgotten something. The quiet and serene nature of the property was beautiful, and I am so happy we chose to stay here. It is a historic house with nice modern updates and a country appeal. Thank you for making our weekend pleasant...
Charlemont Retreat on Chickley River w/ EV Charger
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!
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
Living area
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
3.0 star property
10.0 out of 10, Exceptional, (1)
"The host was so kind and helpful. I will definitely cime abck here. "
Bennington Home w/ Deck ~ 5 Mi to Bald Mountain!
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
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 Brattleboro

Cozy Cottage Along Idyllic Green River
Green River Cottage
Cozy Cottage Along Idyllic Green River
10.0 out of 10, Exceptional, (42)
"A bit off the beaten path…but worth it! Such an immaculate, comfortable home. It is nestled within the gorgeous beauty of southern Vermont. You can be in Brattleboro for necessities in 20 minutes. There are so many wonderful walks you can take right outside your door. This was just the calm we needed toward the end of our 10 day trip. I would return in a heartbeat!"
Cozy Cottage Along Idyllic Green River
Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!
Exterior detail
Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!
10.0 out of 10, Exceptional, (12)
"Love this property. We had everything we needed and then some. wasn't exactly sure as to where to put the trash as I don't have email on my phone , therefore I didn't receive the email about the trash and laundry until I got back home. I would rather have been able to text but everything worked out for us, and we had a wonderful, relaxing time."
Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!
Cozy Falls Brook Cabin: Hike & Swim On-Site!
Dummerston Vacation Rental | 2BR | 1BA | 850 Sq Ft | Steps Required
Cozy Falls Brook Cabin: Hike & Swim On-Site!
10.0 out of 10, Exceptional, (8)
"Cabin was perfect for a weekend getaway. Check in was a breeze and they had a very generous check in check out time which I appreciated. It was on a quiet dead-end street so no through traffic and the sound of the brook was calming. The beds were comfortable. It's not that far of a walk from the parking to the house. Happy we could bring our dogs as well. Short drive to town. Love the Vegan Restaurant in Brattleboro the food was delicious. We hiked a few trails that were nearby. Wish we had...
Cozy Falls Brook Cabin: Hike & Swim On-Site!
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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