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Compare 635 Vacation Homes in Brattleboro with updated reviews, rates, and availability.

Cozy Home Near Downtown, Shops, and Restaurants.

2.0 star property
10.0 out of 10, Exceptional, (3)
"Online info was accurate. Nice spot to rent with family."
The price is AED 1,300
AED 2,148 total
includes taxes & fees
5 May - 6 May
Cozy Home Near Downtown, Shops, and Restaurants.

The Jelly Mill-A River Retreat

10.0 out of 10, Exceptional, (50)
"This property was so clean and amazing. We heard the sounds of the creek across the road as soon as we pulled up. It was so peaceful and relaxing. The hosts were so kind and caring. Highly recommend if you are looking for a quiet and cozy place to stay. "
The Jelly Mill-A River Retreat

Dog-friendly ski-in/ski-out retreat with views, fireplace, & washer/dryer

8.6 out of 10, Excellent, (4)
"Our group had a great time enjoying this bright open space. Such a pretty place. Michael was very responsive and communications were timely and simple. Nice place for gathering."
Dog-friendly ski-in/ski-out retreat with views, fireplace, & washer/dryer

1810 Brook Side Mill/House / EV Level 2 Charging on Site

10.0 out of 10, Exceptional, (72)
"We enjoyed the charm and beauty of the view from the Mill /House windows and the property was spacious. Beds were comfortable for a good night's sleep and the showers were hot enough with good water pressure. I had to cook food for a Passover Seder and was so pleased the kitchen was well stocked with Cuisinart stainless cookware and excellent knives. When I texted the owner for more instructions on how to leave the house for exit , we had a pleasant conversation . She responded immediately. "
1810 Brook Side Mill/House / EV Level 2 Charging on Site

Potter's Place | House in Jamaica with mountain views

9.6 out of 10, Exceptional, (4)
"Stayed at this lovely home for a short weekend trip in the winter. Very convenient location, clean and well kept. Be sure to have AWD and proper tires if you visit in the winter!"
Potter's Place | House in Jamaica with mountain views

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

10.0 out of 10, Exceptional, (6)
"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.

Cozy retreat near slopes

5.0 out of 10, (8)
"Unit is a little outdated but nice.Not truly a ski in - out since you have to walk on the road about 200 yards to get to the Sachem trail.Condo does need ice cube trays since the ice maker is not working.Also the down stairs bath room heater does not work and would be nice since this is where the bath tub is located"
Cozy retreat near slopes

GAMERS HAVEN, River Wine Inn!

2.0 star property
10.0 out of 10, Exceptional, (11)
"Great place with an elite game room. "
GAMERS HAVEN, River Wine Inn!

Family Friendly Hilltop House In Putney Vermont

9.6 out of 10, Exceptional, (54)
"We were caught in the winter storm, and the host was so kind in helping us navigate our car situation. Our kids had such a great time playing in the snow, exploring the books and games they had. "
The price is AED 716
AED 1,251 total
includes taxes & fees
2 May - 3 May
Family Friendly Hilltop House In Putney Vermont

Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen

10.0 out of 10, Exceptional, (2)
"Beautiful house well stocked with spices and everything you need. The only thing they are missing is there’s no hairdryer and I called a few times to the property manager for a blanket because the master upstairs has no blanket and I never received one."
Skiers townhouse close to Stratton w/ balcony, mudroom, w/d, wifi, kitchen

Snow Mountain Lodge- 6 miles from Mt Snow. Ski, Indoor Pool, Golf, Hike, Relax!

10.0 out of 10, Exceptional, (1)
"We had such a lovely time in this well loved cabin. Super quiet location and well stocked with everything we needed for our end of year ski trip in Stratton. The owner was very friendly and helpful. We hope we will be back soon!"
Snow Mountain Lodge- 6 miles from Mt Snow. Ski, Indoor Pool, Golf, Hike, Relax!

Wilmington Vacation Rental Near Hiking and Skiing!

9.4 out of 10, Exceptional, (19)
"We had a great time at this cabin, and the town of Wilmington had great spots for food and it's own charm. We'd definitely stay again. "
Wilmington Vacation Rental Near Hiking and Skiing!

Mountain-view home near the slopes with at-home entertainment - dog-friendly

7.8 out of 10, Good, (68)
"Great location - dog friendly a big plus. Queen mattress in upstairs bedroom was unsleepable....had to move to doubles. Comforter in downstairs bedroom was stained and ripped - easy fix - was a bit off putting. We paid for late checkout - but came back to find we were locked out. Had to stand in freezing cold for a half our on the phone with vrbo to gain access. They got us into the lock box only to find no key inside. I would stay here again - but hopefully the bed would be updated."
Mountain-view home near the slopes with at-home entertainment - dog-friendly

Bright three-level home with water views, jetted tub, firepit, and pool table

8.4 out of 10, Very Good, (27)
"Had a fantastic weekend at this cabin. Beautifully maintained, sparking clean and beautiful cabin. Everything was exactly as pictured and is even better in person. Would stay here again x100"
Bright three-level home with water views, jetted tub, firepit, and pool table

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

7.0 out of 10, Good, (15)
"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

Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

7.8 out of 10, Good, (46)
"Great condo in great location. Easy walk to restaurants and lifts."
The price is AED 261
AED 961 total
includes taxes & fees
1 May - 2 May
Stratton Mountain Condo with Shared Pool, Hot Tubs, and Sauna - Walk to Lifts

Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

10.0 out of 10, Exceptional, (22)
"Great location close to the slopes. Clean and comfortable. Loved the fireplace. "
Family Home w/ Great Yard, Fireplace, Kayaks, AC & WiFi - Near Skiing/Lakes

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

10.0 out of 10, Exceptional, (216)
"Excellent property & house. Great host & super responsive. We spent 6 nights & recharged so good! Thinking of booking again in summer season! Truly loved everything about it. Thank you "
Amazing lake views & access,HotTub & sauna, quality game Rm. 190-5 star Reviews

Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

10.0 out of 10, Exceptional, (4)
"Great location to Mt Snow and its surroundings. Easy, pleasant and accommodating communications with the host. Comfortable accommodations. "
The price is AED 474
AED 1,652 total
includes taxes & fees
1 May - 2 May
Cozy 3br condo @West Dover Vt. Heated pool, tennis, pickleball and pool table.

Modern Mount Snow Gnarvana - Balcony/Pet-Friendly/Walk to Lifts & Lodge

10.0 out of 10, Exceptional, (19)
"Jen and Erica thought of everything a guest might need. It was a welcoming, clean and cozy house with a 3 minute drive to Snow Mountain. "
The price is AED 496
AED 1,561 total
includes taxes & fees
4 May - 5 May
Modern Mount Snow Gnarvana - Balcony/Pet-Friendly/Walk to Lifts & Lodge
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

The Jelly Mill-A River Retreat

10.0 out of 10, Exceptional, (50)
"This property was so clean and amazing. We heard the sounds of the creek across the road as soon as we pulled up. It was so peaceful and relaxing. The hosts were so kind and caring. Highly recommend if you are looking for a quiet and cozy place to stay. "
The Jelly Mill-A River Retreat

Hike & Swim On-Site: Cozy Falls Brook Cabin

10.0 out of 10, Exceptional, (10)
"Great little cabin, would definitely stay again!"
Hike & Swim On-Site: Cozy Falls Brook Cabin

GAMERS HAVEN, River Wine Inn!

2.0 star property
10.0 out of 10, Exceptional, (11)
"Great place with an elite game room. "
GAMERS HAVEN, River Wine Inn!
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.