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Holiday Rentals in Brattleboro

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Bedrooms

Bathrooms

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5 km
46 rentals in Brattleboro.
Serenity Cottage in Southern Vermont…, holiday rental in Brattleboro
Serenity Cottage in Southern Vermont…, holiday rental in Brattleboro
Serenity Cottage in Southern Vermont…, holiday rental in Brattleboro

Serenity Cottage in Southern Vermont…

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Fully Furnished 2bdrm/Pet Friendly!, holiday rental in Brattleboro
Fully Furnished 2bdrm/Pet Friendly!, holiday rental in Brattleboro
Fully Furnished 2bdrm/Pet Friendly!, holiday rental in Brattleboro

Fully Furnished 2bdrm/Pet Friendly!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Fully furnished/everything included/Pet Friendly!, holiday rental in Brattleboro
Fully furnished/everything included/Pet Friendly!, holiday rental in Brattleboro
Fully furnished/everything included/Pet Friendly!, holiday rental in Brattleboro

Fully furnished/everything included/Pet Friendly!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Downtown apartment ideal location to everything, holiday rental in Brattleboro
Downtown apartment ideal location to everything, holiday rental in Brattleboro
Downtown apartment ideal location to everything, holiday rental in Brattleboro

Downtown apartment ideal location to everything

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Artsy, Pet-Friendly Studio with a  Forest in the backyard, holiday rental in Brattleboro
Artsy, Pet-Friendly Studio with a  Forest in the backyard, holiday rental in Brattleboro
Artsy, Pet-Friendly Studio with a  Forest in the backyard, holiday rental in Brattleboro

Artsy, Pet-Friendly Studio with a Forest in the backyard

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Wonderful Private Home In West Brattleboro Off Of Route 9, holiday rental in Brattleboro
Wonderful Private Home In West Brattleboro Off Of Route 9, holiday rental in Brattleboro
Wonderful Private Home In West Brattleboro Off Of Route 9, holiday rental in Brattleboro

Wonderful Private Home In West Brattleboro Off Of Route 9

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Spacious Modern House, Beautiful Deck/Patio Overlooking Golf Course & Mountains, holiday rental in Brattleboro
Spacious Modern House, Beautiful Deck/Patio Overlooking Golf Course & Mountains, holiday rental in Brattleboro
Spacious Modern House, Beautiful Deck/Patio Overlooking Golf Course & Mountains, holiday rental in Brattleboro

Spacious Modern House, Beautiful Deck/Patio Overlooking Golf Course & Mountains

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Cozy home in Brattleboro, holiday rental in Brattleboro
Cozy home in Brattleboro, holiday rental in Brattleboro
Cozy home in Brattleboro, holiday rental in Brattleboro

Cozy home in Brattleboro

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Fully furnished/Pet Friendly!, holiday rental in Brattleboro
Fully furnished/Pet Friendly!, holiday rental in Brattleboro
Fully furnished/Pet Friendly!, holiday rental in Brattleboro

Fully furnished/Pet Friendly!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Fully furnished 2 bdr apartment, holiday rental in Brattleboro
Fully furnished 2 bdr apartment, holiday rental in Brattleboro
Fully furnished 2 bdr apartment, holiday rental in Brattleboro

Fully furnished 2 bdr apartment

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 3
Match: Sleeps
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Sauna and Mountain Views, the Perfect Cozy Vermont Getaway, holiday rental in Brattleboro
Sauna and Mountain Views, the Perfect Cozy Vermont Getaway, holiday rental in Brattleboro
Sauna and Mountain Views, the Perfect Cozy Vermont Getaway, holiday rental in Brattleboro

Sauna and Mountain Views, the Perfect Cozy Vermont Getaway

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Cozy 1-bedroom apartment in delightful Brattleboro, holiday rental in Brattleboro
Cozy 1-bedroom apartment in delightful Brattleboro, holiday rental in Brattleboro
Cozy 1-bedroom apartment in delightful Brattleboro, holiday rental in Brattleboro

Cozy 1-bedroom apartment in delightful Brattleboro

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Private, cozy, and charming cabin just minutes from town., holiday rental in Brattleboro
Private, cozy, and charming cabin just minutes from town., holiday rental in Brattleboro
Private, cozy, and charming cabin just minutes from town., holiday rental in Brattleboro

Private, cozy, and charming cabin just minutes from town.

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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The following properties within 32 kms of Brattleboro match all your filters:
The Jelly Mill-A River Retreat, holiday rental in Brattleboro
The Jelly Mill-A River Retreat, holiday rental in Brattleboro
The Jelly Mill-A River Retreat, holiday rental in Brattleboro

The Jelly Mill-A River Retreat

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!, holiday rental in Brattleboro
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!, holiday rental in Brattleboro
Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!, holiday rental in Brattleboro

Cozy 'Fiddler's Rest:' Cabin: 11 Miles to Skiing!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Mountain Top Escape, holiday rental in Brattleboro
Mountain Top Escape, holiday rental in Brattleboro
Mountain Top Escape, holiday rental in Brattleboro

Mountain Top Escape

Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck, holiday rental in Brattleboro
Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck, holiday rental in Brattleboro
Stunning dog-friendly home with board games, sauna, balcony, gas grill, & deck, holiday rental in Brattleboro

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

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Large modern house with huge open great room and four large bedrooms with baths, holiday rental in Brattleboro
Large modern house with huge open great room and four large bedrooms with baths, holiday rental in Brattleboro
Large modern house with huge open great room and four large bedrooms with baths, holiday rental in Brattleboro

Large modern house with huge open great room and four large bedrooms with baths

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Romantic Rock River Cottage with Hot Tub, Fireplace & Beach - Newfane VT, holiday rental in Brattleboro
Romantic Rock River Cottage with Hot Tub, Fireplace & Beach - Newfane VT, holiday rental in Brattleboro
Romantic Rock River Cottage with Hot Tub, Fireplace & Beach - Newfane VT, holiday rental in Brattleboro

Romantic Rock River Cottage with Hot Tub, Fireplace & Beach - Newfane VT

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Family Friendly Hilltop House In Putney Vermont, holiday rental in Brattleboro
Family Friendly Hilltop House In Putney Vermont, holiday rental in Brattleboro
Family Friendly Hilltop House In Putney Vermont, holiday rental in Brattleboro

Family Friendly Hilltop House In Putney Vermont

Condo/Apartment
0 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Log Cabin w/ Amazing Views, River Frontage & Hot Tub, holiday rental in Brattleboro
Log Cabin w/ Amazing Views, River Frontage & Hot Tub, holiday rental in Brattleboro
Log Cabin w/ Amazing Views, River Frontage & Hot Tub, holiday rental in Brattleboro

Log Cabin w/ Amazing Views, River Frontage & Hot Tub

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Tranquil NH Cabin on Connecticut River, holiday rental in Brattleboro
Tranquil NH Cabin on Connecticut River, holiday rental in Brattleboro
Tranquil NH Cabin on Connecticut River, holiday rental in Brattleboro

Tranquil NH Cabin on Connecticut River

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Lake house getaway on pristine Spofford Lake, New Hampshire, holiday rental in Brattleboro
Lake house getaway on pristine Spofford Lake, New Hampshire, holiday rental in Brattleboro
Lake house getaway on pristine Spofford Lake, New Hampshire, holiday rental in Brattleboro

Lake house getaway on pristine Spofford Lake, New Hampshire

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow, holiday rental in Brattleboro
Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow, holiday rental in Brattleboro
Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow, holiday rental in Brattleboro

Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!, holiday rental in Brattleboro
Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!, holiday rental in Brattleboro
Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!, holiday rental in Brattleboro

Charming & Cozy River Front Cabin- Close to ski mountains. Ski,Fish,Swim & Hike!

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Hike & Swim On-Site: Cozy Falls Brook Cabin, holiday rental in Brattleboro
Hike & Swim On-Site: Cozy Falls Brook Cabin, holiday rental in Brattleboro
Hike & Swim On-Site: Cozy Falls Brook Cabin, holiday rental in Brattleboro

Hike & Swim On-Site: Cozy Falls Brook Cabin

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!, holiday rental in Brattleboro
Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!, holiday rental in Brattleboro
Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!, holiday rental in Brattleboro

Tasteful Country Home on 5 Acres ~ 3 Mi to Lake!

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Picturesque Lakefront Retreat at Spofford Lake, holiday rental in Brattleboro
Picturesque Lakefront Retreat at Spofford Lake, holiday rental in Brattleboro
Picturesque Lakefront Retreat at Spofford Lake, holiday rental in Brattleboro

Picturesque Lakefront Retreat at Spofford Lake

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Penthouse, Steps to the Sandy Beach & clear water, holiday rental in Brattleboro
Penthouse, Steps to the Sandy Beach & clear water, holiday rental in Brattleboro
Penthouse, Steps to the Sandy Beach & clear water, holiday rental in Brattleboro

Penthouse, Steps to the Sandy Beach & clear water

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Year Round Mountain Retreat, holiday rental in Brattleboro
Year Round Mountain Retreat, holiday rental in Brattleboro
Year Round Mountain Retreat, holiday rental in Brattleboro

Year Round Mountain Retreat

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Main House, Relax and enjoy the scenery, go and swim, fish or start your boat, holiday rental in Brattleboro
Main House, Relax and enjoy the scenery, go and swim, fish or start your boat, holiday rental in Brattleboro
Main House, Relax and enjoy the scenery, go and swim, fish or start your boat, holiday rental in Brattleboro

Main House, Relax and enjoy the scenery, go and swim, fish or start your boat

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Renovated Church Sanctuary: Ski and Swim, Relax, Cook, Gather., holiday rental in Brattleboro
Renovated Church Sanctuary: Ski and Swim, Relax, Cook, Gather., holiday rental in Brattleboro
Renovated Church Sanctuary: Ski and Swim, Relax, Cook, Gather., holiday rental in Brattleboro

Renovated Church Sanctuary: Ski and Swim, Relax, Cook, Gather.

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tyler House, 4 Bedrooms, 2 Bathrooms, House to steps to Lake Spofford, holiday rental in Brattleboro
Tyler House, 4 Bedrooms, 2 Bathrooms, House to steps to Lake Spofford, holiday rental in Brattleboro
Tyler House, 4 Bedrooms, 2 Bathrooms, House to steps to Lake Spofford, holiday rental in Brattleboro

Tyler House, 4 Bedrooms, 2 Bathrooms, House to steps to Lake Spofford

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 12
Match: Sleeps
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Victorian Lakefront Cottage With Spectacular Sunrise View Of Water, holiday rental in Brattleboro
Victorian Lakefront Cottage With Spectacular Sunrise View Of Water, holiday rental in Brattleboro
Victorian Lakefront Cottage With Spectacular Sunrise View Of Water, holiday rental in Brattleboro

Victorian Lakefront Cottage With Spectacular Sunrise View Of Water

Holiday Rental House
4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Luxury Rural Stay Close to Town, holiday rental in Brattleboro
Luxury Rural Stay Close to Town, holiday rental in Brattleboro
Luxury Rural Stay Close to Town, holiday rental in Brattleboro

Luxury Rural Stay Close to Town

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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200 y.o. Farmhouse secluded in its own valley with 2 ponds, holiday rental in Brattleboro
200 y.o. Farmhouse secluded in its own valley with 2 ponds, holiday rental in Brattleboro
200 y.o. Farmhouse secluded in its own valley with 2 ponds, holiday rental in Brattleboro

200 y.o. Farmhouse secluded in its own valley with 2 ponds

Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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*New!* A Lovely VT Home with a Hot Tub, Near Rock River and Skiing, holiday rental in Brattleboro
*New!* A Lovely VT Home with a Hot Tub, Near Rock River and Skiing, holiday rental in Brattleboro
*New!* A Lovely VT Home with a Hot Tub, Near Rock River and Skiing, holiday rental in Brattleboro

*New!* A Lovely VT Home with a Hot Tub, Near Rock River and Skiing

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Vikings Villages Resort - Double Bed Room, holiday rental in Brattleboro
Vikings Villages Resort - Double Bed Room, holiday rental in Brattleboro
Vikings Villages Resort - Double Bed Room, holiday rental in Brattleboro

Vikings Villages Resort - Double Bed Room

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Studio w/ Trail Access ~ 10 Mi to Brattleboro!, holiday rental in Brattleboro
Studio w/ Trail Access ~ 10 Mi to Brattleboro!, holiday rental in Brattleboro
Studio w/ Trail Access ~ 10 Mi to Brattleboro!, holiday rental in Brattleboro

Studio w/ Trail Access ~ 10 Mi to Brattleboro!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Peaceful lake front home on beautiful Spofford Lake!, holiday rental in Brattleboro
Peaceful lake front home on beautiful Spofford Lake!, holiday rental in Brattleboro
Peaceful lake front home on beautiful Spofford Lake!, holiday rental in Brattleboro

Peaceful lake front home on beautiful Spofford Lake!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Charming 2BR semi-rural home in Southern VT - amazing setting & modern amenities, holiday rental in Brattleboro
Charming 2BR semi-rural home in Southern VT - amazing setting & modern amenities, holiday rental in Brattleboro
Charming 2BR semi-rural home in Southern VT - amazing setting & modern amenities, holiday rental in Brattleboro

Charming 2BR semi-rural home in Southern VT - amazing setting & modern amenities

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Luxury Newly Renovated 3 Bedroom Home Close to Brattleboro and Mount Snow, holiday rental in Brattleboro
Luxury Newly Renovated 3 Bedroom Home Close to Brattleboro and Mount Snow, holiday rental in Brattleboro
Luxury Newly Renovated 3 Bedroom Home Close to Brattleboro and Mount Snow, holiday rental in Brattleboro

Luxury Newly Renovated 3 Bedroom Home Close to Brattleboro and Mount Snow

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Stunning Glass House nestled in the Vermont wilderness!, holiday rental in Brattleboro
Stunning Glass House nestled in the Vermont wilderness!, holiday rental in Brattleboro
Stunning Glass House nestled in the Vermont wilderness!, holiday rental in Brattleboro

Stunning Glass House nestled in the Vermont wilderness!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Personal Wellness Getaway with Included Services, Sauna, and a Private Beach!, holiday rental in Brattleboro
Personal Wellness Getaway with Included Services, Sauna, and a Private Beach!, holiday rental in Brattleboro
Personal Wellness Getaway with Included Services, Sauna, and a Private Beach!, holiday rental in Brattleboro

Personal Wellness Getaway with Included Services, Sauna, and a Private Beach!

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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HeART Barn, 35-60 m. to skiing * Mt. Snow, Stratton, Okemo, Magic & Bromley, holiday rental in Brattleboro
HeART Barn, 35-60 m. to skiing * Mt. Snow, Stratton, Okemo, Magic & Bromley, holiday rental in Brattleboro
HeART Barn, 35-60 m. to skiing * Mt. Snow, Stratton, Okemo, Magic & Bromley, holiday rental in Brattleboro

HeART Barn, 35-60 m. to skiing * Mt. Snow, Stratton, Okemo, Magic & Bromley

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options, holiday rental in Brattleboro
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options, holiday rental in Brattleboro
RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options, holiday rental in Brattleboro

RESTful yurt in charming Hinsdale; pet-friendly with multiple hiking options

Holiday Rental House
1 bedroom
2 bathrooms
Sleeps 2
Match: Sleeps
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Showing results 1-46 of 46
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