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Whitingham Holiday Rentals

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49 rentals in Whitingham.
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Beautiful Modern A-Frame in Southern Vermont, holiday rental in Whitingham

Beautiful Modern A-Frame in Southern Vermont

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow, holiday rental in Whitingham

Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Spacious Mountain view home Booking Fall/Winter 2020-21, holiday rental in Whitingham

Spacious Mountain view home Booking Fall/Winter 2020-21

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Ski Mt. Snow! 25 Private Acres - Almost Heaven in Rustic Vermont!  Come Explore!, holiday rental in Whitingham

Ski Mt. Snow! 25 Private Acres - Almost Heaven in Rustic Vermont! Come Explore!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Vacation Log Home In Southern Vermont, holiday rental in Whitingham

Vacation Log Home In Southern Vermont

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Perfect - Cozy  Townhouse in Mount Snow- Vt, holiday rental in Whitingham

Perfect - Cozy Townhouse in Mount Snow- Vt

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Gorgeous indoor spa, restorative sauna, serene yoga room in private community, holiday rental in Whitingham

Gorgeous indoor spa, restorative sauna, serene yoga room in private community

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Spectacular 4 Season Home On Spruce Lake Near Mt. Snow, holiday rental in Whitingham

Spectacular 4 Season Home On Spruce Lake Near Mt. Snow

5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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Mount Snow opening November 25! Reserve your stay now!, holiday rental in Whitingham

Mount Snow opening November 25! Reserve your stay now!

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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LITTLE BIT OF HEAVEN in Southern VT - Mt Snow, Berkshires, Bennington, Mass Moca, holiday rental in Whitingham

LITTLE BIT OF HEAVEN in Southern VT - Mt Snow, Berkshires, Bennington, Mass Moca

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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3 Bedroom Chalet with Hot Tub 10 Mins to Mt Snow with Clubhouse Amenities, holiday rental in Whitingham

3 Bedroom Chalet with Hot Tub 10 Mins to Mt Snow with Clubhouse Amenities

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Large beautifully renovated home close to Mt Snow and Hermitage, holiday rental in Whitingham

Large beautifully renovated home close to Mt Snow and Hermitage

4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Adorable Cozy Condo- ski-in/ski-out at Seasons on Mt. Snow, holiday rental in Whitingham

Adorable Cozy Condo- ski-in/ski-out at Seasons on Mt. Snow

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Newly Renovated Condo on Haystack Golf Course, and 15 min. from Mt. Snow, holiday rental in Whitingham

Newly Renovated Condo on Haystack Golf Course, and 15 min. from Mt. Snow

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Beautiful  Vermont Vacation Home- Mount Snow!!, holiday rental in Whitingham

Beautiful Vermont Vacation Home- Mount Snow!!

4 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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4 BR, 2BA: Comfy, Clean & Family Friendly - 15 mins to Mount Snow!, holiday rental in Whitingham

4 BR, 2BA: Comfy, Clean & Family Friendly - 15 mins to Mount Snow!

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Cozy Mountain Escape to Southern Vermont, holiday rental in Whitingham

Cozy Mountain Escape to Southern Vermont

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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The Manor-Stunning Modern Farmhouse with Swim Pond, holiday rental in Whitingham

The Manor-Stunning Modern Farmhouse with Swim Pond

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Waterfront Lake Raponda Vacation Paradise, holiday rental in Whitingham

Waterfront Lake Raponda Vacation Paradise

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill, holiday rental in Whitingham

Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Cozy Vermont home for your Summer and Fall getaway, holiday rental in Whitingham

Cozy Vermont home for your Summer and Fall getaway

4 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Mt Snow Pet  friendly family ski home, holiday rental in Whitingham

Mt Snow Pet friendly family ski home

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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BaseCamp Mogul Retreat, holiday rental in Whitingham

BaseCamp Mogul Retreat

3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Mountain View Retreat - Close to all year round activities, holiday rental in Whitingham

Mountain View Retreat - Close to all year round activities

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Mt. Snow/Lake Raponda, holiday rental in Whitingham

Mt. Snow/Lake Raponda

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Designer Vermont Vacation Retreat, holiday rental in Whitingham

Designer Vermont Vacation Retreat

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Secluded dog-friendly home w/ wood burning fireplace, Internet, & forest views!, holiday rental in Whitingham

Secluded dog-friendly home w/ wood burning fireplace, Internet, & forest views!

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Bright three-level home w/water views, jetted tub, firepit, and more!, holiday rental in Whitingham

Bright three-level home w/water views, jetted tub, firepit, and more!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy 4 season getaway in Vermont near Mt. Snow, holiday rental in Whitingham

Cozy 4 season getaway in Vermont near Mt. Snow

3 bedrooms
2 bathrooms
Sleeps 13
Match: Sleeps
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Condo on Haystack/Hermitage Ski Mountain, holiday rental in Whitingham

Condo on Haystack/Hermitage Ski Mountain

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Peaceful Getaway near Haystack on Golf Course, holiday rental in Whitingham

Peaceful Getaway near Haystack on Golf Course

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Charming, rural house w/shared tennis, private Ping-Pong table, Foosball, & more, holiday rental in Whitingham

Charming, rural house w/shared tennis, private Ping-Pong table, Foosball, & more

4 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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PARADISE on EARTH! - Historic 4BR Farmhouse, holiday rental in Whitingham

PARADISE on EARTH! - Historic 4BR Farmhouse

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Christmas /presidents week Ski Chalet 4 bed plus loft - 3 full baths, holiday rental in Whitingham

Christmas /presidents week Ski Chalet 4 bed plus loft - 3 full baths

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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3 BR/3.5 Bath luxury townhouse, holiday rental in Whitingham

3 BR/3.5 Bath luxury townhouse

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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BaseCamp Mogul: Green Mountain Retreat, holiday rental in Whitingham

BaseCamp Mogul: Green Mountain Retreat

3 bedrooms
1 bathroom
Sleeps 10
Match: Sleeps
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Mount Snow Area Home with 5 Bedrooms, holiday rental in Whitingham

Mount Snow Area Home with 5 Bedrooms

5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Beautiful Mountainside 2 Bedroom 2 Bath Condominium, holiday rental in Whitingham

Beautiful Mountainside 2 Bedroom 2 Bath Condominium

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Wilmington / Mt. Snow/ Chimney Hill  Southern Vermont Home, holiday rental in Whitingham

Wilmington / Mt. Snow/ Chimney Hill Southern Vermont Home

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Charming 'Swiss Chalet' Ski Cabin Near Mount Snow, holiday rental in Whitingham

Charming 'Swiss Chalet' Ski Cabin Near Mount Snow

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Mountain Retreat - Chimney Hill - 7 Miles to Mount Snow - direct VAST access, holiday rental in Whitingham

Mountain Retreat - Chimney Hill - 7 Miles to Mount Snow - direct VAST access

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Room 101 This is a handicap accessible accommodation, holiday rental in Whitingham

Room 101 This is a handicap accessible accommodation

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beautifully Appointed Accommodations with pull out sofa room 203, holiday rental in Whitingham

Beautifully Appointed Accommodations with pull out sofa room 203

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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The Carriage House an  amazing Retreat, holiday rental in Whitingham

The Carriage House an amazing Retreat

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Gorgeous Accommodations in Boutique Hotel room 202, holiday rental in Whitingham

Gorgeous Accommodations in Boutique Hotel room 202

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Quaint Vermont Suite with an eye to luxurious details suite 205, holiday rental in Whitingham

Quaint Vermont Suite with an eye to luxurious details suite 205

4 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Crafts Inn in Vermont 1BR Suite, SATURDAY Check-In, holiday rental in Whitingham

Crafts Inn in Vermont 1BR Suite, SATURDAY Check-In

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Mt Snow 'Aspen Chic' - Booking Christmas/New Years NOW!!! Hot Tub, Sauna, Steam, holiday rental in Whitingham

Mt Snow 'Aspen Chic' - Booking Christmas/New Years NOW!!! Hot Tub, Sauna, Steam

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Family-friendly rural & sleek house w/jetted tub, private deck & game room!, holiday rental in Whitingham

Family-friendly rural & sleek house w/jetted tub, private deck & game room!

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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