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Readsboro Holiday Rentals

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50 rentals in Readsboro.
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LITTLE BIT OF HEAVEN in Southern VT - Mt Snow, Berkshires, Bennington, Mass Moca, holiday rental in Readsboro

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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Spacious Three-level Home , Well-Furnished, Fun Playroom, Minutes to Mt. Snow, holiday rental in Readsboro

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 Readsboro

Spacious Mountain view home Booking Fall/Winter 2020-21

5 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Great Place to get away and have clean fresh air surround you!, holiday rental in Readsboro

Great Place to get away and have clean fresh air surround you!

1 bedroom
1 bathroom
Sleeps 6
Match: Sleeps
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Vacation Log Home In Southern Vermont, holiday rental in Readsboro

Vacation Log Home In Southern Vermont

3 bedrooms
2 bathrooms
Sleeps 9
Match: Sleeps
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Ski Mt. Snow! 25 Private Acres - Almost Heaven in Rustic Vermont!  Come Explore!, holiday rental in Readsboro

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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Perfect for a peaceful get away in clean fresh Vermont air!, holiday rental in Readsboro

Perfect for a peaceful get away in clean fresh Vermont air!

3 bedrooms
5 bathrooms
Sleeps 6
Match: Sleeps
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Spectacular 4 Season Home On Spruce Lake Near Mt. Snow, holiday rental in Readsboro

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 Readsboro

Mount Snow opening November 25! Reserve your stay now!

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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A roomy remodeled retreat close to MassMoCA, holiday rental in Readsboro

A roomy remodeled retreat close to MassMoCA

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Large beautifully renovated home close to Mt Snow and Hermitage, holiday rental in Readsboro

Large beautifully renovated home close to Mt Snow and Hermitage

4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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Newly Renovated Condo on Haystack Golf Course, and 15 min. from Mt. Snow, holiday rental in Readsboro

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

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

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful  Vermont Vacation Home- Mount Snow!!, holiday rental in Readsboro

Beautiful Vermont Vacation Home- Mount Snow!!

4 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
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Cozy Mountain Escape to Southern Vermont, holiday rental in Readsboro

Cozy Mountain Escape to Southern Vermont

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Waterfront Lake Raponda Vacation Paradise, holiday rental in Readsboro

Waterfront Lake Raponda Vacation Paradise

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy Vermont home for your Summer and Fall getaway, holiday rental in Readsboro

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 Readsboro

Mt Snow Pet friendly family ski home

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Secluded dog-friendly chalet in the woods w/fireplace, jetted tub, deck, & grill, holiday rental in Readsboro

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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Mountain View Retreat - Close to all year round activities, holiday rental in Readsboro

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 Readsboro

Mt. Snow/Lake Raponda

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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BaseCamp Mogul Retreat, holiday rental in Readsboro

BaseCamp Mogul Retreat

3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Designer Vermont Vacation Retreat, holiday rental in Readsboro

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 Readsboro

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 Readsboro

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 Readsboro

Cozy 4 season getaway in Vermont near Mt. Snow

3 bedrooms
2 bathrooms
Sleeps 13
Match: Sleeps
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Peaceful Getaway near Haystack on Golf Course, holiday rental in Readsboro

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 Readsboro

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 Readsboro

PARADISE on EARTH! - Historic 4BR Farmhouse

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charming Wilmington Cabin, 8 Mi. to Mt Snow!, holiday rental in Readsboro

Charming Wilmington Cabin, 8 Mi. to Mt Snow!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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3 BR/3.5 Bath luxury townhouse, holiday rental in Readsboro

3 BR/3.5 Bath luxury townhouse

3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Private Wooded Cabin, 8 Mi to Sundance Ski & Town!, holiday rental in Readsboro

Private Wooded Cabin, 8 Mi to Sundance Ski & Town!

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

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 Readsboro

Mount Snow Area Home with 5 Bedrooms

5 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps
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Wilmington / Mt. Snow/ Chimney Hill  Southern Vermont Home, holiday rental in Readsboro

Wilmington / Mt. Snow/ Chimney Hill Southern Vermont Home

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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'John's Farmhouse in Mount Snow' on 120 Acres!, holiday rental in Readsboro

'John's Farmhouse in Mount Snow' on 120 Acres!

5 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Charming 'Swiss Chalet' Ski Cabin Near Mount Snow, holiday rental in Readsboro

Charming 'Swiss Chalet' Ski Cabin Near Mount Snow

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Wilmington Home w/ Pool Access, 20 Mins to Mt Snow, holiday rental in Readsboro

Wilmington Home w/ Pool Access, 20 Mins to Mt Snow

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Mountain Retreat - Chimney Hill - 7 Miles to Mount Snow - direct VAST access, holiday rental in Readsboro

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

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacious Wilmington Home w/ Game Room & Deck!, holiday rental in Readsboro

Spacious Wilmington Home w/ Game Room & Deck!

6 bedrooms
5 bathrooms
Sleeps 26
Match: Sleeps
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The Bear Den, holiday rental in Readsboro

The Bear Den

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Tentrr Signature Site - Hidden Hoosic   Riverside Camp, holiday rental in Readsboro

Tentrr Signature Site - Hidden Hoosic Riverside Camp

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Jacksonville Cabin w/ Wraparound Deck & Views, holiday rental in Readsboro

Jacksonville Cabin w/ Wraparound Deck & Views

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Wilmington Retreat w/ Deck, Lake Views & Game Room, holiday rental in Readsboro

Wilmington Retreat w/ Deck, Lake Views & Game Room

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
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Beautifully Appointed Accommodations with pull out sofa room 203, holiday rental in Readsboro

Beautifully Appointed Accommodations with pull out sofa room 203

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Meme's High Mountain Lake House, holiday rental in Readsboro

Meme's High Mountain Lake House

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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NEW! Sleek Cabin w/Deck 8Mi to Mount Snow & Hikes!, holiday rental in Readsboro

NEW! Sleek Cabin w/Deck 8Mi to Mount Snow & Hikes!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Crafts Inn in Vermont 1BR Suite, SATURDAY Check-In, holiday rental in Readsboro

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

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Cozy A-Frame w/ Pool Table: 8 Mi to Mt. Snow!, holiday rental in Readsboro

NEW! Cozy A-Frame w/ Pool Table: 8 Mi to Mt. Snow!

3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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NEW! Cozy Treetop Hideaway By Harriman Reservoir, holiday rental in Readsboro

NEW! Cozy Treetop Hideaway By Harriman Reservoir

4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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