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Weston Holiday Rentals

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50 rentals in Weston.
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Luxury Log Cabin in Beautiful Weston, VT, holiday rental in Weston

Luxury Log Cabin in Beautiful Weston, VT

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Private Mountain Cottage

0 bedrooms
0 bathrooms
Sleeps 0
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Lovely Vermont House, holiday rental in Weston

Lovely Vermont House

6 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Isolated Rural Inn! Private Water, Generator, 3000MG Wifi, Scenic Weston Inn Nea, holiday rental in Weston

Isolated Rural Inn! Private Water, Generator, 3000MG Wifi, Scenic Weston Inn Nea

7 bedrooms
7 bathrooms
Sleeps 16
Match: Sleeps
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Isolated Rural Inn & Cottages! Private Water, Generator, Wifi! Scenic Weston Inn, holiday rental in Weston

Isolated Rural Inn & Cottages! Private Water, Generator, Wifi! Scenic Weston Inn

10 bedrooms
9 bathrooms
Sleeps 16
Match: Sleeps
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Vermont Hillside Cottage w/Great View - Pet Friendly, holiday rental in Weston

Vermont Hillside Cottage w/Great View - Pet Friendly

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Beautiful & Unique Spacious Studio! Booking now for Winter!, holiday rental in Weston

Beautiful & Unique Spacious Studio! Booking now for Winter!

0 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Luxury Custom Built Post and Beam Retreat, holiday rental in Weston

Luxury Custom Built Post and Beam Retreat

5 bedrooms
6 bathrooms
Sleeps 19
Match: Sleeps
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4 bedroom Vermont Farmhouse centrally located near ski resorts and lakes, holiday rental in Weston

4 bedroom Vermont Farmhouse centrally located near ski resorts and lakes

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Log home perfect for a family getaway - 5 miles to Okemo Mtn Resort!, holiday rental in Weston

Log home perfect for a family getaway - 5 miles to Okemo Mtn Resort!

3 bedrooms
2 bathrooms
Sleeps 10
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OKEMO SKI HOUSE W/ NEW 6 PERSON HOT TUB, 6 Bedrooms  (2 K, 3 Q, 1 f/t), holiday rental in Weston

OKEMO SKI HOUSE W/ NEW 6 PERSON HOT TUB, 6 Bedrooms (2 K, 3 Q, 1 f/t)

6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Charming Ski Chalet Minutes From Okemo Mountain!, holiday rental in Weston

Charming Ski Chalet Minutes From Okemo Mountain!

5 bedrooms
3 bathrooms
Sleeps 15
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Light-Filled Octagon Getaway, wifi, close to ski areas, holiday rental in Weston

Light-Filled Octagon Getaway, wifi, close to ski areas

3 bedrooms
2 bathrooms
Sleeps 6
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Stay Safe! Stay strong!, holiday rental in Weston

Stay Safe! Stay strong!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Secluded, rustic home w/ private hot tub & huge deck - 5 miles to Okemo, holiday rental in Weston

Secluded, rustic home w/ private hot tub & huge deck - 5 miles to Okemo

3 bedrooms
4 bathrooms
Sleeps 8
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Family-friendly cabin with a deck, excellent home base for skiing, holiday rental in Weston

Family-friendly cabin with a deck, excellent home base for skiing

3 bedrooms
2 bathrooms
Sleeps 8
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8 Bedroom Home - 500 Acres w/Private Lake near Great Skiing - for All-Season Fun, holiday rental in Weston

8 Bedroom Home - 500 Acres w/Private Lake near Great Skiing - for All-Season Fun

8 bedrooms
4 bathrooms
Sleeps 20
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Isolated Luxury-Camp!  Pool, Private Tavern, Hot Tub, Hiking, Fire Pit, Meadow-W, holiday rental in Weston

Isolated Luxury-Camp!  Pool, Private Tavern, Hot Tub, Hiking, Fire Pit, Meadow-W

9 bedrooms
10 bathrooms
Sleeps 16
Match: Sleeps
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Slopeside 2BR 2BTH Condo at Magic Mountain, holiday rental in Weston

Slopeside 2BR 2BTH Condo at Magic Mountain

2 bedrooms
2 bathrooms
Sleeps 8
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Ski-in/ski-out home w/ seasonal pool, sauna, perfect for large families!, holiday rental in Weston

Ski-in/ski-out home w/ seasonal pool, sauna, perfect for large families!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Tranquil family home set in a quiet neighborhood and easy access to outdoor fun, holiday rental in Weston

Tranquil family home set in a quiet neighborhood and easy access to outdoor fun

4 bedrooms
2 bathrooms
Sleeps 10
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Secluded log cabin on 25 acres bordering state forest with trails nearby, holiday rental in Weston

Secluded log cabin on 25 acres bordering state forest with trails nearby

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Post and Beam with beautiful Okemo View-Plan a Spring Golf Get Away Weekend, holiday rental in Weston

Post and Beam with beautiful Okemo View-Plan a Spring Golf Get Away Weekend

7 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Slopeside Condominium In The Heart Of Southern Vermont, holiday rental in Weston

Slopeside Condominium In The Heart Of Southern Vermont

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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VT home with a PRIVATE INDOOR POOL - Stratton, Magic, Bromley, Okemo SLEEPS 12, holiday rental in Weston

VT home with a PRIVATE INDOOR POOL - Stratton, Magic, Bromley, Okemo SLEEPS 12

4 bedrooms
3 bathrooms
Sleeps 12
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Renovated condo w/ shared seasonal pool & tennis - walk to trail!, holiday rental in Weston

Renovated condo w/ shared seasonal pool & tennis - walk to trail!

3 bedrooms
2 bathrooms
Sleeps 10
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Isolated Luxury-Camp!  Pool, Hot Tub, Hiking, Fire Pit, Meadow-Woods-Pond, 5 Spa, holiday rental in Weston

Isolated Luxury-Camp!  Pool, Hot Tub, Hiking, Fire Pit, Meadow-Woods-Pond, 5 Spa

7 bedrooms
8 bathrooms
Sleeps 16
Match: Sleeps
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Vermont Ski Chalet - Fireplace, Walk to Mountain, Great for Groups, holiday rental in Weston

Vermont Ski Chalet - Fireplace, Walk to Mountain, Great for Groups

3 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Trailside ski on Sachem Trail, convenient, cozy condo, holiday rental in Weston

Trailside ski on Sachem Trail, convenient, cozy condo

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Enjoy Every Season at this Incredible Estate with Serene Mountain Views !, holiday rental in Weston

Enjoy Every Season at this Incredible Estate with Serene Mountain Views !

8 bedrooms
5 bathrooms
Sleeps 23
Match: Sleeps
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Beautiful Okemo chalet with Hot Tub, holiday rental in Weston

Beautiful Okemo chalet with Hot Tub

4 bedrooms
3 bathrooms
Sleeps 16
Match: Sleeps
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Clean & New in Peru!, holiday rental in Weston

Clean & New in Peru!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Cozy & Bright Log Cabin just 8 minutes from Okemo Mountain, holiday rental in Weston

Cozy & Bright Log Cabin just 8 minutes from Okemo Mountain

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beautiful Vermont Retreat House near Okemo Mountain, holiday rental in Weston

Beautiful Vermont Retreat House near Okemo Mountain

4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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The 'Okemo House' at Trailside - Walk to Okemo Ski Lifts! Private 5 bedroom home, holiday rental in Weston

The 'Okemo House' at Trailside - Walk to Okemo Ski Lifts! Private 5 bedroom home

5 bedrooms
2 bathrooms
Sleeps 13
Match: Sleeps
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Award-Winning Log Cabin, Top 5 in New England!, holiday rental in Weston

Award-Winning Log Cabin, Top 5 in New England!

3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Charming VT Farmhouse with awesome mountain views. Children welcome., holiday rental in Weston

Charming VT Farmhouse with awesome mountain views. Children welcome.

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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South Face Village, holiday rental in Weston

South Face Village

2 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Historic Chester House 10-30 Mins to 5 Mountains!, holiday rental in Weston

Historic Chester House 10-30 Mins to 5 Mountains!

5 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Ludlow Home - Under 3 Miles to Okemo Mtn Resort!, holiday rental in Weston

Ludlow Home - Under 3 Miles to Okemo Mtn Resort!

5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Private Rustic Home, 10 Min. to Bromley Mtn!, holiday rental in Weston

Private Rustic Home, 10 Min. to Bromley Mtn!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Bromley Farm ski house, holiday rental in Weston

Bromley Farm ski house

6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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HALF SEASON RENTAL AVAILABLE: Renovated Sachem Trail Condo with Private Hot Tub, holiday rental in Weston

HALF SEASON RENTAL AVAILABLE: Renovated Sachem Trail Condo with Private Hot Tub

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Reboot & Relax while surrounded by Vermont beauty., holiday rental in Weston

Reboot & Relax while surrounded by Vermont beauty.

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Ski house / mountain bike, holiday rental in Weston

Ski house / mountain bike

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Vermont charm 8 minutes to Okemo Mountain!, holiday rental in Weston

Vermont charm 8 minutes to Okemo Mountain!

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Luxurious 'Mountainview' House-10acres, o/door Hot Tub, mins to Bromley, holiday rental in Weston

Luxurious 'Mountainview' House-10acres, o/door Hot Tub, mins to Bromley

4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Contemporary Ski Chalet Minutes to Hiking Dining Parks, holiday rental in Weston

Contemporary Ski Chalet Minutes to Hiking Dining Parks

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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NEW! Renovated Farmhouse < 1 Mi to Okemo Mountain!, holiday rental in Weston

NEW! Renovated Farmhouse < 1 Mi to Okemo Mountain!

4 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
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NEW! Grand Londonderry Home w/ Ski Mountain Views!, holiday rental in Weston

NEW! Grand Londonderry Home w/ Ski Mountain Views!

5 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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