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Montgomery Holiday Rentals

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50 rentals in Montgomery.
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Secluded Upscale Cabin - Near Jay Peak Resort, holiday rental in Montgomery

Secluded Upscale Cabin - Near Jay Peak Resort

4 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Farmhouse, outdoor kitchen, surrounded in mountain views, close to Jay Peak, holiday rental in Montgomery

Farmhouse, outdoor kitchen, surrounded in mountain views, close to Jay Peak

4 bedrooms
1 bathroom
Sleeps 6
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Beautiful ski-in, ski-out 2-BR Village Condo at Jay Peak, right on the trail!, holiday rental in Montgomery

Beautiful ski-in, ski-out 2-BR Village Condo at Jay Peak, right on the trail!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Gorgeous lakefront home on private wooded lot, close to Stowe and Jay Peak, holiday rental in Montgomery

Gorgeous lakefront home on private wooded lot, close to Stowe and Jay Peak

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Jay Peak Ski-In/Ski-Out 2BR Upgraded Condo - Great Family Getaway, holiday rental in Montgomery

Jay Peak Ski-In/Ski-Out 2BR Upgraded Condo - Great Family Getaway

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Beautiful 2-BR Ski-in, Ski-out Village Condo at Jay Peak, right on the slopes!, holiday rental in Montgomery

Beautiful 2-BR Ski-in, Ski-out Village Condo at Jay Peak, right on the slopes!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Family Friendly Lake Front Cottage on Lake Eden, VT, holiday rental in Montgomery

Family Friendly Lake Front Cottage on Lake Eden, VT

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Jay Peak, Luxury 5 BR Ski-in Ski-Out with Hot tub, holiday rental in Montgomery

Jay Peak, Luxury 5 BR Ski-in Ski-Out with Hot tub

5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Waterfront Guest Cabin, Access to Craftsbury Outdoor Center, holiday rental in Montgomery

Waterfront Guest Cabin, Access to Craftsbury Outdoor Center

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Ski In Trailside Condo - Steps away from WaterPark & Ice Rink Discount Lift Tix, holiday rental in Montgomery

Ski In Trailside Condo - Steps away from WaterPark & Ice Rink Discount Lift Tix

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Ski-in/ski-out townhome w/ great views & deluxe, resort amenities, holiday rental in Montgomery

Ski-in/ski-out townhome w/ great views & deluxe, resort amenities

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Escape to Eden for vacation, retreats, reunions or weddings, holiday rental in Montgomery

Escape to Eden for vacation, retreats, reunions or weddings

4 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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Spacious lake front home on Lake Eden minutes from Stowe and Jay Peak, holiday rental in Montgomery

Spacious lake front home on Lake Eden minutes from Stowe and Jay Peak

3 bedrooms
3 bathrooms
Sleeps 7
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Lake front home with in-deck outdoor hot tub and spectacular lake views!, holiday rental in Montgomery

Lake front home with in-deck outdoor hot tub and spectacular lake views!

4 bedrooms
2 bathrooms
Sleeps 9
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Charming Cottage by Jay Peak, holiday rental in Montgomery

Charming Cottage by Jay Peak

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Ski in Ski Out Jay Peak Luxury 2 Bedroom Condo, holiday rental in Montgomery

Ski in Ski Out Jay Peak Luxury 2 Bedroom Condo

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Cozy and brand new condo in the heart of Sutton's village, holiday rental in Montgomery

Cozy and brand new condo in the heart of Sutton's village

2 bedrooms
1 bathroom
Sleeps 5
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Ski-in/ski-out Jay Peak Resort condo near water park, ice skating, & hiking!, holiday rental in Montgomery

Ski-in/ski-out Jay Peak Resort condo near water park, ice skating, & hiking!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Romantic, adult getaway near  Stowe & Smugglers, private trails , hot tub, holiday rental in Montgomery

Romantic, adult getaway near Stowe & Smugglers, private trails , hot tub

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Journeys End Chalet - Minutes to Jay Peak!, holiday rental in Montgomery

Journeys End Chalet - Minutes to Jay Peak!

2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Fabulous ski-in/ski out 2 bedroom condo, steps away from Grammy Jay trail!, holiday rental in Montgomery

Fabulous ski-in/ski out 2 bedroom condo, steps away from Grammy Jay trail!

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Hyde Park Hideaway: A Cottage in the Heart of Northern Vermont's Ski Country, holiday rental in Montgomery

Hyde Park Hideaway: A Cottage in the Heart of Northern Vermont's Ski Country

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Stylish ski-in/out getaway w/easy access to trails, golf, & downhill runs, holiday rental in Montgomery

Stylish ski-in/out getaway w/easy access to trails, golf, & downhill runs

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Ski-in/ski-out condo with access to water park, fitness room, golf, & much more!, holiday rental in Montgomery

Ski-in/ski-out condo with access to water park, fitness room, golf, & much more!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Bright, family-friendly condo w/ a full kitchen & balcony - near the slopes!, holiday rental in Montgomery

Bright, family-friendly condo w/ a full kitchen & balcony - near the slopes!

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Carmel Loft near Jay Peak, Vermont, holiday rental in Montgomery

Carmel Loft near Jay Peak, Vermont

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Jay Peak - Ski-in  Ski-Out at the Best in the East, holiday rental in Montgomery

Jay Peak - Ski-in Ski-Out at the Best in the East

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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JAY PEAKS COZY CAPE 3bdroom house 13min. from jay, holiday rental in Montgomery

JAY PEAKS COZY CAPE 3bdroom house 13min. from jay

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Beautifully Renovated and Furnished Post and Beam House, holiday rental in Montgomery

Beautifully Renovated and Furnished Post and Beam House

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Spacieux & lumineux chalet, piscine & sauna, nature., holiday rental in Montgomery

Spacieux & lumineux chalet, piscine & sauna, nature.

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Bella Vista, holiday rental in Montgomery

Bella Vista

3 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Chalet Zen, holiday rental in Montgomery

Chalet Zen

3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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LOG COTTAGE FRELIGHSBURG, holiday rental in Montgomery

LOG COTTAGE FRELIGHSBURG

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Smugglers' Notch * 2 Bedroom, Sleeps 8, holiday rental in Montgomery

Smugglers' Notch * 2 Bedroom, Sleeps 8

2 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Comfy Ski-In/Ski-Out Hideaway in Jay Peak Resort!, holiday rental in Montgomery

Comfy Ski-In/Ski-Out Hideaway in Jay Peak Resort!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Calm Craftsbury Common Home on Little Hosmer Pond!, holiday rental in Montgomery

Calm Craftsbury Common Home on Little Hosmer Pond!

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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Ski-in/Ski-out Luxury Condo at Jay Peak Resort!, holiday rental in Montgomery

Ski-in/Ski-out Luxury Condo at Jay Peak Resort!

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Farmhouse - 7 Mi to Craftsbury Outdoor Center, holiday rental in Montgomery

Farmhouse - 7 Mi to Craftsbury Outdoor Center

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Ski-In Resort Family Condo w/ Deck at Jay Peak!, holiday rental in Montgomery

Ski-In Resort Family Condo w/ Deck at Jay Peak!

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Cozy Townhouse near Jay Peak Ski Resort - Newly Renovated, holiday rental in Montgomery

Cozy Townhouse near Jay Peak Ski Resort - Newly Renovated

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Spacieux et lumineux chalet , piscine sauna ,vue époustouflant ,  plein nature ., holiday rental in Montgomery

Spacieux et lumineux chalet , piscine sauna ,vue époustouflant , plein nature .

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Cozy 3 Bedroom Townhouse near Jay Peak - Newly Renovated, holiday rental in Montgomery

Cozy 3 Bedroom Townhouse near Jay Peak - Newly Renovated

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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CONDO VAL SUTTON (ski 2 minutes away )(walking distance), holiday rental in Montgomery

CONDO VAL SUTTON (ski 2 minutes away )(walking distance)

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Tentrr Signature Site - Missisquoi Magic, holiday rental in Montgomery

Tentrr Signature Site - Missisquoi Magic

1 bedroom
1 bathroom
Sleeps 12
Match: Sleeps
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NEW! Cabin in the Untouched Woods, 3 Miles to Ski!, holiday rental in Montgomery

NEW! Cabin in the Untouched Woods, 3 Miles to Ski!

3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Private Riverfront Oasis near Jay Peak Resort, holiday rental in Montgomery

Private Riverfront Oasis near Jay Peak Resort

3 bedrooms
1 bathroom
Sleeps 11
Match: Sleeps
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Beautiful 3 bedroom, 2 full bathroom chalet minutes from Jay Peak Resort..., holiday rental in Montgomery

Beautiful 3 bedroom, 2 full bathroom chalet minutes from Jay Peak Resort...

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Chalet à louer / Chalet for rent, holiday rental in Montgomery

Chalet à louer / Chalet for rent

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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NEW! Beautiful Jay Peak Home By Creek & Waterfalls, holiday rental in Montgomery

NEW! Beautiful Jay Peak Home By Creek & Waterfalls

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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NEW! VT Custom Country House on 10 Beautiful Acres, holiday rental in Montgomery

NEW! VT Custom Country House on 10 Beautiful Acres

1 bedroom
3 bathrooms
Sleeps 6
Match: Sleeps
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