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Montgomery Holiday Apartments

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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
Match: Sleeps
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The Cedar House at Montgomery Center CANADIAN FRIEND WELCOMED, holiday rental in Montgomery

The Cedar House at Montgomery Center CANADIAN FRIEND WELCOMED

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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REAL Bed & Breakfast! Enjoy Our Black Bear Suite and FREE Breakfast!, holiday rental in Montgomery

REAL Bed & Breakfast! Enjoy Our Black Bear Suite and FREE Breakfast!

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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5 Bedroom Home Just Over a Mile from Jay Peak Resort. - Winter Mid-Weeks $350/nt, holiday rental in Montgomery

5 Bedroom Home Just Over a Mile from Jay Peak Resort. - Winter Mid-Weeks $350/nt

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
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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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Jay Peak Resort Ski-in Ski-Out 4 or 2 BR Slopeside Condo, holiday rental in Montgomery

Jay Peak Resort Ski-in Ski-Out 4 or 2 BR Slopeside Condo

4 bedrooms
4 bathrooms
Sleeps 14
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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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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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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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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Ski-in/Ski-out Village Condo with Two 2 BR/2 BA Connecting Units!, holiday rental in Montgomery

Ski-in/Ski-out Village Condo with Two 2 BR/2 BA Connecting Units!

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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2 Bedroom Suite With Room For 6, holiday rental in Montgomery

2 Bedroom Suite With Room For 6

2 bedrooms
1 bathroom
Sleeps 6
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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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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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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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
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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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
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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Studio Room With Private Bath, holiday rental in Montgomery

Studio Room With Private Bath

1 bedroom
1 bathroom
Sleeps 2
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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Teeny Tiny Cottage on Lake Eden**, holiday rental in Montgomery

Teeny Tiny Cottage on Lake Eden**

0 bedrooms
1 bathroom
Sleeps 2
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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New! Luxury 5 bedroom- on mountain!, holiday rental in Montgomery

New! Luxury 5 bedroom- on mountain!

5 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps
More info
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Jay Peak Resort - Luxury ski-in/ski-out 5-bedroom, 4 bath townhouse, holiday rental in Montgomery

Jay Peak Resort - Luxury ski-in/ski-out 5-bedroom, 4 bath townhouse

5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
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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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Cozy Carmel Cottage near Jay Peak VT, holiday rental in Montgomery

Cozy Carmel Cottage near Jay Peak VT

1 bedroom
1 bathroom
Sleeps 5
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
More info
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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
More info
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Rustic Vermont Farm Near Jay Peak, holiday rental in Montgomery

Rustic Vermont Farm Near Jay Peak

3 bedrooms
2 bathrooms
Sleeps 11
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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Relaxation Retreat, holiday rental in Montgomery

Relaxation Retreat

2 bedrooms
1 bathroom
Sleeps 6
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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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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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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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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Primary Lake Front Estate on Lake Eden, holiday rental in Montgomery

Primary Lake Front Estate on Lake Eden

2 bedrooms
1 bathroom
Sleeps 7
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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Quaint old farmhouse, holiday rental in Montgomery

Quaint old farmhouse

2 bedrooms
1 bathroom
Sleeps 6
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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