
Vacation rentals in Montgomery
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Top-rated vacation rentals in Montgomery
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for Montgomery vacation rentals
Other great vacation rentals in Montgomery
Top guest favourite

Cabin in Montgomery
5 out of 5 average rating, 46 reviewsJay Stay- An 18 Acre Mountain Retreat by Jay Peak
Top guest favourite

Treehouse in Johnson
5 out of 5 average rating, 7 reviewsDesigner A-Frame Treehouse w/hot tub on river
Guest favourite

Home in Montgomery
4.95 out of 5 average rating, 57 reviewsCozy Cabin nestled in VT’s Green Mountains
Superhost

Chalet in Potton
5 out of 5 average rating, 5 reviewsChalet Black Box – A sleek, modern retreat in nat
Guest favourite

Home in Montgomery
4.96 out of 5 average rating, 45 reviewsThe Red House- PEACEFUL WOODED JAY PEAK AREA HOME
Guest favourite

Home in Montgomery
4.89 out of 5 average rating, 55 reviews15 min to Jay Peak
Superhost

Chalet in Montgomery
4.88 out of 5 average rating, 34 reviewsSeasonal Chalet, Hiking Trails, 5 min to Jay Peak!
Guest favourite

Cabin in Montgomery
4.95 out of 5 average rating, 22 reviewsCarroll Cabin
Quick stats about vacation rentals in Montgomery
Total rentals
90 properties
Nightly prices starting at
$82 CAD before taxes and fees
Total number of reviews
4.9K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Destinations to explore
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- Smugglers' Notch Resort
- Jay Peak Resort
- Parc Safari
- Owl's Head
- Amazoo Park
- Mont Sutton Ski Resort
- Jay Peak Resort Golf Course
- Ski Bromont
- Spruce Peak
- Bolton Valley Resort
- Sherbrooke Golf Club
- Pump House Indoor Waterpark
- Le Vignoble du Ruisseau - Winery & Cidery
- Cochran's Ski Area
- Country Club of Vermont
- Val Caudalies - Vignoble & Cidrerie
- Leahy Center for Lake Champlain
- Vermont National Country Club
- Ethan Allen Homestead Museum
- Burlington Country Club
- Domaine Cotes d'Ardoise - Winery & Cidery
- Pinegrove Country Club