
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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Montgomery vacation rentals
Other great vacation rentals in Montgomery

Jay Stay- An 18 Acre Mountain Retreat by Jay Peak

Owl’s Nest Cottage

Chalet Black Box – A sleek, modern retreat in nat

The Red House- PEACEFUL WOODED JAY PEAK AREA HOME

Northeast Kingdom Little Piece of Heaven

Edelweiss! Ski Chalet: 5 Bed, 5 Mins to Jay Peak!

The Christmas Cabin

Cabin in the Woods l Secluded Close to Jay Peak
Quick stats about vacation rentals in Montgomery
Total rentals
90 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
5K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Frequently Asked Questions
Do apartment rentals in Montgomery have wifi?
Absolutely! We offer over 10 apartment rentals with wifi in Montgomery. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Montgomery have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Montgomery. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Montgomery?
Montgomery has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Montgomery?
Experience the best of Montgomery with our house rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Are there vacation rentals with a dedicated workspace in Montgomery?
Yes! Work meets play with ease at over 30 vacation rentals in Montgomery featuring dedicated workspaces. Stay connected and productive in your home away from home.
Do cabin rentals in Montgomery have free parking?
Absolutely! We offer over 10 cabin rentals with free parking in Montgomery. Enjoy a tailored experience with all the comforts you desire.
What are the most popular amenities for Apartment Rentals in Montgomery?
Enhance your stay in our Apartment Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there pet-friendly vacation rentals in Montgomery?
Four-legged friends are welcome in Montgomery. Choose from more than 40 vacation rentals for guests traveling with pets.
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- Smugglers' Notch Resort
- Jay Peak Resort
- Spruce Peak
- Parc Safari
- Ski Bromont
- Owl's Head
- Amazoo Park
- Le Vignoble du Ruisseau - Winery & Cidery
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Sherbrooke Golf Club
- Cochran's Ski Area
- Pump House Indoor Waterpark
- Jay Peak Resort Golf Course
- Burlington Country Club
- Ethan Allen Homestead Museum
- Val Caudalies - Vignoble & Cidrerie
- Country Club of Vermont
- Leahy Center for Lake Champlain
- Domaine Cotes d'Ardoise - Winery & Cidery
- Vermont National Country Club
- Domaine du Ridge
- Vignoble Domaine Bresee
- Vignoble de la Bauge
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