We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday villas in Montgomery, VT

Payment Protection
Use a credit card to book with our Peace of Mind Protection.Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
All 19 Rentals in the Montgomery Area
loading...
Sort by

The following rentals are within 25 kilometers of Montgomery, Vermont.

From
€391
Per Night
1 / 54
Payment Protection
Sutton, Canada
8 Bedrooms, 7 Bathrooms, Sleeps 26
Bookings
Details Reviews (6) Make Enquiry
From
€80
Per Night
1 / 3
Payment Protection
Montgomery Center
1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (2) Make Enquiry
From
€120
Per Night
1 / 16
Payment Protection
Jay
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Reviews (2) Make Enquiry
From
€200
Per Night
1 / 15
Payment Protection
Jay
3 Bedrooms, 2 Bathrooms, Sleeps 7
Details Reviews (1) Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Housekeeping...
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
About this property
Stunning Brand new 3 bedroom vacation home only 13 minutes from Jay Peak Ski Area, with year round indoor water park! Country setting with beautiful horses you can enjoy out of any window in the home! Fully furnished Sleeps 5-7 ppl. This Vermont 5 star energy rating home has it all, washer, dryer,... View all property information
Make Enquiry
5 of 5 stars Reviewed 13 October 2014
this is my third time visiting vt in the last 1yr, and the best price for my stay. charming house with an amazing bathroom! beautiful views mountains, horses eating apples from...
See all reviews
From
€160
Per Night
1 / 14
Payment Protection
Jay
3 Bedrooms, 1 Bathroom, Sleeps 6
Booking
Details Reviews (1) Make Enquiry
Amenities & Details
  • Balcony
  • Fireplace
  • Internet Access
  • Mountain Views
  • Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Charming guest house / apartment located 5 miles from Vermont's premier 4 season Jay Peak Resort, is available for short term rent. Located in a private community on the back side of jay, the property offers spectacular views across to Haystack Mountain. Enjoy a spectacular holiday skiing, riding... View all property information
Make Enquiry
5 of 5 stars Reviewed 30 January 2012
We are a family of 5 with three young active kids (9, 8 and 4) who are quite used to staying at vacation rentals in New England, as we usually need the extra space, additional...
See all reviews
From
€401
Per Night
1 / 9
Payment Protection
Sutton, Canada
4 Bedrooms, 4 Bathrooms, Sleeps 10
Details Reviews (2) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Garden
  • Mountain Views
  • Pool
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Spacious house on 100 acres of land with beautiful view. Breath taking sunsets and sunrises. Large living room with cathedral ceiling, open dining/kitchen area. Wood stove provides a cozy feeling of a country home. "Vista" room on second floor - queen bed, single bed, private bathroom "La Cache" -... View all property information
Make Enquiry
1 of 5 stars Reviewed 29 December 2013
We stayed here with our nice and nephew and their two kids with visits from other relatives for six nights. Staying here is like living in a beutiful and comfortablle world of...
5 of 5 stars Reviewed 27 February 2011
The two most striking things about Bnb Pinorama are the enormous number of works of art throughout Pina's home and the wonderful quietness of this unique place set well back from...
See all reviews
From
€131
Per Night
1 / 21
Payment Protection
Frelighsburg, Canada
3 Bedrooms, 2 Bathrooms, Sleeps 5
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Garden
  • Grill
  • Internet Access
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
At the foot of Mount Pinnacle, on the famous Quebec "Wine Route" neighboring the international award wining winery "Domain Pinnacle". Our charming farmhouse was built in the 1930's and features an open fireplace and is close to several winter activities and sports. View all property information
Make Enquiry
From
€541
Per Night
1 / 35
Payment Protection
Troy
6 Bedrooms, 5 Bathrooms, Sleeps 16
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Garden
  • Grill
  • Housekeeping...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
About this property
Luxury awaits in this custom crafted 4000’ log-home at the base forest of Jay Peak Ski Resort and within walking distance to a swimming hole. Built in 2007, the home has three living levels, and all levels have mountain views. Upon entering, you will see the craftsmanship and attention to detail in... View all property information
Make Enquiry
From
€120
Per Night
1 / 7
Payment Protection
Jay
2 Bedrooms, 2 Bathrooms, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Garden
  • Grill
  • Mountain Views
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Small home, best for 2-4 people, or 4 adults and 2 kids--two bedrooms with queen-sized beds and a small bunkroom. Situated on a hill, with almost 6 acres (great for sledding in winter). Awesome dead-on views of Jay Peak! Living room, kitchen area bedroom and bath with shower and washer and dryer... View all property information
Make Enquiry
From
€128
Per Night
1 / 23
Payment Protection
Sutton, Canada
3 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Make Enquiry
Amenities & Details
  • Air Conditioning
  • Dryer
  • Fireplace
  • Garden
  • Mountain Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Everything luxurious one could need in the heart of the Eastern Townships. -3 bedrooms, 2 bathrooms: -Indoor garage parking -Living room with gas fireplace, wood floors, 2 bathrooms with jacuzzi bathtub, washer-dryer. -Open kitchen and dining room with all stainless steel kitchen appliances... View all property information
Make Enquiry
Get the List
From
€256
Per Night
1 / 23
Payment Protection
Jay
3 Bedrooms, 2 Bathrooms, Sleeps 10
Details Reviews (13) Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Mountain Views
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
This home in the hills of Vermont is less than five miles from Jay Peak Resort! Ski, skate and snowshoe in the winter and golf, hike, swim, and play tennis during the summer months. Available for short-term rental (minimum 2 night stay) and for seasonal rental. The home is equipped with two queens... View all property information
Make Enquiry
5 of 5 stars Reviewed 16 August 2013
The Chalet was very clean and had all the amenities and codiments we required. The rooms were nice. The sleeoing quarters were comfortable and private. We had trouble to find the...
See all reviews
From
€118
Per Night
1 / 13
Payment Protection
Jay
1 Bedroom, 1 Bathroom, Sleeps 5
Details Reviews (5) Make Enquiry
Amenities & Details
  • Balcony
  • Dryer
  • Garden
  • Grill
  • Housekeeping...
  • Internet Access
  • Satellite TV
  • Sauna
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
Carmel Cottage in the foothills of Jay Peak, Vermont, is a year-round, cute, cozy (wood-stove heated), storey, 1-bedroom (sleeps 5) secluded cottage with outdoor, wood-fired Finnish sauna. We are just 10 miles from the entrance to Jay Peak Resort, famous for its challenging slopes for skiers and... View all property information
Make Enquiry
4 of 5 stars Reviewed 18 January 2012
Jim and Linda were great hosts during our stay in their loft. It felt like a home away from home, only minutes from Jay Peak. it was a cozy experience..
See all reviews
From
€100
Per Night
1 / 12
Payment Protection
Jay
1 Bedroom, 1 Bathroom, Sleeps 4
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dryer
  • Garden
  • Grill
  • Internet Access
  • Sauna
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Carmel Loft is the top level of a home in the wooded foothills of Jay Peak in the northeast kingdom of Vermont. We are the only year-round residence on a 1.5 mile long, private, dead-end road. It is bright and airy with many windows and a cathedral ceiling. It has a long balcony on the south side... View all property information
Make Enquiry
From
€120
Per Night
1 / 8
Jay
2 Bedrooms, 1 Bathroom, Sleeps 6
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This cozy, yet spacious, two bedroom, one bath, log cabin can sleep up to six people comfortably. Close to VAST trails this house is situated on two acres off a quiet dirt road, approximately six miles from the Jay Peak Ski, Golf and Indoor Water Park. There is a full kitchen with everything you... View all property information
Make Enquiry
From
€200
Per Night
1 / 6
Jay
4 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Four bedroom, 3 bath log home, features master bedroom / bath on main level, field-stone fireplace in living room, french doors leading from dining area to wrap around porch. Lower level with master bedroom/bath suite complete with VT Soapstone wood stove, small kitchenette and walkout basement... View all property information
Make Enquiry
From
€320
Per Night
1 / 18
Jay
3 Bedrooms, 3 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Dishwasher
  • Dryer
  • Washer
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Modern style chalet set on private acres with apple trees and woods and a dog run. Only 4 miles to Jay Peak resort, with views of the mountain as you drive out the driveway! Two bedrooms and a loft, two queen beds and loft has two twin beds and a double size futon. Large living room and dinning... View all property information
Make Enquiry
From
€200
Per Night
1 / 8
Jay
4 Bedrooms, 2 Bathrooms, Sleeps 14
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Warm and inviting Jay Peak Mountain home offers comfortable accommodations with outdoor 7 person hot tub. Four bedroom, 2 bath with large Living room with wood burning stove, 40' flat screen TV, high speed Internet, full Kitchen and Dining area make this a true home away from home. Enjoy a couple... View all property information
Make Enquiry
From
€160
Per Night
1 / 12
Sutton, Canada
5 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Fireplace
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This Norman-style home is built on 3 levels with a beautiful westward view at 1200 feet to take in the sky and the evening sunsets. It has a lower floor which is built as an apartment with a bedroom, full bathroom, kitchenette, lounge room with 2 built in Swedish-styled bunks, and also a separate... View all property information
Make Enquiry
From
€183
Per Night
1 / 17
Jay
3 Bedrooms, 2 Bathrooms, Sleeps 10
Details Make Enquiry
Amenities & Details
  • Balcony
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
This beautiful three bedroom chalet was completely renovated in 2005. It boasts of radiant heated hard wood floors and huge picture windows looking out at the mountains. There is a full bathroom downstairs. The large kitchen has new stainless steel appliances, utensils, cookware, dishes, lots of... View all property information
Make Enquiry
Go to map view
Book Online(13)
Use filters to find the best results!

Suitability

  • Wheelchair access (1)
  • Elder access (5)
  • Suitable for children (9)
  • Pet friendly (8)
  • Smoking allowed (2)

Amenities

  • Other outdoor space (18)
  • Parking (17)
  • Washer/Dryer (17)
  • Internet (14)
  • Grill (13)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Nearby cities