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Holiday rentals in Montgomery

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Top-rated holiday rentals in Montgomery

Guests agree: these stays are highly rated for location, cleanliness, and more.

Superhost
Home in Montgomery
Hillwest Mountain View
We are close to Jay Peak and Canada including Montreal. If you like hiking, the Long Trail is close by. If you like star gazing you will love seeing the Milky Way in our backyard. Our house is good for both couples and families. We have a private hiking trail that leads down to a cool mountain stream where you can cool off. Take a dip in the nearby Hippie Hole or go fishing or canoeing in nearby lake Carmi. There are three bedrooms and a master bath with a spa tub. Wifi, fireplace and more.
Individual Host
Superhost
Home in Montgomery
Trout River Lodge - Discount Jay Peak Lift Tix
Welcome to the Trout River Lodge! Check out the “Three Holes” swimming hole and waterfalls, just a few hundred yards up the river. We are located right in the heart of Montgomery Center, VT. Live music at the Snowshoe Pub, breakfast at Bernies, and groceries from Sylvester’s are all just steps away. You can also enjoy the mountain biking and hiking trails just minutes away! ***Discount vouchers for Jay Peak Ski/Golf Round/Water Park. Price info can be found in the Photos section***
Individual Host
Superhost
Flat in Montgomery
The Original Montgomery Lodge - Tried and True!
     We are The Montgomery Lodge and we've been doing it right since 2008. That's 15 years of clean, affordable ski (and summer) lodging. Compare us to other area vacation rentals and you'll see that we cannot be beat. Located on Main Street in beautiful Montgomery Center -- the heart of the Jay Peak Region and gateway to VT's North East Kingdom! Walk to shops, grocery, bars, restaurants, spas and enjoy a rare, genuine, non-commercial ski-town experience that will beg your return.

Stay near Montgomery's top sights

The Belfry51 locals recommend
Bernie's Restaurant24 locals recommend
The INN15 locals recommend
Snow Shoe Lodge & Pub26 locals recommend
Big Jay Tavern29 locals recommend
Vermont Salt Cave Spa & Halotherapy Center29 locals recommend

Other great holiday rentals in Montgomery

Superhost
Home in Montgomery
Great Old Farmhouse near Jay Peak
Individual Host
Superhost
Flat in Jay
Across from Tram Side Entrance of Jay Peak Resort
Individual Host
Superhost
Flat in Jay
Jay Appartment
Individual Host
Superhost
Apartment in Jay
Cozy Jay Condo
Superhost
Cabin in Montgomery
Serene Mountain Cabin with Private Pond & Hot Tub
Individual Host
Superhost
Flat in Montgomery
Good Vibes: Ski, Ride & Save Lodging
Superhost
Cottage in Montgomery
Charming Cottage by Jay Peak
Superhost
Cabin in Montgomery
Cozy Mountain Hideaway
Individual Host
Superhost
Home in Montgomery
Cozy 2-bedroom cabin in VT’s scenic mountains
Superhost
Cabin in Montgomery
Private Log Cabin Chalet Near Jay on 14 Acres
Superhost
Chalet in Montgomery
Montgomery Meadows Chalet near Jay Peak
Individual Host
Superhost
Cottage in Montgomery
Adobe Cottage: gorgeous NE Kingdom retreat!
Professional Host

Quick stats about holiday rentals in Montgomery

Total rentals

70 properties

Rentals with dedicated workspaces

20 properties have a dedicated workspace

Pet-friendly rentals

30 properties allow pets

Family-friendly rentals

40 properties are a good fit for families

Total number of reviews

3.4K reviews

Nightly prices starting at

£39 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Vermont
  4. Franklin County
  5. Montgomery