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Holiday Homes in Montgomery Center

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Featured Holiday Homes in Montgomery Center and around

Our top choices for Montgomery Center holiday homes

The Stargazer at Lake Eden
Smart TV, fireplace

The Stargazer at Lake Eden

10.0 out of 10, Exceptional, (1)
"The house was just what we needed. Comfortable, clean and host was always very responsive with tips and help."
The Stargazer at Lake Eden
Jay Peak 3 miles - ski home via Big Jay!
Exterior

Jay Peak 3 miles - ski home via Big Jay!

9.2 out of 10, Wonderful, (30)
"We were looking for a quiet place to stay while attending a family event nearby. The accommodations were very comfortable and restful. The Hosts left us alone, but we’re very responsive to any questions. Overall it was a great place to stay and I would recommend it to others. "
Jay Peak 3 miles - ski home via Big Jay!
Cozy cabin in charming Enosburg with AC, WiFi. Used to be a sugarhouse.
Dining

Cozy cabin in charming Enosburg with AC, WiFi. Used to be a sugarhouse.

10.0 out of 10, Exceptional, (1)
"Great place to stay. It is exactly as listed and the host is super friendly making sure you get there ok and that your stay will be as you imagined. "
The price is €269
includes taxes & fees
26 Aug - 27 Aug
Cozy cabin in charming Enosburg with AC, WiFi. Used to be a sugarhouse.
Serene country cabins 6 in the heart of Vermont
Smart TV

Serene country cabins 6 in the heart of Vermont

The price is €192
includes taxes & fees
1 Sept - 2 Sept
Serene country cabins 6 in the heart of Vermont
Vermont Scandinavian Chalet (A)
Living area

Vermont Scandinavian Chalet (A)

10.0 out of 10, Exceptional, (1)
"Pristine, compact modern cabin set in a lovely clearing. Were amazed at the stars."
The price is €352
includes taxes & fees
24 Aug - 25 Aug
Vermont Scandinavian Chalet (A)
Lovely Ski-in / Ski-out Studio at “Smuggs” ⭐️
Interior

Lovely Ski-in / Ski-out Studio at “Smuggs” ⭐️

9.8 out of 10, Exceptional, (11)
"Great location and host!"
The price is €261
includes taxes & fees
28 Aug - 29 Aug
Lovely Ski-in / Ski-out Studio at “Smuggs” ⭐️
Journeys End Chalet - Minutes to Jay Peak!
Exterior

Journeys End Chalet - Minutes to Jay Peak!

10.0 out of 10, Exceptional, (58)
"Great stay at Journeys End Chalet! Excellent location and amenities for a quick getaway to Jay Peak. The property has everything you need for a relaxing place to unwind after skiing all day. "
The price is €359
includes taxes & fees
26 Aug - 27 Aug
Journeys End Chalet - Minutes to Jay Peak!
Perfect house for a getaway to Jay Peak
Fridge, microwave, oven, stovetop

Perfect house for a getaway to Jay Peak

The price is €328
includes taxes & fees
4 Sept - 5 Sept
Perfect house for a getaway to Jay Peak
Spacious 7-bedroom house. Fall is coming. Good place to see the foliage.
Exterior

Spacious 7-bedroom house. Fall is coming. Good place to see the foliage.

10.0 out of 10, Exceptional, (1)
"Walden VT 8th grade class of 2025 had a blast at Gray Gables. The host Jeffrey was accommodating and quick to respond to questions. The house is an amazing window to the past and the kids had a great time exploring all its rooms, playing ping pong on the 3rd floor and pool in the billiard room. Some things were a little rough around the edges, but this is a 130 year old house and the character more than made up for it. It had everything we could want or need and we would highly recommend it."
The price is €675
includes taxes & fees
20 Sept - 21 Sept
Spacious 7-bedroom house. Fall is coming. Good place to see the foliage.
Mountain home with theater space, game room & gym
Interior

Mountain home with theater space, game room & gym

10.0 out of 10, Exceptional, (24)
"top 5 best VRBO's to stay at we loved this place and the owners were great "
Mountain home with theater space, game room & gym
By the Brewster - Close to Smuggs, River & Trail
Dining

By the Brewster - Close to Smuggs, River & Trail

9.8 out of 10, Exceptional, (53)
"Such a cute and cozy place. Will definitely stay here again."
The price is €321
includes taxes & fees
24 Aug - 25 Aug
By the Brewster - Close to Smuggs, River & Trail
3 BR House: 10 min to Smugglers' Notch w/ Private Hot Tub
Fridge, microwave, oven, stovetop

3 BR House: 10 min to Smugglers' Notch w/ Private Hot Tub

9.8 out of 10, Exceptional, (53)
"Comfy beds, great layout and location, good kitchen setup, would recommend. "
The price is €446
includes taxes & fees
14 Sept - 15 Sept
3 BR House: 10 min to Smugglers' Notch w/ Private Hot Tub
Iron Gate Chalet - 5 Minutes to Smugglers Notch and Wedding Barn!
Outdoor dining

Iron Gate Chalet - 5 Minutes to Smugglers Notch and Wedding Barn!

10.0 out of 10, Exceptional, (41)
"Great home. Clean with great amenities! "
The price is €442
includes taxes & fees
15 Sept - 16 Sept
Iron Gate Chalet - 5 Minutes to Smugglers Notch and Wedding Barn!
Designer A-Frame Treehouse w/hot tub on river
Exterior

Designer A-Frame Treehouse w/hot tub on river

10.0 out of 10, Exceptional, (1)
"Super well designed property. I never rate more than 9Of 10 but the prompt support from Tyler makes this stay a perfect ten. "
Designer A-Frame Treehouse w/hot tub on river
Vermont Scandinavian Chalet (C)
Living area

Vermont Scandinavian Chalet (C)

10.0 out of 10, Exceptional, (3)
"I would return. We had a hard time finding utensils and locking the door, but the answer to both of those were documented in the welcome email from the hosts. Suggest completely reading that to avoid any issues."
Vermont Scandinavian Chalet (C)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Montgomery Center Hotel Reviews

Smugglers Notch Inn

Smugglers Notch Inn

10/10 Excellent
"The staff are very friendly and welcoming and the room was perfect. The bed was very comfortable and the breakfast was amazing! Highly recommend this place!!!"
Jen 1-night trip
Posted 3 days ago
Smugglers Notch Inn