Book Holiday Homes in Montgomery Center

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Featured Holiday Homes in Montgomery Center

Modern Tiny House w/hot tub & river near Stowe

Modern Tiny House w/hot tub & river near Stowe

2 out of 5
Johnson
When you stay at this vacation home in Johnson, you'll be in the mountains, within a 5-minute drive of Beard Park and Lower Pond.
Modern Tiny House w/hot tub & river near Stowe
3 BR House: 10 min to Smugglers' Notch w/ Private Hot Tub

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

Jeffersonville
With a stay at this vacation home in Jeffersonville, you'll be on a river, within a 10-minute drive of Smugglers Notch and Brown & Jenkins Coffee Roasters.
3 BR House: 10 min to Smugglers' Notch w/ Private Hot Tub
Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont

Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont

Eden
This vacation home is 0.1 mi (0.1 km) from Lake Eden and 2.7 mi (4.3 km) from Green River Reservoir State Park.
Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont
Save an average of 15% on thousands of hotels when you're signed in
Iron Gate Chalet - 5 Minutes to Smugglers Notch and Wedding Barn!

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

Cambridge
The price is AU$734 per night from 18 Aug to 19 Aug
AU$734
18 Aug - 19 Aug
includes taxes & fees
With a stay at this vacation home in Cambridge, you'll be in the mountains, within a 10-minute drive of Smugglers Notch and Barn at Smugglers' Notch.
Iron Gate Chalet - 5 Minutes to Smugglers Notch and Wedding Barn!
Journeys End Chalet - Minutes to Jay Peak!

Journeys End Chalet - Minutes to Jay Peak!

Jay
The price is AU$634 per night from 17 Aug to 18 Aug
AU$634
17 Aug - 18 Aug
includes taxes & fees
Located in North Troy, this vacation home is in the mountains, a 4-minute drive from Jay State Forest and 8 minutes from Missisquoi Valley Historical ...
Journeys End Chalet - Minutes to Jay Peak!
Family Friendly Chalet Game Room, Enjoy the View  - 3 Br 2 mi to Smuggs

Family Friendly Chalet Game Room, Enjoy the View - 3 Br 2 mi to Smuggs

Cambridge
With a stay at this vacation home in Jeffersonville, you'll be in the mountains, within a 5-minute drive of Smugglers Notch and Barn at Smugglers' Notch.
Family Friendly Chalet Game Room, Enjoy the View - 3 Br 2 mi to Smuggs
Lovely Ski-in / Ski-out Studio at “Smuggs” ⭐️

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

Jeffersonville
The price is AU$460 per night from 18 Aug to 19 Aug
AU$460
18 Aug - 19 Aug
includes taxes & fees
With a stay at this vacation home in Jeffersonville, you'll be a 1-minute walk from Smugglers Notch and 11 minutes by foot from Village Ski Lift.
Lovely Ski-in / Ski-out Studio at “Smuggs” ⭐️
Perfect house for a getaway to Jay Peak

Perfect house for a getaway to Jay Peak

Troy
The price is AU$580 per night from 17 Aug to 18 Aug
AU$580
17 Aug - 18 Aug
includes taxes & fees
When you stay at this vacation home in North Troy, you'll be within a 10-minute drive of Big Falls State Park and Missisquoi Valley Historical Society.
Perfect house for a getaway to Jay Peak
1855 Farmhouse l Fully Restored with 5 Bedrooms - Family and Pet Friendly

1855 Farmhouse l Fully Restored with 5 Bedrooms - Family and Pet Friendly

Irasburg
With a stay at this vacation home in Irasburg, you'll be within a 10-minute drive of Quechee Gorge Mini Golf and MAC Center for the Arts.
1855 Farmhouse l Fully Restored with 5 Bedrooms - Family and Pet Friendly
Don't see what you're looking for?
See all available properties in Montgomery Center
View all properties
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.

Montgomery Center Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Montgomery Center vacation homes are the perfect way for you to wing it.

Holiday houses in Montgomery Center let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Montgomery Center in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Montgomery Center adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Montgomery Center with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Montgomery Center vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Montgomery Center Holiday Homes essential information

Accommodation
173 Holiday Homes
Lowest Price
AU$460
Highest Price
AU$751
Popular accommodation
Modern Tiny House w/hot tub & river near Stowe, 3 BR House: 10 min to Smugglers' Notch w/ Private Hot Tub, Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont, Iron Gate Chalet - 5 Minutes to Smugglers Notch and Wedding Barn!, Journeys End Chalet - Minutes to Jay Peak!, Family Friendly Chalet Game Room, Enjoy the View - 3 Br 2 mi to Smuggs, Lovely Ski-in / Ski-out Studio at “Smuggs” ⭐️, Perfect house for a getaway to Jay Peak, 1855 Farmhouse l Fully Restored with 5 Bedrooms - Family and Pet Friendly

Top trending hotels in Montgomery Center

Phineas Swann Inn & Spa

Phineas Swann Inn & Spa

4 out of 5
195 Main Street, Montgomery Center, VT
The price is AU$485 per night from 17 Aug to 18 Aug
AU$485
17 Aug - 18 Aug
includes taxes & fees
With a stay at Phineas Swann Inn & Spa in Montgomery Center, you'll be 6.3 mi (10.2 km) from Jay Peak Ski Resort and 8.9 mi (14.4 km) from Jay Peak Resort Golf ...
Phineas Swann Inn & Spa
The Inn

The Inn

3 out of 5
241 Main Street, Montgomery Center, VT
With a stay at The Inn in Montgomery Center, you'll be on the Strip, within a 15-minute drive of Jay Peak Ski Resort and Jay Peak.
The Inn
Second floor, dog-friendly condo with modern decor and lovely views

Second floor, dog-friendly condo with modern decor and lovely views

Montgomery
The price is AU$751 per night from 17 Aug to 18 Aug
AU$751
17 Aug - 18 Aug
includes taxes & fees
Located in Montgomery Center, this condo is in a rural location, within a 5-minute drive of Jay State Forest and Jay Peak Ski Resort.
Second floor, dog-friendly condo with modern decor and lovely views
Save an average of 15% on thousands of hotels when you're signed in
Inviting riverfront home with deck & fireplace, near skiing & golf

Inviting riverfront home with deck & fireplace, near skiing & golf

Montgomery
With a stay at this vacation home in Montgomery Center, you'll be on the waterfront, within a 15-minute drive of Jay Peak Ski Resort and Jay Peak.
Inviting riverfront home with deck & fireplace, near skiing & golf
Don't see what you're looking for?
See all available properties in Montgomery Center
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.