Montgomery Vacation Rentals from ￥50,666: Search Short-Term Rentals

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Our top choices for Montgomery vacation rentals

A kitchen with wooden cabinets, a stone fireplace, and a bar area with stools.

1. Historic 1880s Cape, 10 Min to Jay Peak | Rustic Charm, Clawfoot Tub & Workspace

Montgomery Center

￥87,954 total

includes taxes & fees

Nov 3 - Nov 4

A lodge with a large central building and a smaller structure, surrounded by dense forest and mountains in the background.

2. Jay Peak 3 mi - secluded with spectacular view!

Westfield

Peter L.

￥54,778 total

includes taxes & fees

Nov 4 - Nov 5

A two-story cabin with a balcony, a staircase, and a deck area.

3. Jay Peak Chalet: Hot Tub, Pool, Ski & Golf

Westfield

Geno M.

￥180,295 total

includes taxes & fees

Oct 27 - Oct 28

A cabin surrounded by autumn foliage with a mountain backdrop.

4. Jay Peak 3 miles - secluded with spectacular view!

Westfield

Kervin B.

￥56,156 total

includes taxes & fees

Nov 2 - Nov 3

A multi-story residential building with balconies, large windows, and a grassy yard.

5. Mountains, golf, hike, tram and waterpark w/ A/C!

Jay

Jonathan J.

￥62,223 total

includes taxes & fees

Nov 1 - Nov 2

A cozy living room with a fireplace, a dining area with a table and chairs, and a television on a cabinet.

6. Mountains, golfing, hiking, tram and waterpark!

Jay

Jamink F.

￥59,168 total

includes taxes & fees

Nov 3 - Nov 4

A bunk bed with a colorful quilt, a bedside table with a lamp, and a small trash bin.

7. 4 bdrms, golf, hikes, tram and waterpark!

Jay

￥104,342 total

includes taxes & fees

Oct 28 - Oct 29

A cozy living room with a sofa, a dining area with chairs, a kitchen with wooden cabinets, and a staircase.

8. Golfing, mountains, hiking, tram and waterpark!

Jay

￥52,437 total

includes taxes & fees

Oct 27 - Oct 28

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Top Montgomery Hotel Reviews

The Jay Village Inn

10/10 Excellent

"The room was clean and comfortable, bathroom was small and shower was really tiny,looked like more for younger kids!!"

Beautiful Teeny Tiny Cottage On Lake Eden, directly on the water front

10/10 Excellent

"It was very very small. Because it was raining, we did not get to relax outside and enjoy the lake. Not our hosts fault. But the space inside does not allow for relaxing. It was as described, a teeny tiny cabin. We looked at it as an adventure. Eric was very nice and a great host."

3-bedroom house in charming Eden, remote but close enough for necessities.

10/10 Excellent

"We had a great stay! The property was clean, comfortable, and family-friendly. Everything was good, and we really enjoyed our time here. Meagan, the host, was very accommodating with our late check-out requests, which we really appreciated. We would happily recommend this place to other travellers!"

Ski in/Ski out 2 Bedroom Directly on Grammy Jay Run

10/10 Excellent

"Kudos to the host for the cleanliness of the condo, the beds were comfy and it was fairly priced.... It was, however, a little hard to find at first (with finding the number of the condo)and upon leaving, we had trouble with putting the key lock back over the keys. I called 3 times (the number I was given on the reservation) and never got a person to report this. It made me nervous that the room was actually accessible upon leaving but there was nothing else I could find to do to let them know the issue. We also didn't have internet on Sunday :("

Find out more about Montgomery

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Frequently asked questions

Are there vacation rentals in Montgomery?

Yes, we have vacation rentals close to popular attractions in Montgomery, or you can select a more secluded option if you want a relaxing place to stay.

What are some of the best vacation home rentals in Montgomery?

Come to The Cottage! Cozy Vermont Lakefront Retreat on Lake Carmi -Sleeps 7!: Visitors like this Montgomery vacation home rental. It is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

What can I see and do in Montgomery?

Explore the area and family-friendly sights such as Pump House Indoor Waterpark, or get out into nature at a spot like Jay Peak. In the larger area, you’ll find Jay Peak Ski Resort and Jay Peak Resort Golf Course.

What are vacation rentals like in Montgomery?

Vacation rentals are private properties you can reserve for a couple days or more in Montgomery. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and busy reception areas while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular option for a small group gathering.

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Check prices for these dates

Our top choices for Montgomery vacation rentals

1. Historic 1880s Cape, 10 Min to Jay Peak | Rustic Charm, Clawfoot Tub & Workspace

2. Jay Peak 3 mi - secluded with spectacular view!

3. Jay Peak Chalet: Hot Tub, Pool, Ski & Golf

4. Jay Peak 3 miles - secluded with spectacular view!

5. Mountains, golf, hike, tram and waterpark w/ A/C!

6. Mountains, golfing, hiking, tram and waterpark!

7. 4 bdrms, golf, hikes, tram and waterpark!

8. Golfing, mountains, hiking, tram and waterpark!

9. Mountains, golf, hikes, tram, waterpark and hot tub!

10. 4 bdrms, golf, hikes, tram, waterpark and hot tub!

11. Journeys End Chalet - Minutes to Jay Peak!

12. Mountains, golfing, hiking, tram and waterpark!

13. Adorable 2-bedroom town house in Johnson perfect for a relaxing getaway

Find vacation rentals that suit your style

Top Montgomery Hotel Reviews

The Jay Village Inn

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

Jay Peak Resort

Cozy lakeside cabin on Lake Eden, Vermont

Black Lantern Inn

The Inn

Beautiful Teeny Tiny Cottage On Lake Eden, directly on the water front

3-bedroom house in charming Eden, remote but close enough for necessities.

Ski in/Ski out 2 Bedroom Directly on Grammy Jay Run

Find out more about Montgomery

Frequently asked questions

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