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Montgomery Vacation Rentals

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

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

Historic 1880s Cape, 10 Min to Jay Peak | Rustic Charm, Clawfoot Tub & Workspace
Montgomery Center
The price is AED 1,625
AED 1,983 total
includes taxes & fees
26 Oct - 27 Oct
Historic 1880s Cape, 10 Min to Jay Peak | Rustic Charm, Clawfoot Tub & Workspace
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!

Jay Peak 3 mi - secluded with spectacular view!
Westfield
9.8 out of 10, Exceptional, (41 reviews)
"Great place - will go again!!"
United States
Peter L.
The price is AED 514
AED 1,263 total
includes taxes & fees
3 Nov - 4 Nov
Jay Peak 3 mi - secluded with spectacular view!
A two-story cabin with a balcony, a staircase, and a deck area.

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

Jay Peak Chalet: Hot Tub, Pool, Ski & Golf
Westfield
9.6 out of 10, Exceptional, (13 reviews)
"Great location for Jay PeakWould stay again!"
United States
Geno M.
The price is AED 1,292
AED 4,158 total
includes taxes & fees
23 Oct - 24 Oct
Jay Peak Chalet: Hot Tub, Pool, Ski & Golf
A cabin surrounded by autumn foliage with a mountain backdrop.

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

Jay Peak 3 miles - secluded with spectacular view!
Westfield
9.2 out of 10, Wonderful, (32 reviews)
"3 mile from Jay! Family ski vacation. Was perfect!"
United States
Kervin B.
The price is AED 547
AED 1,304 total
includes taxes & fees
2 Nov - 3 Nov
Jay Peak 3 miles - secluded with spectacular view!
A multi-story residential building with balconies, large windows, and a grassy yard.

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

Mountains, golf, hike, tram and waterpark w/ A/C!
Jay
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful area, perfect accommodations"
United States
Jonathan J.
The price is AED 665
AED 1,444 total
includes taxes & fees
1 Nov - 2 Nov
Mountains, golf, hike, tram and waterpark w/ A/C!
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!

Mountains, golfing, hiking, tram and waterpark!
Jay
10.0 out of 10, Exceptional, (6 reviews)
"We loved our stay"
United States
Jamink F.
The price is AED 602
AED 1,374 total
includes taxes & fees
1 Nov - 2 Nov
Mountains, golfing, hiking, tram and waterpark!
A dining area with a wooden table and black chairs, a kitchen with wooden cabinets, and a living area with a television and plants.

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

4 bdrms, golf, hikes, tram and waterpark!
Jay
The price is AED 1,021
AED 2,514 total
includes taxes & fees
29 Oct - 30 Oct
4 bdrms, golf, hikes, tram and waterpark!
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!

Golfing, mountains, hiking, tram and waterpark!
Jay
The price is AED 477
AED 1,222 total
includes taxes & fees
27 Oct - 28 Oct
Golfing, mountains, hiking, tram and waterpark!
A multi-story residential building with balconies, large windows, and a grassy yard.

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

Mountains, golf, hikes, tram, waterpark and hot tub!
Jay
9.8 out of 10, Exceptional, (15 reviews)
"Wonderful place to stay at! The owners were very hospitable and welcoming! Looking forward to visiting again!"
United States
Tyler S.
The price is AED 632
AED 1,403 total
includes taxes & fees
1 Nov - 2 Nov
Mountains, golf, hikes, tram, waterpark and hot tub!
A modern kitchen with granite countertops, wooden cabinets, and a dining area with a wooden table and chairs.

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

4 bdrms, golf, hikes, tram, waterpark and hot tub!
Jay
9.6 out of 10, Exceptional, (5 reviews)
"Love being able to ski-on and ski-off! The condo was well equipped for rental, well maintained, and clean. We really enjoyed our stay!"
United States
Catherine G.
The price is AED 1,374
AED 2,941 total
includes taxes & fees
1 Nov - 2 Nov
4 bdrms, golf, hikes, tram, waterpark and hot tub!
A modern kitchen with wooden beams, a long countertop, and three stools.

11. Journeys End Chalet - Minutes to Jay Peak!

Journeys End Chalet - Minutes to Jay Peak!
Jay
10.0 out of 10, Exceptional, (70 reviews)
"Great place. Definitely recommend for pet owners! "
United States
Pete T.
The price is AED 533
AED 1,370 total
includes taxes & fees
25 Oct - 26 Oct
Journeys End Chalet - Minutes to Jay Peak!
A kitchen with wooden cabinets, a black refrigerator, a sink, and a trash can.

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

Mountains, golfing, hiking, tram and waterpark!
Jay
The price is AED 448
AED 1,177 total
includes taxes & fees
27 Oct - 28 Oct
Mountains, golfing, hiking, tram and waterpark!
A dining area with a dark wooden table and brown chairs, a kitchen with white cabinets and a black countertop, and two framed artworks on the wall.

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

Adorable 2-bedroom town house in Johnson perfect for a relaxing getaway
Johnson
6.0 out of 10, (2 reviews)
"Outside of property borders a common country hoarder and its real close to the house. Pretty much an eyesoarInside is nice"
United States
Justin A.
The price is AED 551
AED 1,177 total
includes taxes & fees
7 Nov - 8 Nov
Adorable 2-bedroom town house in Johnson perfect for a relaxing getaway
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 Hotel Reviews

The Jay Village Inn

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!!"
Chris 1-night trip
Posted 12 hours ago
The Jay Village Inn

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.