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Montgomery Vacation Rentals

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Check prices for these dates

In two weeks
18 Sep - 20 Sep
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Montgomery vacation rentals

Property grounds

1. Beautiful Mountain view Vermont home for your relaxing getaway.

Beautiful Mountain view Vermont home for your relaxing getaway.
Montgomery
The price is AED 643
AED 1,424 total
includes taxes & fees
7 Sep - 8 Sep
Beautiful Mountain view Vermont home for your relaxing getaway.
Exterior

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 566
AED 1,329 total
includes taxes & fees
10 Sep - 11 Sep
Jay Peak 3 mi - secluded with spectacular view!
Exterior

3. 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 613
AED 1,386 total
includes taxes & fees
10 Sep - 11 Sep
Jay Peak 3 miles - secluded with spectacular view!
Interior

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

Mountains, golfing, hiking, tram and waterpark!
Jay
The price is AED 452
AED 1,189 total
includes taxes & fees
9 Sep - 10 Sep
Mountains, golfing, hiking, tram and waterpark!
Exterior

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 724
AED 1,530 total
includes taxes & fees
8 Sep - 9 Sep
Mountains, golf, hike, tram and waterpark w/ A/C!
Coffee/tea maker, fridge, microwave, oven

6. 4 bdrms, golf, hikes, tram and waterpark!

4 bdrms, golf, hikes, tram and waterpark!
Jay
The price is AED 1,025
AED 2,534 total
includes taxes & fees
9 Sep - 10 Sep
4 bdrms, golf, hikes, tram and waterpark!
Exterior

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

Jay Peak Chalet: Hot Tub, Pool, Ski & Golf
Westfield
10.0 out of 10, Exceptional, (12 reviews)
"Great location for Jay PeakWould stay again!"
United States
Geno M.
The price is AED 1,408
AED 3,946 total
includes taxes & fees
8 Sep - 9 Sep
Jay Peak Chalet: Hot Tub, Pool, Ski & Golf
Exterior detail

8. Guest House 10 Min to Smugglers!

Guest House 10 Min to Smugglers!
Cambridge
10.0 out of 10, Exceptional, (14 reviews)
"This little guest house was perfect for our needs! It is clean and has fun rustic features like oil lamps that have been converted to electric lights. It was just enough space for my partner and I to be cozy. The kitchen is well stocked with dishes and pans if you want to cook. The house is close to the rail trail and we went for a nice walk. It's a quiet area, but a busy road in between Johnson and Cambridge. We would definitely stay here again!"
United States
Vanessa
The price is AED 301
AED 584 total
includes taxes & fees
7 Sep - 8 Sep
Guest House 10 Min to Smugglers!
Property grounds

9. Black Creek's Maple Nature Escape

Black Creek's Maple Nature Escape
Jeffersonville
9.8 out of 10, Exceptional, (25 reviews)
"Very friendly, helpful"
United States
Michelle
The price is AED 284
AED 462 total
includes taxes & fees
9 Sep - 10 Sep
Black Creek's Maple Nature Escape
Exterior

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

Golfing, mountains,hiking, tram and waterpark!
Jay
The price is AED 452
AED 1,189 total
includes taxes & fees
9 Sep - 10 Sep
Golfing, mountains,hiking, tram and waterpark!
Coffee/tea maker, fridge, microwave, oven

11. Journeys End Chalet - Minutes to Jay Peak!

Journeys End Chalet - Minutes to Jay Peak!
Jay
10.0 out of 10, Exceptional, (69 reviews)
"Great place. Definitely recommend for pet owners! "
United States
Pete T.
The price is AED 551
AED 1,403 total
includes taxes & fees
28 Sep - 29 Sep
Journeys End Chalet - Minutes to Jay Peak!
Exterior

12. 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 749
AED 1,559 total
includes taxes & fees
10 Sep - 11 Sep
Mountains, golf, hikes, tram, waterpark and hot tub!
Dining

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, (1 review)
"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 496
AED 1,102 total
includes taxes & fees
11 Sep - 12 Sep
Adorable 2-bedroom town house in Johnson perfect for a relaxing getaway
Smart TV, DVD player, books, video library

14. Cozy 3-bedroom cabin in charming Franklin for your getaway

Cozy 3-bedroom cabin in charming Franklin for your getaway
Franklin
10.0 out of 10, Exceptional, (1 review)
"Host was very nice and helpful. House is very well furnished and equipped. We really enjoyed our stay. "
Canada
Eric
The price is AED 797
AED 1,374 total
includes taxes & fees
30 Sep - 1 Oct
Cozy 3-bedroom cabin in charming Franklin for your getaway
Property grounds

15. Private 2 bedroom lofted garage getaway.

Private 2 bedroom lofted garage getaway.
Newport Center
10.0 out of 10, Exceptional, (17 reviews)
"Very clean, great amenities, close to Jay!"
United States
Emily H.
The price is AED 676
AED 1,024 total
includes taxes & fees
9 Sep - 10 Sep
Private 2 bedroom lofted garage getaway.
Coffee/tea maker, fridge, microwave, oven

16. 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 1,517
AED 3,143 total
includes taxes & fees
10 Sep - 11 Sep
4 bdrms, golf, hikes, tram, waterpark and hot tub!
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

Jay Peak Resort

Jay Peak Resort

10/10 Excellent
"Breakfast at the golf course was great! The staff was very helpful and pleasant. Rooms were clean and quiet."
Ernest 2-night trip
Posted 1 hour ago
Jay Peak Resort

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?

Fabulous All-Season Lakehouse, 600' Lakefront, Lake Eden Vermont: Visitors like this Montgomery vacation home rental. It is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a garden and 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.