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Montgomery Holiday 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 holiday 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 HK$3,472
HK$4,237 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 wooden 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 HK$1,161
HK$2,777 total
includes taxes & fees
5 Nov - 6 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 HK$2,760
HK$8,883 total
includes taxes & fees
23 Oct - 24 Oct
Jay Peak Chalet: Hot Tub, Pool, Ski & Golf
A lodge with a large wooden structure surrounded by dense forest and mountains in the background.

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 HK$1,146
HK$2,760 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 HK$1,436
HK$3,102 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 HK$1,303
HK$2,953 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 HK$2,119
HK$5,291 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 HK$1,020
HK$2,610 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 HK$1,397
HK$3,058 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 HK$3,021
HK$6,389 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 HK$1,138
HK$2,927 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 HK$949
HK$2,505 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)
The price is HK$1,138
HK$2,461 total
includes taxes & fees
23 Oct - 24 Oct
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

8/10 Good
"Very friendly staff! Great price."
Linda 1-night trip
Posted 4 hours ago
The Jay Village Inn

Find out more about Montgomery

Search for holiday rentals in Montgomery on Expedia! You can easily find your home rentals, villas, holiday apartments in Montgomery using one of the methods below:

  • View our selection of featured holiday rentals in Montgomery
  • Use the map to find apartments and other holiday homes in the Montgomery neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Montgomery while they last

Look no further and take a look at our great range of rental properties in Montgomery!

Frequently asked questions

Are there holiday rentals in Montgomery?

Yes, there are holiday rentals close to the most popular sights in Montgomery, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Montgomery has to offer?

Come to The Cottage! Cozy Vermont Lakefront Retreat on Lake Carmi -Sleeps 7!: This holiday home rental outside of Montgomery is located on a lake, and has a patio, a garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 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 wider area, you’ll find Jay Peak Ski Resort and Jay Peak Resort Golf Course.

What are holiday rentals like in Montgomery?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Montgomery. Holiday rentals feature amenities like WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for family gatherings.