
House vacation rentals in Montgomery
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Top-rated house rentals in Montgomery
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Hillwest Mountain View
We are close to Jay Peak and Canada including Montreal. If you like hiking, the Long Trail is close by. If you like star gazing you will love seeing the Milky Way in our backyard. Our house is good for both couples and families. We have a private hiking trail that leads down to a cool mountain stream where you can cool off. Take a dip in the nearby Hippie Hole or go fishing or canoeing in nearby lake Carmi. There are three bedrooms and a master bath with a spa tub. Wifi, fireplace and more.

Jay Peak 3 miles - secluded with spectacular view!
Mountains, streams & seclusion! • Hike the Long Trail • Road, gravel & mountain biking • Jay Peak Resort is three miles away! • Waterpark • Golf • Backcountry guiding - hiking, kayaking, gravel & mountain biking (15% discount) • Photography and videography (15% discount) This is the mountain getaway you dream about! Our only neighbors are animals in the surrounding mountains & forests. Note: There is also an apt in the main house that sleeps 8. Welcome to Vermont Mountain Experience!

Rustic Converted Barn near Jay Peak w/Pizza Oven
Located right on Main St. Montgomery Center, you’ll love our Barn because of its quaint and rustic Vermont country atmosphere. Ye Olde Barn has been lovingly renovated and updated while preserving and emphasizing its old farm charm. The Barn offers you the best value in town because of its size and its multiple living spaces. We are Vermonters and love our environment. We have installed solar panels/batteries to reduce carbon footprint. We strongly encourage you to recycle while in our home.

Great Old Farmhouse near Jay Peak
Updated farmhouse built in 1860 located 8mi. from Jay Peak, in the heart of the village of Montgomery Center. There’s a bar/ restaurant & supermarket across the street but only the Trout River & forest out back. Easy access to skiing, mountain biking, hiking, and a quick walk to a great swimming hole. One of a few places locally with access to fast internet (Gigabit). The house, now solar powered, sleeps 6-8 and is spacious, well insulated, and well furnished. 8 people + 2 infants max.

Peaceful + Cozy Farmhouse Near Jay Peak + Sutton
Our guest farmhouse, located 1 mile from the Canadian border, is close to Jay Peak Ski Resort and Mount Sutton. Mountain and meadow views are spectacular from every window! Here, you are perfectly poised to explore both the quaint, foodie-focused, French-Canadian, Eastern Townships, just across the border in Quebec AND the scenic back-roads, abundant lakes, family farms, mountain trails, local pubs, and old general stores of Northern Vermont. Or just enjoy the porch & peaceful atmosphere!

The Sugar House, Maple Hill Road
The Sugar House on Maple Hill Road was once the site of a traditional Sugar House. The post and beams, wooden ceiling boards, 26 foot ceiling enhances the interior beauty. The house sits on 7 acres of woods with a small stream. Stowe Mountain Resort, The Trapp Family Lodge, Smugglers Notch, Long Trail, are just a few of the near by points of interest. Other activities near by include biking, fly fishing, golf, the Rail Trail. Stowe, Morrisville , Johnson, Hyde Park are just minutes away

4CR Farm Guest House 4 Season Vacation Destination
We are conveniently located within 45 mins of 3 great ski - snowboard mountains, a water park, zip lining, wineries, breweries, and shopping. A 10 minute walk will get you to The Long Trail, to do some hiking. The Lamoille Valley Rail Trail is another great trail for walking and biking. Vermont also has over 100 covered bridges for you to explore. Our guest house is the perfect little spot to call home while in Vermont. Come and enjoy the peace and quiet of our county setting.

Trout River Lodge - Discount Jay Peak Lift Tix
Welcome to the Trout River Lodge! Check out the “Three Holes” swimming hole and waterfalls, just a few hundred yards up the river. We are located right in the heart of Montgomery Center, VT. Live music at the Snowshoe Pub, breakfast at Bernies, and groceries from Sylvester’s are all just steps away. You can also enjoy the mountain biking and hiking trails just minutes away! ***Discount vouchers for Jay Peak Ski. Price info can be found in the Photos section. It changes each year***

Modern design in the woods, private, beautiful
Absolutely gorgeous setting in Stowe! Large upstairs king bedroom, bathroom on second floor. Pull out queen couch downstairs, perfect for couples or small families. Plenty of space, full kitchen and large deck with views. Snowshoeing, and hiking right out the door with no need to drive! Our house is surrounded by 6600 acres of state forest. Located across the street from Miller Brook, or just down the road you can tube the Cotton Brook to Waterbury Reservoir. A very special ...

SleepUnderThe Stars-Lakefront|Hot Tub|GameRm|Pets!
Enjoy a quintessential Vermont getaway at this lakefront home. It’s the perfect place for remote workers and families looking for a perfect base for outdoor activities. Relax in the newly added Hot Tub and admire gorgeous lake views, and enjoy direct access to the water. Rainy days are no less fun, with a game room and fireplace to keep you busy. Recently added a brand new Star gazing dome - Glampers welcome !!! Lake Eden –Frontyard! Jay Peak - 25 min drive Stowe – 30 Min Drive

Jay Mountain Retreat
Our modern home is just 8 miles to Jay Peak. We have long range mountain views, you can check if the tram is running and enjoy exquisite sunsets all from the couch. The loft upstairs has an open floor plan with a comfortable living space, bathroom and platform bed, where you can view Jay Peak conditions. We now have Starlink high speed internet. There are 8 private acres half woods half open meadow feel free to walk around the property and enjoy the quiet sounds of nature.

Jay Brook Lodge with Hot Tub
Warm and inviting home offers comfortable accommodations. 4BR/2BA with outdoor Hot Tub, Lg Living room with wood burning stove, 55" flat screen TV, Netflix, WiFi, library, full Kitchen and Dining area make this a wonderful Vermont Country get away home. Situated on the mountain access road with the Jay branch river out back. Relax in the hot tub listening to the babbling brook out back after a day on the slopes. A quick 2 minute drive to Jay Peak!
Popular amenities for Montgomery house rentals
House rentals with a pool

Vermont Mountain Summer Retreat

Mountain View Farmhouse w/ Orchard, Pool is Open!

Maison Greenwood CITQ 172351

L'Absolut Lac Champlain, Venise-en-Québec

Charming Sugarbush Standalone Condo

Sugar House Homestead: A Perfect Retreat

EPIC Stowe Getaway - Great For Families & Friends

Lakehouse pool central location
Weekly house rentals

Vermont Retreat | Mountain Views, Private Sunsets

Owl’s Nest Cottage

Cozy Cabin nestled in VT’s Green Mountains

Burnt Mountain: modern getaway near Jay Peak

Chic Mountain Retreat

Cliff House | Summer fun near Jay Peak!

The Gambrel Mountain Retreat at Twin Ponds

Seven Sugar Maples
Private house rentals

The Penelope: New, Modern Home w/Breathtaking View

Home in Enosburg

Charming rustic hemp house

The Glass House

A Magical Mountainside Farm: Your Personal Narnia

Peaceful home with mountain views

Peaceful Meadow Retreat • Cobbler Hill Farm Stay

The Homestead - Walk to village, bring the pup!
When is the best time to visit Montgomery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$59,218 GYD | G$54,823 GYD | G$51,266 GYD | G$47,081 GYD | G$47,081 GYD | G$50,220 GYD | G$50,220 GYD | G$51,894 GYD | G$50,220 GYD | G$50,220 GYD | G$47,081 GYD | G$58,171 GYD |
| Avg. temp | -6°C | -5°C | 0°C | 8°C | 15°C | 20°C | 22°C | 21°C | 17°C | 10°C | 4°C | -2°C |
Quick stats about house rentals in Montgomery

Total vacation rentals
Explore 30 vacation rentals in Montgomery

Nightly prices starting at
Montgomery vacation rentals start at G$31,387 GYD per night before taxes and fees

Verified guest reviews
Over 1,540 verified reviews to help you choose

Family-friendly vacation rentals
30 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Montgomery vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Montgomery rentals

4.9 Average rating
Montgomery stays are highly rated by guests—averaging 4.9 out of 5!
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- Jay Peak Resort
- Owl's Head
- Zoo de Granby
- Jay Peak
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Ski Bromont
- Stowe Mountain Resort
- University of Vermont
- Jay Peak Resort Golf Course
- Parc Safari
- ECHO, Leahy Center for Lake Champlain
- Kingdom Trails
- Snow Farm Vineyard & Winery
- Pump House Indoor Waterpark
- Mont-Orford National Park
- Shelburne Vineyard
- Spa Bolton
- Shelburne Museum
- Elmore State Park
- Cold Hollow Cider Mill
- Bleu Lavande
- Fairbanks Museum & Planetarium
- Waterfront Park





