
House vacation rentals in Montgomery
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Top-rated house rentals in Montgomery
Guests agree: these houses are highly rated for location, cleanliness, and more.

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.

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 to help reduce our 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!

Jay Peak 3 miles - ski home via Big Jay!
Best backcountry skiing in New England - mountain getaway with stunning views! • Jay Peak Resort 3 miles away! • Ski home from Jay Peak via Big Jay! • Backcountry ski 6 mountains from your door! • Tour Long Trail, Catamount Trail, Big Jay & Little Jay from here! • Backcountry guiding available (15% discount for guests!) Note: There is also an apt in the main house that sleeps 8. • Vermont Mountain Experience: guests get a 15% discount for photography, backcountry & resort guiding!

Lord’s Creek Private Haven
Take a break at this peaceful, private getaway. We are located on a quiet road just a mile from our small-town square. Only three quarters of an hour from three ski resorts, Jay Peak, Burke Mtn and Smugglers Notch, we’re the perfect place to stay for your skication. There’s also plenty of hiking and beautiful lakes (Memphremagog, Crystal and Willoughby) to explore close by. Craftsbury Outdoor Ctr, Creek Hill Barn and, snowmobile trails are nearby. We offer a full kitchen and coffee bar!

Cabin Sutton 268 – 2 minutes from the slopes!
Un séjour de rêve en nature! Notre Cabin dans les bois est à l'extrémité du domaine et offre une plus grande intimité aux invités. Le son du ruisseau qui perle juste à l'arrière de la Cabin, en plus du mouvement des feuilles dans les arbres, nous rappelle les bienfaits d'un séjour en nature! La Cabin est perchée sur pilotis et offre une vue panoramique incroyable! Vous serez au paradis dans notre spa ainsi qu'au chaud près du foyer au bois ou plutôt au frais avec notre air climatisée!

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***

The Spring Hill House
Escape to a haven of natural beauty and tranquility at The Spring Hill House. Our unique bow roof home offers breathtaking views of Camel’s Hump and the majestic Green Mountains, the perfect setting for a rejuvenating getaway. Despite being removed from the hustle and bustle of city life, The Spring Hill House is still centrally located, providing easy access to some of Vermont's most popular destinations. Please note: We have a firm no kids policy due to the open loft and stairs.

SKI JAY & BOARD Lake Eden |Hot Tub|Wifi|Games|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. Lake Eden –Frontyard! Jay Peak - 25 min drive Stowe – 30 Min Drive Create Lasting Memories In Eden With Us & Learn More Below!

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.

Modern Tiny House w/ Hot Tub & Sauna near Stowe
Welcome to Uncommon Accommodations, a collection of unique tiny homes and glamping stays on a 14-acre property along the Lamoille River. Guests enjoy access to a shared riverside spa experience with a year-round hot tub, treehouse barrel sauna, and river access for cold plunges. The property features 2,000 feet of river frontage, swimming holes, and views of the Green Mountains near Johnson.
Popular amenities for Montgomery house rentals
House rentals with a pool

Sunset Treehouse

Award-Winning 1842 Stone Estate | Pool & Sauna

Maison Greenwood CITQ 172351

Charming Sugarbush Standalone Condo

Beautiful home with spa, pool, fire pit, game room

EPIC Stowe Getaway - Great For Families & Friends

Nice cottage in the center of Dunham

The Blue Mountain Lodge, 6 bedroom, 4 bathrooms...
Weekly house rentals

Owl’s Nest Cottage

Modern, clean, natural light filled chalet

Brand new Beautiful Modern Clean Home On River

Charming rustic hemp house

Burnt Mountain: modern getaway near Jay Peak

Peaceful home with mountain views

Snowy Meadow Getaway—Ski Smugglers, Stowe, JayPeak

Chic Mountain Retreat
Private house rentals

The striped owl

Cozy Cabin nestled in VT’s Green Mountains

The Red House- PEACEFUL WOODED JAY PEAK AREA HOME

Loft Forest and Spa, trails, panoramic view

A Magical Mountainside Farm: Your Personal Narnia

Perry Pond House

Le Chalet A Jay - Home w/ Hot Tub .5mi to Jay Peak

The Jay’s Nest, beautiful and unique.
When is the best time to visit Montgomery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$54,366 GYD | G$54,366 GYD | G$53,739 GYD | G$47,048 GYD | G$47,048 GYD | G$50,184 GYD | G$50,184 GYD | G$51,857 GYD | G$50,184 GYD | G$47,048 GYD | G$46,002 GYD | G$51,020 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$31,365 GYD per night before taxes and fees

Verified guest reviews
Over 1,360 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
20 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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- House rentals United States
- Jay Peak Resort
- Owl's Head
- Ski Bromont
- Mont Sutton Ski Resort
- Jay Peak
- Zoo de Granby
- Bolton Valley Resort
- Jay Peak Resort Golf Course
- ECHO, Leahy Center for Lake Champlain
- Pump House Indoor Waterpark
- University of Vermont
- Stowe Mountain Resort
- Fairbanks Museum & Planetarium
- Kingdom Trails
- Snow Farm Vineyard & Winery
- Shelburne Museum
- Shelburne Vineyard
- Boyden Valley Winery & Spirits
- Waterfront Park
- Lake Champlain Chocolates
- Bleu Lavande
- Elmore State Park
- Parc Jacques-Cartier
- Mont-Orford National Park




