
House holiday 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.

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!

Sympathique pied-à-terre dans Brome-Missisquoi
#CITQ 309422 Situé au cœur de la région Brome-Missisquoi, ce magnifique logement est situé dans le demi sous-sol de notre maison bi-générationnelle. Nous habitons en haut avec nos 2 ados. Vous disposez de votre propre entrée et cour privée. BBQ, table et feu extérieur avec chaises (supplément pour bois) Endroit parfait pour avoir un pied à terre et visiter notre belle région touristique : vignobles, lacs & plages, sentiers pédestres & vélos, micro-brasseries, kayaks, golf..voir guide

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 - À 2 minutes des pentes!
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!

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***

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.

1860 Farmhouse
Enjoy a restful getaway at The 1860 Farmhouse. We purchased the farmhouse in 2018 from a family that had done extensive renovations to the interior. Keeping true to its historic roots, the farmhouse offers modern amenities in a historic setting. A convenient location close to Jay Peak and Smuggler's Notch, and many Vermont and Quebec attractions within an easy drive. Swiss and Bloom wedding venue and Phoenix Manor are close by. The house is 6 bedrooms and sleeps 12 people.

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.
Popular amenities for house rentals in Montgomery
House rentals with a pool

La maison du Mont Pinacle

Mountain View Farmhouse w/ Orchard White Christmas

Eastern Townships Luxe Stone Estate - Private Pool

Theater room & close to mountain!

Maison Greenwood CITQ 172351

The Vista - 180º Mt. views w/Pool 12min to Stowe

Charming Sugarbush Standalone Condo

EPIC Stowe Getaway - Great For Families & Friends
Weekly house rentals

La chouette rayée

Mapleview Lodge

Owl’s Nest Cottage

Cozy Cabin nestled in VT’s Green Mountains

Modern, clean, natural light filled chalet

The Red House- PEACEFUL WOODED JAY PEAK AREA HOME

Burnt Mountain: modern getaway near Jay Peak

The Meadow at Cobbler Hill Farm
Private house rentals

Luxury Converted Country Church

Cozy Lake Eden Cottage

The Farmhouse

Modern Dwell Home +Sauna between Stowe/Waterbury

XC-Ski Heaven, Modern Secluded Cabin in Greensboro

Perry Pond House

Private Home 5 Minutes from Smugglers Notch Resort

The Jay Chalet
When is the best time to visit Montgomery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $338 SGD | $338 SGD | $334 SGD | $293 SGD | $293 SGD | $312 SGD | $312 SGD | $323 SGD | $312 SGD | $293 SGD | $286 SGD | $317 SGD |
| 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 holiday rentals
Explore 20 holiday rentals in Montgomery

Nightly prices starting at
Montgomery holiday rentals start at $195 SGD per night before taxes and fees

Verified guest reviews
Over 1,390 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Montgomery holiday rentals include wifi 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!
Destinations to explore
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- House rentals Franklin County
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- House rentals United States
- Jay Peak Resort
- Owl's Head
- Parc Safari
- Ski Bromont
- Amazoo Park
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Le Vignoble du Ruisseau - Winery & Cidery
- Sherbrooke Golf Club
- Cochran's Ski Area
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Ethan Allen Homestead Museum
- Burlington Country Club
- Country Club of Vermont
- Leahy Center for Lake Champlain
- Val Caudalies - Vignoble & Cidrerie
- Le Club De Golf Memphrémagog
- Vermont National Country Club
- Domaine Cotes d'Ardoise - Winery & Cidery
- Pinegrove Country Club
- Shelburne Vineyard
- Domaine du Ridge
- Snow Farm Vineyard & Winery




