
House vacation rentals in Montgomery
Find and book unique houses on Airbnb
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 $150 per night before taxes and fees

Verified guest reviews
Over 1,600 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!
Top-rated house rentals in Montgomery
Guests agree: these houses are highly rated for location, cleanliness, and more.

LakeView Manor
YEAR-ROUND outdoor in-deck HOT TUB! You’ll be ON THE WATER! Perfect for any size group. Spectacular sunsets from the covered porch or private dock. Relax in the OUTDOOR HOT TUB. Enjoy a peaceful lake view and listen to the loons. SKIERS, we are a short drive to three major ski resorts; Stowe, Jay Peak, and Smugglers Notch. Amazing restaurants and pubs are nearby, and a great general store is down the road. Bring your snowmobiles and snow shoes! Trails are everywhere, right outside the doorstep.
ValueFamilyCleanliness

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.
ValueLocationHospitality

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!
ValueLocationBathroom

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.
LocationFamilyTV

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.
ValueLocationHeating

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!
ValueLocationHeating

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!
FamilyLocationBathroom

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.
LocationFamilyQuiet

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***
ValueFamilyAmenities

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
ValueLocationAmenities

Ann’s Schoolhouse
Ann’s Schoolhouse is a beautiful Historic Schoolhouse built in 1901 and nestled in the green mountains of Vermont. Complete with the original school bell, chalk board and desks from 1901 you'll take a trip back in time when you visit! You and your family will love the quiet serenity as you sit by the fire pit and take in the views. This cozy home is perfect for your family vacation or event, couples weekend away or a friends trip. You'll love calling Ann's Schoolhouse home!
LocationFamilyTV

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

Mountain View Farmhouse w/ Orchard, Pool is Open!
LocationValueHeating

Maison Greenwood CITQ 172351
FamilyLocationQuiet

L'Absolut Lac Champlain, Venise-en-Québec
ValueFamilyAmenities

Charming Barre Getaway
LocationFamilyCheck-in

Charming Sugarbush Standalone Condo
ValueLocationLaundry

The Country House in the Mountains
FamilyLocationNearby

EPIC Stowe Getaway - Great For Families & Friends
LocationValueCheck-in

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

Owl’s Nest Cottage
LocationValueAccess

Cozy Cabin nestled in VT’s Green Mountains
LocationFamilyView

Burnt Mountain: modern getaway near Jay Peak
LocationFamilyLaundry

Peaceful home with mountain views
LocationFamilyTV

Chic Mountain Retreat
LocationSleep qualityNearby

Cliff House | Summer fun near Jay Peak!
FamilyLocationIndoor spaces

Modern Vermont Getaway with Home Office Jay Peak
ValueFamilyCheckout

Seven Sugar Maples
LocationBathroomSkiing
Private house rentals

Peak Views in Jay: VIEWS! | Hot Tub | Sauna
LocationSkiingAmenities

Ohmland
LocationValueBackyard

Lakewood Bungalow & Sauna
LocationFamilyBathroom

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

Private Retreat Near Jay Peak & Smuggs
FamilyLocationSkiing

Cozy Vermont Home Near Jay Peak & Wedding Venues
FamilyLocationCondition

The Jay Chalet
FamilyLocationPets

Goat Path Haven
FamilyLocationSkiing
When is the best time to visit Montgomery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $283 | $262 | $245 | $216 | $240 | $222 | $240 | $248 | $240 | $240 | $225 | $278 |
| Avg. temp | 21°F | 23°F | 32°F | 46°F | 58°F | 67°F | 72°F | 71°F | 63°F | 50°F | 39°F | 28°F |
Destinations to explore
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- Jay Peak Resort
- Owl's Head
- Zoo de Granby
- Bolton Valley Resort
- Mont Sutton Ski Resort
- Jay Peak
- Ski Bromont
- Stowe Mountain Resort
- University of Vermont
- Jay Peak Resort Golf Course
- Kingdom Trails
- ECHO, Leahy Center for Lake Champlain
- Mont-Orford National Park
- Snow Farm Vineyard & Winery
- Spa Bolton
- Shelburne Museum
- Shelburne Vineyard
- Pump House Indoor Waterpark
- Cold Hollow Cider Mill
- Bleu Lavande
- Fairbanks Museum & Planetarium
- Elmore State Park
- Waterfront Park
- Marais de la Rivière aux Cerises
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