
House vacation rentals in Montgomery
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Top-rated house rentals in Montgomery
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Maple Sugar Shack Tiny House w/hot tub & river by
Welcome to The Maple Sugar Shack! Updated photos coming soon! Nestled along the Lamoille River in the charming town of Johnson, Vermont, this cozy retreat invites you to immerse yourself in the essence of Vermont's maple sugaring traditions. Featuring a warm and inviting buffalo check décor, local Vermont maple syrup information, and thoughtful details inspired by classic sugar shacks, this unique getaway is perfect for a quintessential Vermont experience. This chic tiny house offers two sleep

Eco friendly. Military discount available.
If you are looking for a serene location that is nestled in the woods off a quiet country road and only 1 mile from the town square with its locally owned grocery store and gas station, you’ve come to the right spot! We are centrally located between Burke Mtn and Jay Peak resort, both being 30 minutes away and are near several lakes and hiking trails and the Craftsbury Outdoor Ctr. You will be expected to strip your beds, clean up any messes you made and return used items to their original space

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.

The Barn - Modern Living in Small Town Vermont
Built this summer! 1800's barn converted to a modern 2 bedroom home with 16ft sliding glass doors overlooking the Green Mountains from the second floor living space! Designed to enjoy time with family, friends, and pets while taking in amazing views. Enjoy our huge lawn, walk to the local shops and restaurants, and experience all that small town Vermont offers. 30 minutes to Stowe, Smugglers Notch, and tons of micro breweries. Walking distance to Northern Vermont University. Come and relax!

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!

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

Jay Peak 3mi - ski here 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!

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***
Popular amenities for Montgomery house rentals
House rentals with a pool

4-bedroom Vermont Farmhouse close to Smuggs'

Mountain View Farmhouse w/ Orchard White Christmas

Eastern Townships Luxe Stone Estate - Private Pool

Maison Greenwood CITQ 172351

The Pinnacle Spa & Retreat

Charming Sugarbush Standalone Condo

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

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

Mapleview Lodge

Owl’s Nest Cottage

Cozy Cabin nestled in VT’s Green Mountains

The Red House- PEACEFUL WOODED JAY PEAK AREA HOME

Burnt Mountain: modern getaway near Jay Peak

A Magical Mountainside Farm: Your Personal Narnia

Peaceful home with mountain views

The Meadow at Cobbler Hill Farm
Private house rentals

Modern Dwell Home +Sauna between Stowe/Waterbury

Stowe A-Frame | Sauna, Hot Tub, Theater, Game Room

The Farmhouse

Modern, clean, natural light filled chalet

XC-Ski Heaven, Modern Secluded Cabin in Greensboro

The Stargazing Mermaid

Private Home 5 Minutes from Smugglers Notch Resort

New Remodel Ski-in/Out by Waterpark, Rink, Dogs OK
When is the best time to visit Montgomery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $365 CAD | $365 CAD | $360 CAD | $315 CAD | $315 CAD | $336 CAD | $336 CAD | $348 CAD | $336 CAD | $315 CAD | $308 CAD | $342 CAD |
| 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 20 vacation rentals in Montgomery

Nightly prices starting at
Montgomery vacation rentals start at $210 CAD per night before taxes and fees

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

Family-friendly vacation rentals
20 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
20 of Montgomery vacation 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!
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- Jay Peak Resort
- Owl's Head
- Parc Safari
- Ski Bromont
- Mont Sutton Ski Resort
- Amazoo Park
- Bolton Valley Resort
- Le Vignoble du Ruisseau - Winery & Cidery
- Cochran's Ski Area
- Sherbrooke Golf Club
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Country Club of Vermont
- Ethan Allen Homestead Museum
- Burlington Country Club
- 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
- Vignoble de la Bauge




