
House vacation rentals in Montgomery
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Top-rated house rentals in Montgomery
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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.

Scenic cottage Echo Lake, Charleston, Vermont!
This charming cottage is very quiet & private, with sweeping views of Echo Lake and surrounding mountains such as Bald and Wheeler. Perfect for a romantic getaway or a small family vacation. This winter the snow is as good as it gets. Cross country ski or snow shoe here or at the many trails nearby. Or just walk out onto the lake and smile. Message for conditions Bring your passports as Canada is just 20 minutes away with great food shopping and restaurants and scenic spots.. It is beautiful.

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!

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***

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.

Sunny 2BR w/ Pond + Fireplace | Walk to Stowe
At this quiet 2BR on five green acres, you’ll start your mornings with coffee by the pond and end your days by the fire. Bring your bikes to ride over to Cady Hill, snow shoe or hike in Smuggler’s Notch, or stroll the flat mile into town for dinner. Inside, you’ll find toxin-free cookware, natural fiber bedding, and crisp spring-fed water straight from the tap. With a bunk room for the kids and a king suite for you, it’s a calm, well-kept base for year-round adventure in Stowe.
Popular amenities for Montgomery house rentals
House rentals with a pool

Mountain View Farmhouse w/ Orchard White Christmas

Eastern Townships Luxe Stone Estate - Private Pool

Maison Greenwood CITQ 172351

SnowDream Chalet

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

Charming Sugarbush Standalone Condo

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

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

The striped owl

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

Peaceful home with mountain views

XC-Ski Heaven, Modern Secluded Cabin in Greensboro
Private house rentals

The Farmhouse

Modern Dwell Home +Sauna between Stowe/Waterbury

Mapleview Lodge

The Meadow at Cobbler Hill Farm

Cozy VT Getaway - Fully Furnished for Longer Stays

Ohmland

Cozy Vermont Home Near Jay Peak & Wedding Venues

Entire Family Friendly Home 10mi to Jay Peak
When is the best time to visit Montgomery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$54,395 GYD | G$54,395 GYD | G$53,767 GYD | G$47,072 GYD | G$47,072 GYD | G$50,211 GYD | G$41,842 GYD | G$45,608 GYD | G$46,026 GYD | G$47,072 GYD | G$46,026 GYD | G$51,048 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 20 vacation rentals in Montgomery

Nightly prices starting at
Montgomery vacation rentals start at G$31,382 GYD 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 & 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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- 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
- Leahy Center for Lake Champlain
- Burlington Country Club
- Country Club of Vermont
- 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