
House holiday 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.

Brand new Beautiful Modern Clean Home On River
Kick back and relax in this calm, stylish space, nestled in the woods of Stowe. This gorgeous new two bedroom , two bath, is located right on the river. A beautiful, indoor, outdoor living space with ample room to spread out & enjoy a cup of coffee on the deck. This is a sleek, clean new build that is minutes to Main Street Stowe, two miles to Trapp Family Lodge and 15 minutes to Stowe Mountain Resort. You will never want to leave when you experience nature at its finest in this stunning 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.

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

CLASSIC VT STYLE
This is an authentic VT house tucked between two of the state's most celebrated ski resorts, Stowe and Smuggler's Notch. We are about 30 minutes north of Mount Mansfield with tons of hiking and exploration opportunities. In this area you can enjoy some of the state's most popular outdoor recreational attractions and activities. The space is private and serene and works for all different kinds of local adventures in any season. Come experience a unique part of VT in your own unique VT home!

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!

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.

Passive House: Stone Country Cottage
7 mi Alchemist Brewery 4 mi Lost Nation Brewery 30 min Hill Farmstead Brewery 15 min Trapp Lager Brewery and Trapp Family Lodge 5 min Green Mt Distillery 5 mi Stowe 15 mi Waterbury 8 mi Elmore State Park 12 mi Waterbury State Park Unlimited hiking and Mt biking trails 3 mi Rail Trail 6 mi Stowe Bike Path 45 min Burlington 30 min Smugglers Notch Resort 45 min Jay Peak Resort and Water Park 20 min Stowe Mt Resort 20 min Ben&Jerry 20 min Cold Hollow Cider Mill 35 min Cabot Creamery
Popular amenities for house rentals in Montgomery
House rentals with a pool

Maison Greenwood CITQ 172351

Lakeside Bungalow ~ Pool | Hot Tub | Beach

The Vista: 12 min to Stowe, Pool, Theater, Hot Tub

Charming Sugarbush Standalone Condo

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

EPIC Stowe Getaway - Great For Families & Friends

Joli chalet au centre de Dunham

Détente au cœur de la forêt
Weekly house rentals

Owl’s Nest Cottage

The Red House- PEACEFUL WOODED JAY PEAK AREA HOME

Chic Mountain Retreat

The Jay’s Nest, beautiful and unique.

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

Cozy home with mountain views

The Jay Chalet

Lakewood Lodge & Hot Tub
Private house rentals

Luxury Converted Country Church

Modern, clean, natural light filled chalet

Stunning Lake House in Vermont's Northeast Kingdom

Loft Forêt et Spa, sentiers, vue panoramique

Sky Zen - Ridgeline Retreat

Snowy Meadow Getaway—Ski Smugglers, Stowe, JayPeak

The Homestead - Walk to village, bring the pup!

Cozy Vermont Home Near Jay Peak & Wedding Venues
When is the best time to visit Montgomery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $333 SGD | $333 SGD | $330 SGD | $289 SGD | $289 SGD | $308 SGD | $308 SGD | $318 SGD | $308 SGD | $308 SGD | $289 SGD | $357 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 30 holiday rentals in Montgomery

Nightly prices starting at
Montgomery holiday rentals start at $192 SGD per night before taxes and fees

Verified guest reviews
Over 1,360 verified reviews to help you choose

Family-friendly holiday rentals
30 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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- Rentals with a patio Montgomery
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- Family-friendly rentals Montgomery
- Rentals with a hot tub Montgomery
- Rentals with a fireplace Montgomery
- Rentals with breakfast Montgomery
- Pet-friendly rentals Montgomery
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- Rentals with a firepit Montgomery
- House rentals Franklin County
- House rentals Vermont
- House rentals United States
- Jay Peak Resort
- Owl's Head
- Mont Sutton Ski Resort
- Ski Bromont
- Jay Peak
- Zoo de Granby
- Bolton Valley Resort
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Stowe Mountain Resort
- ECHO, Leahy Center for Lake Champlain
- University of Vermont
- Shelburne Museum
- Boyden Valley Winery & Spirits
- Shelburne Vineyard
- Parc Jacques-Cartier
- Bleu Lavande
- Mont-Orford National Park
- Lake Champlain Chocolates
- Waterfront Park
- Spa Bolton
- Kingdom Trails
- Snow Farm Vineyard & Winery
- Fairbanks Museum & Planetarium




