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House vacation 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.

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Top guest favorite
A tiny house features a wooden exterior with large windows, allowing natural light to illuminate the entryway. A gravel path leads to the entrance, where a deck with a picnic table and a grill is visible. Green mountains are seen in the background.
Home in Johnson
4.92 out of 5 average rating, 244 reviews

Haven Tiny House w/hot tub on river near Stowe

Welcome to Uncommon Accommodations, a collection of several unique tiny houses and glamping sites on a 14-acre property along the beautiful Lamoille River! Click on my profile to view all the listings & bring your fiends! Relax in the 6-person outdoor hot tub (shared access with other guests on the property) and enjoy sweeping views of the Green Mountains & a quaint farm across the river. The property includes 2,000 feet of river frontage with multiple swimming holes and access to a waterfall.

Guest favorite
A blue house with a pitched roof is set against a clear blue sky. Lush green grass surrounds the property, and trees provide a natural border. A person is seen walking across the spacious lawn, highlighting the outdoorsy setting.
Home in Montgomery
4.96 out of 5 average rating, 136 reviews

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.

Top guest favorite
Home in Montgomery
4.92 out of 5 average rating, 116 reviews

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.

Top guest favorite
A spacious open living area is illuminated by natural light streaming through large glass doors. A Stuv wood stove serves as a focal point, surrounded by modern seating and decor. A dining table with pendant lights is visible, adjacent to a cozy seating nook adorned with a textured throw.
Home in Elmore
4.97 out of 5 average rating, 116 reviews

Modern Barn Perched on 24 Acres w/ Stunning Views

Relax and recharge at this bucolic 24 acre retreat perched up on a stunning country road. With expansive 180 degree views of Mt Mansfield (Stowe ski resort), your own trails to explore, and great hiking/XC trails nearby, The Lookout is a truly special spot for a romantic or low key getaway in the mountains. Feel away from it all, with tons to explore out your back door, while having modern amenities in a renovated, beautifully designed barn < 15 min to Stowe Village and 10 min to Morrisville.

Top guest favorite
A spacious living room showcases original woodwork and a baby grand piano. Comfortable sofas and armchairs are arranged around a central table, with art displayed on the walls. A television is mounted near a window, allowing natural light to fill the space.
Home in Montgomery
4.93 out of 5 average rating, 256 reviews

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.

Top guest favorite
A serene winter landscape displays gently rolling snow-covered hills, with distant mountains rising under a clear blue sky. Small structures are scattered across the meadow, surrounded by sparse trees, creating a peaceful and open atmosphere.
Home in Richford
4.99 out of 5 average rating, 155 reviews

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!

Top guest favorite
The exterior of a spacious home is surrounded by well-maintained gardens featuring blooming flowers and lush greenery. A rock feature is positioned in front, alongside a welcoming entrance with blue doors and multiple large windows that invite natural light.
Home in Morristown
4.99 out of 5 average rating, 145 reviews

Cozy Vermont cabin surrounded in Nature

This property sits 3 miles outside the town of Morrisville, on a dead end road. Quiet and peaceful surrounded by 10 acres of sunny pasture in the summer and the snowmobile trail / DIY cross country ski trails in the winter. It's a 1/2 hour drive to Stowe Mt. or Smugglers Notch ski resorts and an hour to Jay Peak. Elmore State park is only 2 miles away for hiking and swimming in the lake ! It's a great location for anyone who loves the outdoors, skiing, hiking and also just relaxing.

Top guest favorite
Home in Westfield
4.95 out of 5 average rating, 218 reviews

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!

Top guest favorite
A quaint guest home is nestled amid a snowy landscape, surrounded by bare trees and low shrubs. The property features a metal roof and a spacious porch, providing scenic views of the distant, snow-covered mountains.
Home in Waterville
4.99 out of 5 average rating, 170 reviews

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.

Top guest favorite
A wooden picnic table is situated near a gently flowing river, surrounded by lush greenery. Large rocks are visible along the water's edge, and trees provide a natural backdrop under a partly cloudy blue sky.
Home in Montgomery
5 out of 5 average rating, 277 reviews

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***

Top guest favorite
A unique bow roof home sits nestled among trees, illuminated warmly against a backdrop of a star-filled night sky. The expansive windows reflect the twinkling stars above, creating a serene atmosphere for stargazing and relaxation.
Home in Starksboro
4.98 out of 5 average rating, 189 reviews

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.

Top guest favorite
A modern eco-friendly cottage showcases a blend of wood and stone on its exterior. The sloped metal roof complements the natural landscaping, while a stone pathway leads to the entrance. Surrounding grassy areas feature small shrubs and trees, enhancing the serene outdoor environment.
Home in Morristown
4.96 out of 5 average rating, 470 reviews

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 Montgomery house rentals

When is the best time to visit Montgomery?

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Avg. priceﺩ.ﺇ955ﺩ.ﺇ955ﺩ.ﺇ944ﺩ.ﺇ826ﺩ.ﺇ826ﺩ.ﺇ881ﺩ.ﺇ881ﺩ.ﺇ911ﺩ.ﺇ881ﺩ.ﺇ826ﺩ.ﺇ808ﺩ.ﺇ896
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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 ﺩ.ﺇ551 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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