
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.

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.

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!

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!

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!

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

Wildewood: Modern | Fireplace | Luxe in Stowe

Award-Winning 1842 Stone Estate | Pool & Sauna

Maison Greenwood CITQ 172351

Exquisitely Vermont - Authentic Vermont Farmhouse

EPIC Stowe Getaway - Great For Families & Friends

Nice cottage in the center of Dunham

Relaxation in the heart of the forest

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

Owl’s Nest Cottage

Charming rustic hemp house

Burnt Mountain: modern getaway near Jay Peak

Peaceful home with mountain views

Snowy Meadow Getaway—Ski Smugglers, Stowe, JayPeak

Chic Mountain Retreat

The Gambrel Mountain Retreat at Twin Ponds

Modern design in the woods, private, beautiful
Private house rentals

Cozy Cabin nestled in VT’s Green Mountains

Modern, clean, natural light filled chalet

Loft Forest and Spa, trails, panoramic view

The Red House- PEACEFUL WOODED JAY PEAK AREA HOME

XC-Ski Heaven, Modern Secluded Cabin in Greensboro

Lakewood Bungalow & Sauna

Vermont Mountain Retreat, Ski Cabin

The Jay’s Nest, beautiful and unique.
When is the best time to visit Montgomery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $332 SGD | $332 SGD | $328 SGD | $287 SGD | $287 SGD | $306 SGD | $306 SGD | $316 SGD | $306 SGD | $306 SGD | $287 SGD | $355 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 $191 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!
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- Jay Peak Resort
- Owl's Head
- Ski Bromont
- Mont Sutton Ski Resort
- Jay Peak
- Zoo de Granby
- Bolton Valley Resort
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- ECHO, Leahy Center for Lake Champlain
- Stowe Mountain Resort
- University of Vermont
- Shelburne Museum
- Waterfront Park
- Shelburne Vineyard
- Kingdom Trails
- Lake Champlain Chocolates
- Boyden Valley Winery & Spirits
- Snow Farm Vineyard & Winery
- Bleu Lavande
- Parc de la Pointe-Merry
- Marais de la Rivière aux Cerises
- Fairbanks Museum & Planetarium
- Elmore State Park




