
House holiday rentals in Montgomery
Find and book unique houses on Airbnb
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 1,540 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
30 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!
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/battery to reduce carbon footprint. We strongly encourage you to recycle while in our home.

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.

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 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!

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!

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

Mountain View Farmhouse w/ Orchard, May Flowers

Award-Winning 1842 Stone Estate | Pool & Sauna

Maison Greenwood CITQ 172351

L'Absolut Lac Champlain, Venise-en-Québec

Charming Sugarbush Standalone Condo

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

Sugar House Homestead: A Perfect Retreat

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

Modern Design Retreat: Sauna + Views Near Stowe

Cozy Cabin nestled in VT’s Green Mountains

Modern, clean, natural light filled chalet

Peaceful home with mountain views

Cliff House | Winter Fun Near Jay Peak!

Ohmland

Lakewood Bungalow & Sauna

Seven Sugar Maples
Private house rentals

Owl’s Nest Cottage

Charming rustic hemp house

Loft Forest and Spa, trails, panoramic view

Secluded Paradise in Greensboro on Barr Hill

Perry Pond House

The Jay’s Nest, beautiful and unique.

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

The Jay Chalet
When is the best time to visit Montgomery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | 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 |
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Québec City Holiday rentals
- The Hamptons Holiday rentals
- Island of Montreal Holiday rentals
- Capital District, New York Holiday rentals
- Jersey City Holiday rentals
- Rentals with a fireplace Montgomery
- Rentals with breakfast Montgomery
- Pet-friendly rentals Montgomery
- Rentals with a firepit Montgomery
- Rentals with a washing machine and dryer Montgomery
- Rentals with outdoor seating Montgomery
- Family-friendly rentals Montgomery
- Waterfront rentals Montgomery
- Rentals with a patio Montgomery
- Rentals with a hot tub Montgomery
- House rentals Franklin County
- House rentals Vermont
- House rentals United States
- Jay Peak Resort
- Owl's Head
- Mont Sutton Ski Resort
- Ski Bromont
- Zoo de Granby
- Bolton Valley Resort
- Jay Peak
- Jay Peak Resort Golf Course
- Pump House Indoor Waterpark
- Stowe Mountain Resort
- University of Vermont
- ECHO, Leahy Center for Lake Champlain
- Shelburne Museum
- Spa Bolton
- Shelburne Vineyard
- Waterfront Park
- Parc Jacques-Cartier
- Mont-Orford National Park
- Snow Farm Vineyard & Winery
- Bleu Lavande
- Kingdom Trails
- Elmore State Park
- Marais de la Rivière aux Cerises
- Fairbanks Museum & Planetarium




