
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 $190 SGD per night before taxes and fees

Verified guest reviews
Over 1,600 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.

LakeView Manor
YEAR-ROUND outdoor in-deck HOT TUB! You’ll be ON THE WATER! Perfect for any size group. Spectacular sunsets from the covered porch or private dock. Relax in the OUTDOOR HOT TUB. Enjoy a peaceful lake view and listen to the loons. SKIERS, we are a short drive to three major ski resorts; Stowe, Jay Peak, and Smugglers Notch. Amazing restaurants and pubs are nearby, and a great general store is down the road. Bring your snowmobiles and snow shoes! Trails are everywhere, right outside the doorstep.

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/batteries to reduce carbon footprint. We strongly encourage you to recycle while in our home.

Jay Peak 3 miles - secluded with spectacular view!
Mountains, streams & seclusion! • Hike the Long Trail • Road, gravel & mountain biking • Jay Peak Resort is three miles away! • Waterpark • Golf • Backcountry guiding - hiking, kayaking, gravel & mountain biking (15% discount) • Photography and videography (15% discount) This is the mountain getaway you dream about! Our only neighbors are animals in the surrounding mountains & forests. Note: There is also an apt in the main house that sleeps 8. Welcome to Vermont Mountain Experience!

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.

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!

Jeffersonville/Smuggler's Notch near Wedding Barns
Our house is a 5 bedroom Victorian built in 1835- restored with modern amenities and sits in the middle of the historic village of Jeffersonville. We are 5 minutes from Smuggler's Notch Ski area. 4 VT ski areas are close; Stowe 40 minutes, Sugarbush 70 minutes, Jay Peak 52 minutes & Bolton Valley 50 minutes. Minutes from The Barn at Smugglers Notch and Barn at Boydens. We are walking distance to restaurants, bars & stores. WIFI is excellent! Check us out on Insta- the parsonageairbnb

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***

SleepUnderThe Stars-Lakefront|Hot Tub|GameRm|Pets!
Enjoy a quintessential Vermont getaway at this lakefront home. It’s the perfect place for remote workers and families looking for a perfect base for outdoor activities. Relax in the newly added Hot Tub and admire gorgeous lake views, and enjoy direct access to the water. Rainy days are no less fun, with a game room and fireplace to keep you busy. Recently added a brand new Star gazing dome - Glampers welcome !!! Lake Eden –Frontyard! Jay Peak - 25 min drive Stowe – 30 Min Drive

The Gambrel Mountain Retreat at Twin Ponds
Escape to our charming gambrel-style retreat nestled in the Cold Hollow Mountains. Unplug in nature or settle in for a productive workcation with reliable Wi-Fi. Wake to peaceful views, cook in the fully equipped kitchen and unwind by the fire pit under the stars. Reconnect with nature and explore the peaceful forest trails just steps outside the door. Whether you're seeking adventure or quiet relaxation, you'll find the perfect balance of comfort, serenity, and mountain charm.

1860 Farmhouse
Enjoy a restful getaway at The 1860 Farmhouse. We purchased the farmhouse in 2018 from a family that had done extensive renovations to the interior. Keeping true to its historic roots, the farmhouse offers modern amenities in a historic setting. A convenient location close to Jay Peak and Smuggler's Notch, and many Vermont and Quebec attractions within an easy drive. Swiss and Bloom wedding venue and Phoenix Manor are close by. The house is 6 bedrooms and sleeps 12 people.

Jay Mountain Retreat
Our modern home is just 8 miles to Jay Peak. We have long range mountain views, you can check if the tram is running and enjoy exquisite sunsets all from the couch. The loft upstairs has an open floor plan with a comfortable living space, bathroom and platform bed, where you can view Jay Peak conditions. We now have Starlink high speed internet. There are 8 private acres half woods half open meadow feel free to walk around the property and enjoy the quiet sounds of nature.
Popular amenities for house rentals in Montgomery
House rentals with a pool

The Country House in the Mountains

Mountain View Farmhouse w/ Orchard, Pool is Open!

Maison Greenwood CITQ 172351

EPIC Stowe Getaway - Great For Families & Friends

Lakefront Peaceful Getaway in Mountain Lakes

Serene Mountain Studio Spruce Peak Lodge | 1328

Charming Barre Getaway

Beautiful 3 BR, 2 Bath, Sleeps 8, w/wading pool
Weekly house rentals

Pet Welcoming Cottage l Hiking + Fishing + Golf

Private 3BR, 1.5 Bath — Green Mountain Guesthouse

Seven Sugar Maples

Chic Mountain Retreat

Raspberry Cottage Retreat

Cliff House | Summer fun near Jay Peak!

Mountain Biking/Hiking Lodge by the Brook

Cozy Cabin nestled in VT’s Green Mountains
Private house rentals

Private Retreat Near Jay Peak & Smuggs

The Farmhouse

Ohmland

Peak Views in Jay: VIEWS! | Hot Tub | Sauna

Modern Vermont Getaway with Home Office Jay Peak

The Stargazing Mermaid

Modern, clean, natural light filled chalet

Cozy Lake Eden Cottage
When is the best time to visit Montgomery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $359 SGD | $332 SGD | $310 SGD | $274 SGD | $304 SGD | $281 SGD | $304 SGD | $314 SGD | $304 SGD | $304 SGD | $285 SGD | $352 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
- Jay Peak Resort
- Owl's Head
- Zoo de Granby
- Bolton Valley Resort
- Mont Sutton Ski Resort
- Jay Peak
- Ski Bromont
- Stowe Mountain Resort
- University of Vermont
- Jay Peak Resort Golf Course
- Kingdom Trails
- Snow Farm Vineyard & Winery
- Spa Bolton
- Mont-Orford National Park
- Shelburne Vineyard
- Pump House Indoor Waterpark
- Shelburne Museum
- Cold Hollow Cider Mill
- Bleu Lavande
- Elmore State Park
- Fairbanks Museum & Planetarium
- Waterfront Park
- Marais de la Rivière aux Cerises
- Parc Jacques-Cartier





