
House vacation rentals in Montgomery
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Quick stats about house rentals in Montgomery

Total vacation rentals
Explore 30 vacation rentals in Montgomery

Nightly prices starting at
Montgomery vacation rentals start at ﺩ.ﺇ 551 per night before taxes and fees

Verified guest reviews
Over 1,600 verified reviews to help you choose

Family-friendly vacation rentals
30 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
30 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!
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.

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/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!

Waterfront cabin
This one bedroom waterfront guest cabin is located on Great Hosmer Pond in the beautiful town of Craftsbury Common, Vermont. The ownerof the property live in the main house. The cabin has access to the cross country ski trails of the Craftsbury Outdoor Center. Swimming dock on property with access to kayaks. The cabin is made of double tongue and grooved red western cedar. The cabin is available year round except for 'mud season'. Please take note that this is a rustic cabin and not a hotel.

Pet Welcoming Cottage l Hiking + Fishing + Golf
Escape to our private, pet-welcoming cottage in Montgomery Village, VT, comfortably sleeping 6 guests. This charming retreat features a cozy electric fireplace, fully equipped kitchen, and private backyard. Enjoy easy access to popular bike routes, hiking, swimming, fishing, and local dining, with Jay Peak Resort just a 15-minute drive away. Includes use of rustic barn lounge in the warmer months. Ideal for families or mature adults seeking a peaceful, adventurous getaway in Northern Vermont.

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!

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

The Country House in the Mountains

Maison Greenwood CITQ 172351

Mountain View Farmhouse w/ Orchard, Pool is Open!

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

Private 3BR, 1.5 Bath — Green Mountain Guesthouse

Raspberry Cottage Retreat

Chic Mountain Retreat

Cliff House | Summer fun near Jay Peak!

Seven Sugar Maples

Mountain Biking/Hiking Lodge by the Brook

Cozy Cabin nestled in VT’s Green Mountains

Family-Friendly NEK Basecamp Near Jay Peak
Private house rentals

Ohmland

Private Retreat Near Jay Peak & Smuggs

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

Beautiful winter home. Minutes from jay peak.

Owl’s Nest Cottage

Modern, clean, natural light filled chalet

The Jay’s Nest, beautiful and unique.

Modern Vermont Getaway with Home Office Jay Peak
When is the best time to visit Montgomery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 1,039 | ﺩ.ﺇ 962 | ﺩ.ﺇ 900 | ﺩ.ﺇ 793 | ﺩ.ﺇ 881 | ﺩ.ﺇ 815 | ﺩ.ﺇ 881 | ﺩ.ﺇ 911 | ﺩ.ﺇ 881 | ﺩ.ﺇ 881 | ﺩ.ﺇ 826 | ﺩ.ﺇ 1,021 |
| 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
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- 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
- Spa Bolton
- Snow Farm Vineyard & Winery
- Mont-Orford National Park
- Shelburne Vineyard
- Pump House Indoor Waterpark
- Shelburne Museum
- Cold Hollow Cider Mill
- Elmore State Park
- Bleu Lavande
- Fairbanks Museum & Planetarium
- Waterfront Park
- Marais de la Rivière aux Cerises
- Parc Jacques-Cartier





