
House vacation rentals in Montgomery
Find and book unique houses on Airbnb
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 G$31,382 GYD 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.
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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.
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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.
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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!
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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.
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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!
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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.
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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***
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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
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L'Absolut Lac Champlain, Venise-en-Québec
Beautiful contemporary house, fully equipped. Private access to Lake Champlain with boat ramp. Perfect for a family vacation or with friends. Equipped with a conference room with Wi-Fi for professional meetings or teleworking. Large open area with entertainment such as pool table, foosball and a driving range. Ideal for summer water activities (kayaking and paddle boarding included) and/or winter activities such as ice fishing, snowmobiling, cross-country skiing and snowshoeing.
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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.
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Perfect for fall! Hot tub, sauna, arcade, 18 acres
Escape to the Ponderosa in Vermont with 18 acres of nature and two beautifully landscaped ponds right outside your front door. With a hot tub, sauna, fire pit, ponds, arcade, gym and bar you be fully entertained at the house with friends and family—the perfect setting for bonding and making lifelong memories! The house is located just two min from gourmet groceries, coffee, hiking, biking, kayaking and river fun. And centrally located near three of Vermont's best ski resorts!
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Popular amenities for Montgomery house rentals
House rentals with a pool

The Country House in the Mountains
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Mountain View Farmhouse w/ Orchard, Pool is Open!
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Maison Greenwood CITQ 172351
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EPIC Stowe Getaway - Great For Families & Friends
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Serene Mountain Studio Spruce Peak Lodge | 1328
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Lakefront Peaceful Getaway in Mountain Lakes
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Charming Barre Getaway
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Charming Sugarbush Standalone Condo
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Weekly house rentals

Private 3BR, 1.5 Bath — Green Mountain Guesthouse
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Cliff House | Summer fun near Jay Peak!
ValueFamilyAccess

Mountain Biking/Hiking Lodge by the Brook
ValueFamilyOutdoor spaces

Chic Mountain Retreat
LocationCleanlinessCondition

Pet Welcoming Cottage l Hiking + Fishing + Golf
LocationFamilySkiing

Seven Sugar Maples
LocationSleep qualityHeating

The Gambrel Mountain Retreat at Twin Ponds
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Raspberry Cottage Retreat
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Private house rentals

The Montgomery Lodge- Main House
LocationFamilySleep quality

Private Retreat Near Jay Peak & Smuggs
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The Farmhouse
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The Stargazing Mermaid
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Ohmland
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Peak Views in Jay: VIEWS! | Hot Tub | Sauna
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Modern Vermont Getaway with Home Office Jay Peak
ValueLocationKitchen

Modern, clean, natural light filled chalet
LocationFamilyComfort
When is the best time to visit Montgomery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$59,208 GYD | G$54,814 GYD | G$51,258 GYD | G$45,190 GYD | G$50,212 GYD | G$46,446 GYD | G$50,212 GYD | G$51,885 GYD | G$50,212 GYD | G$50,212 GYD | G$47,073 GYD | G$58,162 GYD |
| 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
- New York Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Quebec City Vacation rentals
- Jersey City Vacation rentals
- Portland Vacation rentals
- Newark Vacation rentals
- Mont-Tremblant Vacation rentals
- Newport Vacation rentals
- Providence Vacation rentals
- Salem Vacation rentals
- York County Vacation rentals
- Jay Peak Resort
- Owl's Head
- Zoo de Granby
- Bolton Valley Resort
- Mont Sutton Ski Resort
- Jay Peak
- Stowe Mountain Resort
- Ski Bromont
- University of Vermont
- Jay Peak Resort Golf Course
- Kingdom Trails
- Snow Farm Vineyard & Winery
- Spa Bolton
- Mont-Orford National Park
- Shelburne Vineyard
- Shelburne Museum
- Pump House Indoor Waterpark
- Cold Hollow Cider Mill
- Bleu Lavande
- Elmore State Park
- Fairbanks Museum & Planetarium
- Waterfront Park
- Marais de la Rivière aux Cerises
- Parc Jacques-Cartier





