
Holiday rentals with outdoor seating in Montgomery
Find and book unique rentals with outdoor seating on Airbnb
Quick stats about holiday rentals with outdoor seating in Montgomery

Total holiday rentals
Explore 50 holiday rentals in Montgomery

Nightly prices starting at
Montgomery holiday rentals start at €97 per night before taxes and fees

Verified guest reviews
Over 4,260 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
50 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 rentals with outdoor seating in Montgomery
Guests agree: these rentals with outdoor seating 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.

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.

Secluded Luxury Treehouse - Hot Tub + Projector
Our treehouse is a haven of well-being, peace, and elegance. In our stunning modern treehouse we have brought relaxation to a whole new level. Surrounded amongst us is nothing but woods & wildlife. An experience not to be missed. Put your favorite movie on the projector, get Zen in the cozy sun room, jam out to music on the record player, or grab a towel, and head for the custom cedar hot tub. It is time to create core memories that will never be forgotten. Welcome to a little slice of heaven.

200 acre Stowe area Bunkhouse.
Hello and welcome to our Red Road Farm 'Bunkhouse' -- We're so happy to host you! Sitting on our 200 acre estate this authentic barn offers our guests a chance to relax in the beautiful rolling hills of Vermont. Access the vast majority of our historic Stowe area land -- from our apple orchards to our extensive walking paths in fields and woodland. We hope that you can experience such fun and quiet time in our cozy, western-style bunk room. Located only a 10 minute drive from downtown Stowe.

Montgomery Meadows Chalet near Jay Peak
Located on beautiful, historic Hazens Notch Road, Montgomery Center, Vermont. This “hidden gem” of a house sets back from the road in a private setting on 5 spectacular acres of cleared land, with views of Jay Peak Ski and Golf Resort. A perfect location for skiing, hiking, biking, golfing, etc. Only 15 minutes from the resort and all of the great amenities (water park, ice rink, movie theater, climbing wall, arcade). Only 3 miles from local amenities (grocery store, top rated restaurants).

The Rustic Retreat at Twin Ponds
Take it easy and make yourself right at home in our woodsy cabin tucked away in the Cold Hollow Mountains. As you head down the drive, let your worries fade away - you’re now on cabin time. Relax in the clawfoot tub after a day of travel or prepare a home-cooked meal in the well equipped kitchen. When morning comes, enjoy your coffee while cozied up in front of the fireplace or stay in bed and take in the views. And with plenty of woods to explore, it's your perfect escape at your pace.

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***

A true Vermont get-away cabin in the woods
Badger Cottage offers a true rustic Vermont experience nestled in the woods with spectacular views and a quiet and peaceful ambiance. Once a barn, carefully reconstructed on the owners’ property, and modernized to today’s standards, this post and beam cabin is warm and cosy in winter and cool in summer. Well behaved dogs are very welcome and will enjoy the walks in the woods. Covid vaccinations are required. The owners live in an adjacent house with their very friendly Border Terrier

The Binocular: Peaceful Architect Cottage
Cosy timeless chalet conceptualized by the architects of _naturehumaine. Nestled into the cliffside at an altitude of 490 meters (1600 feet), its unique design is distinguished by boldness and originality and fits with harmony in its environment. Surrounded by forest, the cottage offers breathtaking views of Mount Glen and the surrounding nature largely protected by the Appalachian Corridor. The perfect silent place to relax and unwind. Photo: Adrien Williams / S.A. CITQ #302449

Jay Peak Retreat
The Jay Peak Retreat – Experience the Northeast Kingdom’s premier destination at Jay Resort, known for record snowfall and Vermont’s largest indoor waterpark. This warm, stylish cabin offers an open-concept layout perfect for cozy gatherings and après-ski lounging. Blending upscale comfort with rustic charm, enjoy a creek out back, river across the street, patio, fire pit, and plush outdoor chairs. Just 1 hour from Burlington, 2 from Montreal, 35 minutes to Sutton Quebec!!

Light & cozy Jay Peak vacation apartment.
The Coach House was the original hotel for the area but has been converted into a boutique vacation rental in the foothills of Jay Peak. You will enjoy the comfort, convenience and affordability of being in the heart of a quaint Vermont town but only 10 - 12 minutes from world class ski slopes in winter, 5 golf courses within 30 minutes, great hiking, fishing, paddling and more.. It makes for a wonderful place to create vacation memories to last a life time.

Mountain View Chalet near Jay Peak!
Welcome to your mountain getaway! Come unwind at this recently renovated chalet. The main living area and kitchen are perfect for all types of groups; couples, families and adventurers, and your pets! There are 13 acres to play (snowshoe, cross country ski, sledding, hiking or just relaxing) and only 20 minutes to awesome skiing or riding at Jay Peak! The views/sunsets from the property are breathtaking. 3 bedrooms, 2 baths across 2 floors.
Popular amenities for outdoor seating rentals in Montgomery
House rentals with outdoor seating

Mountainside Lodge, near wedding barns/Stowe

Friendly pied-à-terre in Brome-Missisquoi

Relaxing Craftsbury Retreat

Panoramic Mountain Views. Quiet, Private & Clean.

SleepUnderThe Stars-Lakefront|Hot Tub|GameRm|Pets!

Secluded 3-bedroom log home -borders VT state park

Home with Smugglers Notch View

Peaceful + Cozy Farmhouse Near Jay Peak + Sutton
Apartment rentals with outdoor seating

Private 2 bedroom apt. 8 miles to Stowe village.

Across from Tram Side Entrance of Jay Peak Resort

Boho Getaway near Burlington, Beach, & Bike Path!

Hideaway studio: breweries, skiing, dogs welcome

Lofty Dreams

2 Bedroom w/ private Hot Tub. Minutes to Stowe.

The Bootlegger Outlaw Hideout @The Pony Farm Ranch

1 mile from Mtn. Clean loft apt. Private hot tub.
Apartment rentals with outdoor seating

Renovated 4-bedroom House: Hot Tub & Outdoor Space

Lovely 3-BR Stonybrook Townhouse With Mtn Views

Gîte des Arts

Chez "Plumes et Bulles" nature and cocooning!

Meadow Lane Farm House

Northeast Kingdom Little Piece of Heaven

Chaleureux Condo Ski In/Ski Out on the mountain!

Stylish 2-bedroom apartment with Mt Sutton view
When is the best time to visit Montgomery?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €247 | €237 | €222 | €175 | €181 | €187 | €188 | €199 | €207 | €221 | €199 | €246 |
| 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 City Holiday rentals
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- Rentals with a firepit Montgomery
- Rentals with breakfast Montgomery
- Rentals with a fireplace Montgomery
- Pet-friendly rentals Montgomery
- Rentals with a hot tub Montgomery
- Rentals with a patio Montgomery
- House rentals Montgomery
- Waterfront rentals Montgomery
- Family-friendly rentals Montgomery
- Rentals with a washing machine and dryer Montgomery
- Rentals with outdoor seating Franklin County
- Rentals with outdoor seating Vermont
- Rentals with outdoor seating United States
- Jay Peak Resort
- Owl's Head
- Zoo de Granby
- Jay Peak
- Mont Sutton Ski Resort
- Bolton Valley Resort
- Ski Bromont
- Stowe Mountain Resort
- University of Vermont
- Jay Peak Resort Golf Course
- Parc Safari
- ECHO, Leahy Center for Lake Champlain
- Kingdom Trails
- Snow Farm Vineyard & Winery
- Pump House Indoor Waterpark
- Mont-Orford National Park
- Shelburne Vineyard
- Spa Bolton
- Shelburne Museum
- Elmore State Park
- Cold Hollow Cider Mill
- Bleu Lavande
- Fairbanks Museum & Planetarium
- Waterfront Park





