Vacation rentals with outdoor seating in Montgomery

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Top-rated outdoor seating rentals in Montgomery

Guests agree: these outdoor seating rentals are highly rated for location, cleanliness, and more.

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Guest favorite

A blue house with a pitched roof is set against a clear blue sky. Lush green grass surrounds the property, and trees provide a natural border. A person is seen walking across the spacious lawn, highlighting the outdoorsy setting.

Home in Montgomery

4.95 out of 5 average rating, 129 reviews

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.

Top guest favorite

An open concept living space features a large sectional sofa and a coffee table centered on a textured area rug. Expansive windows allow natural light to fill the room, showcasing views of the surrounding mountains and greenery. A dining table with chairs is positioned nearby.

Cabin in Enosburg

4.99 out of 5 average rating, 157 reviews

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 simply stay in bed and admire the view. With plenty of land to explore, a hike is always welcome. The choice is yours!

Guest favorite

A newly renovated house is set in a serene wooded area, featuring a welcoming front deck with outdoor seating. The open yard is surrounded by lush greenery, providing a peaceful atmosphere. A driveway offers ample parking space.

Home in Lowell

4.92 out of 5 average rating, 150 reviews

Orchard House retreat near Jay Peak

Relax and unwind in this newly renovated house with peaceful overlook on apple orchard, woodland and hills. There are over 10 acres to play (snowshoe, cross country ski, sledding, hiking or just relaxing) and only 20 mins. to awesome skiing or riding at Jay Peak! Two bedrooms across two floors. Relax in the deep claw-footed tub in the large full bathroom. Fully outfitted kitchen: coffee maker, refrigerator, microwave, gas stove with oven. Grill on deck. Washer & dryer. Wifi for remote working.

Guest favorite

A modern treehouse features a warm wooden exterior, elevated on a platform among vibrant autumn foliage. Large glass windows provide a view into the inviting interior space. Steps and a small deck lead to seating arranged on the ground level, surrounded by natural scenery.

Treehouse in Newport

4.97 out of 5 average rating, 237 reviews

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.

Guest favorite

A green two-story house is viewed from a snow-covered path leading to its entrance. Thick layers of snow blanket the yard, while tall trees stand in the background against a clear sky, indicating a serene winter setting.

Chalet in Montgomery

4.94 out of 5 average rating, 115 reviews

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).

Guest favorite

Outdoor seating is arranged on a stone patio, featuring a comfortable sofa and two wooden chairs beside a small table. Lush greenery creates a natural backdrop, enhancing the serene atmosphere of the space.

Cabin in Montgomery

4.94 out of 5 average rating, 117 reviews

Mountain Retreat On The Creek

The Jay Peak Retreat - Experience the Northeast Kingdom’s premier destination at Jay Resort, known for its record breaking snowfall and Vermont’s largest indoor waterpark. Upon arrival, welcomed by an open-concept layout perfect for intimate gatherings and après-ski relaxation. The cabin blends high-end resort luxury with tranquility and privacy. Inquire about our Speak Easy Cabin, 15 minutes away. Conveniently located 1 hour from Burlington, 2 hours from Montreal, and 3.5 hours from Boston.

Guest favorite

A dining area features a round table surrounded by six black chairs, with a view of snow-covered trees visible through large windows. A cozy sitting area is seen to one side, complemented by a fireplace and natural wooden accents in the ceiling and decor.

Tiny home in Mansonville

4.95 out of 5 average rating, 145 reviews

La Cabine Potton

La cabine est un mini chalet de style scandinave qui plaira aux adeptes de la nature, du calme et des pentes de ski l'hiver comme le vélo et la randonnée l'été. Ce chalet a été conçu en harmonie avec son environnement. D'ailleurs, sa taille permet de profiter de la nature tout en réduisant son empreinte écologique. Avec ses deux chambres, son foyer, sa grande terrasse et son spa, il est tout équipé pour répondre à vos besoins. Venez relaxer dans ce logement unique! Certificat CITQ #311739

Top guest favorite

A panoramic view of a farm landscape is displayed, featuring rolling hills adorned with colorful autumn foliage. The farm buildings, including a white barn and several smaller structures, sit amidst open fields, creating a serene rural scene against a backdrop of distant mountains.

Home in Richford

4.99 out of 5 average rating, 141 reviews

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!

Guest favorite

The front exterior of a historical cottage is framed by lush green trees and blooming lilac bushes, providing a vibrant contrast against the structure. A small porch is visible, offering a view of the surrounding nature.

Cottage in Westfield

4.9 out of 5 average rating, 161 reviews

Historic Schoolhouse Minutes From Jay Peak

After a long day of hiking, biking, or skiing, come take a swing at our charming historical cottage. Dating back to the mid 1800s it was one of the first schoolhouses in the area, today it is filled with all the modern luxuries one would need. Our quaint porch is perfect for bird watching or leaf peeping. The inside includes high ceilings, a bedroom and a cozy loft- both with queen beds. French culture is only a 10 min drive away; Vermont culture is abound with maple syrup and warm locals.

Guest favorite

The exterior of Alder Brook Cottage is shown, featuring rustic wooden siding and a metal roof. A wooden footbridge leads to the front door, surrounded by trees and patches of snow. Bright windows are visible, enhancing the cabin's inviting appearance.

Tiny home in Hardwick

4.95 out of 5 average rating, 207 reviews

Alder Brook Cottage: A Tiny House in the Woods

From the moment you cross the cedar footbridge over Alder Brook, you'll know you're somewhere special. Featured in Boston Magazine and CabinPorn, Alder Brook Cottage is an inspired, rustic dream cabin located in the woods of Vermont's Northeast Kingdom. Surrounded by a crystal clear stream and 1400 acres of rugged forest, it is the perfect getaway for glampers looking to experience the tiny house life. Minutes away from Caspian Lake, Hill Farmstead Brewery & Craftsbury Outdoor Center.

Top guest favorite

A wooden picnic table is situated near a gently flowing river, surrounded by lush greenery. Large rocks are visible along the water's edge, and trees provide a natural backdrop under a partly cloudy blue sky.

Home in Montgomery

5 out of 5 average rating, 263 reviews

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***

Guest favorite

A bright dining area is featured with large windows offering views of the mountains. A long wooden table, surrounded by stylish chairs, occupies the center space. A built-in wine rack is situated against a dark wall, enhancing the functional design of the room.

Cabin in Montgomery

4.99 out of 5 average rating, 129 reviews

Serene Mountain Cabin with Private Pond & Hot Tub

Take advantage of spring discounts in April and May when you stay 4 nights or longer Escape to our incredible and luxurious cabin set on 24 acres of untouched forested mountains, with a large private pond, 8 person hot tub and gorgeous mountain views. Only 20 minutes from Jay's Peak Resort, our spacious and cozy 4 bedrooms, 3 full bathrooms can comfortably accommodate 8 guests. Whether you are looking for a base to go skiing, hiking or want to sit back and relax, this is the place.