Holiday rentals with outdoor seating in Orange County

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Top-rated rentals with outdoor seating in Orange County

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

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Guest favourite
Aerial view of a serene landscape in Vermont, displaying rolling hills adorned with vibrant autumn foliage. A white yurt is nestled within the lush greenery, set against a backdrop of trees and open fields. A winding road leads through the natural beauty.
Yurt in Randolph
4.92 out of 5 average rating, 226 reviews

Peaceful Woodland Yurt with Pond View

Enjoy the natural beauty of Vermont in this amazing, fully loaded, 14' guest yurt! It comes with a toasty propane fireplace, queen bed, two burner cooktop, fridge, great wi-fi, an incredibly charming and immaculate bathhouse, magnificent views, and privacy! This is the perfect getaway for those seeking peace and natural beauty without sacrificing comfort or amenities! Explore our remote hiking trails and beautiful pond. And be sure to enjoy off-grid meditation yurt when available in season.

Top guest favourite
A cozy living area showcases a comfortable sofa adorned with patterned cushions and a soft throw. A rustic coffee table sits in front, complemented by stylish armchairs. Natural light filters through large windows, illuminating the modern kitchen with dark cabinetry in the background.
Tiny home in Fairlee
5 out of 5 average rating, 161 reviews

Private, 1 bedroom boutique tiny home

This boutique tiny home is situated in the picturesque Upper Valley of Vermont. The nearly 50 acres of private land is equal parts woods and water. You will wake to the mooing of dairy cows. Have your coffee on the porch while watching birds dive for their breakfast on the pond. Inside you will find every modern amenity. A fully appointed chef's kitchen. A living area filled with comfy furnishings and a cozy fireplace. Upstairs is a queen bedroom with an ensuite double showered bathroom. Heaven!

Guest favourite
A yurt is illuminated softly against a twilight sky, situated amidst trees. The glow from a vent is visible at the top, while warm light spills from an open door, inviting a sense of tranquility in the evening landscape.
Yurt in Randolph
4.94 out of 5 average rating, 456 reviews

Lower Yurt Stay on VT Homestead

We are located in the hills of central VT, close to hiking, skiing and swimming. Disconnect to reconnect! Our homestead is based on permaculture landscape design. Unwind in the traditional Finnish Sauna, relax by the living pool, or kick back in an Adirondack chair looking out at the hills of VT. We have an ideal environment for digital detox. This is one of three listings at our place. We can accommodate groups of six by booking: Lower Yurt Stay on VT homestead and Tiny house on VT homestead

Top guest favourite
The uniquely shaped house, adorned with shingles, is surrounded by lush greenery. Large windows reflect the vibrant foliage, allowing natural light to illuminate the structure. The natural stone wall complements the rustic aesthetic, creating a harmonious blend with the wooded landscape.
Home in Fairlee
4.96 out of 5 average rating, 548 reviews

Cozy Bow House Perched in Trees w/ Hot Tub & View

The cozy Bow House is perched up above a lovely valley and boasts large south facing windows, a unique bowed loft and a warm, inviting space to relax. Up a charming dirt road past Brushwood & Fairlee Forests with hiking, biking and ATV trails nearby. Lake Fairlee is a scenic 10 min drive; 15 min to Lake Morey & I-91 and 30 min to Dartmouth College. Enjoy the glow of the rising sun and beautiful views above the fog, unwind in the hot tub surrounded by the magical woods and wildlife of Vermont.

Top guest favourite
A cozy cabin with a rustic design is set on a gently sloping green hill. The structure features a metal roof and large windows that allow natural light to fill the interior. A spacious front porch with rockers invites relaxation while enjoying the surrounding landscape.
Cabin in Topsham
4.99 out of 5 average rating, 326 reviews

Pine Cabin, Galusha Hill Farm, incredible view!

Gorgeous view from your super private and charming cabin on Galusha Hill. This spot is beyond special and has been described as breathtaking by guests and locals alike. Pine Cabin has a sweeping view of the White and Green Mts, located on 1000+ acres of conservation land. The cabin itself has a fully equipped kitchen, newly renovated bathroom, two bedrooms, and a cozy living room with fireplace. The Front Porch, looking out at the view,is the best place to be with a cup of coffee or cocktail.

Top guest favourite
A lush, green landscape is framed by trees and gently sloping hills. The manicured lawn leads to a quaint white home in the distance, surrounded by vibrant foliage under a partly cloudy sky.
Guest house in Corinth
5 out of 5 average rating, 153 reviews

The Guest House at Chandlery Farm

This classic Vermont farm estate has everything that description implies: end-of-the-road privacy with breathtaking views, where the only sound is the wind rustling through the leaves. The manicured gardens, stone walls and quaint but luxurious home seem plucked from classic American folklore. Guests can drink their morning coffee while soaking in views of rolling pastures and forested hills, and spend their days exploring the property's trails, and the beautiful towns and countryside nearby.

Top guest favourite
A spacious log cabin is shown with a green metal roof and multiple windows. A wraparound deck and balcony are visible, surrounded by grassy areas and trees. The cabin's rustic charm is complemented by the natural landscape, offering a serene and inviting atmosphere.
Cabin in Corinth
4.99 out of 5 average rating, 252 reviews

Skip's Place

Skip's Place is the epitome of privacy and beauty. Modern amenities in a Vermont log cabin on 60+acres that anyone could enjoy. Master bedroom has king-bed and bath with jacuzzi tub. Downstairs includes a spacious dining room with full kitchen, a second bathroom and two bedrooms each with a full-sized bed. Easy access WiFi and two flat screen TVs with DVD players and movie collection for rainy afternoons. Outdoor fire pit, hiking trails, and fish pond guarantee a unique, peaceful experience.

Top guest favourite
A secluded cabin is nestled among snow-covered trees, showcasing a timber exterior and large windows that reflect the winter landscape. An inviting deck extends from the cabin, surrounded by a tranquil blanket of snow, creating a serene atmosphere.
Cabin in Roxbury
4.97 out of 5 average rating, 274 reviews

Off Grid Secluded Cabin on 37 Acre Farm

In a secluded, hand-crafted off the grid cabin, come and enjoy the elements with us at Drift Farmstead. A 3-minute walk leads you through gardens and pasture, to Ravenwood, a small, intimate cabin with everything you need. Be it an extended weekend tucked in seclusion, amongst the birds, river and trees, or find the comforts of a 37 acre small farm nestled in the mountains and settle in, working from afar. Top shelf skiing at Sugarbush is near, along with Vermont's finest grub and beer.

Top guest favourite
A log cabin with a sloped roof is nestled among tall trees, surrounded by a blanket of snow. The clear blue sky provides a bright backdrop to the tranquil scene, with light casting soft shadows on the ground.
Cabin in Groton
4.99 out of 5 average rating, 677 reviews

Peaceful Log Cabin in the Woods

This log cabin is set in the woods in a rural part of northeastern Vermont. Escape the hustle and bustle, clear your mind, and enjoy nature. A great place to get some fresh air or to stay in and take a nap. Beautiful summers for easy hikes and refreshing swims in the lakes of our local Groton State Forest, unbelievable foliage to view from small dirt roads, and tons of outdoor winter activities. Great for a couples getaway, friends weekend, or some quality time with the family.

Top guest favourite
A charming wooden house is nestled on a grassy knoll, surrounded by wildflowers and tall grass. The sky is partially covered with clouds, creating a serene backdrop. Trees line the horizon, providing a natural setting that enhances the privacy of the property.
Home in Newbury
4.98 out of 5 average rating, 184 reviews

Wright’s Mountain Retreat

A perfect romantic getaway, this secluded property sits on a private 10-acre lot located off from a well-maintained dirt road. The home sits on an open knoll with beautiful views and surrounding pastures. Recently remodeled, it features a private indoor infrared Sauna. Cell phone service is limited but WiFi is available. Located minutes from the Wright’s Mountain / Devil’s Den Town Forest hiking trail, named a National Scenic Trail in 2018. This is a non-smoking property.

Top guest favourite
A cozy living area is highlighted by warm wood paneling and large windows allowing natural light. A stylish record player is placed on a small table near a comfortable seating arrangement featuring a light sofa and wicker chairs. A decorative rug and a small stove add to the inviting ambiance.
Cabin in Roxbury
4.98 out of 5 average rating, 195 reviews

Cozy cabin retreat

This is the cozy, romantic cottage you've been dreaming of! Fall asleep to the sound of the stream outside the window. Enjoy sledding, snowshoeing, or XC skiing around the meadow, or use this as a convenient base for all your Vermont adventures. Nestled in a hidden valley in the center of Vermont, the cottage is conveniently located a short drive from many ski areas, award-winning Montpelier and Randolph restaurants, the bustle of the Mad River Valley and I-89.

Top guest favourite
The cabin features a wooden deck with steps leading to the front door, surrounded by lush green grass and a variety of colorful foliage in the background. Potted plants are positioned near the entrance, enhancing the natural setting.
Cabin in Vershire
5 out of 5 average rating, 264 reviews

Comfortable cozy cabin in the hills of Vermont!

Lovely cabin situated in a small clearing in the hills of Vermont. All appliances, fully equipped kitchen, washer and dryer. No TV, but strong WiFi for streaming on your own device. We have approximately 20 private acres of hiking trails, ponds, streams, and woods. 15 miles from Lake Fairlee, 26 miles from Dartmouth College, 44 miles from Woodstock VT. Our home is next door, about 40 yards away through a grove of trees. Not suitable for children or pets, sorry.

Popular amenities for outdoor seating rentals in Orange County