Holiday rentals in Strafford

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Top-rated holiday rentals in Strafford

Guests agree: these stays are highly rated for location, cleanliness and more.

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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, 181 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 rustic cabin is nestled among the trees, showcasing its wooden exterior and a metal roof. Tall windows allow natural light to fill the space. Surrounding greenery, including ferns and bushes, adds to the secluded atmosphere. A stone wall and picnic table can be seen in front.
Cabin in Sharon
4.93 out of 5 average rating, 298 reviews

forest retreat; off-grid writers cabin

Secluded rustic charm, circa 1900 cabin in the woods getaway, spend time in nature surrounded by forest, brook, wildlife, hiking trails, fall foliage, mountain biking skiing. Sauna, Cold Plunge, Outdoor Shower & Hot Bath (seasonal) Unwind from the outside world and reconnect with your self or your loved ones and the natural world around you. Loft with real beds, well stocked kitchen, grill, outhouse, Glamping! Close to Woodstock, VT and Killington, S. Royalton, White River, Lebanon & Hanover NH

Top guest favourite
A cozy living area features a large stone fireplace, with a fire gently burning. Stained glass windows add color to the walls, and rustic wooden beams are visible overhead. A rocking chair and small table are positioned near the fireplace on warm wooden flooring.
Home in Tunbridge
4.98 out of 5 average rating, 467 reviews

The Barnbrook House

Come relax in the serenity of the quiet countryside. This home boasts beautiful views, a large stone fireplace, and stained glass windows throughout the home. Enjoy the comforts of home with a full kitchen, amenities, and beds with 1500 thread count sheets while exploring the interesting features of this one of a kind house. Sit by the spring fed pond overlooking the property laced with apple trees. The home has direct access to short walking trails and is close to VAST trails for snowmobiling.

Top guest favourite
The exterior of a modern blue house is illuminated by warm lights, set against a twilight sky with a visible moon. Large windows reflect the serene surroundings, and the house is surrounded by tall grass and trees, suggesting a peaceful, rural ambiance.
Cottage in Vershire
4.93 out of 5 average rating, 102 reviews

The Vershire Fortress

Breathtaking views, mountain fresh air, and tranquility in the hill town of Vershire, VT; the Fortress looks out over the White Mountains to the East during the day and the Milky Way above at night. The property spans 6 acres that are available to all guests looking for a bit of snow-shoeing or a walk in the woods. Plus recent renovations! Designed and built by architect, Nick Fabrikant, it offers splendid open floor plans and incredible natural lighting through the many South-facing windows.

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, 588 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 modern kitchen is showcased with sleek cabinetry and a vibrant red stove. Natural light flows through large sliding glass doors, illuminating a dining area with a contemporary light fixture and a glass-top table surrounded by four chairs, enhancing the open layout.
Home in Sharon
4.99 out of 5 average rating, 126 reviews

The Willow House: a Modern Vermont Retreat

Just 7 miles (12 minutes ) to the Dartmouth Campus, this newly re-built little house sits beside its own pond on the edge of a sheep pasture. All the comforts of a modern home in 600sqft. Enjoy access to hiking trails and State Forest lands as well as an easy drive to world-class skiing an hour away and all that the Dartmouth College community offers just minutes away. This is the best of pastoral Vermont, with outside living-dining space ( south facing deck and north facing screen porch).

Top guest favourite
A unique treehouse is seen perched among tall trees, with a blend of rustic wood siding and large windows that reflect the surrounding greenery. The structure stands elevated from the ground, supported by slender pillars, blending harmoniously with the natural forest environment.
Treehouse in Hancock
4.98 out of 5 average rating, 175 reviews

Weasley's Enchanted Treehouse @ Vermont ReTREEt

Welcome to our enchanting treehouse! We crafted this unique and magic inspired dwelling for any admirer of a beloved wizarding world, or anyone who appreciates isolation in a fun space. As you cross the elevated walkways, you'll feel like you're entering a wizards treehome in the forest. The 1,100 sqft treehouse is nestled in and among trees, providing a magical and secluded escape from life. Have a question or hesitations? reach out check out our other listings for glamping style treehouses

Top guest favourite
A red cabin is nestled within a lush green forest, surrounded by trees. A gravel driveway leads up to the entrance, while a vibrant lawn extends in the foreground. The bright blue sky and soft clouds create a serene backdrop.
Home in Norwich
4.99 out of 5 average rating, 123 reviews

Relaxing Countryside Oasis!

Welcome to our cozy 2BR/1BA cabin, ideal for 6 guests. Relax by the indoor fireplace or outside by the fire pit and hot tub. Listen to the stream from the patio. Fully equipped kitchen and washer/dryer for convenience. Only 10 mins from Dartmouth College and 5 mins to downtown Norwich, VT. Multiple ski resorts within 30-minutes. Perfect for a serene getaway, this cabin offers a blend of comfort, nature, and convenience, ensuring a memorable stay for family, friends, or a romantic retreat!

Top guest favourite
A vibrant garden features an array of yellow daffodils and blooming flowers, extending towards the grassy area. In the background, a charming cottage with a brown roof is nestled among lush trees under a clear blue sky, creating a serene country setting.
Cottage in Tunbridge
4.98 out of 5 average rating, 122 reviews

Vermont Hillside Garden Cottage

Cozy converted artists’ studio, tucked in the hills at the end of a country road. Open the French door to views of a sprawling garden and rolling fields, alight with fireflies in the spring and bursting with color in the fall. Warm yourself by the wood burning stove after winter fun or unwind with a local microbrew by the fire pit, listening to the Whippoorwills on a summer evening. Beautiful in all seasons, this modern, comfy cottage is the perfect place to get away from it all.

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, 199 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 wooden cabin is nestled among lush greenery, featuring a covered porch with two rocking chairs. A stone fire pit on a patio is surrounded by seating and two red umbrellas provide shade for a grill area, enhancing outdoor relaxation.
Campsite in Vershire
4.9 out of 5 average rating, 220 reviews

Camping on a Private Pond

A serene place in nature to unplug and unwind. It's private and quiet with the exception of the sound of the running brook. (NO WIFI or CELL service at the cabin) May come to the house if you need to get in touch during your stay. There is local hiking and two large lakes close by. Farmer's markets and acclaimed theatre are available throughout the Fall Season along with local beer-fests. Most of all, we have one of the most stunning foliage seasons in the country!

Top guest favourite
A renovated barn with a dark exterior is set against a backdrop of mountains. The structure features wooden decks and large windows, allowing for views of the surrounding landscape filled with trees, and open fields.
Barn in Fairlee
4.91 out of 5 average rating, 564 reviews

Private Barn On a Hilltop in Fairlee, Vermont

This carefully renovated barn is located in the hills of Fairlee, five minutes from I-91. A stand-alone private space with two spacious living areas and decks overlooking ponds and the mountains. You're welcome to bring your dog; please note there is a $75 pet fee for the length of your stay. With direct access to extensive hiking trails and minutes from Lake Morey and the Lake Morey Country Club there's lots of fun things to do.

Popular amenities for Strafford holiday rentals

  1. Airbnb
  2. United States
  3. Vermont
  4. Orange County
  5. Strafford