Vacation rentals in Orange County

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Top-rated vacation rentals in Orange County

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

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Superhost

A serene landscape captures rolling hills blanketed in morning mist. The soft pastel colors of dawn create a gentle gradient across the sky, with lush greenery framing the view. An expansive field stretches in the foreground, inviting a sense of calm and tranquility.

Guest suite in Fairlee

4.88 out of 5 average rating, 187 reviews

Cloud 9 Private Suite Retreat

This space is perfect for a short weekend getaway or a traveling nurse/other traveling professional for a long term stay. Only 27 miles from DHMC! We are within walking distance of hiking, ATV and snowmobile trails! This cozy and charming in-law apt is located inside our large home with its own private entrance, parking, kitchen, living room, bathroom and electric fireplace! You will also fall in love with our beautiful mountainous views this place will leave you feeling like you’re on cloud 9!!

Top guest favorite

A rustic hallway features wooden walls and flooring, showcasing the natural texture of reclaimed wood. Stained glass windows add colorful elements, while a chandelier provides soft lighting. An entryway mat is positioned on the wooden floor, contributing to the inviting ambiance.

Home in Tunbridge

4.97 out of 5 average rating, 392 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.

Guest favorite

A serene pond is surrounded by lush green grass and dense trees, reflecting the clear blue sky and nearby foliage in its still waters. The natural setting offers a peaceful atmosphere, inviting guests to explore the outdoor environment.

Cabin in Randolph

4.95 out of 5 average rating, 165 reviews

Remote, pond view log home, fully loaded, sleeps 6

Enjoy our remote, easily accessible, immaculate, pond-side cabin, set in nature on 109 acres: pond, woods, fields, and trails; with high-speed internet and smart TV! Sleeps 6, including a queen bed, 2 bunk beds, and a sleep sofa. Fully equipped kitchen, including a full-sized refrigerator, microwave, Keurig coffee maker, and many other amenities. Screened in porch. Views from every room! In the heart of the Vermont ski corridor. Explore the trails, and our meditation yurt when available!

Top guest favorite

Guesthouse in Corinth

5 out of 5 average rating, 144 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.

Guest favorite

A friendly donkey stands near a fallen tree in a grassy area, surrounded by a natural landscape of trees and open space. The donkey's features are soft and approachable, with prominent ears and a gentle expression.

Cabin in Washington

4.96 out of 5 average rating, 184 reviews

Back to Nature Romantic Getaway Cabin

This charming, cozy 2 bedroom cabin w small kitchen and living area is situated on a beautiful pond in a truly idealistic setting. Come unwind and unplug!! Propane fridge, lighting and stove and also an outdoor grill. No electric. No running water but water is provided and available. There is an OUTHOUSE. Hiking, mountain biking, relax....experience VT. Nestled in the mountains with a beautiful pond right outside your door. We reside on the property yet a fair distance from the cabin.

Top guest favorite

A serene landscape is showcased with soft rolling hills and a distant mountain illuminated by the rising sun. Wisps of fog hover over a green field, while a single tree is framed by a wooden fence in the foreground, adding to the tranquil setting.

Townhouse in Barre

4.98 out of 5 average rating, 120 reviews

A Sunrise in Vermont - 1 Bedroom Suite

A tastefully decorated suite with private second story entrance, king bed, large bath, coffee bar, & office space. While the suite does not offer a full kitchen, a coffee bar with mini fridge, microwave, and toaster is all yours to enjoy! 12 minutes from Montpelier & I-89. A few minute walk from the suite will give you access to beautiful hiking and biking trails. Including the Millstone trails. Contactless check in & checkout. We are glad to have you stay & experience a sunrise in Vermont!

Top guest favorite

Yurt in Randolph

5 out of 5 average rating, 129 reviews

Howling Wolf Farm Yurt--A Magical Glamping Retreat

Our 88-acre farm spreads up a steep hillside above the village of Randolph, one mile away. The land is a mixture of open areas where we rotate our sheep flock daily, and wooded land with trails and old stone walls. You might hear the occasional car or truck on a nearby road, but more likely you'll hear our sheep baaing to one another or the cows across the valley trumpeting, or the abundance of birdsong. The energy here is calming and peaceful--we know you will love it as much as we do.

Guest favorite

Farm stay in Topsham

4.98 out of 5 average rating, 363 reviews

Fairytale cabin at The Wild Farm

Lay in bed and look out the huge picture window at the farm. Our goats graze in the pasture. Kittens are playfully climbing trees and love to say hello to guests! We have a Wolf, don't be alarmed she is as friendly as can be and will greet you and escort you to the cabin. If you like nature, animals, walking in the forest, cuddling up by the wood stove, then this is the place for you. The cabin is surrounded by gorgeous perennial gardens. We look forward to hosting you!

Guest favorite

A two-level barn is surrounded by greenery, featuring a spacious wooden deck with seating arrangements. Potted plants are placed on the railing, with vibrant flowers blooming in the foreground. Scenic hills and a clear blue sky are visible in the background.

Barn in Fairlee

4.9 out of 5 average rating, 499 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.

Top guest favorite

A log cabin features a welcoming wooden porch with hanging flower baskets, complemented by a set of red chairs. Surrounded by lush greenery, the cabin maintains a natural aesthetic with steps leading up to the entrance and stone accents along the landscaping.

Cabin in Vershire

5 out of 5 average rating, 237 reviews

Comfortable cozy cabin in the hills of Vermont!

Lovely cabin situated in a small clearing in the woods of Vermont. Brand new 2019. All appliances, WiFi, washer and dryer. No TV, but strong WiFi for streaming on your own device. We have approximately 20 private acres of hiking rails, ponds, streams, and woods. 15 miles from Lake Fairlee, 26 miles from Dartmouth College, 44 miles from Woodstock VT. Golf course at nearby Lake Morey. Not suitable for children or pets, sorry.

Top guest favorite

A historic red barn structure is depicted, showcasing a metal roof and multiple windows reflecting the evening light. The surrounding landscape includes gentle hills, complemented by a sunset casting warm hues across the sky. The dirt path leads to additional outbuildings.

Apartment in Randolph

4.99 out of 5 average rating, 208 reviews

Historic Wayside Farm - a working dairy farm

Located on a historic Vermont farm. The apartment is located on the first and second floor of our large home. This is an ideal place if you want to explore everything Vermont has to offer. We are centrally located, just a short drive away from area ski resorts, hiking trails, mountain bike networks, breweries and more. We are a certified organic dairy farm. The cows can be found grazing the surrounding hillsides.

Guest favorite

The Treehut emerges from a lush green forest, elevated among trees with an outdoor deck extending from its entrance. The fire pit area, equipped with chairs, is visible nearby, set within a serene natural landscape. Surrounding ferns contribute to the tranquil ambience.

Treehouse in Braintree

4.93 out of 5 average rating, 114 reviews

Treehut - Secluded Treehouse in the Forest

Discover the Treehut, a cozy off-grid escape nestled among four trees that we built by hand. This unique retreat features a tiny wood stove inside, an invigorating outdoor shower (with hot water), and a serene fire pit under the stars. Ideal for nature enthusiasts seeking peace and quiet, yet only 10 minutes from Randolph. Unplug and unwind in this magical hideaway.