Vacation rentals in Orange County

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Top-rated vacation rentals in Orange County

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Top guest favorite

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, 143 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!

Top guest favorite

A unique house constructed from reclaimed wood features a distinctive round shape and a metal roof. The natural stone fireplace is visible on one side, while large windows allow for ample light and views of the surrounding greenery.

Home in Tunbridge

4.98 out of 5 average rating, 404 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 quaint cabin with a red metal roof is situated beside a tranquil pond, surrounded by lush greenery. Yellow flowers bloom along the cabin's base, enhancing the natural setting. Large windows provide views of the peaceful surroundings, reflecting the cozy atmosphere of the idyllic location.

Cabin in Washington

4.96 out of 5 average rating, 190 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.

Guest favorite

A herd of Scottish Highland cows grazes in a lush green pasture, framed by a backdrop of rolling hills and scattered trees. The vibrant brown fur of the cows contrasts with the bright blue sky, featuring soft, white clouds.

Cabin in Corinth

4.96 out of 5 average rating, 123 reviews

Cabin Hill at Taplin Hill Farm in Corinth, Vermont

Amazing White Mountain views on the peak of the farm. Private cozy cabin, perfect romantic vacation get-away ideal for writers and artists or like the owners – nomads looking to nature to inspire creativity and relaxation. One room cabin with full bathroom, kitchenette and BBQ grill sits high on a ridge, known as Cabin Hill. Expansive views of the White Mountains seen from large windows and deck. Outfitted with tasteful linens and bath amenities. Furry friends are welcome - NO Pet fees!!!

Guest favorite

A warm wooden cabin is set against an autumn backdrop, with vibrant orange and yellow foliage surrounding it. Steps lead to a pair of French doors, inviting guests inside, while a smaller structure sits nearby, complementing the serene natural setting.

Farm stay in Topsham

4.98 out of 5 average rating, 370 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 spacious living area features a light grey sectional sofa with cozy throw pillows. Natural light floods in through large glass doors that open to the yard, while a modern ceiling fan hangs above. A rug defines the seating arrangement, and simple decor adds warmth.

Cabin in Rochester

4.95 out of 5 average rating, 481 reviews

Black haus: a hip, cool house hidden in a forest.

You’ll love our place because of the high ceilings, the rural location, the coziness and its sense of place in nature. Our place is great for couples and solo adventurers who enjoy their privacy, who want to get away from it all but be close enough to a more 'country-urban' vibe. There is a deck for sunning, quite a large front and back yard. A great kitchen for meals at home, a forest to explore and miles of trails to mountain bike or hike.

Top guest favorite

A well-appointed kitchen is showcased with wooden cabinetry in soft blue and rustic tones. A farmhouse sink sits beneath large windows, while a wooden dining table is set for two. Vintage-inspired light fixtures add warmth to the inviting space.

Barn in Corinth

4.98 out of 5 average rating, 126 reviews

Scenic Barn Loft on Private Vermont Estate

Scenic, private, and beautifully crafted, this 1,200 sq ft barn loft sits atop our 140-acre Vermont farm estate with stunning views, artisan finishes, and total comfort. Two bedrooms, two baths, a chef’s kitchen, and a cozy gas stove and A/C make it perfect for couples or families year-round. Wander rolling pastures, hike forest trails, sled in winter, or stargaze in silence—this is a countryside retreat designed to restore and inspire.

Top guest favorite

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, 243 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

The exterior of a historic farmhouse features a blend of brick and white siding. The structure is surrounded by green grass and mature trees. A private entrance is visible, along with a seating area with chairs. The roof showcases a modern metal design, enhancing the traditional architecture.

Apartment in Randolph

4.99 out of 5 average rating, 212 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 kitchen area features a central island with seating, surrounded by dark cabinetry and stainless-steel appliances. Exposed wooden beams and a sloped ceiling create an airy atmosphere. A dining area is visible in the background, adorned with a wooden table and comfortable chairs.

Loft in Randolph

4.94 out of 5 average rating, 101 reviews

Stylish factory-farmhouse deluxe loft

Welcome to our historic, newly renovated loft-style home. 3,ooo square feet of peace and quiet, it spreads out the entire 2nd floor of an early 20th century former creamery. On the White River, in the East Valley, it is an inspired Vermont hide-away; It's a cozy space for two, yet large enough for your entire family or ski group.

Guest favorite

A comfortable seating area features a fold-down sofa bed beside a small coffee table. Natural light enters through a window with blinds, and a wall-mounted television provides entertainment. The wooden ceiling and wall accents add warmth to the space.

Tiny home in Fairlee

4.91 out of 5 average rating, 161 reviews

Private Tiny House Retreat

The Hemlock Tiny House provides a cozy place to stay in wooded Vermont. You have the Tiny House to yourself, along with a private patio. Must be able to climb ladder to access lofted bed. No kitchen. Well-behaved animals allowed 1 Queen-sized lofted bed 1 Fold-down sofa bed (good for someone who can sleep anywhere or child)

Top guest favorite

The open living space features wooden walls and a cozy decor. A queen bed is paired with a single camp bed, while a comfortable seating area includes two leather chairs. A kitchenette and bookshelves line the wall, enhancing the cabin's inviting atmosphere.

Guesthouse in Fairlee

4.95 out of 5 average rating, 232 reviews

Sunshade

Sunshade cabin is a step back in time recalling the golden age of family lake camps in Vermont. Able to accommodate 3. It features one queen bed and one single camp bed. Steps away from Lake Morey and hiking trails. Relax, refresh, recharge and make new memories at a wonderful location in rural Vermont.