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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Guest favorite

Guesthouse in Corinth

5 out of 5 average rating, 138 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

Rental unit in Williamstown

4.96 out of 5 average rating, 156 reviews

Garden Getaway

Second floor, 2 bedroom apt above a garage located in Williamstown VT, four miles from I-89. We live on sight. 9 miles from Norwich University. 8 miles from Barre the Granite capital of the world. 12 miles from the Bar Hill Distillery in Montpelier the capital of Vermont. 23 miles from from Waterbury home of Ben & Jerry's and Green Mountain Coffee Roasters. 13 miles from Braggs Farm Sugar House and Gifts & Morse Farm Maple Sugarworks. We are located between Killington and Sugarbush.

Guest favorite

Cabin in Roxbury

4.98 out of 5 average rating, 220 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.

Guest favorite

Rental unit in Williamstown

4.93 out of 5 average rating, 104 reviews

Cozy/Private, close to hospital, i-89

Relax in Central Vermont. Easy access to hike/ski/tour Private apartment, sleeps up to 5, peaceful area, beautiful views, close to VAST trails 5 minutes from I-89, 15 minutes to Norwich University, 50 minutes to burlington, 45 minutes to ski areas, 5 minutes to Rock of Ages, 10 min to Central VT Hosp. Private entrance/bath/living space, deck overlooking trees/mtns/sliding, microwave, mini fridge, grill, washer dryer, hot plate. Moments to restaurants. 1 queen, twin over full bunk.

Guest favorite

Cabin in Randolph

4.94 out of 5 average rating, 237 reviews

Secluded Log Home on 109 Acre Natural Wonderland!

Enjoy our remote, easily accessible, immaculate new log house, 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 ski corridor. Explore the trails, and the meditation yurt when available!

Guest favorite

Cabin in Rochester

4.95 out of 5 average rating, 437 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.

Guest favorite

Cabin in Vershire

5 out of 5 average rating, 215 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.

Guest favorite

Rental unit in Randolph

4.99 out of 5 average rating, 195 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

Farm stay in Washington

4.97 out of 5 average rating, 116 reviews

Private Tiny brookside Cabin on Budding Homestead

Step away from it all into the quiet mountains of old Vermont where you'll find our tiny cabin nestled on the banks of our brook. Sway in the hammock by the private fire pit or head inside to curl up on the couch and revel in a sublime, uninterrupted view of the forest. This space beckons you back to simplicity, where you can breath deeply and let your soul smile.

Guest favorite

Loft in Corinth

4.97 out of 5 average rating, 186 reviews

Garden Retreat

Located in Central Vermont our studio apartment for two is surrounded by gardens with its own patio. Due to Covid precautions, we are only accepting FULLY VACCINATED guests, at this time. We are located north of Dartmouth College, near Barre/ Montpelier and close enough for day trips to the White Mountains, major ski areas and fly fishing.

Guest favorite

Guesthouse in Fairlee

4.95 out of 5 average rating, 215 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.

Guest favorite

Cabin in Orford

4.96 out of 5 average rating, 139 reviews

Sunday Mountain Surprise

A rustic surprise tucked on the side of Sunday Mountain. Close to Mt Cube, the Appalachian Trail, Connecticut River boat launch, Rumney Rocks Climbing, Dartmouth College in Hanover, NH & lakes Morey & Fairlee in VT..Sunday Mtn Surprise is easily accessible to both the Upper Valley and the White Mountains.