
Holiday rentals in Orange County
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Top-rated holiday rentals in Orange County
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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!!

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!

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, pots & pans, utensils and many other amenities. Screened in porch. Views everywhere! In the heart of the ski corridor. Explore the trails, and the meditation yurt when available!

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.

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.

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.

Garden Retreat, Lake Fairlee, Dartmouth & Ski-way
Set in a lovely 3 acre garden setting, our Airbnb is 1/4 mile from the lake and 23 minutes from Dartmouth College or the Ski-way. This private, comfortable apartment is built onto our house with its own entrance, hardwood floors, radiant heat, large windows, full kitchen and bath, & gorgeous garden views. The wrap around loft has 3 generous semi-private sleeping areas with 2 queens + 1 twin. A queen futon is downstairs. Rental includes pass to Treasure Island Recreation area & beach: 1.5 mi..

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.

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.

Charming & Secluded Log Cabin on 50 Acres
10 minutes off the interstate, come enjoy our cozy green mountain log cabin with views of the white mountains on 50 acres of land Hiking? Searching for covered bridges? Skiing? We are an hour from most major resorts Snowmobiling? We have trails everywhere! Or maybe your just looking to unwind with the family and reset the battery. This is your place!! Head down to the bottom of the mountain to the charming little village of Bradford check out the beautiful waterfall or hit the shoppes

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.

Private Guest Suite on 155 Acre Royalton Town Farm
1 Bed, 1 Bath apartment attached to historic farm house. This cozy space is the perfect spot for a weekend getaway or a long family vacation on a historic Vermont Farm. Equipped with all the linens and dishes you will need. Close to I-89 and 30 minutes of Ski Resorts like Saskadena Six. Property of 155 acres has trails, sledding hills and our farm animals you can enjoy. Check our reviews, you won't be disappointed!
Popular amenities for Orange County holiday rentals
Other great holiday rentals in Orange County

Captain Tom's Cabin - Secluded Vermont Getaway

Secluded Paradise on the Connecticut River, VT

Bradford VT apt | I-91 access + Wi-Fi + parking

The Sunrise

Country Farm Cottage

Sunday Mountain Surprise

Adorable 2 bedroom farmhouse apartment

Charming & Peaceful Upper Valley 1BR Retreat
Destinations to explore
- Flat rentals Orange County
- Rentals with a kayak Orange County
- Bed and breakfasts Orange County
- Farm stay rentals Orange County
- Rentals with a hot tub Orange County
- Private suite rentals Orange County
- Rentals with a fireplace Orange County
- Family-friendly rentals Orange County
- Rentals with a firepit Orange County
- Pet-friendly rentals Orange County
- Rentals with a patio Orange County
- Rentals with breakfast Orange County
- Rentals with outdoor seating Orange County
- Rentals with a washing machine and dryer Orange County
- Cabin rentals Orange County
- Rentals with lake access Orange County
- Okemo Mountain Resort
- Sugarbush Resort
- Squam Lake
- Killington Resort
- Loon Mountain Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Tenney Mountain Resort
- Franconia Notch State Park
- Cannon Mountain Ski Resort
- Ragged Mountain Resort
- Waterville Valley Resort
- Fox Run Golf Club
- Ice Castles
- Stowe Mountain Resort
- Montshire Museum of Science
- Dartmouth College
- Mount Sunapee Resort
- Shelburne Museum
- Squam Lakes Natural Science Center
- Middlebury College
- Stinson Lake
- Plymouth State University
- Warren Falls




