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

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.

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.

Remote new log home, gorgeous view, fully loaded.
Enjoy our remote, easily accessible, immaculate log cabin, set in nature on 109 acres. Pond, woods, and trails; with high speed internet and smart TV! Sleeps 6 with two bedrooms and a queen size sofa bed. Fully equipped kitchen, including a full-sized refrigerator, microwave, Keurig coffee maker, pots and pans, utensils and many other amenities. Views from every room! Explore our trails, use our meditation yurt when available in season, find peace in nature! In the heart of the ski corridor!

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.

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.

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, fridge, grill, washer dryer, hot plate. Moments to restaurants. 1 queen, twin over full bunk.

Two bedroom. Separate entrance.
Please be advised that during winter months you may need to walk up Winterberry lane and our driveway if you do not have an AWD vehicle with good snow tires. Two bedroom apartment in the heart of Vermont. Snowmobile trail located off lane. Snowshoe, hike, or mountain bike from the door. Quiet private location with separate entrance and parking onsite. Ramp to access apartment, with stair free access. Pond, views and located in the center of the state, a great place to start!

Cozy cabin retreat
Escape to a cozy, romantic cottage tucked beside a gently flowing stream—where you’ll fall asleep to the sound of water just outside your window and wake to quiet Vermont mornings. Set in a secluded valley in central Vermont, the cottage offers a peaceful, nature-immersed stay with access to open land, trails, and dark, star-filled skies. Whether you're here to unplug, explore, or simply slow down, this is a place that invites you to settle in.

Riverside Cottage, Campanoosuc North
Located in a stunning setting bordering the Ompompanoosuc River, two bedrooms with loft, simple, yet cozy furnishings with nice art, comfortable beds, porch, and wood stove make this the perfect respite from the fast paced world. Located in the heart of adjacent quintessential New England villages (Thetford, South Strafford, and Norwich), nearby restaurants, horse country, bicycling activities make this location a gem.

Scandinavian design Cabin hiking trail + hot tub
Welcome to our charming cabin nestled in the heart of the woods, where comfort meets tranquility. This 400 sq. ft retreat is bathed in natural light, boasting high-quality appliances, strong WiFi and thoughtfully curated design furniture to ensure a cozy and memorable stay. Relax in our private Goodland wood burning hot tub. Goodland wood burning hot tub is available 365 days a year. EV charger level 2 available.
Popular amenities for Orange County holiday rentals
Other great holiday rentals in Orange County

Valley View Escape

Macintosh Hill Farm

Off Grid Romantic Cabin near Sugarbush ski resort

The Pond Cottage at Taplin Hill Farm

Cozy Cabin Studio

Private Barn On a Hilltop in Fairlee, Vermont

Cozy yurt with woodstove on serene Vermont farm

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





