Holiday rentals in Orange County

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!

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.

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.

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.

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.

Fairytale cabin at The Wild Farm

Lay in bed and look out the huge picture window at the farm. You might see cats climbing trees, hummingbirds, snowflakes falling, lightning storms and many more beautiful moments. 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!

Valley View Escape

Our split level, has basic mini fridge, for cooking: microwave, toaster oven, coffee maker, electric tea pot, and grill outside. Our finished basement guest suite is on a country road, 4 miles from Interstate 89. 4 miles from MacDonalds 2miles from two country stores 6 miles from regional hospital Grazing cattle, and horses nearby. Working 600 acre farm borders our property. Silloway Maple Sugarhouse within walking or bicycling distance.

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.