Holiday rentals with a patio in Orange County

The Pond Cottage at Taplin Hill Farm

The Cottage on Mulligan's Pond offers serene living with a farm experience. Guests enjoy a full kitchen, full bath with a walk-in shower, a living area with a glass garage door that opens to a screened porch overlooking the pond, and an upper-level deck to catch some sun or relax with coffee or a cocktail. The upstairs bedroom has a king-sized bed and a built-in work area. Note: Guests are no longer allowed to build a fire in the woodstove seen in the photos due to new insurance restrictions.

Romantic Mountain Getaway

Come enjoy the peacefulness that only living in the mountains can give you, without letting go of every day luxuries. Our place is ideal for romantic getaways with its beautiful and private setting! Lots of things to do in the area as well. The serene Indian Pond is located just down the road and it is ideal for swimming & kayaking in the summer and snowshoeing in the winter. Hike Mt. Moosilauke and enjoy stunning views, or hike Mt. Cube or Smarts Mountain for smaller fun family adventures.

Sunset Chalet - Midcentury Views

Step into the timeless charm of Sunset Chalet, a meticulously renovated midcentury alpine retreat by Brooke and Sean. Indulge in the nostalgic ambiance, sipping cocktails and spinning vinyl records. Set on a private lot with inspiring Western ridgeline views and captivating sunsets. Outside, a spacious deck awaits, accompanied by a dining area, lounge chairs, wood fired hot tub, bocce court, pond, and trails. Escape to this mountain retreat, reconnect with nature, & create cherished memories.

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.

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.

Charming & Peaceful Upper Valley 1BR Retreat

A beautiful one-bedroom apartment in the heart of the Upper Valley. Walkout basement apartment with private entrance and lots of natural light. Full kitchen stocked with all the equipment you need to cook your meals. Sleep comfortably on the queen-sized bed. High-speed internet (100Mbps), Smart TV. Patio with seating area overlooking our pond. Perfect for couples or solo adventurers. Easy driving distance to Hanover, Norwich, Lebanon, Lake Fairlee, Lyme. 1.5 miles to highway 91.

The Milldale Farmhouse

One of The Top Antique Farmhouse Rentals in Vermont! Experience the privacy & jaw dropping landscape of a massive untouched 400 acre farm with a babbling brook and no neighbors in sight. Sleeping 18, This historical farmhouse with updates is hugged by beautifully maintained pastures, a pristine forest and a horse ranch. A welcoming fully equipped quartz counter top kitchen and chic main floor bathroom, comfortable living room w/ a fire place will make you feel at home.

Fully Updated, Quiet & Cozy 1-Bedroom Cabin

Escape To Tuckaway Cottage - This perfect-for-two entire cottage is freshly remodeled, clean, comfortable and centrally located for your New Hampshire and Vermont adventures! All new furnishings and fixtures, a fabulous outdoor fire pit, and a wonderful enclosed porch with patio are just a few highlights. A short drive in any direction offers 4-season outdoor recreation with nearby mountains, lakes and rivers, plus dining, culture, and entertainment options abound.

Gnome Home Mountain Ski Chalet w/Sauna Killington

Mountaintop Chalet perched in the heart of Green Mountains. Enjoy true mountain living all year long 25m to Killington, White River access minutes from home, abundance of hiking trails, and golf courses. Central to Killington, Rochester, & Woodstock. After your adventures, return to a welcoming & comfortable home with beautiful views from every room, multiple decks, new! fireplace, & sauna, and plenty of special touches to help you unwind and relax.

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.

Fred Eddy Farmhouse

Welcome to the newly renovated main house of the Fred Eddy Farmhouse. Spacious two bedroom two bath house with beautiful back porch overlooking hay fields! This is the larger and main side of this duplex farmhouse there is a small apartment attached and does share the outdoor field spaces with each place having their own private back porch area and main entrance!

The Gourmet Cabin at Stitchdown Farm

Take a vacation from your problems in this spacious & cozy cabin on a working flower farm in the mountains. Nestled next to the flower fields and central on our 260 acres of pasture and forest with walking/skiing trails throughout, the Gourmet Cabin is a place to take a break from the bullshit and melt into the Vermontness of it all.