Vacation rentals with a hot tub in Orange County

Romantic Treehouse- AC, PVT Hot tub, 20 Min to KLT

This unique treehouse was built by me with my own two hands during the pandemic. The architect styled design is one of a kind with huge windows and custom bathroom/kitchen. My grandparents once owned and operated a dairy farm on the land. I want to share the treehouse and surrounding area with my guests. Located on the historic Rt 100 ski highway with easy access to Killington/Pico (20 min), Sugarbush (40 min) & Okemo (45 min). Private salt water hot tub directly under treehouse, new in 2026!

Hot tub · Bathroom · Getting around

Lower Yurt Stay on VT Homestead

We are located in the hills of central VT, close to hiking, skiing and swimming. Disconnect to reconnect! Our homestead is based on permaculture landscape design. Unwind in the traditional Finnish Sauna, relax by the living pool, or kick back in an Adirondack chair looking out at the hills of VT. We have an ideal environment for digital detox. This is one of three listings at our place. We can accommodate groups of six by booking: Lower Yurt Stay on VT homestead and Tiny house on VT homestead

Outdoor spaces · Bathroom · Getting around

Luxury Tiny Home + Hot Tub VT

Escape to the hills of Sharon, VT in this completely private, custom-designed luxury tiny home. Enjoy a 5-person hot tub, custom tile shower, full kitchen, propane grill, and outdoor seating with natural stone patio and custom stone wall. Includes central A/C, heated toilet seat, full-size washer & dryer, fiber internet, standby generator, hardwood hickory and Vermont slate flooring. Just 5 mins to Vermont Law School and near ski resorts, hiking, maple farms, covered bridges, and scenic drives.

Outdoor spaces · Bathroom · Biking

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.

Hot tub · Outdoor spaces · Grill

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.

Hot tub · Bathroom · Getting around

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.

Hot tub · Outdoor spaces · Comfort

Barn Hollow Farm

Enjoy relaxing in this unique family farmhouse. Situated on a 25-acres this home is a step back in time. Built in 1815 in Nova Scotia, this home was meticulously rebuilt on this tranquil spot in Vermont. Showcased in Early American Life magazine this is a one-of-a-kind home. Updated with modern amenities, like a chef's kitchen, AC, radiant floor heating & hot tub, it still holds historical charm. 20 minutes from Saskadena Six ski resort, 27 miles from Killington & 7 miles from Woodstock.

Outdoor spaces · Bathroom · Kitchen

Macintosh Hill Farm

Originally built in 1817 by the Macintosh Family, our family farm is steeped in historical beauty. Nestled in the hills of Bethel, we live in an area rich with skilled farmers, shepherds, cheese makers, and artists. We make apple cider from our orchard, raise chickens, make maple syrup, and grow produce for our family. Our home is surrounded by far reaching views, big skies and lush countryside. Each booking gets privacy & exclusivity, making our farm your perfect retreat.

Outdoor spaces · Bathroom · Quiet

White Mtn with VT Views HotTub, Fire Pit&Game Room

Escape to the White Mountains with stunning views over Vermont just 11 minutes off I-91. This cozy 3 bedroom 2 full bath home with showers features a game room high ceilings and big windows filled with natural light. Enjoy the private hot tub fire pit and wood stove. The driveway is somewhat shared and parking is limited to 5 cars. Note Another short term rental is on the same lot separated by two garages with both homes remaining private. Pet friendly with a flat fee.

Hot tub · Amenities · Hospitality

RZEKA Cottage: Riverfront home in the Green mts.

Welcome to Rzeka Cottage! Enjoy a stylish experience at this riverfront home in the Green Mountains. Centrally located near multiple mountains including Killington, Pico, Whaleback & Okemo. After hitting the slopes, unwind in the hot tub with tranquil sounds of the river in the background. Explore the fish hatchery, neighboring towns, Silver Lake in Barnard, endless hiking trails and more. Whether you’re looking for relaxation or adventure, you’re sure to find it here.

Outdoor spaces · Bathroom · Hospitality

Town’s End, a Private Retreat with Mountain Views

Welcome to Town's End, a retreat for nature lovers. Named after my father, Townsend, this custom built, six bedroom, three bath home is at the end of a private drive with mountains on one side, fields on the other, and woods behind. Enjoy the tranquility of our 260 acre estate situated between the Green Mountain and White Mountain National Forests. Town’s End will provide you with vast, open spaces indoors and out, immersing you in a nature’s paradise.

Outdoor spaces · Bathroom · Grill

Scandinavian design Chalet hiking trail + hot tub

This bright, well-designed Scandinavian-style chalet is the perfect cozy retreat. Nestled in the woods on a plot of 20+ acres, it offers scenic views and a private hiking trail leading to beautiful vistas, transforming into a winter wonderland for skiing adventures, a summer paradise for outdoor relaxation, and a vibrant canvas for leaf peeping during Vermont's stunning fall foliage season. Goodland wood burning hot tub is available 365 days a year.

Hot tub · Outdoor spaces · Solo travel