Holiday rentals with a hot tub in Orange County

Romantic Treehouse- 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!

The Willard House

Country home among farmland close to Connecticut River btwn the White & Green Mountains. Plenty of beds,trundles,aerobeds & 3 full bathrooms make it great for multiple families. Amenities: Hot Tub,2 Grills,Pizza Oven, 100” projector (HDMI input), Game Room (billiards, ping pong, darts),pinball($1/game),games/puzzles, books, 2 Work Spaces with docking stations, Printer,High Speed WiFi,Fireplace,Outdoor Fire Pit, Lawn Games, Snow sleds, Fishing Gear, Picnic Tables. Short walk to the CT River.

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.

Central VT Studio- Great For Travel Professionals!

Immerse yourself in the stunning Vermont wilderness at this one-of-a-kind vacation rental! Whether you're looking to take a ski retreat to Sugarbush Resort, explore the panoramic White Mountain National Forest, or just escape the busy life for a while, this 1-bath studio at a seasonal, quaint New England campground will be your perfect landing spot. Explore the nearby trails and hike to beautiful views, & enjoy all the VT wildlife right in your back yard. This place will make you feel at home!

VT Views White Mtn Stay Hot Tub Fire Pit Pool Tble

Discover a cozy White Mountains retreat with Vermont views just 11 minutes off I-91. This 2 bedroom 2 full bath home features showers and a relaxing modern bathtub. Enjoy a warm living room with an electric fireplace, pool table, outdoor deck, private hot tub, and fire pit. Perfect for unwinding after a day of adventure. The driveway is somewhat shared and parking is limited to 4 cars. Note Another short term rental is on the same lot separated by two garages with both homes remaining private.

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.

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.

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.

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.

Upper Yurt Stay on VT Homestead

We are located in the hills of central VT, close to good hiking, skiing and swimming. Disconnect to reconnect! Our homestead is based on permaculture landscape design. Relax by the living pool, unwind in the traditional sauna, 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 two listings at our place. We can accommodate groups of six by booking: Lower Yurt Stay on VT and Tiny house on VT homestead

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.

Scandinavian design Chalet w/ private hiking trail

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.