Holiday houses in Waitsfield

Casa Rio Loco!

This charming guest cottage affords well appointed privacy while being centrally located in convenient proximity to all the activities the Mad River Valley has to offer. Nestled along a quiet oxbow of our namesake waterway, if you have come for the winter sports you will be a 5/7 minute drive to the Sugarbush base areas, and 10 minutes will bring you to Mad River Glen ("ski it if you can"). Explore the towns of Waitsfield and Warren Village in less than 5... Snowshoeing? Walk out the front door!

Charming and Centrally Located Waitsfield Home.

Ten acres with lovely views in the heart of the Mad River Valley. Post and Beam - open floor plan. Conveniently located, through the covered bridge, less then 2 miles from shops and restaurants in the center of Waitsfield village. Easy access to Mad River Glen, Sugarbush, numerous nordic centers, golf courses, mountain biking trails, hiking and the Mad River for swimming and fishing. Close to numerous wedding venues including our neighbors the Round Barn Inn. Owners quarters are attached.

4-Season Treehouse @ Bliss Ridge; Best Views in VT

Insulated, thermostat control! LUXURY! 1-of-a-kind, 5⭐️Interior bathroom, @Bliss Ridge - 88acre, OG farm, private estate surrounded by 1000s acre of wilderness. NEW SAUNA& cold plunge!!! Our 2 architectural wonders = real treehouses, built withIN the living trees, not stilted cabins. Fabulous “Jotul” fireplace, indoor hot shower / plumbing, fresh mtn spring water, stable access ramp. Our original treehouse, "The Bird’s Nest" is open May-Oct. WiFi avail at the barn! Cell svc works! No pets.

Mid century modern gem with views of Sugarbush

Wake up to stunning views of Sugarbush in this “Flat Roof A-Frame". Four bedrooms, a sleeping loft, three bathrooms, two living rooms, a dining room, a newly renovated kitchen, a desk area with wifi, two decks (one w/gas grill), and a laundry room/game room provide plenty of space for family gatherings. Located 3 minutes from town. Not suitable for small children/toddlers or guests with mobility issues. During summer we are only renting out 6+ night rentals with changeovers on Friday.

Ridge House with Mountain Views

This large 5 bed 3 bath luxury log home with lovely views of the green mountains is one of a kind. The 16 acre property sits at the end of a private road in the Mad River Valley, with a great central location just minutes away from all local attractions. Highlights include the luxurious kitchen and dining area, a lovely master bedroom with spacious en-suite and the great room with floor to ceiling windows, a custom stone fireplace and a large deck which runs the entire length of the home

Historic District Overlooking the Mad River Studio

This beautiful apartment is located the second floor of Bridge Street's most popular building, neighboring the Covered Bridge with views of the Mad River. The setting is gorgeous, the apartment is immaculate and charming. 15 minutes from Sugarbush and Mad River Glen Ski Resorts, endless hiking trails, Mt. biking, kayaking, golfing, swimming, fishing and walking distance to Lawson's Finest Liquids Brewing Company. Please check out our reviews as they have been nothing but positive!

Bald Hill Mountain, Renovated Retreat

Experience the peaceful charm of Mad River Valley living in a quiet rural setting surrounded by trees, fields, and fresh mountain air, this home offers the perfect escape for families, couples, and friends looking to relax and recharge. Thoughtfully updated for comfort and convenience, the home features a newly renovated kitchen with modern appliances and renovated bathrooms. Large windows fill the home with natural light and showcase the beauty of the surrounding countryside.

River Views | Sauna | Pvt Swimming Hole | Shuttle

Mid-century architectural retreat suspended above the rushing Clay Brook, where floor-to-ceiling glass frames the river, the sound of moving water fills the home & a gas fireplace glows at the center. Your own private swimming hole with crystal clear emerald water, private red cedar sauna. Gather around the fire pit after a swim or a ski. 4 bedrooms across 2 wings, screened-in porch, expansive lawn for games & sledding. Fiber internet, central A/C. On the Sugarbush access road.

Sunny Retreat, Mountain Views on 4 Private Acres

Incredible views from this fantastic house set on 4 acres central to all activities in the Valley - hiking, biking, skiing, fun at the river. A mile to downtown Waitsfield for groceries, shopping, etc. The house gets tremendous sun and all rooms have an exceptional view of the mountains and the valley, which are spectacular year round. The kitchen has everything you need for cooking, and there’s also a gas grill. Spend the day out exploring and then relax on the deck!

Secluded Mad River Valley Cabin: Centrally Located

Discover a private Vermont retreat in the heart of the Mad River Valley. Shielded in the pines, our well-appointed cabin offers a quiet escape within a scenic 25-minute drive to Sugarbush and Mad River Glen. It’s an ideal base for skiing, hiking, swimming holes or fly fishing the nearby Mad River. After a day of adventure, enjoy local dining or cook a gourmet meal in our chef’s kitchen. Perfect for those seeking both outdoor thrills and total relaxation. Follow @mrvstays

Single-Level Home • Trails, River & Family Fun

Wake up to a mountain air in this new 3BR/2BA retreat—your cozy base near 3 ski resorts, trails, and famous attractions. Spend the day on the slopes, then warm up by cooking in the sleek kitchen or relaxing with a movie and craft beer. WiFi and a workspace make it easy to mix work and play. Though the neighborhood is under construction, our well-insulated home stays peaceful inside for the perfect snowy getaway. Take the time to slow down in this perfect Vermont base.

von Trapp Farmstead Little House

Come stay in the beautiful Mad River Valley! Our guest house named the Little House is surrounded by forest and 3.5 miles from the town of Waitsfield. Located on the North East corner of our farmland you'll find yourself less than a mile from our Farm Store where you can stock up on our organic cheeses, yogurts, and meats or beer, wine, and other provisions from over 40 local producers. Enjoy a quiet vacation or a skiing, hiking, biking, or rafting adventure!