Holiday rentals in Waitsfield

Go Skiing or Hiking from an Enchanting, Light-Filled Home

Wake up in a bedroom steeped in woodsy charm via exposed wood beams, a timeworn wooden dresser, and a driftwood-framed mirror. Rustic-chic touches in a cozy living room unite with a kitchen’s modern flourishes forging a radiant, lived-in atmosphere. This first floor apartment of a two unit 1830 farmhouse can be rented on its own or with the upstairs unit. Booked as just the first floor, it is completely secluded with its own private entrance. ALL NEW cozy, designer decorated, original VT farmhouse entire first floor apartment. King bed that can be split into twins and a full bed. Full kitchen, living room and bathroom. 3 acres, swimming hole, wifi, cable, TV, laundry. Very easy to get to towns and skiing. IMPORTANT NOTE: A/C window unit in kitchen living area only. MOST places in the area (except the main resort) DO NOT have A/C. It seldom gets past low 80s usually in the 70s and there is a wonderful breeze. There are free standing fans if needed as well. * Upper unit can be rented as well or whole house can be rented. (Title of listing: 1830 Farm House 2ND FLOOR APT.) No shared space except yard and driveway 3 acres, swimming hole, wifi, cable, TV, fire pit, charcoal grill, laundry. Very easy to get to towns and skiing. Text or email anytime. I will contact you via airbnb messaging or texting. Let me know when you Check in and check out and if you have any questions or concerns. Otherwise enjoy! * We live in NYC, but have caretakers up there for any in person issues. Always contact us asap if anything comes up! The house is set on 3 acres of secluded land. Sugarbush Resort and Mad River Glen’s respective ski slopes are within a 10-minute drive away. In the summer, walk to the private swimming hole behind the home or hike the trails at Mt Ellen. There are cabs you can call if need be. PEAK WEEKENDS/HOLIDAYS = Higher Nightly rate. New Years Eve week, MLK, Presidents' Day and fall foliage weekends (last weekend of sept and 1st and 2nd weekend in oct. ), Fourth of July, Memorial Day weekend and Labor Day weekend)

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.

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.

Waterbury Center Guest Bedroom - 244 Howard

The guestroom room has a separate entrance located off a covered, back porch with a small table and chairs for summer use. There is adjustable heat and cool air from the wall mounted air-source, heat pump. The little kitchen alcove is convenient for coffee or tea or a light meal (toaster oven, single induction “hot” plate, water heater) We live in a historic building. Our neighborhood is very close to Rte 100. Waterbury village and Stowe are nearby too with skiing, hiking and biking.

Neighboring the oldest Covered Bridge in VT!

This beautiful apartment is located the second floor of Bridge Street's most popular Historical's Building, neighboring the Covered Bridge with views of the Mad River. The setting is gorgeous, the apartment is immaculate and charming. LOCATION! LOCATION! LOCATION! Central to most all wedding venues in the Mad River Valley, 15 mins. to Sugarbush & Mad River Glen Ski Resorts, endless hiking trails, Mt. biking, kayaking, golfing, swimming and fishing right outside your back door.

The Spring Hill House

Escape to a haven of natural beauty and tranquility at The Spring Hill House. Our unique bow roof home offers breathtaking views of Camel’s Hump and the majestic Green Mountains, the perfect setting for a rejuvenating getaway. Despite being removed from the hustle and bustle of city life, The Spring Hill House is still centrally located, providing easy access to some of Vermont's most popular destinations. Please note: We have a firm no kids policy due to the open loft and stairs.

Another Day in Paradise at Sugarbush Mountain

Steps to Sugarbush Mountain in Warren, Vermont. This a one bedroom, one bath condo located in Center Village on Sugarbush Mountain. Pull out sofa is also available in the main living room. Perfect for skiing, snow shoeing, mountain biking & hiking. Condo is walking distance to chairlift. Short drive to Warren Falls, Mad River Glen, Mount Ellen and many delicious restaurants. The condo is within walking distance (5 minutes) to Clay Brook Hotel, where many weddings are held.

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!

Modern 2BR (K&Q beds). Views! Minutes town!

Come for a quiet retreat in the beautiful woods of the Mad River Valley! Year-around beauty and convenience. Nestled against the 3000-acre state forest, secluded, yet only 3 miles to shops & restaurants in Waitsfield, and 5 to 6 miles to the ski resorts (Sugarbush & Mad River Glen). Sliding on the snow, hiking, biking, swimming... outdoor opportunities abound! This 2 BR guest suite offers a cozy sanctuary for your Vermont getaways! ( Find us on 1nstagram! @maplewoodsvt )

Luxury Glass Tiny House - Mountain View + Hot Tub

Immerse yourself in nature at Vermont's most unique Airbnb, located in the heart of the Green Mountains. This upscale mirrored glass house was built in Estonia and combines Scandinavian design with jaw-dropping Vermont views for an unforgettable experience. You'll return home feeling rejuvenated after relaxing in a hot tub overlooking Sugarbush Mountain or waking up with a panorama of Blueberry Lake at your feet. *One of Airbnb’s Most Wish-listed Stays of 2023*

The Nest Studio

Off a quiet dirt road set up in the mountains, The Nest Studio is a bright and cozy space. Great for couples, the studio has a queen bed with an additional small twin pull out sofa, best for a little one. The newly remodeled Moretown studio is close to skiing, mountain biking, hiking and several wedding venues. Coffee and tea is provided. The Nest has a full kitchen, washer, dryer, and tiled shower. Secure bike storage and bike wash are present on the property

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!