Vacation rentals with a pool in Waitsfield

Charming Sugarbush Standalone Condo

Situated on the mountain with a panoramic view, this stand alone condo - ski-on/ski-off (winter) / spectacular vistas (fall) / Mad River fun (summer) / blissful bloom (spring) - will be your home away from home. This spacious, three-floored home is filled with light and great for couples, families, business travelers, or solo adventurers. Friendly property manager, Constancia is able to greet guests and offer recommendations. Please find our cleaning protocol in "Other things to note" section.

Value · Location · Comfort

Private Suite in the Green Mountains

Relax in a country setting, centrally located to Vermont attractions. This private apartment in the trees boasts three beds and a full kitchen. With views of the Green Mountains, you will be a short drive away from quaint towns, skiing, breweries, hiking, and swimming. On the property, enjoy the fresh mountain air, changing leaves, and local flora and fauna. In summer, cool off after a hike or bike in the shared pool. In winter, you're 15 minutes to Mad River Glen and 30 to Sugarbush Ski Resort.

Location · Value · Walkability

Simple 1B condo at the foot of Sugarbush Access Rd

Just refinished! Easy access to all that Sugarbush and the Mad River Valley have to offer. Skiing all day followed up with dinner at the restaurant on site. Or take a hike in the morning, cool off in a nearby swimming hole, and top off the day at a local swimming hole. This small but cozy condo includes a basic kitchen with all you need including a small oven and stove, full fridge, and coffee maker. Mad River Valley / Sugarbush bus stop is walkable. Pool on site is for seasonal use only.

Value · Location · Condition

Convenient Mad River/Sugarbush Condo

Space This cozy condo has a kitchenette for lite cooking (no oven), dishware and utensils. One bedroom with queen size bed and additional sleeping space for one on a sofa located in the living room (or bring your own blow up mattress to sleep more). Bathroom has walk in shower, and essential toiletries. Enjoy seasonal outdoor pool during summertime. Children's swingset outside, and small outdoor deck provided for your enjoyment. Perfect for small families or couples who enjoy the outdoors.

Location · Value · Biking

Private 5BR Mt. view, pool, new hot tub

New to AirBnB, but not new to renting! See reviews of our property on a competitor's site #2421942. A beautiful mountain view, relaxing hot tub, and refreshing pool await you! Our pet-friendly home in the Mad River Valley is: - 10-15 min drive to ski Sugarbush, Mad River Glen, Mt. Ellen, Lareau Farm, Round Barn Inn, hiking trails & waterfalls, - 7 min drive to downtown Waitsfield & Warren - 20 min from Norwich University. The house sleeps 12 - perfect for families or getaways with friends.

Location · Family · Check-in

TWO BEDROOM RENOVATED MOUNTAIN VIEW CONDO

Enjoy all the MRV has to offer in our renovated 2 Bedroom, 1 bath condo at the Bridges Resort. The Resort features two outdoor pools, one indoor pool, hot tub, indoor and outdoor clay and Har-Tru tennis and Pickleball courts, updated fitness center, volleyball, basketball, horseshoes, badminton and children's playground. Tennis lessons and clinics available on site. Both gas and charcoal grills are available. Two Fire pits located just outside outdoor. Plenty of convenient parking.

Family · Value · Hot tub

Spacious 5-bed with hot tub, 12 min to Sugarbush

This cozy, yet spacious 5-bedroom home is the perfect year-round get-a-away for your family or group with all of the amenities - hot tub, pool, indoor fireplace, outdoor fire pit, large yard, outdoor grill, plus a wet bar and wine fridge. A short drive to Sugarbush Lincoln Peak & Mt. Ellen, Mad River, and the many wedding venues around the valley. The home includes spacious living areas with two smart TVs & streaming services, fiber optic wifi, and a desk for your remote work needs.

Family · Location · TV

Powder Hound Condo

Cozy one bedroom condo in the Mad River Valley, Sugarbush Ski resort and Mad River Glen Ski nearby. Walking trails, shops, restaurants and breweries close by. Deco Bar and Restaurant on-site! Waterbury VT is only 30 minutes where you can find Prohibition Pig Brewery, Cabot Factory annex, Ben and Jerrys Ice Cream Factory and many other place to go. Stowe, VT is 45 minutes, Von Trapp family lodge and brewery, Stowe Cider (personal favorite), Alchemist Brewery and Stowe Ski Resort

Location · Family · Comfort

Ski in/out 3 Bedroom/3 Bath Sugarbush

Wonderful ski-on/ski-off location (natural snow needed) with exclusive and convenient access to Sugarbush Resort's Cat's Meow trail. Renovated 3 bedrooms/3 baths - stand alone unit that sleeps 8. Beautiful wood burning fireplace with stacked wood right outside the front door. Enjoy all that winter has to offer in the Mad River Valley from this fantastic home. In the summer there is a shared pool and tennis courts for the entire family.

Family · Location · Hospitality

Autumn Foliage Waitsfield VT Spacious Home w/ Spa

The ideal home for a memorable vacation in Waitsfield, Vermont offers over 3,000 sq ft of well-appointed living space. Only 15 minutes from Sugarbush & Mad River Glen and 1.4 miles from Waitsfield center, this house is perfectly situated for fun in any season. With a new and modern hot tub, fire pit, screened porch, gym, gargage with EV charger, ping pong & more, you'll never be bored! Sleeps 6 guests comfortably in 3 spacious bedrooms.

Value · Family · View

Butternut Condo at Sugarbush

Tucked into a quiet wooded setting just minutes from Sugarbush and Mad River Glen, this charming two-bedroom, two-bath condo at Butternut Hill is the perfect retreat for couples or families looking to enjoy Vermont in every season. Whether you’re here for a romantic ski getaway, a peaceful hiking weekend, or a fun family adventure, this warm and welcoming home offers just the right mix of comfort, privacy, and location.

Location · Family · Check-in

Modern Condo • Walk to Lifts!

Recently renovated modern condo at Sugarbush Resort! Walk to the base lodge and ski back in winter. Nestled in Vermont’s Green Mountains, enjoy year-round adventure: ski, snowshoe, hike, bike, or swim in the Mad River or nearby Blueberry Lake. Steps from Reks and Mutherstuffers, and close to Lawson’s Brewery, Mad Taco, and more. Soak in stunning fall foliage or summer greens—this is your perfect mountain getaway!

Location · Comfort · Parking