
Holiday rentals with a pool in Waitsfield
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Waitsfield
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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.

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.

2 Bedroom condo at The Bridges!
Vermont's four season recreation destination, located just moments from Sugarbush's Lincoln Peak and just minutes from all that the Mad River Valley has to offer. The Bridges offers indoor/outdoor swimming pools, indoor/outdoor tennis courts, hot tub, sauna, playground and a full fitness center. All these are free to use during your stay! In the winter, grab the shuttle to the mountain just steps from your door. Come and see all that makes this place so special! Hot tub currently unavailable.

Stowe 3BR Townhouse-Excellent location & amenities
Our townhouse is located just off the Mountain Road, between the picturesque village of Stowe and Mount Mansfield. On site amenities include indoor & outdoor pool, hot tub, sauna, tennis courts and game room. XC and alpine skiing, hiking, mt. biking, golf, and many cultural events are at your fingertips. We are just 200 yds. from the Bike Path, on the bus route to the Mountain, and within walking distance to fabulous restaurants. Come and enjoy the many special events Stowe has to offer.

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.

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

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

Cozy/Private, close to hospital, i-89
Relax in Central Vermont. Easy access to hike/ski/tour Private apartment, sleeps up to 5, peaceful area, beautiful views, close to VAST trails 5 minutes from I-89, 15 minutes to Norwich University, 50 minutes to burlington, 45 minutes to ski areas, 5 minutes to Rock of Ages, 10 min to Central VT Hosp. Private entrance/bath/living space, deck overlooking trees/mtns/sliding, microwave, fridge, grill, washer dryer, hot plate. Moments to restaurants. 1 queen, twin over full bunk.

Cozy VT Getaway, Heated Pool, 3mi Stowe Mtn, WiFi
The Notchbrook Nook is nestled at the top of Notchbrook road in a group of condos that overlook beautiful views and is only minutes from Stowe Mountain Resort. The pool is open for summer months until Labor Day & reopens in late November for ski season. The Matterhorn restaurant sits at the bottom of the road and is a must experience Aprés spot. You are literally less than 10 mins from the slopes & downtown restaurants/shops. The condo and Notchbrook property are NON-smoking.

Lakeside Ski Cabin Hot Tub & Private Beach ~ UVM
⛱️ 🍺🍕🎣🏊♀️ Private beach Attached guesthouse (beach 3 blocks away), hot tub ), heated swimming pool (open May-early September), walk to fishing, boating, dog friendly beaches, public tennis, volleyball, bocce ball courts bike paths picnic areas,& a diverse selection of top-rated restaurants and breweries. Relax and make the most of the amenities! Self check-in, safe parking, easy access to the Colchester Causeway and all of Burlington . A perfect getaway!

Stowe, Topnotch Resort-Best Mt & Luxury in Vermont
This beautiful Resort Condo is located in the award-winning, Top Notch Resort & Spa. Our spacious 2-bedroom, 2-bathroom condo is only 1 mile away from Stowe Mt. Resort while offering privacy and room to spread out on the resort’s 120 acres. It is perfect for families or couples. We are proud of our stellar reviews and competitive pricing. Newly updated, our home is ready for your perfect vacation! Enhanced Cleaning protocols in place!

Bridges 77 at Sugarbush
Enjoy the perfect four-season getaway at this well-equipped, resort-style condo at The Bridges in Warren, Vermont. Steps from Sugarbush, this 2BR unit offers cozy comfort and access to top-notch amenities including indoor/outdoor pools, hot tub, sauna, fitness center, fire pits, and tennis courts. Ideal for skiers, hikers, or families, with shuttle access, a fireplace, private laundry, and a peaceful deck.
Popular amenities for Waitsfield rentals with a pool
House rentals with a pool

Sylvan Hideaway - Lower Village - Game Room

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

Winter Wonderful Waitsfield Spacious VT Home w/Spa

Mott House, South Hero Vermont

Lakeside Bungalow ~ Pool | Hot Tub | Beach

Ski-In from Slopes | Sugarbush Home w/ Fireplace

The Vista: 12 min to Stowe, Pool, Theater, Hot Tub

EPIC Stowe Getaway - Great For Families & Friends
Apartment rentals with a pool

Stowe 1 BR at Topnotch Resort Next to Heated Pool

Smuggler’s Base Flat @ Nordland

Lovely 3-BR Stonybrook Townhouse With Mtn Views

Clean, Modern 2 BR Condo Nr. Mtn Rd

Convenient Mad River/Sugarbush Condo with WIFI

Ski-In Ski-Out Toll House Lift

Sunny One Bedroom Ski On/Off Condo-Warren, VT

The Bridges Resort - Near Lincoln Peak Base
Other holiday rentals with a pool

World-Class Villa @ Trapp & Stowe

2BR mountainside condo with views & seasonal pool

Entire condo on Access Road to Sugarbush

Mountainside Condo at Sugarbush, Vt

Professionally Managed Ski Gem

Welcoming 2BR Mountainview | Deck | Pool

Ski, Hike & Bike Basecamp Condo

Treetops & sun; hot tub, pool & tennis; 1 BR condo
Quick stats about holiday rentals with a pool in Waitsfield

Total holiday rentals
Explore 10 holiday rentals in Waitsfield

Nightly prices starting at
Waitsfield holiday rentals start at £82 per night before taxes and fees

Verified guest reviews
Over 370 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Wifi availability
10 of Waitsfield holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Waitsfield rentals

4.9 Average rating
Waitsfield stays are highly rated by guests – averaging 4.9 out of 5!
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- Sugarbush Resort
- Killington Resort
- Pico Mountain Ski Resort
- Bolton Valley Resort
- Fort Ticonderoga
- Stowe Mountain Resort
- Montshire Museum of Science
- ECHO, Leahy Center for Lake Champlain
- Dartmouth College
- University of Vermont
- Shelburne Museum
- Middlebury College
- Boyden Valley Winery & Spirits
- Shelburne Vineyard
- Warren Falls
- Waterfront Park
- Lake Champlain Chocolates
- Kingdom Trails
- Snow Farm Vineyard & Winery
- Fairbanks Museum & Planetarium
- Camp Plymouth State Park
- Quechee Gorge
- Elmore State Park




