Vacation rentals with a pool in Waitsfield

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Top-rated rentals with a pool in Waitsfield

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favourite
A white farmhouse is set against a clear blue sky, surrounded by lush greenery and large trees. A private pool reflects the house and trees, creating a serene outdoor space. A rustic barn can be seen in the background, indicating the property's charm.
Home in Plainfield
4.82 out of 5 average rating, 137 reviews

Mountain View Farmhouse w/ Orchard, May Flowers

This magical property is Vermont at its finest. Bring the whole family to this idyllic farmhouse with panoramic mountain views, large private pool, apple orchard, flower gardens, fire pit and much more. Be as free as you imagine on 14 private acres of lawn, perennial gardens, fruit trees and lush woods with a meandering stream. Let the kids swim in the pool all day while you read in the shade of old locust trees while taking in one of the best views in Vermont.Find us on insta: @upper_east_eden

Guest favourite
Home in Warren
4.83 out of 5 average rating, 131 reviews

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.

Top guest favourite
A bright and spacious loft area is highlighted by tall windows allowing natural light to illuminate the room. A well-equipped kitchenette is visible, along with a cozy seating arrangement featuring a small table and two chairs, next to a large bed dressed in soft linens.
Guest suite in Starksboro
4.94 out of 5 average rating, 136 reviews

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.

Guest favourite
A custom-made yurt is nestled among lush greenery, surrounded by tall trees. Sunlight filters through the foliage, illuminating the yurt's circular structure and chimney. Wildflowers and grasses frame the foreground, creating a natural, serene setting.
Yurt in Randolph
4.94 out of 5 average rating, 467 reviews

Lower Yurt Stay on VT Homestead

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

Top guest favourite
A townhouse is shown with a light-colored exterior and a sloped roof, surrounded by a grassy area. A tree with bare branches stands in the foreground, contrasting against a clear blue sky, suggesting a peaceful setting.
Townhouse in Stowe
4.98 out of 5 average rating, 267 reviews

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.

Top guest favourite
A dining area is presented with a long wooden table, surrounded by several gray chairs. Two built-in benches with patterned cushions and pillows are positioned along the wall. A round mirror is mounted above the table, reflecting the space's natural light.
Townhouse in Stowe
4.98 out of 5 average rating, 162 reviews

Stowe, Newly Renovated Topnotch Resort Townhouse

Enjoy a top-notch experience at this newly renovated townhouse with free access to outdoor pools and hot tub and fire pit. Located 5 minutes from mountain! Take in all the amazing mountain air :)) For access to spa, indoor hot-tub with waterfall, indoor pool, steam, sauna, Fitness Center and shuttle to the ski resort a day rate of $78 fee is required (maximum of 6 people) additional guests may be added at $25 per day per guest. Also included is first come first serve activity court.

Top guest favourite
Snow-covered grounds are visible, framed by tall evergreen trees. In the background, a mountain slope is partially visible, marked by ski trails. A white fence and signs of winter's chill set the scene, with cloudy skies overhead.
Condo in Warren
4.97 out of 5 average rating, 140 reviews

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.

Top guest favourite
A snow-covered slope is flanked by trees adorned with frost, creating a winter wonderland. Skiers can be seen navigating the path under a sky filled with clouds and sunlight filtering through. The serene atmosphere captures the essence of outdoor winter activities.
Condo in Warren
4.91 out of 5 average rating, 76 reviews

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

Top guest favourite
The entrance features a well-maintained pathway leading to a welcoming porch, flanked by vibrant flower beds. The surrounding greenery includes ornamental trees, creating a serene outdoor setting.
Apartment in Williamstown
4.92 out of 5 average rating, 169 reviews

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.

Top guest favourite
Condo in Stowe
4.97 out of 5 average rating, 235 reviews

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.

Guest favourite
A seasonal outdoor pool is surrounded by a fenced area, featuring lounge chairs and a colorful hammock. Lush green trees provide shade, while sunlight reflects off the clear water. A nearby cottage is visible in the background, adding to the tranquil setting.
Cottage in Stowe
4.77 out of 5 average rating, 265 reviews

Cute Cottage - Poolside - Minutes To Activities

Our cute little cottage has just been fully renovated. Open concept living space with 2 bedroom plus full size futon & 2 bathrooms & laundry. It is located within beautiful multi-acre property with seasonal pool. Ideal for 2 couples or a family. The fireplace is cozy in the winter and the covered porch with swing is great for appreciating the mountain views in the summer. Location couldn’t be better - minutes from slopes, trails and restaurants.

Guest favourite
A cozy living area is highlighted by a flat-screen TV displaying Netflix, positioned above a minimalist fireplace. A tabletop showcases two glasses of red wine beside a wooden platter of assorted cheeses and fruit, complemented by flowers in a vase and flickering candles.
Condo in Warren
4.88 out of 5 average rating, 215 reviews

Ski In/Ski Out with upgrades!

Newly renovated with comfort in mind! Brand new Nectar hybrid Queen mattress in bedroom. Lazy boy sofa w/ queen pullout w/ memory foam topper. Large chair in living room w/ large screen TV,Netflix & other channels. Well stocked kitchen, Wifi,books,movies & board games. Bedroom has tv. Located in Sugarbush Village, many restaurants, & activities,within walking distance. First floor unit with easy access.

Popular amenities for Waitsfield rentals with a pool

Quick stats about vacation rentals with a pool in Waitsfield

  • Total vacation rentals

    Explore 10 vacation rentals in Waitsfield

  • Nightly prices starting at

    Waitsfield vacation rentals start at $164 CAD per night before taxes and fees

  • Verified guest reviews

    Over 380 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space and kid-friendly amenities

  • Wifi availability

    10 of Waitsfield vacation 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!