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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Top guest favorite
The exterior of the cottage features a warm wood facade with red accents. Large windows allow natural light to fill the interior. A spacious deck is visible, equipped with a grill and outdoor seating, providing a comfortable area to enjoy nature.
Home in Granville
4.96 out of 5 average rating, 150 reviews

Epic Views of the Green Mountains

Luxurious bohemian style overlooking one of the most epic views in the Green Mountains. Surrounded by 25,000 acres of National Forest and complete seclusion, yet just a short ride from several towns. Spacious, immaculate, modern home with rustic beams and gorgeous wood floors. Each of the three bedrooms (and baths!) have a wonderful view. The master bedroom is massive and has sweeping views out over the Battell Wilderness and the Long Trail. The front of the cottage is a wall of windows overlooking a beautiful pond and the Green Mountain National Forest. No light pollution. No noise except for the tree frogs and the sound of the White River rushing over the rocks far below in the hollow. It's worth mentioning that Breadloaf Mountain Cottage was a gift that I am grateful for. I still can't believe that I am so lucky to be able to enjoy it frequently. Please understand that those sweeping, epic views you see all around you when you are there, come at a price. Being perched atop a mountain in the wilderness has obvious benefits, but due to frequently changing weather, access and utilties are sometimes a bit more tricky than something in town. Please be prepared to be patient with the weather and the WIFI. While my internet is as good as anywhere in Vermont, it is a rural network and is likely more quirky than urban or suburban utilities. I have a 20mbps service. Breadloaf Mountain Cottage is at the top of a ridge that runs parallel to scenic Route 100. It sits at about 1600 feet above sea level. While completely secluded, it is just 1.3 mile to the Granville Store, and just a few minutes more to Hancock, Rochester and Warren. You could spend weeks just exploring the hiking, biking, swimming and fishing opportunities right from the property! Breadloaf Mountain Cottage is located on Forest Road 55, just off scenic Route 100. While it is easily accessible year round, a 4X4 or AWD vehicle is highly recommended in snow and mud. Quality AT or snow rated tires are a must in the winter. This is true generally in Vermont. Come prepared.

Guest favorite
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
4.83 out of 5 average rating, 127 reviews

Mountain View Farmhouse w/ Orchard White Christmas

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

Top guest favorite
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, 114 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.

Top guest favorite
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, 134 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 favorite
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, 155 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.

Guest favorite
Condo in Stowe
4.96 out of 5 average rating, 223 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.

Top guest favorite
A vibrant garden surrounds a pool area, featuring blooming tulips and a variety of colorful flowers. A patio umbrella provides shade over seating near the pool, with scenic views of rolling hills and distant mountains visible in the background.
Apartment in Monkton
4.98 out of 5 average rating, 129 reviews

Spacious Private Apartment w/ Green Mountain Views

Guests enjoy views of Camel's Hump & the Green Mountains and beautiful farmland to the East. This space is great for couples & solo adventurers. My home was built in 1810 & the Guest Studio was added onto the house in 1980. Conveniently located midway between Middlebury & Burlington, also a great home-base to take a day trip to the Stowe & the Mad River Valley. Much to explore- visit local farms & apple orchards, great hikes and Lake Champlain, breweries and wineries.

Guest favorite
A tiny house stands surrounded by greenery under a clear blue sky. A bright green door contrasts with the wooden exterior, while colorful prayer flags add a cheerful touch. A front porch features a rocking chair and a small table with chairs, inviting outdoor relaxation.
Tiny home in Randolph
4.87 out of 5 average rating, 224 reviews

Tiny House on Vermont 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 three listings at our place. We can accommodate groups of six by booking: Lower Yurt Stay and Upper Yurt on VT Homestead

Top guest favorite
A spacious living room features a cozy gas fireplace and a large flat-screen TV mounted above a wooden mantel. Natural light floods in through a window, complemented by sheer white curtains. A wooden dining table with high chairs and a comfortable gray armchair complete the inviting space.
Condo in Stowe
4.97 out of 5 average rating, 116 reviews

Home Run condo near Toll House base

Newly renovated 1 bedroom condo, Located at Toll House base area in the Original Lodge building near Stowe Mountain Resort. Ski-in/out access in the winter (weather dependent with a 5-min flat ski to the Toll House Lift). Swimming pool, tennis courts and hiking trails in the summer. This cozy one bedroom condo comes with a fully equipped kitchen, living room with gas fireplace, washer & dryer, and private ski storage outside of the unit.

Guest favorite
A charming cabin entrance is framed by lush green trees. A wooden ramp leads from the gravel pathway to the front porch, where dark seating is arranged. A vibrant patterned blanket drapes over a chair, adding a welcoming touch to the space.
Cabin in Warren
4.87 out of 5 average rating, 276 reviews

Ski Patrol Cabin -Pets, Shared Hot Tub & Lap Pool

This cabin is located at the bottom of Sugarbush Resort at Lincoln Peak. Situated on 3 acres, this gorgeous cabin offers a charming and extremely cozy place to come enjoy all the Mad River Valley has to offer. On the premises is an 8 person hot tub, access to the Sugarbush Golf course, and only a 1 minute drive to Sugarbush Resort. Come relax at Ski Patrol year round for the epitome of the Vermont experience.

Guest favorite
The living area features a light-colored sofa, two armchairs, and a coffee table with a decorative tray. A large window offers natural light and leads to the balcony. A patterned area rug anchors the space, alongside a cozy electric fireplace set into the wall.
Condo in Warren
4.86 out of 5 average rating, 103 reviews

Sugarbush Mountainside Retreat - Ski in Ski out

Cozy and conveniently situated in the heart of Sugarbush Village, this recently renovated condo is a top floor end unit with views of the green mountains from every room. Regardless of the season you plan on visiting, this space is a perfect home base for all the Mad River Valley has to offer.

Superhost
The exterior of Stowe Mountain Lodge is showcased against a backdrop of snow-covered slopes. Surrounding buildings blend into the winter landscape, with ski trails visible on the hillside. The scene is framed by scattered trees, enhancing the natural mountain setting.
Condo in Stowe
4.8 out of 5 average rating, 221 reviews

Ski in/out Condo @ The Lodge at Spruce Peak

This privately owned studio resides in the luxurious Stowe Mountain Lodge which is steps from the ski slopes and golf courses. This luxury lodge offers year-round mountain convenience for any outdoor lover and those looking for a little Green Mountain pampering, including a world class spa.

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 ﺩ.ﺇ404 per night before taxes and fees

  • Verified guest reviews

    Over 350 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Wi-Fi availability

    10 of Waitsfield vacation rentals include wi-fi 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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