Vacation rentals with a pool in Vermont

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Vermont

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

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Guest favorite

Home in Granville

4.95 out of 5 average rating, 107 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.

G$39,956 GYD per night

Guest favorite

Apartment in Newport

4.99 out of 5 average rating, 127 reviews

The House of the Setting Sun, Private Apartment

The House of the Setting Sun is a great place to rest, relax & re-energize. Located in a family friendly neighborhood, while still within walking distance to restaurants & close to downtown Newport. The apt has its own dedicated WiFi, easy for working remotely. Downstairs is a room with a ping pong/pool table. You will have your own deck, where you can sit & enjoy a cup of coffee to begin your day or unwind with a glass of wine as the sun sets. Hosts on site and ready to assist if needed.

Oct 9 – 16

G$22,411 GYD per night

Guest favorite

Cabin in Roxbury

4.98 out of 5 average rating, 120 reviews

Cozy cabin retreat

Find peace, quiet, privacy, and fast high-speed internet at this cabin in Vermont's central hills. The cozy, wood cabin overlooks a small stream and beautiful, rolling meadows. Explore the 26 acres on private forest trails, meadow paths, and surrounding dirt roads. We are close to Montpelier, Northfield, Norwich University, the Mad River Valley, and Randolph. Come for foliage, skiing, mountain biking, or relaxing. (45 minutes to Sugarbush base lodge, 1 hour to Stowe and Killington.)

Apr 5 – 12

G$29,155 GYD per night

Guest favorite

Cottage in Newfane

4.99 out of 5 average rating, 176 reviews

Cozy Vermont Antique Sugar House with Fireplace

Enjoy a peaceful and unique stay at this beautiful 1796 Sugar House. Luxury bedding, cozy fireplace, soaring timbers to a cathedral ceiling make this a special place. There is a Queen size bed on the main floor and twin beds in the sleeping loft accessible by a ladder. Try some of our wonderful local restaurants and shops. Lots of hiking trails to explore. Winter sports all around, or just enjoy some hot chocolate, a fire, and a good book. You are sure to enjoy the “Sugar House”.

Jan 25 – Feb 1

G$32,439 GYD per night

Guest favorite

Condo in Stowe

4.92 out of 5 average rating, 106 reviews

Totally stunning condo minutes to everything Stowe

Experience the best of Stowe at this newly-remodeled condo! Expansive mountain views, immaculate decor, and one of the most convenient locations in town will help you get the most from your vacation. You can walk to restaurants, breweries, and the Rec Path in minutes, or stay home and enjoy coffee on the deck while watching the sun rise over the mountains. Amenities in the condo complex include a hot tub, indoor pool (open year round), and outdoor tennis courts.

May 9 – 16

G$37,059 GYD per night

Guest favorite

Apartment in Clarendon

4.92 out of 5 average rating, 133 reviews

Vermont Horse Farm

Enjoy a morning cup of coffee on the patio overlooking the horse pastures or an evening by a fire under the gazebo with a fire pit on this idyllic Vermont horse farm with glorious views. Close to many activities, such as hiking, skiing and swimming. Scenic retreat on a family owned and working farm. Here we have horses, donkey, chickens, goats, and of course our dogs and cats. There is a short hiking trail with beautiful views and a picnic table by the stream.

May 8 – 15

G$20,710 GYD per night

Guest favorite

Yurt in Randolph

4.96 out of 5 average rating, 386 reviews

4 Season Lower Yurt Stay on VT Homestead

We are located in the hills of central VT, close to good hiking, skiing and swimming. Our homestead is based in 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. No cleaning fee! This is one of three listings at our place. We can accommodate groups of six by booking: 4 season Lower Yurt Stay on VT Small Farm and Tiny house on VT homestead.

Mar 7 – 14

G$14,365 GYD per night

Guest favorite

Condo in Killington

4.81 out of 5 average rating, 140 reviews

1BR Modern Condo @ Whiffletree Ground Fl Walkout

PRIME BASE AREA LOCATION THE HOME → King Beautyrest mattress → Coffee/Tea/Cocoa Bar → Nintendo Wii + Games → Fully Equipped & Stainless Kitchen → Fast Wifi SKI IN / SHUTTLE OUT (2022: Winter Only; Weekends only) → Shuttle to Snowshed/K1 → Ski home on a gorgeous quiet ski home trail OFF SEASON → World Class hiking & biking on Killington Mountain OFF THE MOUNTAIN → Breweries → Antique Malls → Golf Courses → Quechee Gorge → Disk Golf → Llamas Petting

May 10 – 17

G$18,637 GYD per night

Guest favorite

Condo in Killington

4.87 out of 5 average rating, 149 reviews

⛷☃️Close to lifts. Rustic. Mountain Green Resort🏂❄️…

This rustic Mountain Green Resort condo offers easy access to ski/mtn bike lifts with resort style amenities. Features include 4K Smart TVs, High speed WiFi, private balcony with mountain views, board games, and full kitchen. On-site health spa including pool, sauna, hot tub, gym, masseuse. Restaurants and nightlife are minutes down the road. Restaurant/bar and ski/rental shop also within resort. Free shuttle to lifts available during ski season.

May 16 – 23

G$29,845 GYD per night

Guest favorite

Barn in Newfane

4.97 out of 5 average rating, 124 reviews

Beautiful rustic woods and fields retreat.

Within the Fritz Conference Center, tucked into the beauty of the Vermont Countryside, is this charming apartment. Part of a renovated 19th century barn it is the perfect getaway. It sits on over 33 acres of fields, woods, apple orchard and Mountain View’s. 2 miles from historic Newfane Vermont, you are able to enjoy privacy, while close to the many attractions of the area. We are also dog friendly. There is an extra fee of $80 per trip per dog

Jun 10 – 17

G$28,943 GYD per night

Guest favorite

Apartment in Monkton

4.99 out of 5 average rating, 107 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 great day trips to the Mad River Valley & Stowe. Visit local breweries & wineries, farms & apple orchards, hikes and Lake Champlain.

Jun 15 – 22

G$31,777 GYD per night

Guest favorite

Guest suite in Jericho

4.98 out of 5 average rating, 126 reviews

Serenity Now! 30 min from Burlington or Stowe!

This space is attached to main home, however has its own private entrance. With beautiful views of Mount Mansfield right outside your door. We have some walking paths on and close to our property. Mount Mansfield is minutes away and Burlington & Stowe only 30 minutes. Jericho also offer shopping for all ages near by. Dining and grocery within minutes also helps for a relaxing time away.

Aug 9 – 16

G$35,837 GYD per night