Vacation rentals with a pool in Appalachian Mountains

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Appalachian Mountains

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

An outdoor area features a spacious in-ground swimming pool surrounded by a well-maintained lawn. Comfortable lounge chairs are positioned nearby, offering a relaxing space in the shade of lush greenery. Tall trees provide privacy and a natural feel to the setting.

Home in New Paltz

4.98 out of 5 average rating, 496 reviews

midcentury mod * POOL * walk out trail to mohonk

A Frank Lloyd Wright inspired Mid Century Mod w updated amenities, comfy, clean, open concept. Large windows offer big views of flora/fauna and the many birds & wildlife. Mtn views including skytop. short wooded trail just behind house to access Wallkill Valley Rail Trail, from here walk a scenic mile to R2R trail (take to mohonk) Water St. mkt & the ❤️ of New Paltz Village Several outdoor seating areas. THE WHOLE PLACE IS YOURS FULL PRIVATE ACCESS HOUSE, POOL & PROPERTY POOL OPEN 5/1 - 9/30

Guest favorite

The house features contemporary architecture with a mix of wood and stone exteriors, surrounded by lush greenery. A stone pathway leads to a refreshing pool area with sleek lounge chairs positioned nearby. The backdrop showcases expansive mountain views under a partly cloudy sky.

Cabin in Maggie Valley

4.9 out of 5 average rating, 187 reviews

Cataloochee Sky *private spring fed pool & hot tub

This VERY RUSTIC, contemporary home designed by Norwegian architect, Bernardo Rostad, is situated at the foot of the Great Smoky Mountains National Park & adjoins the renowned Cataloochee Ranch. Enjoy spectacular sunrises from the east facing windows perched high above the clouds at 4,700 ft elevation w/ 360 degree views of the Smoky Mountains, located on 25 PRIVATE acres. *See "THE SPACE" description below & confirm that you have read prior to booking request. Reply: I have read "THE SPACE".

Top guest favorite

An outdoor space features a heated pool surrounded by a concrete patio and lawn. A sectional couch and coffee table invite relaxation. A teak dining area is positioned nearby, complemented by a large umbrella for shade. Lush greenery and trees add to the tranquil ambiance.

Guesthouse in Yellow Springs

4.99 out of 5 average rating, 304 reviews

Modern Remodel Steps to Downtown, Glen, & Antioch

Just one block from downtown, Glen Helen Nature Preserve, Antioch College, and the bike trail, this newly remodeled space full of natural light will be the perfect basecamp to explore our quaint village… or to simply do nothing and relax. The Yellow Springs Village Cabin is crisp and clean like a hotel, with space, character, and amenities like a well-appointed home. It’s a quiet, comfortable retreat with easy access to everything YS has to offer. Plus, a year-round hot tub and pool (May-Sep)!

Top guest favorite

Home in New Hope

5 out of 5 average rating, 143 reviews

Charming cottage

Welcome to this over 100 yr young charming cottage located betw New Hope Boro and Peddlers Village. Completely updated and renewed, this stylish open floor plan cutie has all new appliances, offering Bertazonni stove, Pfisher & Pakel fridge &much more! Two generously sized bedrooms on the upper level, full bathroom on first floor. Exquisite views of the professionally landscaped spacious rear yard and in ground pool with lg deck overlooking the grounds & charming paths to guide you thru

Guest favorite

Treehouse in Concord

4.95 out of 5 average rating, 488 reviews

Romantic Treehouse Glamping on 40-Acre Farm

Unplug and unwind in our charming Treehouse glamping retreat, nestled among towering pines on a peaceful 40-acre farm. The perfect blend of adventure and comfort, this unique stay is designed for couples seeking a fun, romantic escape from everyday life! Relax and reconnect - sip a drink by the fire pit, soak in the hot tub, or take a scenic walk through the property, immersing yourself in nature. Looking to explore? Historic (and charming) Concord and Kannapolis are just minutes away.

Top guest favorite

The pool area features a crystal-clear pool bordered by stone pavers and landscaped greenery. A pool house with large glass doors is visible in the background, accompanied by a defined hot tub and neatly arranged lounge chairs. Surrounding trees and bushes enhance the outdoor setting.

Guesthouse in Monrovia

4.97 out of 5 average rating, 153 reviews

Poolside Paradise in Monrovia, Maryland.

Enjoy your stay in this fabulous pool house located in a quiet neighborhood. Relax poolside during the day and enjoy the outdoor bar and kitchen for cocktails at sunset. Breathtaking views all around. Just 50 minutes from Baltimore and Washington DC and 10 minutes to historic downtown Frederick. Private entrance to backyard with a large green space on the backside of the pool house. We consider ourselves a couples retreat and don’t host gatherings. We look forward to hosting you soon:)

Top guest favorite

The exterior of a modern cabin is displayed, featuring large glass windows and a sleek black facade. A heated pool is visible with a smooth blue surface. Several lounge chairs are arranged around the pool, enhancing the outdoor relaxation space.

Cabin in Red Hook

4.96 out of 5 average rating, 358 reviews

Modern Upstate Cabin, near Rhinebeck NY

[ 🏊🏽‍♂️ Heated pool is open May - October. During the colder months we recommend soaking in our giant freestanding tub, which easily fits two humans.] Welcome to Maitopia - our modern, tiny cabin in the middle of a forest. We offer a fully stocked kitchen, a giant bathtub for two, a floating fireplace for cozy winter moments and a heated pool. Plus, a fenced in yard for your pup to roam! Please note: Because of bad experiences we don’t accept bookings from guests without reviews.

Guest favorite

Home in Woodstock

4.98 out of 5 average rating, 149 reviews

Woodstock Historic Artist Estate- The Museum House

The property is an estate formerly owned by renowned artist Reginald Marsh located within a 10 minute walking distance to the center of the historic town of Woodstock, NY. The 2500sft house is the former Museum House that used to hold Mabel Marsh’s art collection that was later acquired by the Smithsonian Institute. It has been architect gut-renovated into a dramatic living experience surrounded by nature and water. The Pond and Carriage House are at the opposite side of the estate..

Top guest favorite

The inviting pool area features a crystal-clear swimming pool bordered by a stone deck. A shaded table and chairs are positioned beside the pool, with vibrant flowers and a large umbrella enhancing the outdoor space. The cottage can be seen in the background, surrounded by lush trees.

Home in Locust Hill

4.97 out of 5 average rating, 137 reviews

Waterfront Cottage Getaway Pool/Kayaks/Fire Pit

A timeless cottage on a quiet property on the Rappahannock River with charming rose garden, relaxing pool, and quintessentially Virginia feel. Find us on IG @rosehilllcottagerappahannock! Explore nearby towns of Urbanna, White Stone, and Irvington, or stay close to home to enjoy sweeping views, waterfront adirondack chairs, and kayaks — perfect for a cocktail or coffee, or take a dip in the river or pool. With open living spaces and thoughtful decor, this is your waterfront retreat.

Top guest favorite

A charming two-story cottage is set on a lush green lawn, with a clear view of the Chesapeake Bay in the background. The cottage features large windows and a sloped roof, with a small wooden addition on one side, surrounded by well-maintained grass.

Tiny home in Cape Charles

4.98 out of 5 average rating, 321 reviews

The Laughing King Retreat Honeymoon Island Cottage

Honeymoon Island Cottage is an adults-only lodging experience like no other. You and your guest will stay in a charming tiny farmhouse that is located just steps from the Chesapeake Bay on a USDA certified organic farm. Enjoy access to a private saltwater pool, private beach, Chesapeake Bay water access for boating, swimming, paddleboarding, fishing or just soaking, dig for clams, collect wild oysters, or just sit and marvel at the beauty. We look forward to welcoming you.

Top guest favorite

Guesthouse in Stevensville

4.99 out of 5 average rating, 284 reviews

Waterfront Getaway - View of bay from your bed

Enjoy this newly renovated, waterfront private studio apartment with a beautiful view of the Chesapeake Bay. It's a perfect getaway for anyone looking for rest and relaxation amidst a quiet, breath-taking location. Enjoy swimming in the pool, fishing off the point, sitting around an evening gas fire, visiting any of the local sandy beaches, or simply watching stunning sunsets from a private patio. Ample parking, WiFi, TV, boat-ramp access. One pet is welcome.

Top guest favorite

A tree house glows softly at night, adorned with twinkling lights. A wooden pathway leads to the entrance, bordered by green foliage. The structure features large windows that reflect the surrounding ambiance, while fairy lights create a whimsical appeal in the trees above.

Treehouse in Mount Joy

4.98 out of 5 average rating, 109 reviews

Lothlorien Tree House

*PLEASE READ OUR FULL LISTING DETAILS BEFORE BOOKING YOUR STAY* This tree house glamping retreat is for the adventurous at heart...and for Lord of the Rings lovers wanting to experience a little bit of Middle Earth here on our Earth. Head to YouTube and check out our video tour of the tree house and grounds- just search for “Lothlorien Tree House” and it will be the video by Gretchen R.