Vacation rentals with a pool in Cortland County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Cortland County

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

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Top guest favorite

Home in Ithaca

4.96 out of 5 average rating, 206 reviews

Haven Woods, quiet house, minutes to Ithaca w/ AC

"Haven Woods", Quiet country remodeled home on 36 acres, 10 minutes from Cornell University and 12 Minutes from downtown Ithaca and Ithaca College. 5 minutes from Ithaca airport. Many restaurants nearby. 3 bedroom, 2 bath remodeled home, fully equipped kitchen, game room, fields and woods & pond. No neighbors nearby, very quiet and peaceful. Close to nature. Wild turkey, deer, coyotes, fox. Close to state parks and numerous falls and gorges. Finger Lakes Wine Trails. Many hiking trails nearby.

Guest favorite

The entrance to 'The Hobbit House' is framed by lush greenery and features a distinctive wooden door in deep red. The charming exterior showcases a combination of shingled textures, with a shaded porch adorned by a wooden pergola and decorative string lights.

Farm stay in Brooktondale

4.92 out of 5 average rating, 114 reviews

Farmstay Scottland Yard-Hobbit House dogs welcome!

Scottland Yard farm stay, 'The Hobbit House' Come enjoy our little piece of paradise. We are located 10 easy miles from Ithaca NY in the beautiful Finger lakes region! we are less than 1/2 day trips from NYC, NJ, PA, Rochester and Buffalo. We have consistently been Airbnb super host for 6 years! We have seasonal glamps and cabins, but are now offering our favorite little hideaway year round! Enjoy the gentle peaceful flow of life just breathing the sweet air here at Scottland Yard Farm.

Top guest favorite

A gravel driveway leads to a secluded cabin nestled among tall pine trees. Sunlight filters through the branches, casting a warm glow on the landscape. The natural surroundings feature a blend of greenery and autumn foliage, creating a tranquil setting.

Cabin in Lisle

4.95 out of 5 average rating, 299 reviews

Private Cabin and Pond Property

Enjoy our secluded cabin, pond, and picnic area with many acres to roam. Rest comes easy with the privacy and peaceful woodlands that is the setting of our family's newly refurbished vacation space. Up to two Cots available upon request (must bring your own bedding.) Comfortable space for up to 4 guests. Our cozy cabin is the perfect chance to unplug from the busyness of life, equipped with WiFi but very sparse cell reception. WiFi calling feature can be used for important connections.

Superhost

The kitchen features modern cabinetry with a mix of light and dark finishes. Stainless steel appliances include a large gas range, a built-in microwave, and a sleek dishwasher. Glass-front cabinets showcase neatly arranged dishware. A window above the sink allows for natural light.

Home in Jamesville

5 out of 5 average rating, 3 reviews

Peck Hill Estate Near SU

One-of-a-kind luxury home- a relaxing retreat or event venue! This expansive 5-bedroom, 5-bathroom home is your perfect blend of relaxation and adventure, just minutes away from Syracuse University, downtown, picturesque hiking trails, stunning waterfalls, and the best local shopping spots! Step into your private outdoor oasis—featuring a sparkling pool, relaxing hot tub, and an expansive grill and bar area. Perfect for evening cookouts, poolside lounging, and unforgettable moments.

Guest favorite

A spacious bedroom features a large window providing natural light and a view of greenery. A cozy bed is positioned near a decorative fireplace, with calming white walls and minimal decor. A vintage-style dresser sits against the wall, enhancing the room's serene atmosphere.

Apartment in Auburn

4.94 out of 5 average rating, 145 reviews

Heart of Historic Finger Lakes! Fireplace, balcony

Kick back and relax in this calm, stylish space. Perfect for a romantic getaway or work retreat, this recently renovated apartment embodies a fresh boho feel with vintage soul. Enjoy the beautiful view out the large picture window, cooking in the adorable and functional kitchenette, or relaxing in bed by the gas fireplace. Located in Auburn's historic district and a 1-min. drive from Wegmans. From here you can easily access downtown shops, restaurants, and attractions by foot.

Guest favorite

An outdoor space features a heated pool surrounded by a spacious deck and a well-maintained lawn. The pool is bordered by a decorative stone edge, with vibrant autumn foliage visible in the distance, providing a serene backdrop.

Home in LaFayette

4.93 out of 5 average rating, 122 reviews

The Orchard Overlook at Beak & Skiff

The Orchard Overlook is situated in the middle of our 1,000 acre apple orchard. This house truly has it all. Heated pool + new hot tub in addition to a gym, wood burning fire place, a fully renovated bathrooms and kitchen. This is the perfect house to stay at to enjoy everything the country has to offer. Escape from it all, relax and enjoy special time. Or catch a show, go apple picking or enjoy a tasting at Apple Hill. The #1 apple orchard in the country is 3 minutes away!

Superhost

A circular fire pit is surrounded by five blue adirondack chairs, set on a grassy area overlooking the lake. The sky displays a colorful sunset, creating a serene ambiance. The landscape includes trees and homes in the background, enhancing the natural setting.

Home in Marietta

4.83 out of 5 average rating, 30 reviews

Hot Tub *Movie Theater * Lakefront Dock *Views

Experience the best of both worlds at Otisco Overlook. If your family is looking for an amenity filled lake house where you can be together, yet also have your own quiet spaces, your searched has ended. *Hot Tub *Movie Theater *Private dock (kayaks & SUPs provided) *Arcades & Driving game *Heated inground pool (open May-Sept) *Firepit overlooking the lake THINGS TO DO *15 mins to Skaneateles *Many Waterfall hikes *Breweries & great restaurants *Dogs Welcome!

Guest favorite

A large heated pool is surrounded by colorful lounge chairs and umbrellas, offering a relaxing outdoor space. Lush greenery and blooming flowers frame the area, creating a natural ambiance. The pool area is set against a backdrop of trees, enhancing the privacy and tranquility.

Guesthouse in Fayetteville

4.96 out of 5 average rating, 346 reviews

Spectacular Private Guesthouse: HTub & Heated Pool

Spectacular guesthouse with deck, hot tub heated pool in a charming Village. Guesthouse has one bedroom, living area, fully equipped kitchen, and full bath. The living room overlooks the pool and gardens. Also includes garage parking with garage remote. Non smokers only please (total non-smoking home of any kind) Guests staying must be 25 or older. No pets or service animals. Granted exemption from Airbnb due to host's allergies . No visitors, please.

Guest favorite

A serene swimming pool is surrounded by a stone patio, with lounge chairs positioned nearby. Lush greenery provides a natural border around the pool area. A pot of red flowers adds a touch of color to the scene, completing the inviting outdoor space.

Apartment in Ithaca

4.9 out of 5 average rating, 231 reviews

Private apartment with full kitchen (dog friendly)

This apartment is located in the basement of a family home. It is a self-contained private unit with a separate entrance, full kitchen, bathroom with shower and washer/dryer and a living space. The property is fenced and has a pool for use in the summer and a pond with fish to feed. Friendly dogs are welcome (the owners have a friendly beagle-basset who loves to meet other dogs). Please note that we have ducks who free range in the yard.

Superhost

A swimming pool is surrounded by a paved patio, featuring a diving board and a set of steps leading into the water. The pool is framed by green trees and a wooden fence, creating a secluded atmosphere.

Home in Marathon

4.81 out of 5 average rating, 154 reviews

GORGEous Serenity

This spacious home is located just 10 mins from downtown Cortland, 8 mins from Greek Peak Mountain Resort, 25 mins from Cornell University, 30 mins from Ithaca and 35 mins from Syracuse in a quiet and friendly neighborhood with gorgeous trails in Hoxie Gorge State Forest just down the road. This home is perfect for team stays, graduations, wedding parties, and anyone looking for a peaceful getaway!

Guest favorite

A modern trailer is positioned beside a serene river, surrounded by lush greenery. A cozy outdoor seating area with two chairs is set on a stone patio, while a small fire pit nestles nearby. Sunlight filters through the trees, enhancing the tranquil setting.

Camper/RV in Cortland

4.88 out of 5 average rating, 16 reviews

Riverfront Getaway

Escape to our cozy, modern trailer nestled on the banks of a serene river. This charming getaway offers the perfect blend of tranquility and adventure. Unwind on the riverbank with waterfront views, enjoy evenings by the fire pit, or explore nearby attractions like hiking, fishing, and mountain biking. Pamphlet guide includes host's recommendations for sights and restaurants close to town.

Guest favorite

Home in Binghamton

4.9 out of 5 average rating, 20 reviews

Luxurious 3Bdrm with indoor heated Pool year round

Escape to Serenity: A Private Hilltop Oasis! Tucked away in a secluded cul-de-sac, just minutes from Binghamton's main attractions, this one-of-a-kind property offers the ultimate retreat for those seeking tranquility and natural beauty. Enjoy year-round access to the heated indoor pool, perfect for relaxation and entertainment.