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, 194 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

A well-maintained heated pool is surrounded by a spacious patio area, featuring a colorful beach ball floating on the water. A diving board is visible, alongside comfortable seating options for relaxation. The outdoor bar area can be seen in the background.

Home in Jamesville

4.82 out of 5 average rating, 73 reviews

"aPOOLia" 15mins SU/airport/pool open mid May

*6 miles from Syracuse University *9 miles from NYS fairgrounds 10 mi airport 7 guest max, at all times(Oct-may) 10 guest max( May-Sept) No parties! Heated pool,normally opens mid May(closes Oct) Three spacious bedrooms, two with TVs, 85in and 65in. The fully accessible kitchen, equipped with new appliances and utensils, awaits your culinary adventures. Game room in basement. Two spotless full bathrooms add to the convenience Complimentary coffee, creamer, water bottles. EV charger on site.

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, 113 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.

Guest favorite

Home in Richford

4.86 out of 5 average rating, 70 reviews

Finch House & Garden, Richford, Finger Lakes

Beautiful spacious home from the 1860s and perennial garden. Plenty of amenities, and a creek, field, and forest. Close to Ithaca, Cortland, Owego, and Greek Peak. Our back yard connects with over 100 acres of woods with wildlife, views, hiking trails and adjacent Finger Lakes Land Trust preserve. You’ll love the charming rooms, high ceilings, beautiful yard and outdoor spaces. Our house is good for couples, families (with kids), and groups. We recently added a piano and fenced dog yard.

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, 292 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.

Top 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

4.95 out of 5 average rating, 131 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

A vibrant outdoor area features a sparkling blue pool surrounded by lounge chairs and a shaded seating arrangement. Colorful potted flowers are displayed near the pool, while lush greenery provides a serene backdrop. The inviting space is designed for relaxation and enjoyment.

Guesthouse in Fayetteville

4.96 out of 5 average rating, 336 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, 219 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 sparkling pool is surrounded by a stone patio and a wooden fence, with tropical greenery providing a natural backdrop. The house is visible in the background, featuring large windows that reflect the sky, under a partially cloudy atmosphere.

Home in LaFayette

4.95 out of 5 average rating, 250 reviews

The Honeycrisp House at Beak & Skiff

Welcome to The Honeycrisp House. Located directly across from Beak & Skiff Apple Orchard's, this is the perfect house for a weekend get away in the country. Situated in the middle of Beak & Skiff Apple Orchard's, the house sits atop the highest point in Onondaga County. The living room boasts a million dollar view that showcases the true beauty of apple country.

Superhost

The exterior of a two-story home is framed by lush greenery, showcasing large floor-to-ceiling windows that invite natural light. A spacious front yard is bordered by decorative landscaping. A covered balcony extends from the upper level, offering an outdoor space to enjoy the serene surroundings.

Home in Binghamton

4.71 out of 5 average rating, 7 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.

Guest favorite

Farm stay in Whitney Point

4.94 out of 5 average rating, 82 reviews

Privacy-Country Apartment

We try our best to create a home for travelers and this is perfect for business travelers, couples, small families, LGBTQ friendly, solo travelers. We are very country and have visitors of the animal-type that visit such as turkeys and deer. We have cats and dogs in other areas of the building but not in the apartment.

Top guest favorite

A refreshing outdoor pool is surrounded by lush greenery and tall trees. Comfortable chairs are positioned near the water's edge, offering a serene view of the landscape. The bright sky reflects on the pool's surface, creating a peaceful ambiance.

Guest suite in Hamilton

4.98 out of 5 average rating, 55 reviews

Private Carriage House near Colgate University

A fully renovated, private two-story carriage house with studio-style bedroom and bath, upstairs over your private game room. A shared pool is available for your use. Located on the historical Fan Ling Farm just 1 mile outside of the quaint village of Hamiton, Colgate University in idyllic upstate NY.