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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Guest favorite

Home in Ithaca

4.96 out of 5 average rating, 198 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.

Superhost

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

4.78 out of 5 average rating, 76 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, 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.

Guest favorite

The exterior of a cabin-like house is presented, showcasing a wooden structure surrounded by lush greenery and colorful flower beds. The building features multiple levels and a variety of architectural elements, highlighted by tall trees in the background against a clear blue sky.

Cottage in Homer

4.92 out of 5 average rating, 13 reviews

South Skaneateles, Secluded Cottage

Relax and enjoy the 2000 SF house with 3 bedrooms, 2 baths. There are 45 forested acres, 3 ponds, one has a private beach, miles of walking trails & amazing views of the surrounding hills. And its just 2 miles south of Skaneateles Lake. The cabin-like, unique & secluded house has a small stone dipping pool, right next to the sauna on the side deck. The back patio has a large farm-style table tucked under a natural wood pergola covered in vines for great outdoor eating with friends & family

Superhost

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

4.83 out of 5 average rating, 12 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. Pool now open for the season! Please no glass in the pool area. Disposable cups will be provided. Unwind on the riverbank with waterfront views, enjoy evenings by the fire pit, or explore nearby attractions like hiking, fishing, and mountain biking. We are very pet friendly! Bring your doggos. Check out times and rules strictly enforced.

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, 293 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

4.94 out of 5 average rating, 136 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.

Superhost

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

4.92 out of 5 average rating, 116 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!

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, 340 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.

Superhost

A fenced-in pool area is featured in the foreground, surrounded by a well-maintained lawn. In the background, a spacious cedar log home with multi-pane windows and a large deck is visible, nestled among trees under a clear blue sky.

Home in DeRuyter

4.89 out of 5 average rating, 96 reviews

Paradise getaway log home with pool

A restful, peaceful, tranquil, fun, spacious, Post & Beam Cedar Log Home experience awaits you, family and friends. We now have new living room furniture, two bathrooms with showers and a 1/2 bath along with a 16x30 deck! Also, as of summer 2018, we have a better lakefront that's bigger, more private and has wildlife galore for you nature lovers. In 2019, we installed a 18x36 pool ready to go WEATHER PERMITTING by Memorial Day weekend!!!!

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, 220 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

4.82 out of 5 average rating, 152 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!