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, 189 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

Home in Jamesville

4.82 out of 5 average rating, 66 reviews

"aPOOLia" 15mins SU/Fairgrounds/Airport/Beachskiff

*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 kitchen features cream-colored cabinets and dark hardwood flooring, providing a modern yet rustic feel. A window allows natural light to illuminate the space, while appliances, including a stove, are neatly arranged for convenience. A bar stool is positioned at the counter.

Home in Jamesville

4.94 out of 5 average rating, 16 reviews

Beautiful ranch style home with Hot tub and pool.

Relax with the whole family. Unique continuous Flowing artesian well with ponds and streams. Free range chicken eggs. Goes 90 ft below into a 5000 years old glacier tillage. Hot tub now available. Enjoy nature and a beautiful waterfall. Beautiful and quiet neighborhood. Very much kids friendly. Frogs in ponds. 4 min from Jamesville beach. Entire top floor only. NO SMOKING! Netflix, Apple TV and live tv available. Fully stocked kitchen + bathroom. Ideal for long stays. Free parking. Pool closed.

Guest favorite

A clear blue swimming pool is surrounded by a well-maintained grassy area. Tall trees provide shade in the background, and a wooden shed is visible near the poolside, contributing to the serene outdoor setting.

Guest suite in Spencer

4.9 out of 5 average rating, 30 reviews

Serene Countryside Getaway in Spencer, NY w/ Pool!

Welcome to our charming countryside retreat in Spencer, New York! Our spacious one-bedroom apartment offers a cozy and open living space, complete with a full-sized kitchen and comfortable bedroom. Plus, guests can enjoy a refreshing swim in our seasonal pool while taking in the beautiful views of the surrounding hills. With nearby attractions like Ithaca and Watkins Glen, there's plenty to explore during your stay. Book now and experience the perfect blend of comfort and peace at our Airbnb!

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, 334 reviews

Spectacular Private Guesthouse: HTub & Heated Pool

Pool now closed until May 2025 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

Home in Richford

4.85 out of 5 average rating, 67 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.

Guest favorite

A serene natural pool is surrounded by lush greenery, with clear turquoise water hosting koi fish. Wooden lounge chairs are positioned nearby, offering a comfortable spot to relax and enjoy the tranquil views of the surrounding landscape and the rustic cabins in the distance.

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 consistantly 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

The image showcases a tranquil pond surrounded by vibrant autumn foliage. A canoe and paddleboat rest on the water's surface. A carpet of fallen leaves covers the grassy area nearby, with trees framing the scene in the background.

Cabin in Lisle

4.95 out of 5 average rating, 285 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 circular swimming pool is surrounded by a wooden deck, featuring blue umbrellas offering shade. Lawn and greenery are visible beyond the pool area, creating an inviting outdoor space. A white railing borders the deck, providing a cheerful and functional atmosphere.

Apartment in Auburn

4.94 out of 5 average rating, 118 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

4.92 out of 5 average rating, 106 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 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

4.88 out of 5 average rating, 90 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!!!!

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, 147 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!