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, 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

Farm stay in Brooktondale

4.93 out of 5 average rating, 107 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

Guest favorite

Cabin in Lisle

4.95 out of 5 average rating, 274 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.

Guest favorite

Rental unit in Auburn

4.93 out of 5 average rating, 101 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

Home in Marietta

4.83 out of 5 average rating, 18 reviews

HOT TUB* Movie Theater* Arcades* Fire Pit* Dock

*FALL SPECIAL: 3p checkout w/3+ nt stay* Experience the best of both worlds at Otisco Overlook, across the street from the lake with your own hot tub, lakefront dock, & in-ground pool. *Movie Theater *Hot Tub *Heated inground pool (open mid-May-9/30) *Private dock (rent a boat or bring your own; kayaks & SUPs provided) *Arcades & Driving game *Firepit overlooking the lake *15 mins to Skaneateles *Many waterfall hikes *Nearby breweries & great restaurants *Dogs Welcome!

Guest favorite

Guesthouse in Fayetteville

4.96 out of 5 average rating, 330 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-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

Home in Skaneateles

5 out of 5 average rating, 3 reviews

ComfortableColonial:Pool*HouseLakeView*Gym*Deck

Welcome to The Saltbox: A Colonial Pool House by Skaneateles Lake Step into a charming retreat where classic colonial elegance meets modern comfort. Nestled on an acre overlooking the serene Skaneateles Lake, this beautifully renovated Saltbox-style home offers breathtaking lake views and a relaxing escape. Whether you're enjoying a quiet moment in the lake view reading nook or lounging by the saltwater pool, you'll feel right at home in this cozy sanctuary.

Superhost

Home in Jamesville

4.8 out of 5 average rating, 54 reviews

Apulia

*Heated pool( normally closed end of Sept/early October. Three spacious bedrooms, two with TVs, ensure your comfort. 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, and condiments enhance your stay. No more than eight guests, at any given time. EV charger on site

Guest favorite

Rental unit in Ithaca

4.91 out of 5 average rating, 193 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

Home in Marathon

4.82 out of 5 average rating, 142 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

Home in LaFayette

4.95 out of 5 average rating, 244 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.

Guest favorite

Farm stay in Whitney Point

4.94 out of 5 average rating, 81 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.