Holiday 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 favourite

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 favourite

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 favourite

Guesthouse in Fayetteville

4.96 out of 5 average rating, 346 reviews

Spectacular Private Guesthouse: HTub & Heated Pool

☆☆Pool closed until mid to end of May 2026☆☆ 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 (includes no vaping) on property. Guests staying must be 25 or older. No pets or service animals. Granted exemption from Airbnb due to host's allergies . No visitors, please.

Top Guest favourite

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

Home in Jamesville

4.75 out of 5 average rating, 4 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 favourite

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.

Superhost

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 favourite

Home in DeRuyter

4.89 out of 5 average rating, 100 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 favourite

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

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 favourite

Campervan/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.

Superhost

Home in LaFayette

4.95 out of 5 average rating, 261 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.