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, 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.

Superhost

Home in Jamesville

4.78 out of 5 average rating, 27 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

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.

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, 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.

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, 144 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 aerial view captures the spacious lake house set against vibrant green trees in autumn hues. A fenced heated pool glistens beside a fire pit surrounded by blue chairs. The property is framed by natural landscaping, showcasing both outdoor leisure spaces and the inviting residence.

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 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, 345 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

An indoor heated pool is surrounded by large glass doors, allowing natural light to fill the space. The ceiling features a wooden design, while lounge chairs and seating areas provide comfort for relaxation. The serene pool water reflects the inviting environment.

Cabin in Homer

4.86 out of 5 average rating, 63 reviews

Log Cabin w/ Private Indoor Pool-Hot Tub-Firepit

🏊 Private indoor heated pool and hot tub open 24/7/365 🏡 Scandinavian Log Cab 5 bedrooms, 3.5 baths, perfect for 16 guests 🌳 104 private acres, with on-site nature trails 🌄 Gorgeous mountain views! 🔥Firepit for the perfect evenings 🎱 Game rooms with pool table and card table 🐕 pet friendly (must be house trained) ✅ No neighbors 🎯Minutes to several Finger Lakes attractions A perfect setting for a serene and relaxing stay all year round!

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, 229 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

4.81 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 favorite

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

4.88 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

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, 260 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.