Holiday rentals with a pool in Skaneateles

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Skaneateles

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Top Guest favourite

A remodeled country home is situated amidst lush greenery, featuring a gravel driveway leading up to the house. A silver metal roof covers the attached garage, while a camper is parked beside the garage. Trees provide natural shade around the property.

Home in Ithaca

4.96 out of 5 average rating, 223 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.

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Superhost

A two-story home features a welcoming front porch, adorned with seasonal decorations. A bold red door stands prominently against the light-colored siding. The driveway is paved and leads to a spacious two-car garage, while well-maintained landscaping complements the entrance.

Home in Clay

4.88 out of 5 average rating, 237 reviews

Beautiful House in the Best Area to Stay!

Be ready to be amazed this fully renovated luxury home truly has it all plus more. A beautiful heated pool ,hot tub in a private backyard with a lots of privacy. Enjoy a game of pool a full size pool table or watch a movie on the 85 inch Sony ultra hd tv with sound system. Sit back and relax on the movie style automatic leather recliners while the gas fireplace sets the mood Cook yourself a feast with a fully stocked kitchen with everything you could possibly need including a coffee bar.

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Guest favourite

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, 121 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.

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Top Guest favourite

The exterior showcases a modern wooden facade with large windows that invite natural light. A landscaped area with gravel and wooden fencing creates a welcoming entrance, framed by tall trees against a clear blue sky.

Home in Ithaca

5 out of 5 average rating, 108 reviews

Downtown Ithaca New Build – Award-Winning Stay

Welcome to our beautifully designed, freshly built ADU—a 2024 Pride of Ownership Award recipient! This one-of-a-kind downtown retreat is perfect for visiting families, couples, and professionals seeking an authentic Ithacan getaway. Enjoy inviting living spaces, a well-appointed kitchen, and a private outdoor area to unwind. Nestled in a convenient location, you are moments away from parks, restaurants, universities, and local attractions. City of Ithaca STR Permit Number STR-25-1

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Top Guest favourite

Apartment in Auburn

4.95 out of 5 average rating, 185 reviews

Elegant Historic Suite — Balcony & Fireplace

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.

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Guest favourite

An aerial view of a black two-story house is presented, surrounded by colorful autumn foliage and scenic hills. A fenced pool area is visible in the foreground, complemented by wooden deck space. The landscape extends into the distance, showcasing the tranquility of the countryside.

Home in LaFayette

4.92 out of 5 average rating, 131 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!

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Top Guest favourite

A spacious wooden deck is presented, featuring a circular above-ground pool surrounded by greenery. A shaded area is provided by a red umbrella over a dining table. Soft evening light filters through the trees, enhancing the serene outdoor space.

Apartment in Seneca Falls

5 out of 5 average rating, 144 reviews

Luxury lakefront apartment - and a private pool!

This new apartment on Cayuga Lake is in the middle of New York's famous Finger Lakes. Seneca Falls is a quaint, quiet community surrounded by dozens of wineries, trails, parks, boating, fishing and more - a vacation paradise, and home to the National Women's Hall of Fame. Huge private balcony overlooks the lake. Private pool, deck and grill. 2 bedrooms, full tiled bath, huge modern kitchen, hi-def TVs in living room and bedrooms, high speed Wi-Fi for all your streaming services.

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Guest favourite

A bright living area features a spacious gray sofa paired with a comfortable armchair. A decorative coffee table sits atop a light area rug, and a wall-mounted TV is visible opposite the seating. Natural light fills the room through large windows, enhancing the wood flooring.

Home in Elmira

4.94 out of 5 average rating, 193 reviews

Comfy Ranch House with Pool 3BR/2BA

Welcome to our cozy Upstate NY retreat! Perfect for traveling workers or family vacations, this newly renovated 3-bedroom, 2-bathroom house offers a comfortable stay. It features a stocked kitchen, laundry room, and spacious, furnished rooms. In the summer, enjoy our 24-foot round pool with a deck and lounge chairs. The backyard has a 5-burner gas grill, a gliding bench, and an outdoor table with a retractable umbrella, ideal for dining and relaxing. Book now for a great stay!

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Top Guest favourite

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, 356 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 (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.***

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Top Guest favourite

The exterior of a two-story white house is framed by lush green trees and manicured lawns. The front porch features white railings, while large windows reflect the sunlight, enhancing the inviting appearance of the home. A sense of spaciousness is conveyed by the surrounding open area.

Home in Fairport

4.99 out of 5 average rating, 201 reviews

Esten-Wahl Farm - Historic Landmark Victorian Home

The farm is 30 acres of pasture, woods and a stream - peaceful, yet within a bike ride to the village of Fairport and the Erie Canal. There is a small cottage hidden behind the historic barn where we live and care for the animals on the farm. Our guests' privacy is paramount and the farm is yours to wander and enjoy (including the pool and tennis court) as you wish! The pool is open May 15th through September 15th.

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Guest favourite

Cabin in Hannibal

4.98 out of 5 average rating, 128 reviews

Quirky, Rustic Lodge in the Woods

Our rustic lodge sits on 29 scenic acres in upstate NY, featuring high ceilings, antique farm pieces, and taxidermy throughout. Enjoy a stocked pond, trails, wildlife, gardens, hot tub, pool, pool table, ping-pong, piano, darts, and more. Need more space? Message us to add on A-Frame cabins to sleep up to 10. Events and parties larger than 10 are allowed by permission only—message us for details.

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Top Guest favourite

A well-appointed sleeping area features a queen-sized bed with a white comforter. A flat-screen television is mounted on the wall opposite the bed. Two bedside lamps provide soft lighting. A comfortable armchair sits in the corner, while a window allows natural light to enter.

Apartment in Montour Falls

4.99 out of 5 average rating, 108 reviews

Turner Park Suite

Relax in this charming, peaceful suite that is conveniently located to all the action in the Montour Falls/Watkins Glen area! Walk into town to see the historic downtown businesses, drive just three-miles to enjoy the Village of Watkins Glen, or attend Watkins Glen International just five minutes up the road! Are you ready to enjoy the Finger Lakes? Book your stay with us!

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