Holiday rentals with a pool in Yates County

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Yates County

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

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Guest favourite

A spacious hot tub is showcased on the deck, surrounded by wooden walls. Bubbles rise from the warm water, inviting relaxation. The area is adorned with greenery in the background, offering a sense of tranquility.

Home in Penn Yan

5 out of 5 average rating, 11 reviews

3+N Promo | HotTub+Gamerm+Firepit | Dogs+EV OK

Cozy one-level 3 BR/2 BA home (sleeps 6) located on the Keuka Lake Wine Trail & offering views of Keuka Lake. A short drive to Penn Yan Village & public lake access. • Hot Tub (year-round) + In-ground Pool (seasonal - currently closed until Memorial Day 2026) • Deck w/gas grill • Firepit and Seating w/lake views • Gameroom • Putt Putt Golf • Fireplace • EV Charging • Dogs OK (max 2) The perfect place for friends & family to unwind & enjoy the Finger Lakes! <3 us to find us easily next time!

Guest favourite

An aerial view depicts a well-maintained backyard featuring a large in-ground swimming pool surrounded by lounge chairs. A hot tub is situated nearby, with a rustic shed visible in the corner. The spacious grassy area is complemented by a children's swing set and Putt Putt golf course.

Home in Penn Yan

4.95 out of 5 average rating, 37 reviews

3+N Promo | Hot Tub+Gamerm+Movierm+Firepit+Dogs OK

Bring the whole family to Keuka Playhouse, our 5BR/3BA 2-story home on the Keuka Wine Trail w/views of the lake. 💦 Hot Tub (year-round) + In-ground Pool (seasonal - open Memorial - Labor Day) 👨‍🍳 Gas grill 🔥 Outdoor Fire pit + Indoor Fireplace ⛳️ Putt Putt Golf + Gameroom 🎬 Theater Room ⚡️ EV Charging 🐶 Dogs OK (max 2) 🍷 Short drive to Penn Yan Village, public lake access & wineries The perfect place for large groups to unwind & enjoy the Finger Lakes ❤️ us to find us next time

Top guest favourite

An aerial view of a spacious log cabin is captured, showcasing its metal roof and landscaped garden. The surrounding trees and rolling hills create a natural backdrop, while Keuka Lake is visible in the distance, emphasizing the cabin’s scenic location.

Cabin in Keuka Park

5 out of 5 average rating, 62 reviews

Sky House- private sanctuary in the clouds

Float among the clouds at Sky House, where a crackling wood stove and sweeping views of Keuka Lake will leave you feeling at peace and in awe. Sky House is perfect for special celebrations, romantic getaways, personal creative retreats, or a WFH change of scenery. We are located on the Bluff with 20 acres over looking the west side of the lake. Just five minutes from Keuka Lake State Park! We’re so excited to share this slice of heaven with you! *Four wheel drive needed for winter months*

Guest favourite

Home in Hammondsport

4.9 out of 5 average rating, 69 reviews

Modern Lakeside Villa with Pool and Hot Tub

Introducing Esprit Bleu, a newly built and designed lakeside villa vacation home in the heart of Keuka Lake Finger Lakes wine country, situated on 20 private acres of uncut meadow. The home features 3 bedrooms downstairs and an open floor plan upstairs with views of the adjacent vineyard and just a 5 minute drive to Keuka Lake. Pet friendly An inground heated pool May-Oct and hot tub highlight this home that stuns all year. Pets permitted. 5 day minimum July/Aug

Guest favourite

A spacious property is set on a green lawn, bordered by trees with autumn foliage. The house features a sloping roof and a driveway leading towards the lake, which is visible in the background. The landscape showcases a serene view of the waters and surrounding hills.

Villa in Keuka Park

4.87 out of 5 average rating, 135 reviews

Villa Vino - Outstanding 4bd home w/Hot Tub & Pool

Welcome to Villa Vino. Family fun and adventure await at this outstanding home located in a quiet neighborhood perched atop the hills above Keuka Lake. This beautiful and tastefully decorated sanctuary provides the ideal location for your next vacation. Complete with a year-round Hot Tub & seasonal in-ground pool, billiard table and firepit. The whole group will be comfortable in this spacious and unique space. Conveniently located next door to Esperanza Mansion.

An outdoor deck is featured, showcasing a round table surrounded by six light grey chairs. The natural wooden flooring provides a warm contrast against the lush green mountains visible in the background. Overcast skies create a serene atmosphere, enhancing the quiet retreat setting.

Home in Naples

4.56 out of 5 average rating, 18 reviews

Mountain Top Manor | Pool | Hot Tub | Sleeps 16

Welcome to Mountain Top Manor, your ultimate getaway nestled in the serene Mountains of Naples, NY. Experience dramatic 360-degree views from the very top of a Mountain. This spacious retreat on 30 private acres sleeps 16 comfortably across 6 bedrooms and features 5 full bathrooms and 2 half bathrooms. Dive into relaxation with a large pool and unwind in the hot tub. Enjoy modern comforts like WiFi, space for your entire family, and a fully equipped kitchen.

A charming ranch-style home is presented with a vibrant red exterior. The entrance features double doors flanked by tall columns, with large windows on either side. A welcoming front porch is complemented by landscaped greenery and a stone path leading to the door.

Cottage in Starkey

4.83 out of 5 average rating, 46 reviews

NEW! Family-friendly home along Seneca Lake

Gather with your friends and family in our welcoming ranch-style home located along the West side of Seneca Lake. This inviting getaway offers you and your family the perfect starting base for all of your adventures in the beautiful Finger Lakes region of New York. Whether you are looking to explore nature in nearby Watkins Glen (10 mins) or enjoy a tasting at one of the area’s signatures wineries or breweries, this home offers you the ideal location.

Guest favourite

An aerial view of the property reveals a two-story house surrounded by lush greenery. A private pool is located adjacent to the house, while a circular fire pit area with seating is positioned on the spacious, open yard.

Home in Hammondsport

4.98 out of 5 average rating, 61 reviews

Finger Lakes Home w/ Private Pool & Lake Views!

Private Acreage | 8 Mi to Champlin Beach (Keuka Lake) | Fire Pit Immerse yourself in an unparalleled escape at this 3-bedroom, 2-bath vacation rental situated in the heart of Hammondsport wine country! This vacation rental features an updated interior complete with everything you need for a perfect getaway. Voted ‘Coolest Small Town in America,’ Hammondsport offers incredible scenery and wines, year-round outdoor fun, and holiday markets!

An Airstream Bambi is positioned next to a shaded outdoor dining area featuring a wooden table and black outdoor chairs. The scene is complemented by stone gravel and green landscaping in the background, creating an inviting atmosphere for relaxation and outdoor gatherings.

Campervan/Motorhome in Bath

4.6 out of 5 average rating, 10 reviews

Tranquil Airstream Nature Escape

Escape to the Finger Lakes and experience the charm of Airstream living! Our Airstream Bambi is a peaceful retreat designed for relaxation, adventure, and reconnection with nature. Whether you're sipping coffee by the fire pit, exploring local wineries, or stargazing beneath the open sky, this unique stay offers the perfect blend of comfort and simplicity. Ideal for nature lovers—and pets are always welcome!

A waterfront view showcases a blue-roofed building with outdoor seating along the shore. A large American flag waves above the establishment, surrounded by greenery. Additional structures are visible in the background, reflecting an inviting atmosphere for guests.

Tiny home in Himrod

4.73 out of 5 average rating, 15 reviews

Seneca Lake Cozy Cottage

Nestled in the trees on a waterfront property this cottage is a haven for nature enthusiasts! With 9 acres and lake access this elegant cottage is the perfect couples get away. The cottage is located on the back of The Showboat Hotel property nestled in nature with privacy from the Hotel and includes a fence yard space perfect if you are traveling with a fur baby.

Superhost

A clear glass is positioned prominently in the foreground, with reflections of sunlight creating highlights. In the background, a serene lake is visible, framed by a green lawn and a line of chairs along the water's edge, under a bright blue sky.

Yurt in Himrod

4.83 out of 5 average rating, 23 reviews

Plum Point Lodge - Yurt 4

Sleep in Yurt! Our glamour camping option has all of the amenities of home while being close to nature. After a good nights rest, listen to the birds and feel the warmth of the sun as it rises in the East from the comfort your queen sized bed.

Superhost