
Holiday rentals with a pool in Cayuga County
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Top-rated rentals with a pool in Cayuga County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Spacious and Comfortable Barndominium with pool.
Discover tranquility, privacy and relaxation during your stay. Cool off in the pool or just relax poolside enjoying your morning coffee. Just 5 miles from the crystal clear Skaneateles Lake. Known as the one of the cleanest lakes in the nation. Short drive to NYS Fairgrounds and 15 minutes just outside the city of Syracuse, NY. Easy access to I-90. Pool shared with property owner, however you can request hours to use the pool in private. We will always try our best to accommodate your request.

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. Your private deck overlooks the lake, plus there's a private pool, deck and grill. 2 bedrooms, full tiled bath, huge modern kitchen, and hi-def TVs in the living room and bedrooms w/free Netflix, Prime Video, Hulu & Disney+.

Quirky, Rustic Lodge in the Woods
Our quiet hunting lodge is situated on 29 picturesque acres of beautiful, rural, upstate NY wilderness. The cabin is uniquely built with high ceilings and is filled with antique farm equipment & taxidermy animals. We have a pond full of fish, nature trails, wildlife, gardens and plenty to do: hot tub, pool, pool table, ping-pong, piano, darts, board games & MORE. More than 6 people? Ask about adding on an A-Frame Tiny Cabin for additional guest lodging. We allow parties with permission ONLY.

Heated Pool | Hot Tub | 12 Guests
Discover tranquility and comfort in this 5BR 3BA Sheldrake Point gem. Enjoy easy access to Cayuga Lake and Sheldrake Point Winery, grab a towel and stroll down to the pool, or spend the day lounging in the hot tub! Outdoor bliss, stylish design, and unparalleled serenity make this retreat perfect for an unforgettable Finger Lakes stay! ✔ 5 Comfortable BRs ✔ Open Design Living ✔ Full Kitchen ✔ Outdoors (Pool, Hot Tub, Dining, Lounges) ✔ Smart TVs ✔ Office ✔ Wi-Fi ✔ Parking Learn more below!

The Bunkhouse
Have you ever wondered what paradise is like? Well you're in luck! Welcome to The Bunkhouse! Offering a unique vacation experience filled with hiking trails, catch and release fishing in our bass stocked pond, paddle boats, horseshoe pits, corn hole, volleyball, a playground area (designated for five and under), an in-ground pool and much more! You can also schedule an hour long horseback trail ride during your stay! Get away from the hustle and bustle of daily life and enjoy serenity.

Cozy secluded villa-south skaneateles-hot tub
Escape to a woodland villa overlooking Skaneateles Lake—a sanctuary with 7.5 acres of pristine land, a private pool, and a jacuzzi framed by panoramic lake views. You’ll find complete isolation without sacrificing access. The surrounding woods and conservation lands create a buffer so profound, you’ll feel worlds away, yet Skaneateles’ charm (and necessities) remain just minutes down the road. It’s the perfect paradox: wild enough to disappear, connected enough to explore effortlessly.

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.

Summer House on Cayuga Lake
Gorgeous lake house located just south of Cayuga Lake State Park. Conveniently located at the north end of Cayuga Lake near Seneca Falls and wine trails and Finger Lakes Wineries. Wolfies’s waterfront bar restaurant & marina less than 1 mile down the road. Boat dock across the street and onsite room to park your trailer, close to Cayuga State Park Ramp. Pool open from June/ August. WiFi and smart tvs in 3 bedrooms living room and the dining/kitchen.

Pool, Hot Tub, Waterfront, Designer Finishes
Welcome to The Wright House—a historic lakefront home beautifully renovated with modern style. Perfect for groups up to 16, enjoy a private pool (May 22–Sept 29), hot tub, and indoor/outdoor lounges. Relax by the fire pit, grill at sunset, or take advantage of direct lake access via the on-property dock. Designed for comfort, connection, and unforgettable fun, this spacious retreat blends timeless charm with contemporary luxury.

Private Cabin in the Woods: Hot Tub, Pool, Sauna
Escape to Split Rock Retreat, the newest For the Love of Upstate property, a cozy retreat on 10 private acres just minutes from Skaneateles Lake. Enjoy summer days by the pool and evenings by the fire under the stars. This cozy cabin offers warm wood tones, and peaceful forest views, blending rustic charm with modern comfort—perfect for families, couples, or friends looking to unwind and explore the best of the Finger Lakes.

2814 · Stallion Apartment
Lower Apartment below Palomino Suite, nice sun Porch and covered front Porch, central Air, Fireplace, One large bedroom with walk-in closet and a office with a single bed, full kitchen, with full size stove and refrigerator, 2 Roku TVs, WiFi Parking for multiple vehicles, Pet friendly. Includes linens, towels, blankets and more. Enjoy a $40 voucher to our restaurant at Mohegan Manor one mile away in the Village

Mexico house
Relax with the whole family at this peace rural home. Mexico house is 3 miles from downtown Mexico and 8 miles from Oswego ny. There is access to snow mobile locale trails, and we are close to Lake Ontario and several state parks. We offer a swimming pool along with a 3 season pool room. The pool room features a wood stove, mini fridge and sleeping arrangements for the more adventurous.
Popular amenities for Cayuga County rentals with a pool
House rentals with a pool

Stained-glass house. Private in-ground pool

8BR Oasis w/ Pool, Hot Tub & Tennis/Pickleball ct.

Private 2400 sq ft house. Hot Tub, Pool, Bar

Fish, Sip & Explore! Home < 1 Mi to Cayuga Lake

Spa on the River

Waterfront with amazing view and hot tub
Other holiday rentals with a pool

2814 · Stallion Apartment

Pool, Hot Tub, Waterfront, Designer Finishes

Luxury lakefront apartment - and a private pool!

Heart of Historic Finger Lakes! Fireplace, balcony

Timber Tree Ranch

Contemporary and cozy flat, w/ fireplace & balcony

Quirky, Rustic Lodge in the Woods

Mexico house
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- Cornell University
- Greek Peak Mountain Resort
- Green Lakes State Park
- Watkins Glen State Park
- Bristol Mountain
- Chimney Bluffs State Park
- Taughannock Falls State Park
- Fair Haven Beach State Park
- Syracuse University
- Chittenango Falls State Park
- Keuka Lake State Park
- Watkins Glen International
- Cascadilla Gorge Trail
- Hunt Hollow Ski Club
- Sciencenter
- Keuka Spring Vineyards
- Three Brothers Wineries and Estates
- Finger Lakes
- Ithaca Farmers Market
- State Theatre of Ithaca
- Buttermilk Falls State Park
- Fox Run Vineyards
- Montezuma National Wildlife Refuge
- Destiny Usa




