
Vacation rentals with a pool in Tompkins County
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Tompkins County
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

Camp S’mores- Modern A-Frame with Pool
Welcome to Camp S’mores- this revitalized luxury A-frame has all the modern amenities you need for your Finger Lakes adventure. We just brought new life into this house from top to bottom. The home features three bedrooms and a Murphy bed in the game room on the lower level. EV charger. It wouldn't be camp without a pool so our home has a large HEATED in-ground pool is open May 15th - Oct 1st. The house is located outside of town on 2+ private acres. Dog friendly, sorry no cats or other pets

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.

Iconic Wine Country Estate &Pool
One of the most distinctive historic properties in the Finger Lakes, the former White Gazebo Inn B&B, is now yours to enjoy! The White Gazebo property is home to an original 1853 Victorian gazebo, picturesque period barn, pastures, and quiet woodland privacy. The regal, historic home includes 4 bedrooms, 2 1/2 bathrooms. A Pool, Private terrace, and grounds for gathering, picnicking, and BBQ-ing, or just sipping wine and enjoying the bounty of the Finger Lakes.. are all included. Just dream!

Farm stay Scottland Yard Farm's 'Peacock's Perch'
This adorable apartment has it all! The peacocks perch has wifi, Air-conditioning and heat. Enjoy a jet bath with a glass of your favorite beverage in the large tub. 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. There is a happy family living below that can sometimes be a bit noisy. If apartment life isn't for you please check our other listings.

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.

Robins Brook
Robins Brook is a Bright Roomy Outback Camper nestled in the heart of the Fingerlakes. Our Camper is perfect for a family of 4. There are several sleeping options in this Unit; a set of bunk beds on one end; a queen on the other; or both the table and couch pull down into beds if you prefer. There is air conditioning for the hot months of summer and a furnace for those who prefer some Fall camping. There is a firepit located outside which is perfect for roasting marshmallows and weenies.

The Baldwin Manor: Sauna, Fireplaces, Pool
Pool in the summer. Two fireplaces in the winter. Wood-fired sauna all year long! The Baldwin Manor is a historic sanctuary in the heart of the Village of Trumansburg. A stylishly updated 1800s house with modern flare sits 2 blocks from Main Street. Spacious and welcoming, it offers relaxing, healing vibes. Features include large bedrooms with organic latex mattresses, a fenced backyard, a well-stocked kitchen, and a large dining table for entertaining. Come enjoy this historic modern gem!

1 bedroom/1 bathroom Taughannock Rental-left side
October special- book 3 nights, other side blocked! Peaceful place in the heart of the Finger Lakes region in the trendy village of Trumansburg. 8 mi to Ithaca, 4 mi to Taughannock. Includes a large entry, great room with a kitchenette and fireplace, and suite upstairs. There's a (shared) hot tub, deck and (private) porch. Relax in the hot tub, sit by the fire, or walk to town to eat and shop. Hiking trails and wineries are close by. 1-2 dogs allowed for an extra fee. Please ask!

The Pool House, a perfect spot to land in Ithaca
Keep it simple at this peaceful, charming and perfectly located apt. Located close to Cornell, right on the East Ithaca Recreation Way, a great 3.5 mile trail to go walking, biking, jogging and birding. This is the lower unit in a quiet, two unit residential home. There is a pool which is open for swimming in the summer and a fenced yard that opens directly to the lovely walking trail. Please note that entrance to the unit requires being able to walk a short flight of exterior steps.

Rustic Log Cabin at Pinecreek
Relax with the whole family at this peaceful place to stay. Situated next to our pond, relax on the front porch and breathe in the quiet country air. This unique cedar log cabin features a full bath, a bunk room, built in dining table, and a Kitchenette/great room area with a futon. Outside you have a fire ring and picnic table to enjoy the outdoors. This unit is a 2-night minimum Stay and you must bring your own linens. Relax with the whole family at this peaceful place to stay.

Upscale Rustic Garden House Seasonal Cabin
Our rustic upscale Garden House is located at beautiful Scottland Yard farm! It is the closest family rental unit to the pool and common areas, making it a big summertime hit for families with children and various adult friends getaways! If your looking for a more secluded and tranquil getaway we advise renting the Queens Quartets or Hobbit House. Our family and friends Bbq and swim from 2-8 PM on Sunday Funday. If you are arriving during this time you are welcome to join us!

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.
Popular amenities for Tompkins County rentals with a pool
House rentals with a pool

Hazlitt Winery Poolhouse

Hot Tub * Movie Theater * Lakefront Dock * Views

Private Cottage with Pool Between the Lakes

Luxurious 3Bdrm with indoor heated Pool year round

Hot tub• Sleeps 10 • Copper Ridge Retreat • Pool

Comfy Ranch House 3BR/2BA

Finch House & Garden, Richford, Finger Lakes

Hillside Haven
Condo rentals with a pool

Suite with Pool, Hot Tub, Gym | On-site Waterpark

Top Floor Suite + Loft & Balcony | Pool Access

Top Floor Eagle's Nest Suite + Loft & Fireplace

Deluxe Studio | Waterpark, Spa & Restaurants

Corner Unit + Nice Views & Fireplace | Onsite Spa

Pool, Hot Tub, Gym & Arcade | Suite + Fireplace
Other vacation rentals with a pool

Farmstay Scottland Yard- Queen's Quarter's

Camp S’mores- Modern A-Frame with Pool

Haven Woods, quiet house, minutes to Ithaca w/ AC

Upscale Rustic Garden House Seasonal Cabin

The Baldwin Manor: Sauna, Fireplaces, Pool

1 bedroom/1 bathroom Taughannock Rental-left side

Scottland Yard Farm - The Caretaker's Quarters

The Cottage: Cozy one bedroom in Lansing NY
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- Cornell University
- Watkins Glen State Park
- Greek Peak Mountain Resort
- Taughannock Falls State Park
- Bristol Mountain
- Cayuga Lake State Park
- Song Mountain Resort
- Watkins Glen International
- Keuka Lake State Park
- Chenango Valley State Park
- Cascadilla Gorge Trail
- Sciencenter
- Hunt Hollow Ski Club
- Three Brothers Wineries and Estates
- Clark Reservation State Park
- Bet the Farm Winery
- Keuka Spring Vineyards
- Fox Run Vineyards
- Six Mile Creek Vineyard
- Standing Stone Vineyards
- Hunt Country Vineyards