Holiday rentals with a pool in Tompkins County

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.

Great house with pool AND hot tub in Tburg Village

Come relax in a large house with pool AND hot tub in the heart of the Finger Lakes wine region in the trendy village of Trumansburg! There are 4 large bedrooms, a great room, dining room, large kitchen, sun room, porch, decks and more! Enjoy the pool and hot tub, sit on the large screen porch or walk to town to eat and shop. Hiking trails and wineries are close by- walk to one wine tasting room in Tburg! 8 mi to Ithaca, 4 mi to Taughannock. Dogs allowed for an extra fee. Please inquire!

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!

3 bedroom/1 bathroom Taughannock Rental-right side

Spacious 3 bedroom house with kitchen, full bath, dining room, sun room, decks, hot tub (shared), pool (June-Labor day) and A/C in the trendy village of Trumansburg. Play in the large yard with fire pit and swings. Walk to local restaurants, wine tasting, shops, and more. Central to wineries for both lakes, hiking and Taughannock Falls. Ithaca just 8 miles down the lake. 1-2 well-behaved dogs are welcome for an extra fee-please inquire! Book 3 nights, left side is blocked from renting.

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!

1 bedroom/1 bathroom Taughannock Rental-left side

Come enjoy this peaceful place in the heart of the Finger Lakes wine region in the trendy village of Trumansburg. 8 mi to Ithaca, 4 mi to Taughannock. There's a entry, a great room with a kitchenette and fireplace, and a master 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!

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.