Vacation rentals with a pool in Tompkins County

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!

Thistle Bach

Welcome to Thistle bach, a luxurious yet quaint retreat for families and friends seeking comfort, beauty, and connection. Nestled in our farm and nature’s calm, it blends rustic charm with modern elegance. The fully equipped kitchen is a cook’s delight, featuring premium appliances and all the essentials for creating memorable meals. Outside, the beauty continues. The property’s farm/pool and surrounding landscape create a peaceful haven for morning walks, outdoor games, or evening stargazing.

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.

Baldwin Manor: Luxury Home Sleeps 13

The Baldwin Manor is a beautifully restored 1840s home just two blocks from Main Street in Trumansburg. Enjoy a summer pool, multiple gas fireplaces, and a wood-fired sauna year-round. All rooms feature individual mini-splits for perfect comfort. With four upstairs bedrooms, a home gym, office, 12-seat dining table beneath soaring ceilings, a coffee-lover’s kitchen, fenced yard, and original art throughout, this stay is historic, modern, and deeply restorative for groups and families.

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.

Great house with pool AND hot tub in Tburg Village

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, kitchenette, sun room, porch, decks and more! Enjoy the pool and hot tub, sit on the large screened porch or decks. 10 min walk to town to eat and shop. Hiking trails and wineries are close by. 8 mi to Ithaca, 4 mi to Taughannock. 1-2 dogs allowed for an extra fee. Please inquire!

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!

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 3.5 mile trail for 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 walking trail. Please note that entrance to the unit requires being able to walk a short flight of exterior steps.

Pool & Hot Tub Retreat Near Cornell + Finger Lakes

Located on 2 private acres in the beautiful Finger Lakes region, this spacious getaway features a private pool and hot tub perfect for relaxing with family and friends while enjoying the peaceful surroundings at the foot of Cayuga Lake. Just 4 miles from Cornell University and 8 miles from Ithaca College, this home is ideal for college visits, reunions, wedding weekends, wine tours, and group getaways.

Finger Lakes Golf Course Getaway

Located off of the 8th tee box of the Trumansburg Golf Club, this beautifully appointed newly remodeled apartment is a perfect home base for visiting attractions across the Finger Lakes. Walking distance from the Trumansburg Grassroots Festival of Music and Dance and featuring a crystal clear swimming pool, this apartment is a perfect summer getaway and ideal for visiting the area all year round.