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.

Location · Family · Grill

Spacious home with pool

Spacious 4-bedroom, 2-bath home in a peaceful Northeast Ithaca neighborhood, minutes from Cornell. The home features a full kitchen, comfortable living spaces, and an 8-person dining table for meals and game nights. Enjoy the inground pool, ping pong, pool table, board games, a 60-inch TV, and Wi-Fi. A private 2nd-floor primary suite includes a large jetted tub. Conveniently located near the airport, shopping, restaurants, and area attractions, it's an ideal base for a relaxing and fun getaway!

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.

Family · Location · Hiking

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.

Location · Value · Condition

Peacock's Perch

This adorable apartment has it all! The peacocks perch has 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.

Value · Location · Comfort

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.

Value · Location · Sleep quality

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.

Family · Pool · Hiking

Downtown Ithaca New Build – Award-Winning Stay

Welcome to our beautifully designed, freshly built ADU—a 2024 Pride of Ownership Award recipient! This one-of-a-kind downtown retreat is perfect for visiting families, couples, and professionals seeking an authentic Ithacan getaway. Enjoy inviting living spaces, a well-appointed kitchen, and a private outdoor area to unwind. Nestled in a convenient location, you are moments away from parks, restaurants, universities, and local attractions. City of Ithaca STR Permit Number STR-25-1

Location · Family · Walkability

Large house- flex spaces, pool, hot tub in Tburg

Unwind in this spacious home with a private pool and hot tub in the charming village of Trumansburg and central to New York’s Finger Lakes wine region. The home features 4 large bedrooms, a great room, dining room, full kitchen, kitchenette, sunroom, screened porch, and multiple decks—plenty of space to gather and unwind. Explore nearby wineries and hiking trails, then return to enjoy the pool, hot tub, or peaceful indoor and outdoor spaces. Close to Ithaca and Taughannock Falls.

Family · Location · Quiet

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 pond 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 from 2-8 PM on Sunday Funday. If you are arriving during this time you are welcome to join us!

Family · Location · Hospitality

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 salt water swimming pool, this apartment is a perfect summer getaway and ideal for visiting the area all year round.

Location · Outdoor spaces · Accuracy

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.

Family · Hospitality · Pool