Vacation rentals with a pool in Tompkins County

4.96 out of 5 average rating, 193 reviews

Home in Ithaca

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.

A manicured lawn surrounds an elegant Victorian gazebo, showcasing intricate white detailing. Adjacent, a classic building features a porch adorned with decorative bunting. Lush greenery frames the scene, creating an inviting outdoor space suitable for gatherings and relaxation.

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!

4.85 out of 5 average rating, 53 reviews

A natural pool is surrounded by several wooden lounge chairs arranged in a semi-circle. The water features a gradient of blue and green hues, complemented by lush greenery in the background. Soft lighting is suspended above the pool area, creating a relaxing atmosphere.

Loft in Brooktondale

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.

A fenced backyard features a large in-ground pool with clear blue water, surrounded by lush greenery and trees. The pool area is paved, providing ample space for relaxation. A small shed is partially visible in the background, enhancing the serene outdoor setting.

4.5 out of 5 average rating, 12 reviews

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!

Camper/RV in Brooktondale

A circular swimming pool is partially covered with a blue tarp. Two light-colored, molded plastic chairs sit on a wooden deck beside the pool. The surrounding area features lush green foliage and trees, creating a natural setting.

5 out of 5 average rating, 35 reviews

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.

A spacious living room features large windows allowing natural light to flow in. Comfortable sofas and a cozy bean bag provide ample seating. An elegant chandelier hangs from the ceiling, while a Christmas tree adds a festive touch. A fireplace is situated beneath the TV.

5 out of 5 average rating, 8 reviews

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!

Farm stay in Brooktondale

The entrance to 'The Hobbit House' is framed by lush greenery and features a distinctive wooden door in deep red. The charming exterior showcases a combination of shingled textures, with a shaded porch adorned by a wooden pergola and decorative string lights.

4.92 out of 5 average rating, 113 reviews

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 consistantly 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

4.98 out of 5 average rating, 53 reviews

A circular above-ground plunge pool sits within a wooden deck enclosure. Surrounding fencing features open lattice work, and the vibrant blue water of the pool is clearly visible, reflecting light from the surroundings. The scene is framed by green landscaping.

Camper/RV in Trumansburg

Chateau Sheila- French RV living- Trumansburg Vlg

Relax in casual luxury at "Chateau Sheila", a canine friendly French themed RV located in the beautiful and walkable village of Trumansburg just 10 miles away from Ithaca in Central New York's Fingerlakes District. The Chateau is totally private, with bedroom, additional sleeping areas, bathroom, shower, full kitchen, dining area, sofa, heat and air conditioning, 3 TV's with many streaming services, and 750gb fiber optic internet. Yard and deck are shared spaces with your Hosts.

Farm stay in Brooktondale

A natural pool is framed by a stone patio, featuring several wooden lounge chairs arranged for relaxation. Lush greenery surrounds the area, with tall shrubs and trees providing shade. Soft lighting is suspended overhead, enhancing the inviting outdoor space.

4.89 out of 5 average rating, 45 reviews

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 2-7 on Sunday Funday. If you are arriving during this time you are welcome to join us!

A cabin is surrounded by trees, with a small concrete pathway leading to a wooden door. A green chair is positioned on the porch, and a picnic table is situated nearby on the grass, which adds to the outdoor setting.

Cabin in Newfield

Cottages at Pinecreek

Keep it simple at this peaceful and centrally-located place in the heart of the finger lakes region. This cabin is located in the woods and has a view of the woods. It is located 1/2 mile From Robert Treman State Park, and access to 3 other state parks within a 10 minute drive. It is also located 1/2 mile from the Finger Lakes Trail. You are also only minutes away from the finger lakes wine country. There are approximately 30 wineries within a 35 minute drive.

A welcoming living area is highlighted by a burgundy sofa adorned with colorful cushions. A soft, oval rug lies on polished hardwood floors, and greenery from potted plants surrounds a wooden piano in front of a large window, allowing natural light to fill the space.

Home in Ithaca

Eco-House with Private Yard

Have fun with the whole family at this stylish place. Enjoy the amazing sites & nature of Ithaca while staying at our eco-friendly 3 bedroom house that fits up to 6 guests. We have a large driveway, a beautiful house and a private fenced in yard with a fire pit, outdoor seating, and a large round swing for kids (and big kids). We use only eco products and ask that you do too and leave your synthetic fragrances, including hair products & detergents at home.

4.7 out of 5 average rating, 57 reviews

A backyard pool is viewed from a wooden deck, surrounded by lush greenery. A fence encloses the pool area, which features a clear blue water surface reflecting sunlight. Several lounge chairs are positioned around the edge, inviting relaxation.

Townhouse in Trumansburg

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!

Vacation rentals for every style

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Popular amenities for Tompkins County rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 3 reviews

An indoor pool area features wood-paneled walls and large glass doors that provide natural light and views of the outdoor space. Comfortable seating is arranged nearby, and a pool ladder offers access to the water. Fresh greenery decorates the corners, enhancing the ambiance.

Home in Hector

Hazlitt Winery Poolhouse

DiyaRating, 5 stars2 weeks ago

I feel that this getaway was the most perfect Gregory made us feel super at home, he was very helpful and so accommodating. We loved the privacy we got and the area was perfect. we were right on the Winery tail and in walking distance to so many wineries. We also were right along the Seneca Lake which was so beautiful. We enjoyed the indoor pool especially since it wasn’t too warm out, the pool house was perfect, we could open the windows and just feel like we were outside with all the natural light coming in. The location was great especially if you wanted to visit some state parks like Watkins Glen was an amazing must see trail only 15 minutes away from our airbnb. We enjoyed it all so much. Would definitely recommend to some wine and nature lovers! Thanks Gregory!

4.61 out of 5 average rating, 41 reviews

The home features a spacious backyard with a circular above-ground pool surrounded by a deck. A comfortable lounge area is positioned nearby, nestled among lush greenery and established trees, providing a serene outdoor space for relaxation.

Home in Hector

Pool | Hot Tub | Seneca Wine Trail | FLX Wineries

KristenRating, 5 stars1 month ago

Perfect stay for a weekend with the girls! Very accessible and accommodating. House was exactly as noted/pictured in description. Will stay again for sure!

4.87 out of 5 average rating, 54 reviews

A bright, sunny day highlights a clear blue pool surrounded by a spacious lawn. Guests can be seen enjoying one another's company under a large canopy, with comfortable seating and lounge chairs arranged around the pool area. Lush greenery forms a backdrop, adding to the inviting atmosphere.

Home in Vestal

Poolside Paradise on 15 acres

RevaRating, 5 stars2 weeks ago

10 of us stayed at Chris' property for my son's graduation from Binghamton University. We can't say enough good things about our experience, from first booking through checkout. Our hosts were friendly and easy to communicate with and helpful with all questions. The house itself is huge, and exactly as portrayed in the photographs. The pool was perfectly clean as was the entire house. The kitchen is beautiful and well equipped and there are plenty of books and games for kids. The property itself is peaceful yet just 10 min drive from the university and Vestal Parkway. Highly recommend!!

An in-ground pool with a clear blue surface is surrounded by a concrete patio. Two lounge chairs are placed beside the pool, and a wooden pavilion with seating is visible in the background, framed by lush green grass and blue shutters on the nearby house.

4.96 out of 5 average rating, 57 reviews

Private Cottage with Pool Between the Lakes

SandraRating, 5 stars1 week ago

We were greeted with a welcome card and a bottle of Finger Lakes riesling. The cottage is in a great location for exploring the area. We stayed for Cornell's graduation weekend and going to and from Ithaca took about 25 minutes. The kitchen and bathroom were well-stocked, and the bedrooms were spacious. The guys using the sofa bed said it was not the most comfortable but OK overall. The decor was really charming, and I wish we'd had some down time to read the books John and his co-hosts picked out. I highly recommend this property for a family or small group trip because of the convenient and beautiful location and homey amenities.

4.83 out of 5 average rating, 6 reviews

The exterior of a two-story home is framed by lush greenery, showcasing large floor-to-ceiling windows that invite natural light. A spacious front yard is bordered by decorative landscaping. A covered balcony extends from the upper level, offering an outdoor space to enjoy the serene surroundings.

Home in Binghamton

Luxurious 3Bdrm with indoor heated Pool year round

NitashaRating, 5 stars1 week ago

This home was absolutely perfect! Nestled in the forest of Binghamton, New York, it felt like a peaceful retreat while still offering all the modern comforts. The design of the house is stunning-clean, stylish, and thoughtfully laid out. Huge windows let in tons of natural light and beautiful views of the surrounding trees. Everything was spotless and well-equipped, from the cozy bedrooms to the sleek kitchen. It was the perfect mix of luxury and nature. What truly made our stay special was the kindness and responsiveness of the host. Salamon was incredibly welcoming and communicated everything clearly from start to finish, which made the whole experience smooth and stress-free. You can tell he really cares about his guests. We left feeling refreshed and already dreaming about our next visit. Highly recommend!

4.95 out of 5 average rating, 95 reviews

A bright living area features a spacious gray sofa paired with a comfortable armchair. A decorative coffee table sits atop a light area rug, and a wall-mounted TV is visible opposite the seating. Natural light fills the room through large windows, enhancing the wood flooring.

Home in Elmira

Comfy Ranch House 3BR/2BA with Pool

FranciscoRating, 5 starstoday

The house was very clean and comfortable. Highly recommended.

4.85 out of 5 average rating, 68 reviews

Home in Richford

Finch House & Garden, Richford, Finger Lakes

DebraRating, 5 stars7 months ago

This was our second stay here and it was even better than the first. They've added a restored Steinway baby grand piano to the house. If you play and haven't had the opportunity in a long time, or never, to play a baby grand, this would really put staying here over the top. I'm already looking forward to our next trip to the area and couldn't imagine staying anywhere else.