Holiday rentals with a pool in Tompkins County

4.97 out of 5 average rating, 176 reviews

Home in Newfield

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

4.96 out of 5 average rating, 194 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.

Home in Trumansburg

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 in Brooktondale

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 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.

Campervan/Motorhome in Brooktondale

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.

5 out of 5 average rating, 9 reviews

Home in Trumansburg

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!

Campervan/Motorhome in Trumansburg

4.98 out of 5 average rating, 54 reviews

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.

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.

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

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!

4.9 out of 5 average rating, 217 reviews

Flat in Ithaca

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.

Cottage in Freeville

4.58 out of 5 average rating, 19 reviews

MY LITTLE HIDEAWAY 7 MIN TO CORNELL UNIVERSITY

Come relax in this cozy little cottage where you get to soak up wildlife, visit nearby waterfalls, get your pet checked out by the best Neuro Surgeon in the world just across the steet. (people come from all across the country to see him) Visit Cornell University or come and visit the beautiful nearby waterfalls. This area is an absolutely beautiful place to visit and our guest house is just 7 minutes to Cornell by car or bus.

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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, 6 reviews

Home in Hector

Hazlitt Winery Poolhouse

MattRating, 5 stars1 week ago

This place was the perfect getaway. If you are looking for a place to stay and enjoy the wineries this is the place. Highly recommended. Would definitely come back if we come down this way again!

4.82 out of 5 average rating, 28 reviews

Home in Marietta

Pool NOW OPEN*Hot Tub*Theater*Dedicated Dock

ClarkeRating, 5 stars1 month ago

We were very happy with the accommodations. There is plenty of room for a family gathering. We had a pre-funeral gathering of 10 people from all over the country and were very comfortable. The hot tub was great. It was too early for the pool, but it looked clean and inviting. This would be an excellent retreat for a family of six for an extended stay in the summer or winter. A great location for a private getaway. Close to Syracuse (20 minutes) for entertainment trips.

4.96 out of 5 average rating, 57 reviews

Home in Trumansburg

Private Cottage with Pool Between the Lakes

SandraRating, 5 stars3 weeks 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.

4.71 out of 5 average rating, 7 reviews

Home in Binghamton

Luxurious 3Bdrm with indoor heated Pool year round

NitashaRating, 5 stars1 month 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!

4.94 out of 5 average rating, 98 reviews

Home in Elmira

Comfy Ranch House 3BR/2BA with Pool

MariaRating, 5 stars2 weeks ago

Andy was very responsive from booking to checkout! The home was very clean and had everything we needed. The backyard pool looked very well maintained too-we were disappointed we didn’t get a chance to use it. Would recommend Andy’s place.

4.86 out of 5 average rating, 69 reviews

Home in Richford

Finch House & Garden, Richford, Finger Lakes

AnthonyRating, 5 stars4 days ago

Joan and Leo are great hosts. The home and property are beautiful. Home is very spacious and unique. We had such a good time sitting out by the pool, walking the local trails, and just being able to spend quality time together as a family. All the books were fun to look at and read some. All the art work in the home inspired us to leave some of our own art for Joan and Leo.

4.92 out of 5 average rating, 66 reviews

Home in Marathon

Hillside Haven

ShelleyRating, 5 stars5 days ago

We flew in from Oklahoma for our son’s wedding. We had enough space for everyone to have their own space as well as 2 patios to relax and enjoy. Host never bothered us, she even accommodated the parking for my elderly mother. Sunrises on the front patio were amazing. Evening’s on the back patio was awesome. She had all the amenities we needed for our 14 month old grandson so we didn’t have to travel with it. Will keep in mind for our next trip out here.