Vacation rentals in Odessa

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Top-rated vacation rentals in Odessa

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Top guest favorite

Home in Montour Falls

Hilltop hideway for nature lovers w/3 waterfalls.

4 BR 3 BATH home. Relax, restore, rejuvenate or unwind at 1 of a kind retreat in the heart of the Finger Lakes! Perfectly situated on 20 acres, landscaped, surrounded by woods & waterfalls. Enjoy a glass of wine/drink & dine on the large patio while taking in the view of the surrounding vistas. May also view from inside from picture window in living and dining rms. Many types of wildlife visit! NO PETS ALLOWED. No late ck/outs unless arranged with host. Violations will incur fee of $75/ hr.

4.98 out of 5 average rating, 164 reviews

Top guest favorite

A comfortable living area is highlighted by a plush, light-colored sofa and a decorative coffee table. Soft lighting is provided by a table lamp and ceiling fixtures. The open layout connects to a well-equipped kitchen, visible in the background, promoting a welcoming space for gathering.

Home in Montour Falls

Catharine Valley Place * 4 miles from Watkins Glen

Come stay at Catharine Valley Place, a comfortable ranch style home on 1.2 acres, with an expansive, grassy backyard and a trail through the woods leading to Catharine Creek. Those who will enjoy this full house rental the most are 2 to 3 couples, families, or up to 6 friends vacationing together. Conveniently located just 4 miles from downtown Watkins Glen, there are places to explore in all directions. Make Catharine Valley Place your home base after a busy day of exploring the Finger Lakes!

4.99 out of 5 average rating, 170 reviews

Top guest favorite

A spacious spa room features a large hot tub filled with bubbling water, inviting relaxation. Large windows allow natural light to flow in, while a comfortable seating area is nearby, adorned with two wicker chairs. A green plant adds a touch of nature to the space.

Home in Odessa

Close to Watkins Glen. House w/ hot tub+game room

Bring your friends to the Finger Lakes. Lots of room for fun, 3-4 couples easily can enjoy their stay in our spacious house with large hot tub. 2 night minimum stay. Gather with friends or family. Enjoy hiking, wineries, and breweries. Go swim at Seneca Lake Park, a splash pad, ice skating or relaxing after a day at the Watkins Glen races. Just 30 minute drive away from Watkins Glen is Corning Museum of Glass, Cornell University, or Ithaca College. Plenty of places to shop, dine and more!

4.9 out of 5 average rating, 112 reviews

Top guest favorite

A serene sunset reflects on Cayuta Lake, with vibrant hues of pink and orange mingling in the sky and water. Silhouetted trees frame the scene, enhancing the tranquil ambiance of the natural landscape.

Home in Alpine

Finger Lakes Dropstar on Cayuta LAKEFRONT

Dropstar is a modern spacious 3300 square foot retreat in a peaceful setting on Cayuta Lake in the breathtaking NY Finger Lakes region. Immerse yourself in nature and see the best views of the entire lake through the enormous windows, sunbathing on private decks, fireside on the patio or fishing and swimming on the dock at Dropstar. Grill or cook for a crowd in the fully stocked gourmet kitchen, rest privately in 4 large appointed bedrooms and never wait with 3 full baths. LIVE, LOVE, LAKE!

4.95 out of 5 average rating, 142 reviews

Guest favorite

A calm lakeside scene features a wooden dock with two Adirondack chairs, inviting guests to relax. In the background, a charming house with large windows and a well-maintained lawn is visible, along with green trees surrounding the property and a small boat visible on the water.

Home in Alpine

Beautiful Lakefront Property

Welcome to your lakeside getaway, perfectly situated on Cayuta Lake—known by locals as “Little Lake.” This beautiful home offers the perfect blend of relaxation and recreation, with a private dock where you can fish, kayak, or simply unwind on the water with a float.The home features 3 spacious bedrooms and 2.5 bathrooms, along with two comfortable pull-out sofa beds to accommodate additional guests. There is ample room throughout the home for air mattresses if needed it’s ideal for families.

4.92 out of 5 average rating, 101 reviews

Top guest favorite

A serene waterfall cascades between moss-covered rock formations, surrounded by lush green trees. The sunlight filters through the foliage, creating a tranquil ambiance. The water flows gently, creating a soft sound that complements the natural setting.

Cabin in Trumansburg

Waterfall retreat

Sleep to the sound of your private waterfall in this cabin made for two. 12 miles from Ithaca and central to all that the Fingerlakes has to offer, less than one mile from the only National Forest in New York State, a 15 minute drive to either Seneca or Cayuga lakes, Waterfalls and of course the renowned wine trails. This cabin is equipped with high-speed wifi, climate control with AC, hot/cold water, flush toilet. Fold-out couch in the living room for a third guest (fee). Grown-ups only

5.0 out of 5 average rating, 125 reviews

Top guest favorite

Tiny home in Odessa

Artsy Fartsy Cabin

Relax in this heated cozy 12x12 cottage nestled in the woods. Complete with a full size bed, table for two, and kitchenette to make the late night hot chocolate or tea, and those tranquil morning coffees. Enjoy relaxing on the 6x12 screened in porch or around a warm fire pit. The shared restroom and shower house aprox 5 minute walk. Only minutes from Watkins Glen, Seneca Lake, wineries, breweries, and distilleries, and a multitude of waterfall and hiking trails. PLEASE READ other details.

4.93 out of 5 average rating, 107 reviews

Top guest favorite

A simple exterior view of the tiny house is captured, featuring a metal roof and a garage door. A small lawn area with green grass and two outdoor chairs is present, along with a black barbecue grill. Trees are visible in the background.

Tiny home in Cayuta

House on the Hill

A tiny house with the comforts of home. Single Bedroom stair free in-law suite with amazing sunsets and the feeling of being in the middle of the woods while still being close enough to enjoy a reasonable drive to some of the Finger Lakes best hiking trails, food, wineries and other destination locations. If you come in the winter you will want an all wheel drive vehicle if there is snow on the roads, but half a mile down the hill and you are on the state highway to the finger lakes region.

4.96 out of 5 average rating, 218 reviews

Top guest favorite

Three rustic cottages are nestled among lush green trees along a tranquil riverbank. The cottages feature covered porches and are complemented by the natural beauty of the surrounding landscape.

Cabin in Montour Falls

Catharine Cottages (#1 Seneca)

Find luxury inside and nature outside. Cottage 1 has a double bed in one corner, a trundle bed in the opposite corner and a private bath. Additionally find a mini fridge, a microwave, a coffee maker with coffee/tea supplied. We offer a welcome basket with oatmeal, muffins, popcorn, nuts, local cheese & jam, and fruit. Outside there is a covered porch with rockers and a picnic table with a private fire pit and charcoal grill. We supply firewood ($4 a bucket) and charcoal (free).

4.96 out of 5 average rating, 102 reviews

Top guest favorite

Tiny home in Burdett

Sunset Views from your Bed in Wine Country

Stay in the heart of wine country and unwind with beautiful sunset views right from your bed. Located just minutes from the Seneca Lake Wine Trail and the waterfalls of Watkins Glen, this cabin makes it easy to explore the best of the Finger Lakes—then come back to a quiet, private retreat in the countryside. End your evenings by the fire pit with a glass of wine as you're surrounded by open, starlit skies and the most peaceful views.

4.99 out of 5 average rating, 256 reviews

Top guest favorite

The outdoor deck is illuminated by string lights, creating a soft ambiance in the evening. The house features a sloped roof and large windows, while the deck provides a table and chairs for relaxation. A peaceful atmosphere is set amidst the surrounding greenery.

Guest suite in Odessa

Speedway Suite

We offer a private studio off of a family home. You enter through a shared breezeway, which gives access to a large shared backyard with plenty of opportunity for privacy. We are located just minutes from breweries and waterfalls. The wine trail starts just 12 minutes away and Watkins International is a 15 minute drive. Let us host you and help make this trip one to remember!

4.98 out of 5 average rating, 121 reviews

Top guest favorite

The kitchen features modern appliances, including a gas stove and refrigerator. White cabinetry contrasts with the dark wood table, which is complemented by a black and white checkered table runner. Natural light is welcomed through the windows, highlighting the warm wood flooring.

Apartment in Montour Falls

Comfortable Finger Lakes Retreat

Enjoy easy access to everything from this perfectly located home base. Much of the Finger Lakes area is within a short ride. You will have access to many wineries, lots of hiking trails, Watkins Glen International Race Track, historical sites and several colleges. Beautiful gorges, waterfalls and parks are in abundance. There is something that will appeal to any visitor.

4.97 out of 5 average rating, 145 reviews