Vacation rentals in Odessa

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Top-rated vacation rentals in Odessa

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Home in Montour Falls
4.98 out of 5 average rating, 160 reviews

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.

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
4.99 out of 5 average rating, 168 reviews

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!

Top guest favorite
The spacious loft interior features a high wooden ceiling with a ceiling fan, a cozy sofa, and a breakfast nook. The kitchenette is equipped with essential appliances, including a microwave and fridge. Natural light streams in, creating a welcoming atmosphere throughout the space.
Loft in Montour Falls
4.94 out of 5 average rating, 189 reviews

Namastay in Our Cozy Loft Style Apartment

Stay at our cozy loft in a quiet country view setting and only less than 3 miles away from Watkins Glen! ***Please put in the correct amount of guests that will be staying.*** Loft has a breakfast nook, a kitchenette(no stove) coffee maker, microwave, toaster, fridge, tv, wifi, board games, 2 cozy queen beds, dressers, full bath with towels and amenities. Lots to do in the surrounding area. From a relaxing day on Seneca Lake,shopping,hiking, wineries and breweries. Check out our other listing!

Top guest favorite
The exterior of a modern farmhouse is showcased, featuring a spacious covered porch with several rocking chairs. The house is surrounded by lush greenery and large trees, creating a serene environment. Bright skies can be seen above, enhancing the inviting character of the property.
Home in Odessa
4.9 out of 5 average rating, 60 reviews

Private Modern Farmhouse

This property is located within an 15 minute drive to downtown Watkins Glen, Watkins Glen International Speedway, Watkins Glen State Park, and the Seneca Lake Wine Trail. There are numerous nearby shopping, dining, wineries, breweries, distilleries, and entertainment options. Private Modern Farmhouse, on 5 acres, with stunning views of Seneca Lake and the surrounding hills. This entire structure has been completely remodeled. Adjacent to the home is a fully furnished covered entertainment area.

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
4.9 out of 5 average rating, 110 reviews

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!

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
4.95 out of 5 average rating, 141 reviews

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!

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
4.92 out of 5 average rating, 101 reviews

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.

Guest favorite
A lakeside home features a large deck with seating and a gas grill, complemented by a smaller lower patio. Two docks are visible, along with sun loungers positioned nearby. The property is surrounded by greenery, creating a serene lakeside setting.
Cottage in Alpine
4.84 out of 5 average rating, 142 reviews

Lake Spirit-Lakefront-Hot tub-Pet friendly-Boats

Lake Spirit welcomes you & your pets year-round! This lakeside home provides a retreat-like experience, offering activities for every season. You can fish, ice fish, relax in the hot tub, enjoy the two decks and docks, the boats or explore the Finger Lakes region. Amenities include a Hot tub, BBQ, fireplace, fire pit, books, games, kayaks, canoe, and pedal boat. While off the beaten path, the property is conveniently located near renowned gorges, waterfalls, vineyards, and distilleries.

Top guest favorite
An inviting a-frame cabin is surrounded by a snowy landscape, with evergreen trees in the background. Ski equipment is propped against the front, and a wooden sled rests nearby in the snow. A festive wreath adorns the door, adding a touch of seasonal charm.
Tiny home in Odessa
4.97 out of 5 average rating, 143 reviews

Adventure Awaits A-Frame

Nestled in the forest surround yourself with nature in this cozy A-frame cabin. Enjoy a digital detox in an off grid forest setting (no electricity,wifi,cell) only minutes away from all that the Finger Lakes has to offer. You are close to amazing hiking trails, waterfalls and water sports on Seneca lake, as well as, countless wineries, breweries, and distilleries. This cabin can accommodate 2 adults easily with the a real full-size bed complete with linens. PLEASE READ “Other Details”

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
4.98 out of 5 average rating, 119 reviews

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!

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
4.96 out of 5 average rating, 141 reviews

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.

Top guest favorite
A well-appointed sleeping area features a queen-sized bed with a white comforter. A flat-screen television is mounted on the wall opposite the bed. Two bedside lamps provide soft lighting. A comfortable armchair sits in the corner, while a window allows natural light to enter.
Apartment in Montour Falls
4.99 out of 5 average rating, 119 reviews

Turner Park Suite

Relax in this charming, peaceful suite that is conveniently located to all the action in the Montour Falls/Watkins Glen area! Walk into town to see the historic downtown businesses, drive just three-miles to enjoy the Village of Watkins Glen, or attend Watkins Glen International just five minutes up the road! Are you ready to enjoy the Finger Lakes? Book your stay with us!

Popular amenities for Odessa vacation rentals