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, 162 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, 169 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 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, 61 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, 111 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, 142 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.

Top guest favorite
Tiny home in Odessa
4.92 out of 5 average rating, 104 reviews

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.

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
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
4.96 out of 5 average rating, 101 reviews

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).

Superhost
A queen-sized bed is positioned against a richly patterned floral wallpaper. Soft, muted bed linens complement the design, while wall sconces provide gentle lighting. Shelves on either side offer space for essentials, enhancing the cozy atmosphere of the room.
Apartment in Montour Falls
4.91 out of 5 average rating, 261 reviews

Queen Catherine Apartment Suite

The Roost is comprised of 3 private apartments all on the 2nd floor of our downtown building. The Catherine suite is a curated two bedroom apartment, full of vintage finds and cozy amenities. Just blocks from Shequaga Falls, a stunning cascade right downtown. As you walk this small town main street you will find basic necessities, including brews and coffee. Montour Falls is central to all that the Finger Lakes has to offer, and minutes from Watkins Glen.

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, 121 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, 142 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.

Popular amenities for Odessa vacation rentals