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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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Guest favorite
Tent in Odessa
4.89 out of 5 average rating, 140 reviews

Forest Glamping

Get away from it all when you stay under the stars in a cozy A-frame cabin, with a full size bed and seating for 2. Tucked into the woods, a short distance from Watkins Glen and the Seneca Wine Trail. The shared modern bath house is a short walk from the site with running potable water and a shower. The property is off grid(no electricity)so it’s excellent for star gazing! Linens are provided. The site also has a Blackstone grill & fire pit with seating for relaxing. See “other details to note”

Top guest favorite
Home in Montour Falls
4.97 out of 5 average rating, 140 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
The elevated treehouse is illuminated by soft lighting along the wrap-around deck, surrounded by trees in a nighttime setting. A gentle slope leads up to the entrance, providing accessibility. The structure features warm wood tones that complement the natural surroundings.
Treehouse in Horseheads
5 out of 5 average rating, 276 reviews

Falcon Nest - Treehouse Secluded in Private Forest

A Treehouse. Reconnect with nature at this unforgettable escape. Nestled in 28 acres of woods with hiking trails. This unique newly constructed all electric 525 sq foot elevated structure offers a wrap around deck for an ever changing view. King size bed & new technology foam offers complete comfort in separate climate controlled bedroom. Heated bathroom floor is a “warm” surprise. Optional seasonal outdoor shower for the adventurous. Kitchen lacks nothing tucked conveniently in the great room.

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
4.92 out of 5 average rating, 48 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
4.89 out of 5 average rating, 101 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 hot tub. 2 night minimum year round. 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 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
4.96 out of 5 average rating, 193 reviews

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.

Top guest favorite
A charming cabin is depicted with a covered porch, featuring white railings. In front, two grey adirondack chairs are positioned on the green grass, accompanied by a black firepit nearby. A grill is located on the left, adding to the outdoor amenities.
Cabin in Montour Falls
4.98 out of 5 average rating, 107 reviews

Hillside Cozy Cabin

Experience a cozy cabin in a country setting with stary nights and wildlife. This 480 sq.ft. cabin will be fully stocked with amenities and more! Smart TV and a electric fireplace for extra coziness. A covered porch to enjoy those summer stormy days/nights. You will also have a firepit, chairs and a propane grill. Only a few miles away from local wineries, breweries, hiking trails, restaurants and Seneca Lake with water activities. Check out our other listing! *CABIN HOSTS UP TO 2 GUESTS!*

Guest favorite
A view of the interior showcasing a cozy living area with a gray chair and side table, complemented by a blue area rug. A kitchenette with a mini-fridge, sink, and stovetop is visible to the left, while a bright bathroom is accessible straight ahead, with a glimpse of the bedroom beyond.
Place to stay in Watkins Glen
4.94 out of 5 average rating, 199 reviews

Boat House/Fish Room-Seneca Canal,Watkins Glen

Boathouse experience on the Seneca Canal in Watkins Glen, NY. Private 1st floor self contained unit (new in 2021) in the boathouse over looking Seneca Canal. Access to shared laundry, common entertaining areas, grill,. The unit entrance is from your private dock overlooking the canal. Plenty of room to park. Dog friendly. Other listings are Anchor Room and Wheel Room. NOTE - this is a our smallest unit and is most suitable for a solo traveler or couple sharing the double bed.

Top guest favorite
Earthen home in Burdett
5 out of 5 average rating, 48 reviews

Artisan Earth Haven with Sunset Vistas

Step off-grid and into the Earth. Perched on the rolling Finger Lakes hills with sweeping sunset vistas this hand-sculpted marvel offers a rare kind of serenity. With clay walls, a living roof, and log frame, this cabin is a return to the elements. The artisan interior features a custom Murphy bed for a versatile daytime space and cozy nightly nest. Whether enjoying birdsong across 10 private acres of paths or stargazing from bed through the sky dome, this is a true nature lover’s haven.

Top guest favorite
A modern kitchen features sleek cabinetry and stainless steel appliances. Natural light floods the space through large windows, and a spacious island with seating invites gatherings. A spiral staircase leads to an upper level, while a dining table is visible in the background.
Home in Montour Falls
5 out of 5 average rating, 49 reviews

FLX Watkins Glen, Hiking, Wine Country, Waterfalls

Indulge in a luxurious retreat at Eagles View FLX, a meticulously remodeled home nestled on 12 acres of pristine natural beauty. This sanctuary boasts high ceilings, modern comforts, and a serene ambiance. Enjoy the Fingerlakes in this retreat nestled into the countryside overlooking the natural landscape and Seneca lake. A sanctuary designed to melt away stress, provide opportunities for self care and reflection, indulge in modern comforts, and become a nature enthusiast.

Top guest favorite
A modern home with a light grey exterior is surrounded by lush greenery and several well-maintained, symmetrical Christmas trees. The property features a large, vibrant lawn, with trees offering a natural backdrop, enhancing the tranquil setting.
Home in Watkins Glen
4.99 out of 5 average rating, 116 reviews

Watkins Glen Luxury | 3 Kings & Scenic Views

Welcome to Wineview Acres! This 24 acre former Christmas tree farm is complete with a newer 2000 sq. ft 3 bedroom home with amazing views and private waterfalls. Located at the start of the Seneca Wine Trail and just a short drive to the village of Watkins Glen, we are in the perfect location to enjoy the best of what the Finger Lakes can offer. If you prefer wine tasting, hiking, fishing, or a day at the race track you will be perfectly positioned to enjoy it all.

Guest favorite
A vibrant flower garden features clusters of tulips in shades of red, pink, and white, alongside daffodils. The home is visible in the background, characterized by a white exterior and dark shutters. Lush green grass surrounds the garden, contributing to the tranquil setting.
Home in Odessa
4.75 out of 5 average rating, 84 reviews

The country escape space

This is a country style home nestled in the hills of the Finger Lakes. Up to 4 bedrooms available, one private bath, one shared bath, living room and large eat in kitchen, grill available on back deck. Pool table and fuse ball table. Large front yard and back deck with views of back yard and campfire set up, Koi pond for your viewing pleasure. All basic cooking utensils available to guests. ABSOLUTELY NO CHARGING OF ELECTRIC CARS !!! . —NO CLEANING FEES—

Popular amenities for Odessa vacation rentals

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  2. United States
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  4. Schuyler County
  5. Odessa