Vacation rentals in Odessa

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Top-rated vacation rentals in Odessa

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Top guest favorite
Tent in Odessa
4.89 out of 5 average rating, 151 reviews

Forestasaurus Glamping

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 + 2w/cots easily with the a real full-size bed complete with linens. PLEASE READ “Other Details”

Top guest favorite
Tiny home in Burdett
5.0 out of 5 average rating, 211 reviews

FLX 3- Lake View Wine Country Tiny Cabin

Nestled up on a hill overlooking Seneca Lake, watch the sunset while laying in bed or from your own patio with a fire crackling. We are local hosts and will make sure you have an unforgettable stay! Everything you could want to do in the Finger Lakes will be at your fingertips. Wineries galore, two even just next door, multiple breweries nearby, minutes to the lake, 15 minutes to downtown Watkins Glen, 10 minutes to hiking trails at the national forest, or stay in, relax, and enjoy the view!!

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, 167 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!

Guest favorite
A hot tub is situated on the wooden deck, providing a relaxing view of the surrounding trees. The cabin's exterior features natural wood siding and a sloped roof, with a door leading inside nearby.
Cabin in Burdett
4.89 out of 5 average rating, 123 reviews

Cozy Finger Lakes Cabin, Hot Tub Oasis

Located less than 5 minutes from Seneca Lake, Hector & Watkins Glen. Our Cabin has a tranquil location surrounded by hills and farmland in the FLX. Unique & cozy cabin features 14’ tall beam ceilings, queen size bed, fully stocked kitchen, and a beautiful hand tiled shower. Smart TV. Keyless entry. Fire Pit. Dog friendly. All Season Hot tub & large back porch with view! Micro flower farm. We are locals for 20+ years, please ask for any recommendations! Drink wine, sit back & enjoy the good life.

Guest favorite
The rustic cabin features a two-story wooden exterior with large windows, allowing natural light to flood the interior. A spacious deck is complemented by a hot tub and outdoor seating, all overlooking a serene pond surrounded by lush greenery.
Apartment in Odessa
4.92 out of 5 average rating, 256 reviews

One bedroom apartment on 20 acre farm

Cozy apartment in a rustic, 3-story cabin nestled on 20 acres of woods. Property is complete with hiking trails, artificial baits only catch-and-release pond, plus hot tub. Unit has one bedroom with queen size bed, bar/dining area, couch, and bathroom. Microwave and refrigerator in bar. Owners live above apartment and will be there if needed. There is a private entrance so you don't need to see us at all! Located 8 minutes from Seneca wine trail, 10 minutes from Watkins Glen and 20 from Ithaca.

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
4.99 out of 5 average rating, 294 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 the uniquely designed guesthouse features a combination of dark siding and large windows, highlighted by colorful fall foliage. A spacious deck with seating is visible, surrounded by potted plants, creating a peaceful outdoor space.
Cabin in Erin
4.99 out of 5 average rating, 319 reviews

Unique Country GuestHouse

Unique country GuestHouse artistically renovated from a repurposed insulated tractor trailer. Private, quiet woodland setting under starry night skies. Brilliantly designed to maximize space for a bedroom- queen bed, desk area. Full bathroom, fully equipped kitchen, eating and lounging area, comfy loft with a sleeper sofa. The spacious sunny deck, shady patio, & fire pit bring your experience more outside. 1.6mi woodland trail. Turkeys, chickens, herb farm. Wifi. 10% discount for repeat guests.

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
4.91 out of 5 average rating, 58 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, 108 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
An open-concept living area showcases a blend of modern and vintage styles. Stylish leather and fabric sofas are arranged on a soft area rug. A well-appointed kitchen is visible in the background, complemented by a large dining table, glowing pendant lights, and wood accents throughout.
Home in Burdett
4.98 out of 5 average rating, 280 reviews

1800s Post Office Turned Luxury Couples Getaway

Welcome to 1800 House, a post office turned modern vintage oasis, minutes from the Finger Lakes wine trail. With wide-plank floors, vintage art, a newly renovated chef's kitchen, this second floor home brims with romance and soul. Perfect for a couples getaway or vacation with friends, guests can relax in the clawfoot tub, sleep soundly in the plush, hotel-style bed, and explore the Finger Lakes wine trail. Experience old-world charm with modern luxury in this truly one-of-a-kind listing.

Guest favorite
Tiny home in Burdett
4.96 out of 5 average rating, 220 reviews

Wine, Waterfalls & Sunsets from your Bed!

Watch golden sunsets over the mountains—without ever leaving your bed. This romantic, cozy cabin is designed for slowing down and soaking in the view. Couples love our large bedside window as it bring the outdoors in, making every sunset feel like a private show just for you. While it feels secluded and peaceful, you’re just minutes from wineries, waterfalls, and everything the Finger Lakes has to offer.

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, 114 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!

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