Vacation rentals in Odessa

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Top-rated vacation rentals in Odessa

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Top guest favorite
Tiny home in Burdett
4.99 out of 5 average rating, 165 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 modern studio loft is nestled within a lush green forest, surrounded by tall trees and foliage. The structure features large windows and a spacious deck, providing an inviting connection to the natural landscape. The serene, wooded environment offers a sense of seclusion.
Loft in Burdett
4.97 out of 5 average rating, 139 reviews

Fox Den Studio, Lake View, Location, location!

Fox Den is a fully furnished 600 sq ft studio loft apartment with all the amenities that you could need. Eat out or cook in our kitchenette. The view from your 2nd floor deck is stunning with sunsets that dreams are made of. The loft has high, open ceilings that give you a cottage feel that immediately brings relaxing vibes. Hike our 10 acres of trails next door on our glamping grounds, including a fishing pond Your secluded spot is right in the middle of wine country and state Forest trails

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, 158 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 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, 256 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.

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, 246 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.

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, 130 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!

Top guest favorite
The exterior of the newly renovated home is shown, featuring a mix of light-colored siding and a green accent wall. A spacious front yard with well-maintained grass surrounds the property, complemented by a wooden railing and patio area to the side.
Vacation home in Montour Falls
4.97 out of 5 average rating, 130 reviews

High Meadow Retreat

4 BR 3 BATH home . ONE OF A KIND property, secluded, yet very conveniently located in the heart of the Finger Lakes! Beautifully landscaped lawn surrounded by woods & waterfalls. Enjoy a glass of wine or favorite drink or dine on the large patio while taking in the view of the surrounding vistas. Take in the view from inside from the large picture window in living and dining rooms. Enjoy view of all types of wildlife. NO PETS ALLOWED. No late check outs. Violations will incur fee of $75/ hr.

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, 169 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 tiny home is set amid trees and a gravel path. A front porch with steps leads to the entrance. A propane grill is visible to the side, with a storage shed in the background. Natural surroundings provide a serene backdrop.
Guesthouse in Montour Falls
4.95 out of 5 average rating, 223 reviews

Kim’s Country Retreat/Catharine Valley Trail

Sweet tiny home located beside my home. Enjoy the privacy & the wildlife while remaining close to all the great attractions Watkins Glen & surrounding areas has to offer. The night skies are beautiful from the front porch. Satellite Internet with Roku TV in the living room & bedroom. One mile to She-Qua-Ga Falls. A short drive to Watkins Glen Lakeside Park (4.5 Miles) , W.G Race Track (5.2 Miles), Watkins Glen Gorge Trail (3.4 Miles) & many more great wineries and shops. Pet allowed w/fee.

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
4.98 out of 5 average rating, 110 reviews

Adventure Awaits A-Frame

Take a break and unwind at Harpy Hollow in this cozy 12x16 A-frame cabin. Nestled in the forest of wine country, there’s plenty of adventures just waiting for you! From hiking to biking, breweries, wineries, distilleries, or just relaxing by the fire. You will find a comfortable place to relax after a long day of making memories. The cabin has a full size bed with all of the linens. The shared restroom and shower are only a short walk from the cabin. Please read property and other details.

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, 194 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
A cozy bedroom featuring a queen size bed dressed in gray linens. Artwork is displayed on the walls, and a bedside lamp provides soft lighting. Natural light filters through a window, framed by patterned curtains, while an air-conditioning unit is positioned nearby.
Apartment in Watkins Glen
4.99 out of 5 average rating, 143 reviews

"The Loft" 2nd story apt. 2 mi. from Watkins Glen!

Private, new build. Full kitchen, dishwasher, full fridge. Village water. stackable washer/dryer. Off street parking. Free internet, smart TV in bedroom & livingroom. Queen size bed. Heat and air-conditioning. 2.9 mi from historic Watkins Glen International. 2 mi from down-town Watkins glen. Enjoy the beautiful finger lakes Wine trail, the Watkins Glen State park, Seneca Lake, WGI, and all that the finger lakes has to offer with a cozy place to land at the end of the day.

Popular amenities for Odessa vacation rentals

  1. Airbnb
  2. United States
  3. New York
  4. Schuyler County
  5. Odessa