Vacation rentals in Odessa

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Top-rated vacation rentals in Odessa

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Top guest favorite
Vacation home in Montour Falls
4.97 out of 5 average rating, 132 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 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, 145 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, 159 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, 265 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, 248 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
A single-story lake house is pictured, featuring a light yellow exterior with large windows and a spacious deck. The deck extends toward the water with a railing and seating area visible. Surrounding greenery enhances the natural ambiance of the lakeside setting.
Guesthouse in Keuka Park
4.99 out of 5 average rating, 367 reviews

Keuka Beach House - Glamping at its best!

My place is right on the lake and great for summer activities. The deck hangs out over the water overlooking the beach and dock. Outdoor opportunities include your own hiking trail on five acres of land behind the house, cycling, swimming, kayaking and canoeing. It's a great place for couples, solo adventurers, and pets who like to swim. Currently, New York State charges 8% sales tax and Yates County charges 4% Occupancy Tax which is added to the amount you pay when booking the space. Sorry.

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
4.97 out of 5 average rating, 178 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
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, 117 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!

Top guest favorite
Cabin in Montour Falls
4.98 out of 5 average rating, 102 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
Home in Burdett
4.95 out of 5 average rating, 417 reviews

1875 Renovated Schoolhouse with an Igloo!

Explore the Finger Lakes and make this renovated schoolhouse with an outdoor igloo as your basecamp. Nestled in the countryside, you'll find absolutely stunning views with surroundings that are peaceful and quiet. A perfect escape for couples and friends that is dog-friendly too, you're within minutes of the Seneca Lake Wine Trail, the gorgeous Watkins Glen State Park, and the renowned WG International Racetrack. Want to simply relax at the FLX Schoolhouse? It's the perfect for that too!

Guest favorite
A modern home with a distinctive angled roof is shown. Large windows allow ample natural light, while outdoor lighting enhances the facade. A covered porch is supported by tall columns, and a gas tank is located to the side, surrounded by natural landscape.
Tiny home in Enfield
4.96 out of 5 average rating, 146 reviews

Your FLX Hiking Headquarters

Located on 3 acres in the heart of the Finger Lakes region. This is a brand new home with heated floors. Only 5 minutes from the famous Robert Treman State Park, 15 minutes to Taughannock park, 15 minutes to buttermilk Falls, 25 minutes to Walkens Glen State Park. You won’t miss anything on your must do list. Also perfectly located 15 minutes to Ithaca, 15 minutes to Trumansburg, 20 minutes from Walkens Glenn. Sauna and outdoor grill.

Top guest favorite
Cabin in Burdett
4.99 out of 5 average rating, 167 reviews

FLX 4-Lake View Wine Country Tiny Cabin

Nestled up on a hill with Seneca Lake peaking through the trees. 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!!

Popular amenities for Odessa vacation rentals

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