Holiday rentals in Odessa

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Top-rated holiday rentals in Odessa

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Top guest favourite
Tiny home in Burdett
4.99 out of 5 average rating, 162 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!!

Guest favourite
The exterior of the house is shown, featuring a red-colored facade with white trim. Multiple windows align the walls, allowing natural light inside. A small porch is accessible from the front, and a grassy area surrounds the structure, with a few shrubs lining the foundation.
Home in Beaver Dams
4.87 out of 5 average rating, 516 reviews

Whole house for Relaxing Couple or Family Retreat

Our home is located on Rte 414 10 miles to Corning or Watkins Glen. The beautiful back yard allows for a campfire (wood ), sunbathing and playing games. Explore the creek bed that leads to a stocked trout stream. Visit the goats at the farm. Kids born 3/25There is a slope from the parking to the house. Two TV's are connected for your convenience. Parking is off 414 with ample space for 3 cars. This remodeled home has hard wood floors, custom kitchen cabinets and granite counter tops.

Top guest favourite
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, 138 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 favourite
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

A 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 outdoor shower for the adventurous spirit. Kitchen lacks nothing tucked conveniently in the great room.

Top guest favourite
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.
Holiday 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 favourite
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, 168 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 favourite
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, 108 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 favourite
A front porch deck features a round table with two wicker chairs, overlooking scenic greenery. A bottle and two glasses filled with a red beverage sit center stage. Gentle hills can be seen in the background, enhancing the serene atmosphere.
Flat in Watkins Glen
4.9 out of 5 average rating, 152 reviews

Spacious Sanctuary in the Heart of Wine Country

Located right in the heart of the Fingerlakes Wine Country - Our place in Watkins Glen NY is the perfect stepping off point for so many amazing journeys! The apartment is only a few minutes walk from Watkins Glen State Park a must see landscape! Saunter down the hill and you are right among the many restaurants and shops in downtown. Hop in your car and drive only a few minutes to either side of Seneca Lake and go tasting at one of the areas signature wineries, breweries or distilleries.

Guest favourite
A vibrant sunset casts orange and pink hues across the sky, reflecting on the tranquil pond. Lush greenery surrounds the water, and a deck with white railings overlooks the picturesque scene. The expansive landscape features rolling vineyards and glimpses of Seneca Lake in the distance.
Tiny home in Burdett
4.94 out of 5 average rating, 160 reviews

Vineyard Villa | B | Wine Trail & Views

Create unforgettable memories in the heart of the Finger Lakes. Perfectly located on the Seneca Lake Wine Trail, this retreat offers sweeping vineyard views and stunning lake scenery. Sip, explore, and unwind — then return to comfort designed for relaxation. Bring your favorite person and enjoy wine country at its best. ✔ 2 Private Balconies w/ Views ✔ On the Wine Trail ✔ Full Kitchen & Living Room ✔ Large Yard w/ Fire Pits, Grill & Seating ✔ Smart TV, Wi-Fi & Parking ✔ Onsite Restaurant

Top guest favourite
Guest suite in Ithaca
4.96 out of 5 average rating, 646 reviews

The Taughannock Falls Suite

Nestled among breathtaking scenery, our retreat is your perfect escape from the hustle and bustle, yet conveniently located between Ithaca and Trumansburg. Access everything the Finger Lakes region has to offer. Bring your bikes and furry friends—The Black Diamond Trail is right in our backyard, ready to launch your adventures. After a day of exploring, spend an evening with the fireflies by the campfire under the stars or curl up for a cozy night in. Welcome to your home away from home!

Top guest favourite
A rustic cabin features a screened porch and circular turret adorned with large windows. Two red adirondack chairs are positioned on the grassy area in front of the cabin, inviting relaxation amidst the surrounding autumn foliage.
Cabin in Van Etten
4.95 out of 5 average rating, 127 reviews

Gorgeous Hilltop Paradise with epic views and pond

A beautiful slice of nature and unique cabin on 30 acres of land with modern ammenities. Enjoy distant views of hills through huge windows overlooking a swimming pond. It's a retreat for every season, featuring beautiful fall folliage, hiking, cross-country skiing and a lush and picturesque spring and summer. The house features a round kitchen and bedroom with a vaulted ceiling. Enjoy a giant view of the sky, fire pit by the pond, the sound of frogs, meditate, relax, or … work!

Top guest favourite
A spacious covered deck features a round wooden table surrounded by six folding chairs. Dappled sunlight casts patterns on the wooden floor, enhancing the natural atmosphere. The deck overlooks a serene view of the lake, framed by lush trees in the background.
Cottage in Dundee
4.99 out of 5 average rating, 522 reviews

Waneta Lakeside Cottage

Right on the water with lots of space and fresh air this new and charming cottage is situated in the heart of the Finger Lakes on the east side of Waneta Lake. Ideal for 1 to 2 couples, a girls weekend getaway or families up to 4. There are 2 bedrooms, an open fully equipped kitchen, a sitting area and bathroom with walk-in shower. Dine and relax on the over-sized covered deck overlooking the lake. A stairway from the deck provides access to a private beach with 4 kayaks.

Popular amenities for Odessa holiday rentals

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  4. Schuyler County
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