Holiday houses 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, 168 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
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, 100 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.

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, 141 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
Chalet in Ithaca
4.97 out of 5 average rating, 481 reviews

Naturalists' Retreat

Retreat to paradise at this cozy cottage in the heart of the Finger Lakes. Charming custom woodwork offers a unique, rustic aesthetic while modern amenities provide the comfort of home. Minutes from famous naturalist attractions in all directions. Enjoy the entire peaceful cottage and surrounding yard with outdoor seating, fire pit, and hot tub to yourself. Three acres of adjoining trails and creek shared with neighboring host family, who are fun-loving and approachable but respect your privacy.

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, 258 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 favourite
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.

Top Guest favourite
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, 302 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 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
Home in Burdett
4.96 out of 5 average rating, 414 reviews

1875 Renovated Schoolhouse with an Igloo!

Explore the Finger Lakes and make this renovated schoolhouse your basecamp. Nestled atop a hill on 2.5 acres, with absolutely stunning views with surroundings that are peaceful and private. A perfect escape for couples and friends that is dog-friendly too, you're within minutes of the Seneca Lake Wine Trail, the famously gorgeous Watkins Glen State Park, and the renowned Watkins Glen International Racetrack. Want to simply relax at the FLX Schoolhouse? It's the perfect retreat to do that too!

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, 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 favourite
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 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, 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.

Popular amenities for Odessa holiday rentals

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  4. Schuyler County
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