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Holiday houses in Odessa

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Top-rated holiday rentals in Odessa

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Tiny home in Burdett
4.99 out of 5 average rating, 191 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 favourite
Place to stay in Horseheads
5 out of 5 average rating, 21 reviews

Private Trout Pond Cabin Near Watkins Glen

The Pump House is a peaceful Finger Lakes retreat , close to Watkins Glen, with a private trout pond perfect for relaxed fishing, steps from the door. Surrounded by fields and forest at Galusha Farm, the property offers quiet nature and wildlife viewing. Gateway to the Finger Lakes Located near Watkins Glen State Park, Seneca Lake, and Seneca Lake Wine Trails, guests can enjoy fishing at Catherine Creek, wine tours, and hiking the trails. A secluded base for fishing and wine country escapes.

Top Guest favourite
Home in Montour Falls
4.97 out of 5 average rating, 138 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 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, 273 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 favourite
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, 47 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 favourite
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
4.89 out of 5 average rating, 100 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 hot tub. 2 night minimum year round. 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 favourite
A gravel driveway winds through greenery, leading toward a wooden cabin that is partially obscured by trees. The setting is serene, with a soft twilight sky overhead and the lush foliage surrounding the path enhancing the natural ambiance.
Home in Montour Falls
5 out of 5 average rating, 38 reviews

The Honey Hut

Relax and enjoy this unique and private getaway hidden behind trees on a spacious lot. Minutes from Lake Seneca, wineries and picturesque walking trails with natural waterfalls and an abundance of wildlife! Get back to nature or enjoy wine tasting. Plan a day on the water with kayak & boat rentals, everything you need. We have it all! We also have alternating stairs to access the loft sleeping area (see picture), but if that’s not your thing there is a comfy Murphy bed on the lower level.

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, 229 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.

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
4.96 out of 5 average rating, 122 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 favourite
A charming cabin is depicted with a covered porch, featuring white railings. In front, two grey adirondack chairs are positioned on the green grass, accompanied by a black firepit nearby. A grill is located on the left, adding to the outdoor amenities.
Cabin in Montour Falls
4.98 out of 5 average rating, 105 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!*

Top Guest favourite
A modern kitchen features sleek cabinetry and stainless steel appliances. Natural light floods the space through large windows, and a spacious island with seating invites gatherings. A spiral staircase leads to an upper level, while a dining table is visible in the background.
Home in Montour Falls
5 out of 5 average rating, 47 reviews

FLX Watkins Glen, Hiking, Wine Country, Waterfalls

Indulge in a luxurious retreat at Eagles View FLX, a meticulously remodeled home nestled on 12 acres of pristine natural beauty. This sanctuary boasts high ceilings, modern comforts, and a serene ambiance. Enjoy the Fingerlakes in this retreat nestled into the countryside overlooking the natural landscape and Seneca lake. A sanctuary designed to melt away stress, provide opportunities for self care and reflection, indulge in modern comforts, and become a nature enthusiast.

Top Guest favourite
A modern home with a light grey exterior is surrounded by lush greenery and several well-maintained, symmetrical Christmas trees. The property features a large, vibrant lawn, with trees offering a natural backdrop, enhancing the tranquil setting.
Home in Watkins Glen
4.99 out of 5 average rating, 115 reviews

Watkins Glen Luxury | 3 Kings & Scenic Views

Welcome to Wineview Acres! This 24 acre former Christmas tree farm is complete with a newer 2000 sq. ft 3 bedroom home with amazing views and private waterfalls. Located at the start of the Seneca Wine Trail and just a short drive to the village of Watkins Glen, we are in the perfect location to enjoy the best of what the Finger Lakes can offer. If you prefer wine tasting, hiking, fishing, or a day at the race track you will be perfectly positioned to enjoy it all.

Popular amenities for Odessa holiday rentals

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