
Holiday rentals in Odessa
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Top-rated holiday rentals in Odessa
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FLX 1-Lake View 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!!

Timber View At Timber Trails
Escape to the countryside at the charming, “Timber View.” Surrounded by wineries & scenic beauty, this country retreat offers a peaceful getaway for those seeking to disconnect & rejuvenate. Wake up to the sounds of nature, enjoy your morning coffee on the porch, & spend your days exploring the Finger Lakes region with activities like hiking, visiting local farmers' markets, or simply enjoying the tranquility of rural life. In the evenings, gather around the fire pit for stories and stargazing.

Private Year-round Lakefront on Seneca Wine Trail
You’ll enter a Large, Luxurious, Private studio apartment in beautiful Arts & Crafts style. *Located on a Town Maintained secluded lake-side road on the shores of the east side of Seneca Lake. *Ten-foot Coffered Ceilings *On the Seneca Lake Wine Trail. *We welcome visitors all year round. A wonderful option for couples looking for a private, quiet place to get away. *Many custom-crafted details. *2 additional guests can be accommodated with a fold-out sofa bed (an additional fee. )

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.

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.

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.

1800s Post Office Turned Luxury Couples Getaway
Welcome to 1800 House, a post office turned modern vintage oasis, minutes from the Finger Lakes wine trail. With wide-plank floors, vintage art, a newly renovated chef's kitchen, this second floor home brims with romance and soul. Perfect for a couples getaway or vacation with friends, guests can relax in the clawfoot tub, sleep soundly in the plush, hotel-style bed, and explore the Finger Lakes wine trail. Experience old-world charm with modern luxury in this truly one-of-a-kind listing.

1875 Renovated Schoolhouse in the Finger Lakes!
Explore the Finger Lakes and make this renovated schoolhouse as 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, 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 and rejuvenate at the FLX Schoolhouse? It's the perfect retreat to do that too!

No. 3537 Light & Airy Cozy Loft
Serene Cozy Loft on acreage •High-Speed WIFI• Our towns little slice of Heaven ✨ 625 sqft Unlimited parking Less than 2 miles to Downtown Corning & few miles from Fingerlakes & Wineries Electronic fireplace Picture frame TV Sleeps 4, queen bed & Sofa Sleeper Washer & Dryer Childproof cabinets Great views, Peaceful & relaxing No cats Outdoor wood & propane fire pit Patio furniture Venue on premise an acre away! If you’re able to book, there will be no wedding during your stay.

A Timeless Stay by the Falls | *Winter Specials*
2nd Floor Apartment in a divided Victorian. This 1880’s home has been updated and renovated to blend historic charm with modern comforts. The apartment includes a spacious living room with a 75” television. An updated galley kitchen, fully stocked for short or long term stays. Two stylish bedrooms with Queen Beds, and a large full bath with washer/dryer. Come stay close to everything, in the quiet charm of the Historic District, all within steps of the magical She-Qua-Ga Waterfall.

Ithaca Falls View Apartment
Beautiful, private location at the top of Ithaca Falls. A bedroom with a queen bed for 2, a sofa that can sleep 1, a private bathroom, and living room. There is no kitchen or dining room, but there is a a small dining table, two chairs, a microwave, a coffeemaker with coffee, filters, disposable tableware, a toaster, and a mini-fridge (in the closet). It is a 5-minute drive to downtown Ithaca and Cornell University. Ithaca can easily be reached by car, bike, bus, or foot.

"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 holiday rentals
Other great holiday rentals in Odessa

Spring Wine Trail Escape - Family & Pet Friendly

Newly Renovated 1800s Farmhouse

Forest Suite- Curated King Historic Downtown Row

The Swedish Flat in Elmira

No frills, Private Apt. in The Finger Lakes of NY.

Pet Friendly Seneca Lake Country House & pond

Artisan Earth Haven with Sunset Vistas

Cozy Rustic Farmhouse Suite
Destinations to explore
- Plainview Holiday rentals
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- Cornell University
- Greek Peak Mountain Resort
- Watkins Glen State Park
- Bristol Mountain
- Taughannock Falls State Park
- Stony Brook State Park
- Chenango Valley State Park
- Keuka Lake State Park
- Watkins Glen International
- Cascadilla Gorge Trail
- Women's Rights National Historical Park
- Sciencenter
- Keuka Spring Vineyards
- Hunt Hollow Ski Club
- Three Brothers Wineries and Estates
- Fox Run Vineyards
- Finger Lakes
- State Theatre of Ithaca
- Ithaca Farmers Market
- Six Mile Creek Vineyard
- Wiemer Vineyard Hermann J
- Montezuma National Wildlife Refuge
- Del Lago Resort & Casino
- Glenn H Curtiss Museum




