
Holiday houses in Odessa
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Top-rated holiday rentals in Odessa
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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!!

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!

3 Valley View Barn Top Floor
Consider staying at a barn for a unique experience. New babies born March 25, 24. Visit with the goats morning and night or visit them in the field. Watch them out the window in the morning or take your coffee outside on the deck. Living in the barn with all the conveniences of home. Full Amish kitchen with all appliances. Comfortable queen size bed. Amazing view in all seasons. We also have 3 rescue barn cats that will often greet you at arrival. Farm eggs for sale.

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.

"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.

Hilltop- Luxury Home with views and a dog run
This home was beautifully updated in 2023. 4 bedrooms and 3 bathrooms plus two cots in the game room, sleeps 10. Three of the bedrooms have king beds. Outdoor firepit and wood fired pizza oven available all year long. Be one of our first guests at this gorgeous house with amazing views. Level 2 EV charger with NACS (Tesla) and J1772. Dog friendly, sorry no cats or other pets. **Driveway is on a hill, winter capable vehicle is highly recommended.
Popular amenities for Odessa holiday rentals
Other great holiday rentals in Odessa

Suite Serenity romantic getaway with hot tub

Hemlock Cabin | Wine Country & Sunset Views

The Cork Cottage | On Seneca Wine Trail | Fire Pit

Twin Ferns! Your English garden getaway!

Carriage House Charmer

Forest Suite- Curated King Historic Downtown Row

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

Pet Friendly Seneca Lake Country House & pond
Destinations to explore
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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
- Hunt Hollow Ski Club
- Keuka Spring Vineyards
- 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




