Vacation rentals in Odessa

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Top-rated vacation rentals in Odessa

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

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Top guest favorite
Home in Montour Falls
4.97 out of 5 average rating, 141 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 favorite
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
4.92 out of 5 average rating, 49 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 favorite
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, 102 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 favorite
A serene waterfall cascades between moss-covered rock formations, surrounded by lush green trees. The sunlight filters through the foliage, creating a tranquil ambiance. The water flows gently, creating a soft sound that complements the natural setting.
Cabin in Trumansburg
5 out of 5 average rating, 107 reviews

Waterfall retreat

Sleep to the sound of your private waterfall in this cabin made for two. 12 miles from Ithaca and central to all that the Fingerlakes has to offer, less than one mile from the only National Forest in New York State, a 15 minute drive to either Seneca or Cayuga lakes, Waterfalls and of course the renowned wine trails. This cabin is equipped with high-speed wifi, climate control with AC, hot/cold water, flush toilet. Fold-out couch in the living room for a third guest (fee). Grown-ups only

Top guest favorite
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, 194 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.

Guest favorite
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, 126 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 favorite
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, 107 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 favorite
An open-concept living area showcases a blend of modern and vintage styles. Stylish leather and fabric sofas are arranged on a soft area rug. A well-appointed kitchen is visible in the background, complemented by a large dining table, glowing pendant lights, and wood accents throughout.
Home in Burdett
4.98 out of 5 average rating, 269 reviews

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.

Guest favorite
A view of the interior showcasing a cozy living area with a gray chair and side table, complemented by a blue area rug. A kitchenette with a mini-fridge, sink, and stovetop is visible to the left, while a bright bathroom is accessible straight ahead, with a glimpse of the bedroom beyond.
Place to stay in Watkins Glen
4.94 out of 5 average rating, 199 reviews

Boat House/Fish Room-Seneca Canal,Watkins Glen

Boathouse experience on the Seneca Canal in Watkins Glen, NY. Private 1st floor self contained unit (new in 2021) in the boathouse over looking Seneca Canal. Access to shared laundry, common entertaining areas, grill,. The unit entrance is from your private dock overlooking the canal. Plenty of room to park. Dog friendly. Other listings are Anchor Room and Wheel Room. NOTE - this is a our smallest unit and is most suitable for a solo traveler or couple sharing the double bed.

Guest favorite
Home in Burdett
4.95 out of 5 average rating, 422 reviews

1875 Renovated Schoolhouse with an Igloo!

Explore the Finger Lakes and make this renovated schoolhouse with an outdoor igloo as your basecamp. Nestled in the countryside, you'll find absolutely stunning views with surroundings that are peaceful and quiet. A perfect escape for couples and friends that is dog-friendly too, you're within minutes of the Seneca Lake Wine Trail, the gorgeous Watkins Glen State Park, and the renowned WG International Racetrack. Want to simply relax at the FLX Schoolhouse? It's the perfect for that too!

Top guest favorite
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, 52 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 favorite
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, 117 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.

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