Vacation rentals in Odessa

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Top-rated vacation rentals in Odessa

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Top guest favorite
Home in Montour Falls

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.

4.98 out of 5 average rating, 163 reviews
Top guest favorite
A comfortable living area is highlighted by a plush, light-colored sofa and a decorative coffee table. Soft lighting is provided by a table lamp and ceiling fixtures. The open layout connects to a well-equipped kitchen, visible in the background, promoting a welcoming space for gathering.
Home in Montour Falls

Catharine Valley Place * 4 miles from Watkins Glen

Come stay at Catharine Valley Place, a comfortable ranch style home on 1.2 acres, with an expansive, grassy backyard and a trail through the woods leading to Catharine Creek. Those who will enjoy this full house rental the most are 2 to 3 couples, families, or up to 6 friends vacationing together. Conveniently located just 4 miles from downtown Watkins Glen, there are places to explore in all directions. Make Catharine Valley Place your home base after a busy day of exploring the Finger Lakes!

4.99 out of 5 average rating, 170 reviews
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

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 large hot tub. 2 night minimum stay. 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!

4.9 out of 5 average rating, 111 reviews
Top guest favorite
A serene sunset reflects on Cayuta Lake, with vibrant hues of pink and orange mingling in the sky and water. Silhouetted trees frame the scene, enhancing the tranquil ambiance of the natural landscape.
Home in Alpine

Finger Lakes Dropstar on Cayuta LAKEFRONT

Dropstar is a modern spacious 3300 square foot retreat in a peaceful setting on Cayuta Lake in the breathtaking NY Finger Lakes region. Immerse yourself in nature and see the best views of the entire lake through the enormous windows, sunbathing on private decks, fireside on the patio or fishing and swimming on the dock at Dropstar. Grill or cook for a crowd in the fully stocked gourmet kitchen, rest privately in 4 large appointed bedrooms and never wait with 3 full baths. LIVE, LOVE, LAKE!

4.95 out of 5 average rating, 142 reviews
Top guest favorite
Tiny home in Odessa

Artsy Fartsy Cabin

Relax in this heated cozy 12x12 cottage nestled in the woods. Complete with a full size bed, table for two, and kitchenette to make the late night hot chocolate or tea, and those tranquil morning coffees. Enjoy relaxing on the 6x12 screened in porch or around a warm fire pit. The shared restroom and shower house aprox 5 minute walk. Only minutes from Watkins Glen, Seneca Lake, wineries, breweries, and distilleries, and a multitude of waterfall and hiking trails. PLEASE READ other details.

4.93 out of 5 average rating, 107 reviews
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

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.

4.96 out of 5 average rating, 217 reviews
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

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.

4.98 out of 5 average rating, 290 reviews
Guest favorite
Home in Burdett

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!

4.95 out of 5 average rating, 428 reviews
Guest favorite
A lakeside home features a large deck with seating and a gas grill, complemented by a smaller lower patio. Two docks are visible, along with sun loungers positioned nearby. The property is surrounded by greenery, creating a serene lakeside setting.
Cottage in Alpine

Lake Spirit-Lakefront-Hot tub-Pet friendly-Boats

Lake Spirit welcomes you & your pets year-round! This lakeside home provides a retreat-like experience, offering activities for every season. You can fish, ice fish, relax in the hot tub, enjoy the two decks and docks, the boats or explore the Finger Lakes region. Amenities include a Hot tub, BBQ, fireplace, fire pit, books, games, kayaks, canoe, and pedal boat. While off the beaten path, the property is conveniently located near renowned gorges, waterfalls, vineyards, and distilleries.

4.84 out of 5 average rating, 143 reviews
Top guest favorite
Three rustic cottages are nestled among lush green trees along a tranquil riverbank. The cottages feature covered porches and are complemented by the natural beauty of the surrounding landscape.
Cabin in Montour Falls

Catharine Cottages (#1 Seneca)

Find luxury inside and nature outside. Cottage 1 has a double bed in one corner, a trundle bed in the opposite corner and a private bath. Additionally find a mini fridge, a microwave, a coffee maker with coffee/tea supplied. We offer a welcome basket with oatmeal, muffins, popcorn, nuts, local cheese & jam, and fruit. Outside there is a covered porch with rockers and a picnic table with a private fire pit and charcoal grill. We supply firewood ($4 a bucket) and charcoal (free).

4.96 out of 5 average rating, 102 reviews
Superhost
A queen-sized bed is positioned against a richly patterned floral wallpaper. Soft, muted bed linens complement the design, while wall sconces provide gentle lighting. Shelves on either side offer space for essentials, enhancing the cozy atmosphere of the room.
Apartment in Montour Falls

Queen Catherine Apartment Suite

The Roost is comprised of 3 private apartments all on the 2nd floor of our downtown building. The Catherine suite is a curated two bedroom apartment, full of vintage finds and cozy amenities. Just blocks from Shequaga Falls, a stunning cascade right downtown. As you walk this small town main street you will find basic necessities, including brews and coffee. Montour Falls is central to all that the Finger Lakes has to offer, and minutes from Watkins Glen.

4.9 out of 5 average rating, 264 reviews
Top guest favorite
The outdoor deck is illuminated by string lights, creating a soft ambiance in the evening. The house features a sloped roof and large windows, while the deck provides a table and chairs for relaxation. A peaceful atmosphere is set amidst the surrounding greenery.
Guest suite in Odessa

Speedway Suite

We offer a private studio off of a family home. You enter through a shared breezeway, which gives access to a large shared backyard with plenty of opportunity for privacy. We are located just minutes from breweries and waterfalls. The wine trail starts just 12 minutes away and Watkins International is a 15 minute drive. Let us host you and help make this trip one to remember!

4.98 out of 5 average rating, 121 reviews

Popular amenities for Odessa vacation rentals