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Holiday rentals 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
The cozy brick bungalow is surrounded by trees, showcasing a snow-covered exterior. Two warm lights illuminate the entrance, which features glass doors. A small patio with a table and chairs sits nearby, creating a peaceful outdoor space amidst the winter landscape.
Guest house in Ithaca
4.97 out of 5 average rating, 841 reviews

Secluded Free-Standing Cabin in Bucolic Setting

Cozy, comfortable, brick bungalow nestled in a stand of trees offers convenience & seclusion just off the beaten-path. Knotty pine, radiant heating, cathedral ceiling & loft are warm & inviting. Minutes away from 3 state parks, Cayuga & Seneca lakes, wine trails, Cornell, Ithaca College & the renowned Ithaca Commons. **Sorry, Airbnb prohibits booking for another person including "gift bookings." Booking that are gifts must be done so in the name of the guest who will be staying at the property.

Top guest favourite
Tiny home in Burdett
4.99 out of 5 average rating, 145 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
A rustic barn stands with a wood exterior and green roof, surrounded by grassy areas. Several goats are grazing near the barn. The building features large windows and double doors, providing light to the interior.
Farm stay in Beaver Dams
4.99 out of 5 average rating, 403 reviews

Valley View Farm Retreat

Stay at a barn with all the modern comforts. Kids born 3/25/24. Views in three directions. Watch the sun rise or view the stairs at night. Amish made cabinets with quartz counters. Kitchen stocked with pans, dishes and utensils. Sheets and towels provided. Located in the countryside yet still just 15 minutes to Watkins Glen or Corning. Downstairs we have a small herd of goats that you can visit. Join us for evening chores or arrange a time to meet the goats. Apartment 1.

Top guest favourite
The exterior of the uniquely designed guesthouse features a combination of dark siding and large windows, highlighted by colorful fall foliage. A spacious deck with seating is visible, surrounded by potted plants, creating a peaceful outdoor space.
Cabin in Erin
4.99 out of 5 average rating, 293 reviews

Unique Country GuestHouse

Unique country GuestHouse artistically renovated from a repurposed insulated tractor trailer. Private, quiet woodland setting under starry night skies. Brilliantly designed to maximize space for a bedroom- queen bed, desk area. Full bathroom, fully equipped kitchen, eating and lounging area, comfy loft with a sleeper sofa. The spacious sunny deck, shady patio, & fire pit bring your experience more outside. 1.6mi woodland trail. Turkeys, chickens, herb farm. Wifi. 10% discount for repeat guests.

Top guest favourite
A spacious studio features a dining area with a wooden table set for two. A cozy couch and a well-appointed bed are visible, accompanied by warm lighting from bedside lamps. Natural light fills the room through the windows, enhancing the inviting decor.
Guest suite in Hector
4.89 out of 5 average rating, 615 reviews

Modern Farmhouse Studio in Our Home on Farm Winery

Updated studio in the heart of Finger Lakes Wine Country, with one-of-a-kind views of Seneca Lake and vineyards from a gorgeous lawn. Modern farmhouse inspired decor, luxury linens, an adorable kitchenette, this is the perfect stay for visitors looking to explore the Finger lakes. Take advantage of our fire pit, hike through the vineyards down to our beautiful creek, or drive down the hill for direct lake access in Smith Park. Room is very spacious for 2 but works for 4 with a pull out sofa.

Top guest favourite
A contemporary living area is presented, featuring a light blue sectional sofa and a round dining table with four chairs. A decorative rug lies beneath the table, while a small flower arrangement complements the space. Nearby, a well-equipped kitchenette is visible.
Guest suite in Painted Post
4.97 out of 5 average rating, 129 reviews

Modern & Cozy apartment - perfect getaway!

This fully renovated, contemporary & cozy apartment is located in a separate building, right next to our main house. 1000% better than any hotel room! Amenities include microwave, dishwasher, laundry, filtered drinking water, Ninja coffee maker, toaster, waffle maker, heat & AC, high-speed internet, smart TV. We offer clean bedding, towels, toiletries complimentary snacks, coffee & tea, milk, creamer, condiments, etc. Please: no pets, no smoking in or around, no parties, no more than 4 guests

Top guest favourite
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, 164 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.

Top guest favourite
The kitchen features modern appliances, including a stainless steel fridge and oven, set against light-colored cabinetry and a mosaic backsplash. A spacious island with bar seating offers additional workspace. Natural light filters through large windows, illuminating the open layout.
Farm stay in Penn Yan
4.98 out of 5 average rating, 246 reviews

Modern, bright & calm 1 BR / 1 bath farm retreat

Let the calm, quiet beauty of New York’s Finger Lakes region renew you at this modern and bright on-farm escape right on the Seneca Lake Wine Trail. Enjoy our outdoor space and the comfort of our new building's private second floor which features natural lighting, a private entrance, self check-in, marble countertops, tile throughout, a custom bathroom, in-floor radiant heat, WiFi, no TV and a spacious deck overlooking Black Squirrel Farms, a black walnut growing and processing operation.

Top guest favourite
A two-story gray house with white trim and black shutters is situated in a wooded area. Four evenly spaced windows on the top floor and multiple windows on the ground floor allow natural light to fill the interior. A white front door is flanked by two wooden chairs on a welcoming front porch.
Home in Watkins Glen
4.95 out of 5 average rating, 107 reviews

Private Country Cozy home with Hot Tub

Located minutes from downtown Watkins Glen and Watkins International, our home can become your place to stay and relax. Relax with your family and friends out on our oversized deck or out by the fire pit surrounded by woodland. Newly Installed Hot tub. First Floor: Livingroom . Kitchen . Dining area . Half Bath . Laundry room . Queen Bedroom Second Floor: King Bedroom with attached private bathroom . Queen bedroom . Double Bedroom . Full bathroom Basement is not accessible for guests.

Guest favourite
Flat in Montour Falls
4.88 out of 5 average rating, 174 reviews

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.

Top guest favourite
A rustic cabin features a screened porch and circular turret adorned with large windows. Two red adirondack chairs are positioned on the grassy area in front of the cabin, inviting relaxation amidst the surrounding autumn foliage.
Cabin in Van Etten
4.95 out of 5 average rating, 122 reviews

Gorgeous Hilltop Paradise with epic views and pond

A beautiful slice of nature and unique cabin on 30 acres of land with modern ammenities. Enjoy distant views of hills through huge windows overlooking a swimming pond. It's a retreat for every season, featuring beautiful fall folliage, hiking, cross-country skiing and a lush and picturesque spring and summer. The house features a round kitchen and bedroom with a vaulted ceiling. Enjoy a giant view of the sky, fire pit by the pond, the sound of frogs, meditate, relax, or … work!

Guest favourite
A large canvas bell tent is positioned on a wooden platform amidst a wooded area. The entrance features a mesh screen, allowing for natural light. Surrounding greenery enhances the tent's secluded atmosphere, while wooden steps lead up to the entrance.
Tent in Odessa
4.91 out of 5 average rating, 128 reviews

Forest Glamping

Get away from it all when you stay under the stars in a large canvas bell tent with a real, full size bed. Tucked into the woods, just a short distance from Watkins Glen and the Seneca Wine Trail. The shared modern bath house is a short walk from the site with running potable water and a shower. The property is off grid (no electricity) which means excellent star gazing! Linens are provided. The site also has a fire pit with seating for relaxing. See “other details to note”

Popular amenities for Odessa holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Schuyler County
  5. Odessa