Holiday rentals in Odessa

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.

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!

Camp S’mores- Modern A-Frame with Pool

Welcome to Camp S’mores- this revitalized luxury A-frame has all the modern amenities you need for your Finger Lakes adventure. We just brought new life into this house from top to bottom. The home features three bedrooms and a Murphy bed in the game room on the lower level. EV charger. It wouldn't be camp without a pool so our home has a large HEATED in-ground pool is open May 15th - Oct 1st. The house is located outside of town on 2+ private acres. Dog friendly, sorry no cats or other pets

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.

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!

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!

Beautiful Lakefront Property

Welcome to your lakeside getaway, perfectly situated on Cayuta Lake—known by locals as “Little Lake.” This beautiful home offers the perfect blend of relaxation and recreation, with a private dock where you can fish, kayak, or simply unwind on the water with a float.The home features 3 spacious bedrooms and 2.5 bathrooms, along with two comfortable pull-out sofa beds to accommodate additional guests. There is ample room throughout the home for air mattresses if needed it’s ideal for families.

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.

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.

Charming country home near Seneca Lake

Your home is a 5 minute drive to the famous Seneca Lake Wine Trail, Watkins Glen State Park, and 10 minute drive to Watkins Glen International Racetrack. You'll have access to over 60 renowned wineries, breweries, and distilleries. Experience breathtaking vineyard views, indulge in wine tastings, and enjoy gourmet dining. Outdoor enthusiasts will love our proximity to Watkins Glen State Park. For motorsport fans, the Watkins Glen International Racetrack is just a stone's throw away.

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).

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.