Holiday rentals in Trumansburg

Boho room with King bed at New Park, a picturesque

Book this sweet, romantic room with gorgeous stained glass windows and a king bed. The Lower Bunk has a king bed, eating area, kitchenette (microwave, refrigerator and pod coffee machine), and cozy cabin walls. This room is the perfect getaway for early risers who want to get out and explore! An enormous stained glass window faces the eastern side of the room and radiates through the room with the rise of the sun. Enjoy the morning basking with an assortment of compostable coffee pods, and

Historic Village Retreat: 2 BR home near Main St.

This 2 bedroom, 1 bath home is located in the charming, historic village of Trumansburg. It is all on 1 level and consists of a living room, cozy reading den, spacious kitchen, full bath, and 2 bedrooms, as well as an outdoor patio space, and an inviting porch to relax on and sip your morning coffee. Enjoy hi-speed wi-fi as well as complimentary coffee & tea. Take a short stroll to restaurants, the farmers market, shops, and a brewery. It is a close drive to state parks, wineries, IC, & Cornell.

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. )

Kingtown Manor Haus

Kingtown Manor Haus is located in the country close to Cornell, IC and the Finger Lakes Wine Country. Numerous State parks are within a short drive and offer beautiful views and excellent hiking. Off street parking, pillows, bed linens and towels are included. Full equipped kitchen is available along with a propane gas grill for BBQ. A fire pit is adjacent to the house with a full supply of kindling and firewood. Grocery store and the village of T'burg is within 3 miles. Please - NO PETS.

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.

Hot tub under the stars at cozy cabin in the FLX

Nestled in a grove of Norway spruce, your peaceful cabin getaway rests in the heart of the Finger Lakes. Built by a local carpenter (with help from his dog Indiana), the cabin has enough coziness and charm to make any stay special. Hike down to Mill Creek (on the property), grill up some burgers on the gas grill, or lounge in a hot tub beneath the stars. The cabin is 15 minutes to Ithaca / Cornell, has a living room with a Switch + BluRay + HBO, and has satellite wifi (30+ MBPS).

Ithaca Falls View Apartment

Beautiful, private location at the top of Ithaca Falls. A bedroom with a queen bed for 2, a sofa that can sleep 1, a private bathroom, and living room. There is no kitchen or dining room, but there is a a small dining table, two chairs, a microwave, a coffeemaker with coffee, filters, disposable tableware, a toaster, and a mini-fridge (in the closet). It is a 5-minute drive to downtown Ithaca and Cornell University. Ithaca can easily be reached by car, bike, bus, or foot.

The Barn Manor | Stylish Barndominium Near Ithaca

Experience luxury at Barn Manor, a converted barn surrounded by fields and forests. Relax in a jetted tub with heated floors, enjoy fireside evenings, and admire custom woodwork, marble accents, indoor hammock and unique windows. Both levels are open floor plans: the first floor has a queen bed, full kitchen, living space, and bathroom; upstairs offers a king bed with Casper mattress, queen futon, and optional fold-out twin. Sleeps up to 8. Ask about long-term winter stays.

Small-Town Charm Meets Cozy Comfort on Main Street

Soak up small-town winter charm in Trumansburg, NY. This sweet, simple Main Street apartment is warm and walkable—steps from Gimme! Coffee, Creekside Café, Sundrees, Homespun, and the new Mexican spot, El Amigo. Explore Taughannock’s winter trails, then curl up with a book or game. Walk to local brews & open mic night, the cozy library, playground & children’s village, and bowling. Close to Ithaca and Cornell—a Finger Lakes escape with true walkable charm.

Modern ‘Barn-dominium’ in the Village

A short walk to the charming village of Trumansburg, NY, this studio-like guest suite is perfectly situated near lakeside wineries, beautiful Taughannock Falls, numerous hiking trails, Cornell University and Ithaca College. The Barndominium provides an opportunity for a lovely country getaway, with modern amenities (including free wi-fi) within reach – restaurants, bars, shops, coffee, ice-cream and a full-service grocery store are all nearby.

FLX 4-Lake View Wine Country Tiny Cabin

Nestled up on a hill with Seneca Lake peaking through the trees. 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!!

Charming 1880's Victorian Farmhouse in Trumansburg

This restored 1880's farmhouse sits on a grassy double lot just a block from vibrant Main Street restaurants, bars, cafes and shops and less than two miles from Cayuga Lake. Enjoy a quiet neighborhood, the sunny south porch and large yard. We love biking the Diamond Trail to Ithaca (8 miles), swimming in Cayuga Lake, hiking the gorge trails, cross-country skiing in the Finger Lakes Fores, and the Cayuga / Seneca Lake wine trail.