Holiday rentals in Trumansburg

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.

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!!

Naturalists' Retreat

Retreat to paradise at this cozy cottage in the heart of the Finger Lakes. Charming custom woodwork offers a unique, rustic aesthetic while modern amenities provide the comfort of home. Minutes from famous naturalist attractions in all directions. Enjoy the entire peaceful cottage and surrounding yard with outdoor seating, fire pit, and hot tub to yourself. Three acres of adjoining trails and creek shared with neighboring host family, who are fun-loving and approachable but respect your privacy.

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.

The Cider Loft at Finger Lakes Cider House!

The Finger Lakes Cider House is a family of hard-working dreamers trying to leave this world a little better than we found it. We grow a wildly diverse ecosystem of plants, animals, microbes, and ideas. This place is different. Come stay with us! The Loft is a three bedroom apartment renovated from the barn's original hayloft, with hand-detailed, reclaimed decor and a stunning view of our farm/orchard. We offer a complimentary bottle of cider and two vouchers for cider flights with every stay.

Stylish creek view suite on Main Street

This special place is walkable to shops, restaurants, bowling, golf, and a short drive to the wine trails and state parks. Enjoy your favorite eatery’s “to go” in your private back space or sip on local coffee/wine/beer while listening to the sounds of the creek. The cozy space has all the amenities to mimic a hotel suite, but with its own private entrance. Ideal for one or two guests, but can accommodate three by folding couch into a futon or we can leave a twin air mattress upon request.

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.

Not-So-Tiny House: Country Charm, Modern Feel

Find your oasis in this stylish tiny house on the outskirts of Ithaca. Explore the outdoors with 85 acres of woods, pastures and ponds with wide trails great for hiking and cross country skiing! Fire up the grill and dine al fresco on one of three decks, then warm up by the fire pit. Enjoy the quiet of the natural surroundings while remaining a stone's throw away from Ithaca's many attractions including state parks, dining, universities, wine trails and more.

Walk to Main St | 112 Five Star Reviews

Soak up small-town life in Trumansburg, NY! Wake up in this sweet & simple Main Street apartment, steps from Gimme! Coffee, Creekside Cafe, and local shops. Summer awaits — wine taste along Cayuga Wine Trail, swim or kayak on Cayuga Lake, hike to stunning Taughannock Falls. Day trip to Cornell or Ithaca's gorges. Return for local brews, open mic, bowling or NY pizza. Kids love the playground, library & ice cream. Your perfect Finger Lakes summer escape!

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.

Your FLX Hiking Headquarters

Located on 3 acres in the heart of the Finger Lakes region. This is a brand new home with heated floors. Only 5 minutes from the famous Robert Treman State Park, 15 minutes to Taughannock park, 15 minutes to buttermilk Falls, 25 minutes to Walkens Glen State Park. You won’t miss anything on your must do list. Also perfectly located 15 minutes to Ithaca, 15 minutes to Trumansburg, 20 minutes from Walkens Glenn. Sauna and outdoor grill.

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.