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.

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.

Studio Apartment by Park Lake Wineries and Cornell

Lovely studio apartment above Cayuga Lake, walking distance to the state park swimming area and trails. Walk to the park on the road or a trail, an uphill climb on the way back. Fully equipped kitchen including refrigerator, stove, toaster, microwave, pots, pans, dinner ware and coffee maker. Willow Creek Rd. is the closest residential area to Taughannock Falls State Park, where you can swim, hike, fish, kayak and boat. Close to wineries! Well heated and cozy in the winter, AC in summer.

Small-Town Charm Meets Cozy Comfort on Main Street

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 Sundrees & Homespun. Explore Taughannock Falls, Cayuga Lake, Cornell University, and Ithaca by day. Return for local brews, open mic night, bowling, fine regional dining, or classic NY pizza. Kids will love the nearby play village, playground, cozy library, and ice cream. The perfect Finger Lakes escape with walkable charm.

The Farm Manor with Manners: Spacious & Idyllic

Discover the enchanting Farm Manor – a 3-bedroom, 1-bath, finished basement home featuring artistic charm & serene vibes for all occasions. This haven offers a delightful ambiance, artistic decor, and outdoor delights such as a covered porch, smokeless fire pit, and woodland trails in the backyard for an idyllic retreat. Book with confidence with a SuperHost and end your search now. Ask about special rates for extended winter stays. Travel medical professionals welcome.

Artists' Paradise: Waterburg Chapel

Retreat to the country in this beautifully restored 19th c. Greek Revival church located in the quaint hamlet of Waterburg, a 5-minute drive from the Village of Trumansburg and a 12-minute drive to Ithaca in the heart of Finger Lakes wine country. I prefer a 3 night stay but on certain dates could do 2 nights - never hurts to ask! Subletting the church from November 1, 2025 to May 1, 2026, any or all of this time.$1350 per month. message me for details.

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.

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.