Holiday rentals in Trumansburg

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 Lakeview Nook – Midcentury Modern Stay

Enjoy this mid-century modern guest house in a spectacular site, with a lake view, waterfall, and forest all in one place. The house was just fully renovated. This house is just 2 miles from Ithaca downtown and 3 miles from Cornell University. The location is super close to everything Ithaca has to offer—Ithaca falls, downtown, restaurants, the farmer's market, wineries, all within a few minutes drive of your rental. This unit is fully private, with no shared areas/entrance with the other unit.

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.

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.

Bitty Bot - the Cutest Tiny House in Trumansburg

Welcome to Bitty Bot, our Greek Revival tiny house. This structure was built in part by Hammerstone: Carpentry for Women classes, and finished by our women owned contracting crew. This micro sized tiny house is the perfect way to find out if tiny living is a good fit for you. Plenty of light and beautiful detailing, along with views of the neighboring farm make this tiny space feel warmly welcoming! Enjoy a rural getaway with chickens and a cider orchard. PLEASE READ IMPORTANT NOTES

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.

The Barn Manor with Manners: Barndo with Love!

Experience luxury at Barn Manor, a stylishly converted barn nestled in nature. Relax in a two-person jetted tub with a heated floor, admire unique live-edge woodwork, and sleep soundly in a king or queen bed. Suitable for up to eight guests. Enjoy fireside moments outdoors while surrounded by fields and forests. Discover your ultimate countryside sanctuary at Barn Manor with Manners. Please inquire about discounted long term stays over the winter season.

The Timber Garden Cottage

This stunning home is waiting for you! It has classic timber frame construction boasting large beautiful wood beams, lots of light, and a rustic feel. Both spacious and cozy at the same time! Located centrally to all things Ithaca, 7-10 mins drive to downtown, 15 mins to both Cornell and Ithaca College, and a few miles to Taughannock State Park, the beginning of the Cayuga Wine trail, and Trumansburg. This cottage puts you close to all things Ithaca!