Holiday rentals in Trumansburg

Upper Bunk - ADA accessible suite at New Park Even

Upper Bunk - weird name - cool place. You'll create touching and wonderful memories in this beautiful, cabin-style cottage located on the property of New Park Event Venue & Suites. Sun shines through the stained glass windows that were rescued from a NYC church. Stone mosaics outline the area that the Smart TV sits in, and incredible woodwork surrounds the room, including the door. This suite has no steps and is ADA accessible. The suite has two luxurious queen sized beds, a dresser, K-cup co

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.

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.

Peaceful Finger Lakes Retreat

Escape to the Finger Lakes! Centrally located apartment for visiting wine country (right between Cayuga and Seneca Lake wine trails) and just 3 miles from Taughannock Falls State Park. 2 miles into charming downtown Trumansburg for gourmet dining and small town charm. 20 minutes by car will get you to- Downtown Ithaca, Downtown Watkins Glen, and so much more. Visit Cornell or IC but enjoy the countryside. Escape from the city while still enjoying fine dining, wine tasting, and night life!

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, hiking, Ithaca Commons, movies and theater, restaurants, the farmer's market, the waterfront trail, wineries-- all within a few minutes drive of your rental.

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.

Euphoria 2 Bedroom on the Lake

Spectacular views of Cayuga Lake! Two bedroom home on the lake with private decks & dock. Only 10 minutes from Ithaca the home to Cornell & Ithaca College. Located on Rt 89 the Cayuga Lake wine trail. All the amenities of a 2 bedroom home on the lake. Fully functional kitchen & bathroom with a flat screen tv & Wi-Fi. One of the largest lakefront decks with covered & uncovered decks & an oversized Jenn-Air grill to accommodate large groups

Tree-Lined Studio in the Heart of the Finger Lakes

Come relax and explore the Ithaca area and natural beauty of the Finger Lakes! The studio is centrally located between Ithaca and wine-trail attractions, directly in the middle between Cayuga and Seneca Lakes. You will be near the Finger Lakes National Forest and numerous state parks with trails, waterfalls and swimming. Our property is in a beautiful wooded setting, with a porch in the trees for relaxing.