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.

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.

Finger Lakes Vintage Airstream Glamping For 2

Discover the perfect blend of vintage charm and modern comfort in "FLO", our remodeled airstream, located just outside Trumansburg NY. Nestled in the heart of the Finger Lakes, this glamping experience is ideal for couples or friends seeking a unique seasonal getaway. Trumansburg is fairly rural and you'll need a car to fully explore the area. You'll be close to state parks and award-winning wineries. Explore local waterfalls, farmers markets, hiking trails and the vibrant town of Ithaca.

Waterfall retreat

Sleep to the sound of your private waterfall in this cabin made for two. 12 miles from Ithaca and central to all that the Fingerlakes has to offer, less than one mile from the only National Forest in New York State, a 15 minute drive to either Seneca or Cayuga lakes, Waterfalls and of course the renowned wine trails. This cabin is equipped with high-speed wifi, climate control with AC, hot/cold water, flush toilet. Fold-out couch in the living room for a third guest (fee). Grown-ups only

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.

Hayt's Chapel

Hayts Chapel, on a beautiful and private half acre has a large open space with hardwood floors, high ceilings, partitioned bedroom, full bathroom, and kitchen. Large old windows with wavy glass let in tons of light, but insulated attic keeps it cool. Outdoors has an eating area, stone fire pit, and plenty of parking. Close to downtown, gorges, wineries and u-pick farms, this quiet setting with relaxing ambiance is a wonderful space for a home-base while visiting Ithaca and the Fingerlakes!

"Red Tail Cabin" at Hawks Nest

"The Red Tail" is a spacious 2- bedroom cabin located in the heart of the Fingerlakes in Upstate New York. If you are looking to get away from noise and enjoy the solitude of nature, this is the place for you! The cabin is close to hiking trails. wineries and breweries on both Cayuga and Seneca Lake. Close proximity to Trumansburg, Lodi and Ovid and 17 miles to Watkins Glen and Ithaca. Plenty of on premise parking Electric fireplace Washer/Dryer Covered porch Outdoor Grill

Eclectic Farmhouse Retreat

Charming, rustic farmhouse tucked between Ithaca and Seneca Lake, just outside Trumansburg. Thoughtfully designed with curated vintage finds, natural linens, and cozy-chic vibes throughout. Sleeps 5 across three inviting bedrooms. Ideally located between the Seneca and Cayuga Lake Wine Trails—two of the region’s best. Five minutes to cute shops, coffee and eats, and just 15 mins to downtown Ithaca. A warm, welcoming home base for your Finger Lakes escape.

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.

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