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.

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

Treehouse with Circular Staircase and Clawfoot Tub

Nestled near Cayuga Lake, Treman Treehouse offers a fun or romantic retreat for two! Enjoy homemade baked goods upon arrival. There's a circular staircase, clawfoot tub/shower, kitchenette, and two decks! It's located near wineries, several waterfalls, and hiking. Taughannock Falls State Park is less than a 10 minute drive. Trumansburg village is a 5-minute drive, Ithaca-20 minutes, and Watkins Glen-30 minutes. Visit restaurants, shops, and farmers' markets. Book your Finger Lakes getaway today!

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.

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

"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

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.

Walnut Grove Yurt at Finger Lakes Cider House!

Welcome to The Walnut Grove Yurt! Our original yurt at Finger Lakes Cider House. This handcrafted yurt is an all-season, round, wooden cabin nestled creek -side in our walnut grove. Every detail is custom built by our Cider House crew. This little hobbit house sits on our 70 acre property of regenerative pasture, forest, and apple orchards— shared with our grass-fed flocks and herds of turkey, chicken, pigs, sheep, and white angus.

Cozy Sanctuary Amidst the Finger Lakes

A cozy, spacious, peaceful, and unique retreat nestled in the heart of the Finger Lakes region of NY, between Cayuga Lake and Seneca Lake. Just a short drive to the charming village of Trumansburg (approximately 5 minutes), the vibrant city of Ithaca (about 15 minutes), and the scenic town of Watkins Glen (roughly 20 minutes), offering the perfect balance of peaceful seclusion and nearby attractions.​

Little Lakefront Log Cabin on Seneca Lake

Welcome to our lovingly restored lakefront log cabin right in the heart of the Finger Lakes wine region! At just under 500sq/ft it's the perfect size for a cozy couple's getaway and ideally situated next to the region's best wineries, breweries and restaurants. Enjoy the private lakefront area with its deck, covered dock, and fire pit with multiple seating areas to enjoy perfect Seneca Lake sunsets.