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

Cozy Cabin in the Sky

Our Skyview Cabin at Hillside Haven is a 1 room, 1 bath Cabin lifted 12ft in the air. Offering a unique experience of cozy and comfortable, with Treehouse heights. The cabin boasts a fully functional kitchenette, and indoor gas fireplace, and a queen size bed. Outdoors at ground level you'll find a private canvas enclosed patio with a gas fireplace, and a charcoal grill. Close to The Fingerlakes National Forest, Seneca and Cayuga Wine Trails, and some of New Yorks most beautiful Waterfalls!

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.

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.

"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

Finger Lakes | Walk Main St | Near Ithaca/Cornell

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.

Expansive Views | Near Wine Trail & Nat'l Forest

Peaceful Finger Lakes retreat on a grassy knoll with beautiful views, nature access, and a quiet countryside feel—just minutes from Trumansburg, Taughannock Falls, Cornell, and the Cayuga & Seneca Lake Wine Trails. Perfect for relaxing, exploring, or bringing your horses. ✔ 3 Bedrooms ✔ Cozy Living Room w/ Fireplace ✔ Covered Patio ✔ Full Kitchen ✔ Panoramic Views ✔ Smart TV ✔ High-Speed Wi-Fi See more below!

Beautiful studio loft in the heart of Trumansburg

Enjoy a stylish loft experience at this centrally-located place in Trumansburg. Apartment is clean and modern, featuring hardwood floors, exposed original brick, tall ceilings, and creekside views. Resting above a thriving brewery in a well-maintained historical building on Main Street, and offering short walks to bars, restaurants, cafe's and coffee shops, bowling, and more.