Holiday houses 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.

Family · Value · Barbecue

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!

Location · Family · Barbecue

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!

Location · Accuracy · Hiking

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.

Value · Location · Layout

Grandpa's Cottage on Cayuga

Grandpa's Cottage on Cayuga is a charming place to stay. Private steps above the Cayuga Lake shore line nestled perfectly between some of the areas finest wineries/cideries. 7min away from the breath taking falls at Taughannock State Park. The scenic drive down to the Cottage is private and quiet. Once there you will find a beautiful new pavilion with a gorgeous brick fireplace and bbq area. Grandpa's Cottage hosts almost everything needed for your stay. Enjoy the sunrise from the private dock!

Family · Value · View

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

Family · Location · Wi-Fi

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.

Family · Location · Condition

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!

Value · Location · Air conditioning

Heart of the Village: Organic Black Walnut Studio

Find sanctuary in this cozy, nature-inspired studio attached to our home in the heart of Trumansburg. Just minutes from Taughannock Falls, Ithaca, and the Finger Lakes wine trail. With black walnut trim, an organic mattress, and calming tones, it’s a peaceful space to rest and recharge. While it shares a wall with our home, guests often describe it as quiet, cozy, and deeply rejuvenating. A perfect retreat for solo travelers or couples seeking comfort, charm, and a touch of healing.

Location · Value · Solo travel

"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

Value · Location · Quiet

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!

Location · Value · Check-in

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.

Location · Value · Biking