Vacation rentals in Trumansburg

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.

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!

FLX 3- Lake View Wine Country Tiny Cabin

Nestled up on a hill overlooking Seneca Lake, watch the sunset while laying in bed or from your own patio with a fire crackling. We are local hosts and will make sure you have an unforgettable stay! Everything you could want to do in the Finger Lakes will be at your fingertips. Wineries galore, two even just next door, multiple breweries nearby, minutes to the lake, 15 minutes to downtown Watkins Glen, 10 minutes to hiking trails at the national forest, or stay in, relax, and enjoy the 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

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!

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!

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.

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.

Modern Ithaca Farmhouse

Upscale 2BR/2BA retreat in a peaceful country setting just minutes from Ithaca. Features a California king and queen bedroom, spa-like walk-in shower, and sun-filled living spaces. Enjoy a fully updated modern kitchen with eat-in area and a large private deck with a Weber grill and beautiful views. Ideally located 5 min to Ithaca College, 10 min to Cornell and downtown, and 5 min to Buttermilk Falls State Park and numerous scenic hiking trails.

Maple Grove Yurt at Finger Lakes Cider House!

Welcome to The Maple Grove Yurt! Our newly handcrafted yurt at Finger Lakes Cider House was completed May 2025. This all-season, round cabin is nestled creekside in our maple 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.