Holiday 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.

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

King Bed, Cornell, Ithaca, WineTrail, Hiking

Enjoy a romantic getaway in this beautiful 1 King bedroom, located close to Ithaca, Trumansburg and both the Cayuga and Seneca Lake Wine Trails. This newly built house provides all the modern amenities with a country feel. It is set back off the road with private parking and a private fenced in back yard. Only minutes from Taughannock Falls State Park and a 30 minute drive to Watkins Glen State Park, this is the perfect place to watch the sunsets from the large windows with a glass or wine!

"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.

Your FLX Hiking Headquarters

Located on 3 acres in the heart of the Finger Lakes region. This is a brand new home with heated floors. Only 5 minutes from the famous Robert Treman State Park, 15 minutes to Taughannock park, 15 minutes to buttermilk Falls, 25 minutes to Walkens Glen State Park. You won’t miss anything on your must do list. Also perfectly located 15 minutes to Ithaca, 15 minutes to Trumansburg, 20 minutes from Walkens Glenn. Sauna and outdoor grill.

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.

Wine & Pine - The Seneca Shed

Wine & Pine – The Seneca Shed is a cozy, rustic studio with a Tempurpedic queen bed, heat, fan, mini fridge, and a coffee/griddle/toaster combo. Enjoy s’mores, snacks, and a short walk to a private bathroom. Relax by the fire pit, Adirondack chairs, or picnic table with views of farm fields. A unique, peaceful Finger Lakes escape. **located on the Seneca Sledders trail - it runs through the field on our property**

Modern Main Street Suite

This cozy suite is close to everything the Finger Lakes has to offer. 20 minute drive to Ithaca and Watkins Glen and only minutes from Taughannock State Park. Fully renovated with hotel like touches. Offers high ceilings, mini split for temperature control, an enclosed front porch ideal for coffee or a glass of wine, and perfect location for walking to Trumansburg’s many eateries and shops.

14 Elm Taughannock House

This gorgeous village home is newly renovated and designed to host your group in modern comfort with large dose of historic design. As part of the 16 Elm Heritage Hotel family of accommodations this house will undoubtedly leave you with a delightful stay in the village of Trumansburg. This property has a great layout with design that allows for an easy flow but cozy spaces.