
Holiday rentals in Trumansburg
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Top-rated holiday rentals in Trumansburg
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Upper Bunk - ADA accessible suite at New Park Even
Upper Bunk - weird name - cool place. You'll create touching and wonderful memories in this beautiful, cabin-style cottage located on the property of New Park Event Venue & Suites. Sun shines through the stained glass windows that were rescued from a NYC church. Stone mosaics outline the area that the Smart TV sits in, and incredible woodwork surrounds the room, including the door. This suite has no steps and is ADA accessible. The suite has two luxurious queen sized beds, a dresser, K-cup co

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.

The Cider Loft at Finger Lakes Cider House!
The Finger Lakes Cider House is a family of hard-working dreamers trying to leave this world a little better than we found it. We grow a wildly diverse ecosystem of plants, animals, microbes, and ideas. This place is different. Come stay with us! The Loft is a three bedroom apartment renovated from the barn's original hayloft, with hand-detailed, reclaimed decor and a stunning view of our farm/orchard. We offer a complimentary bottle of cider and two vouchers for cider flights with every stay.

Studio Apartment by Parks Lake Wineries & Cornell
Lovely studio apartment above Cayuga Lake, walking distance to the state park swimming area and trails. Walk to the park on the road or a trail, an uphill climb on the way back. Fully equipped kitchen including refrigerator, stove, toaster, microwave, pots, pans, dinner ware and coffee maker. Willow Creek Rd. is the closest residential area to Taughannock Falls State Park, where you can swim, hike, fish, kayak and boat. Close to wineries! Well heated and cozy in the winter, AC in summer.

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!

Small-Town Charm Meets Cozy Comfort on Main Street
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 Sundrees & Homespun. Explore Taughannock Falls, Cayuga Lake, Cornell University, and Ithaca by day. Return for local brews, open mic night, bowling, fine regional dining, or classic NY pizza. Kids will love the nearby play village, playground, cozy library, and ice cream. The perfect Finger Lakes escape with walkable charm.

The Barn Manor with Manners: Barndo with Love!
Experience luxury at Barn Manor, a converted barn surrounded by fields and forests. Relax in a jetted tub with heated floors, enjoy fireside evenings, and admire custom woodwork, marble accents, indoor hammock and unique windows. Both levels are open floor plans: the first floor has a queen bed, full kitchen, living space, and bathroom; upstairs offers a king bed with Casper mattress, queen futon, and optional fold-out twin. Sleeps up to 8. Ask about long-term winter stays.

Not-So-Tiny House: Country Charm, Modern Feel
Find your oasis in this stylish tiny house on the outskirts of Ithaca. Explore the outdoors with 85 acres of woods, pastures and ponds with wide trails great for hiking and cross country skiing! Fire up the grill and dine al fresco on one of three decks, then warm up by the fire pit. Enjoy the quiet of the natural surroundings while remaining a stone's throw away from Ithaca's many attractions including state parks, dining, universities, wine trails and more.

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.

Charming 1880's Victorian Farmhouse in Trumansburg
This restored 1880's farmhouse sits on a grassy double lot just a block from vibrant Main Street restaurants, bars, cafes and shops and less than two miles from Cayuga Lake. Enjoy a quiet neighborhood, the sunny south porch and large yard. We love biking the Diamond Trail to Ithaca (8 miles), swimming in Cayuga Lake, hiking the gorge trails, cross-country skiing in the Finger Lakes Fores, and the Cayuga / Seneca Lake wine trail.

Upscale 1 BR loft in Trumansburg village center
Enjoy a stylish experience at this centrally-located place. Sited in the picturesque village of Trumansburg, this apartment has classic touches of exposed brick, hardwood floors, and high ceilings. Features a comfortable open floor plan layout, with large windows overlooking Main Street. Fantastic walkability, as location is convenient to everything in the village.

Coyglen Air BnB
Beautiful, quiet, country setting overlooking Buttermilk Falls that is only minutes from downtown Ithaca, Cornell, and Ithaca College. We are located at the southern end of Cayuga Lake, near Trumansburg, Newfield, and at the beginning of the Finger Lakes Wine Trail. We are close to local state parks, waterfalls, hiking trails, entertainment, and shopping areas.
Popular amenities for Trumansburg holiday rentals
Other great holiday rentals in Trumansburg

Perfect Weekend Getaway in Trumansburg

Peaceful large room (+ optional Loft)

Sunset Hill Room #2

A Room in a Finger Lakes Country Home

The East View Room at The Holiday House

Peaceful Trumansburg Country Flat!

The Farmhouse @ Fall View Farms

Bedroom with Single bed in historical home
Quick stats about holiday rentals in Trumansburg
Total rentals
40 properties
Nightly prices starting at
$65 SGD before taxes and fees
Total number of reviews
1.5K reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
40 properties include access to wifi
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- Cornell University
- Watkins Glen State Park
- Greek Peak Mountain Resort
- Taughannock Falls State Park
- Bristol Mountain
- Cayuga Lake State Park
- Song Mountain Resort
- Watkins Glen International
- Keuka Lake State Park
- Chenango Valley State Park
- Cascadilla Gorge Trail
- Sciencenter
- Hunt Hollow Ski Club
- Three Brothers Wineries and Estates
- Clark Reservation State Park
- Bet the Farm Winery
- Keuka Spring Vineyards
- Fox Run Vineyards
- Six Mile Creek Vineyard
- Standing Stone Vineyards
- Hunt Country Vineyards