Holiday rentals in Trumansburg

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Top-rated holiday rentals in Trumansburg

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Top guest favourite

Guest house in Ithaca

4.97 out of 5 average rating, 808 reviews

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.

Guest favourite

Cottage in Ithaca

4.87 out of 5 average rating, 171 reviews

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

Guest favourite

Home in Trumansburg

4.96 out of 5 average rating, 138 reviews

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.

Guest favourite

Guest suite in Ithaca

4.95 out of 5 average rating, 246 reviews

The Lakeview Nook – Midcentury Modern Stay

Enjoy this mid-century modern guest house in a spectacular site, with a lake view, waterfall, and forest all in one place. The house was just fully renovated. This house is just 2 miles from Ithaca downtown and 3 miles from Cornell University. The location is super close to everything Ithaca has to offer—Ithaca falls, downtown, restaurants, the farmer's market, wineries, all within a few minutes drive of your rental. This unit is fully private, with no shared areas/entrance with the other unit.

Superhost

Flat in Trumansburg

4.83 out of 5 average rating, 171 reviews

Studio Apartment by Park Lake Wineries and 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.

Guest favourite

Guest suite in Trumansburg

4.85 out of 5 average rating, 87 reviews

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!

Superhost

Tiny home in Trumansburg

4.85 out of 5 average rating, 169 reviews

Bitty Bot - the Cutest Tiny House in Trumansburg

Welcome to Bitty Bot, our Greek Revival tiny house. This structure was built in part by Hammerstone: Carpentry for Women classes, and finished by our women owned contracting crew. This micro sized tiny house is the perfect way to find out if tiny living is a good fit for you. Plenty of light and beautiful detailing, along with views of the neighboring farm make this tiny space feel warmly welcoming! Enjoy a rural getaway with chickens and a cider orchard. PLEASE READ IMPORTANT NOTES

Top guest favourite

Flat in Trumansburg

5 out of 5 average rating, 84 reviews

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.

Top guest favourite

Home in Trumansburg

5 out of 5 average rating, 54 reviews

1888 Barn House. Unique lodging.

Walk into this renovated hay barn and immediately be charmed! Just a few minute walk & you are in the heart of the Village of Trumansburg. Many options for dining, coffee shops, brewery & even a bowling alley! Take a short drive & you begin your Finger Lakes wine tour on Cayuga or Seneca Lake. Love hiking or water sports? Close to many local state parks and falls. Public golf course 1 min away. Convenient to the City of Ithaca. 20 minutes to either Cornell or Ithaca College.

Superhost

Home in Trumansburg

4.83 out of 5 average rating, 366 reviews

Artists' Paradise: Waterburg Chapel

Retreat to the country in this beautifully restored 19th c. Greek Revival church located in the quaint hamlet of Waterburg, a 5-minute drive from the Village of Trumansburg and a 12-minute drive to Ithaca in the heart of Finger Lakes wine country. I prefer a 3 night stay but on certain dates could do 2 nights - never hurts to ask! Subletting the church from November 1, 2025 to May 1, 2026, any or all of this time.$1350 per month. message me for details.

Guest favourite

Home in Trumansburg

4.89 out of 5 average rating, 132 reviews

The Barn Manor with Manners: Barndo with Love!

Experience luxury at Barn Manor, a stylishly converted barn nestled in nature. Relax in a two-person jetted tub with a heated floor, admire unique live-edge woodwork, and sleep soundly in a king or queen bed. Suitable for up to eight guests. Enjoy fireside moments outdoors while surrounded by fields and forests. Discover your ultimate countryside sanctuary at Barn Manor with Manners. Please inquire about discounted long term stays over the winter season.

Guest favourite

Guest suite in Trumansburg

4.95 out of 5 average rating, 203 reviews

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.