Family-friendly holiday rentals in Ulysses Town

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.

Cabin @Sanctuary in the Woods in the Finger Lakes

Enjoy our forest in cabin w/queen bed near creek w/electricity, lights, portable heater, hammock, picnic table, fire pit w/grill, BBQ& chairs. A short walk uphill 2 outdoor hot water on demand private shower & toilet. Well water from sink & spiquot drinkable. No firewood can come in b/c of invasive species so we sell bundles on porch. Park next to cabin. Near Ithaca, Watkins Glen, State Parks- Treman, Buttermilk, Taughannock & Watkins Glen & 60 wineries/breweries around Lakes Seneca & Cayuga.

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.

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

Peaceful Getaway mins from Lake and City

Pet friendly, great for short and long stays. Queen size bed, sofa couch and futon. Pond, fire pit, and large shared deck. Smart TV w/cable you can also connect your computer/device to for streaming. HDMI cable is provided. Excellent location close to lake, Cornell University, Ithaca College and minutes from downtown Ithaca and Cayuga Lake. Only 30 minutes from Greek Peek Skiing. Committed to keeping you healthy, safe, and comfortable. Apartment is sanitized after each guest stay.

Forest Glamping

Get away from it all when you stay under the stars in a large canvas bell tent with a real, full size bed. Tucked into the woods, just a short distance from Watkins Glen and the Seneca Wine Trail. The shared modern bath house is a short walk from the site with running potable water and a shower. The property is off grid (no electricity) which means excellent star gazing! Linens are provided. The site also has a fire pit with seating for relaxing. See “other details to note”

The Pink Lady - Houseboat on Cayuga Lake!

Efficiency at its best! Custom-designed houseboat with sweeping views of Lansing Harbor. Marine toilet in unit with full toilet across parking lot. Showers, laundry, and marina store are just a short walk away. The perfect getaway! Easy access to Ithaca, Aurora, wineries, and breweries. Be sure to also book one of our BRAND-NEW pontoon rentals during your stay to access Taughannock Falls State Park, Boatyard Grill, Ithaca Farmer’s Market, wineries & more by water!

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.

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.