Family-friendly holiday rentals in Ulysses Town

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

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.

Rustic Retreat- Hiking,waterfalls,wineries,CU,IC

Enjoy your next Finger Lakes vacation at the Rustic Red Retreat! Located just outside of Ithaca, and a short drive to Cornell, this home is nestled next to a peaceful pond and provides modern amenities with rustic charm. The beautiful hand-hewn beams, reclaimed materials, and fireplace offer a warm, cozy stay after a busy day exploring the area. Enjoy numerous state parks, incredible waterfalls, wineries, breweries, restaurants, and all the seasonal events that the Finger Lakes have to offer!

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!

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

Hot Tub | Posh Retreat near Cornell & Wine Trail

Step into the comfort of this quaint 3BR 2BA gem nestled in between Trumansburg and Ithaca, perfect for escaping big-city crowds while just a few mins from Cornell, Ithaca, Cayuga, and Seneca Lakes, and the Cayuga Lake Wine Trail! Explore the region from this prime location; our fantastic oasis will be waiting for you whenever you want to recharge. ✔ 3 Comfortable Bedrooms ✔ Living Room & Den ✔ Full Kitchen ✔ Backyard (Hot Tub, Fire Pit) ✔ Smart TV ✔ Wi-Fi ✔ Parking See more below

The Farm Manor with Manners: Spacious & Idyllic

Discover the enchanting Farm Manor – a 3-bedroom, 1-bath, finished basement home featuring artistic charm & serene vibes for all occasions. This haven offers a delightful ambiance, artistic decor, and outdoor delights such as a covered porch, smokeless fire pit, and woodland trails in the backyard for an idyllic retreat. Book with confidence with a SuperHost and end your search now. Ask about special rates for extended winter stays. Travel medical professionals welcome.

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.

The Timber Garden Cottage

This stunning home is waiting for you! It has classic timber frame construction boasting large beautiful wood beams, lots of light, and a rustic feel. Both spacious and cozy at the same time! Located centrally to all things Ithaca, 7-10 mins drive to downtown, 15 mins to both Cornell and Ithaca College, and a few miles to Taughannock State Park, the beginning of the Cayuga Wine trail, and Trumansburg. This cottage puts you close to all things Ithaca!