Family-friendly holiday rentals in South Hill

4.96 out of 5 average rating, 110 reviews

A red railway caboose is nestled among tall trees and bright yellow flowers. Grass surrounds the property, creating a natural setting that invites exploration. The exterior features windows and a small porch, with the rustic charm of the train architecture evident throughout.

Train in Ithaca

The Cozy Caboose!

This newly-renovated, air conditioned 1953 D&H railway baywindow caboose features barnwood wainscoting, tiled shower, bunk beds, futon, sofa opening to double bed, and kitchenette. The rural property 7 miles outside of Ithaca is one mile from Robert Treman State Park where you can swim beneath the waterfall. Railway memorabilia and railroad-themed books for adults and children enhance the experience. Listed price is for two guests; $25 fee added for each additional guest. Continental breakfast.

FamilyIndoor spacesOutdoor spaces

A wooden dock extends over calm waters, featuring two adirondack chairs positioned for lake views. A flower pot adds a touch of greenery, while distant hills create a serene backdrop. Sunlight reflects off the water under a partly cloudy sky, enhancing the tranquil environment.

4.91 out of 5 average rating, 219 reviews

Cayuga Lakefront Getaway

Enjoy waterfront living in this charming, comfortable apartment on spectacular Cayuga Lake in Ithaca. This private apartment is upstairs in a home that is directly on the east shore of the lake, only 1.5 miles from downtown Ithaca. Enjoy everything Ithaca has to offer-- hiking, Ithaca Commons, Cornell U, Ithaca College, movies and theater, restaurants, the farmer's market, the waterfront trail, wineries-- all within a few minutes' drive of your rental. Or, relax at home and live the lake life!

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The exterior showcases a modern wooden facade with large windows that invite natural light. A landscaped area with gravel and wooden fencing creates a welcoming entrance, framed by tall trees against a clear blue sky.

5.0 out of 5 average rating, 114 reviews

Downtown Ithaca New Build – Award-Winning Stay

Welcome to our beautifully designed, freshly built ADU—a 2024 Pride of Ownership Award recipient! This one-of-a-kind downtown retreat is perfect for visiting families, couples, and professionals seeking an authentic Ithacan getaway. Enjoy inviting living spaces, a well-appointed kitchen, and a private outdoor area to unwind. Nestled in a convenient location, you are moments away from parks, restaurants, universities, and local attractions. City of Ithaca STR Permit Number STR-25-1

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Aerial view of a lakeside property featuring a red dock with a picnic table and green umbrella. A fire pit and seating areas are visible on the shore, surrounded by lush greenery. The house, with multiple decks, is nestled among the trees in the background.

4.95 out of 5 average rating, 184 reviews

Magical lakefront treehouse, minutes to downtown

A magical treehouse perched over its own gorge on Cayuga Lake. This place is special! There’s a giant porch wrapped around a 300-year oak tree and a lakeside tea house that can serve as an extra bedroom. There’s a dock, fire pit, room for yard games by the water, plenty of outdoor seating on the porch, by the lake, or on the dock. All of this is minutes from downtown Ithaca, Cornell, and Taughannock Falls state park. It’s also a great base to explore the Finger Lakes wine region.

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A cozy bedroom is highlighted by a queen bed with patterned bedding and colorful accent pillows. Natural light filters through large windows, offering a view of greenery outside. A nightstand beside the bed features a decorative lamp and a small container.

4.88 out of 5 average rating, 273 reviews

Ithaca Falls View Apartment

Beautiful, private location at the top of Ithaca Falls. A bedroom with a queen bed for 2, a sofa that can sleep 1, a private bathroom, and living room. There is no kitchen or dining room, but there is a a small dining table, two chairs, a microwave, a coffeemaker with coffee, filters, disposable tableware, a toaster, and a mini-fridge (in the closet). It is a 5-minute drive to downtown Ithaca and Cornell University. Ithaca can easily be reached by car, bike, bus, or foot.

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A rustic red barn stands against a backdrop of lush green grass and colorful foliage. A cupola sits atop the structure, while billowing clouds drift in the sky. A vehicle is parked nearby, enhancing the rural setting.

4.96 out of 5 average rating, 239 reviews

Ithaca Music-lovers Barn

The barn is a cozy and unique space, situated on 27 acres of meadow and forest with a pond for swimming, fishing, and ice skating, depending on the season. There is no highway noise on the dirt road, and the stars shine brightly on clear nights, giving the place a true country feel, yet it’s still only a five minute drive from downtown Ithaca, Ithaca College, and Cornell University. Feel free to enjoy and play our piano, any stringed instruments, and extensive record collection!

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A cozy living area features a woven chair framing a view of a large television displaying a scenic image. Two comfortable armchairs are positioned nearby, with a round coffee table placed in the center. Natural light filters through sheer curtains, illuminating the textured area rug.

4.98 out of 5 average rating, 220 reviews

Boho House- A Rural Escape with Fire Pit, EV, WFH

Discover Boho House, a charming 3-bedroom, 2-bath modern bohemian sanctuary in rural Ithaca, just minutes from downtown. This newly built home comfortably features comfortable beds, dedicated desk with dual monitors, fast Wi-Fi, an outdoor oasis with a fire pit and BBQ and a shared pond with hammocks. Perfect for families, remote workers, and nature lovers seeking a peaceful escape. *Note that the home is 1/2 of a duplex. Indoor and outdoor spaces are private.

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A cozy seating area is adorned with a gray sofa featuring orange accent pillows and a warm throw blanket. A wooden coffee table with a cushioned top sits in front, complemented by a colorful chair and a standing lamp that provides soft illumination.

4.94 out of 5 average rating, 685 reviews

Sweet Country 3 Bedroom Apartment

There is a 2 nite min. stay for most weekends. The price listed is for 2 guests. Each additional guest, after the first 2, will be $30/nite (reflected in quote when you enter the correct # of guests.) Beautiful 8-12 minute drive to downtown, Cornell & IC. The 3 bedrooms include a queen room on 1st fl. & queen & twin rooms on 2nd fl. Full, modern kitchen w/ stove/oven, microwave, dishwasher. WiFi, movie channels on the 2 TVs, small deck, 2 umbrella tables.

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4.94 out of 5 average rating, 110 reviews

Family-Friendly Retreat near Cornell & Downtown

Welcome to our family-friendly retreat near Cornell & Ithaca College! Enjoy one-level living with a sunny backyard, close to parks, trails, and downtown. Perfect for families and groups visiting Ithaca. The upper unit shares a front entry with the lower unit but has its own private indoor entrance for full privacy and comfort. Relax in a bright, open living space with a fully equipped kitchen, fast Wi-Fi, free parking, and everything you need for a cozy stay.

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4.97 out of 5 average rating, 155 reviews

A grand historic home is presented with tall columns and a spacious front porch. Symmetrical windows adorned with green shutters frame the entrance, which features a traditional door. Flower beds bloom at the base of the columns, enhancing the home's charming exterior.

Guest suite in Ithaca

Guest Suite at Chauncey House

Join us for a stay in our historically grand 1835 home, perfectly located in the heart of Downtown Ithaca. Everything you’re looking for is only a few walkable blocks away: Moosewood & shopping at Dewitt Mall – 1 block. Shopping & Events in Ithaca Commons – 2 blocks. Restaurant Row on Aurora Street – 3 blocks. Ithaca Farmers Market – 1 mile. If you're visiting students, Cornell University and Ithaca College are both nearby.

FamilyIndoor spacesHospitality

5.0 out of 5 average rating, 104 reviews

10 min to Ithaca • Green Retreat • Infrared Sauna

Unwind in your private Sunlighten infrared sauna at this peaceful, eco-conscious retreat 10 minutes from the Ithaca Commons. Premium mattresses, deep tub, fully updated 3BR/2BA, and spacious kitchen. A calm, clean space to recharge after exploring the Finger Lakes - minutes from Cornell, Ithaca College, waterfalls, gorges, and Finger Lakes wine country. Note: One half of a quiet duplex – private entrance, parking, and sauna.

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A lush green hillside is presented, dotted with trees of varying heights. In the distance, a waterfall is visible, cascading down the mountainous terrain, surrounded by a vibrant forest backdrop under a gentle, overcast sky.