Family-friendly holiday rentals in South Hill

Industrial House- Cosy Campfire Nights + WFH Tech

Industrial vibes in a rural setting. Featuring an updated fully stocked kitchen, comfortable beds and furniture, and thoughtful touches like desks with dual monitors for remote work. Outside enjoy the campfire pit, BBQ, and peaceful setting. EV charger. Professionally designed, managed, and cleaned. Dog friendly (no cats) *Our newly built home is 1/2 of a side-by-side duplex. Each home is extremely quiet and has fully private indoor and outdoor space so you get the most out of your rural getaway

Family · Indoor spaces · Condition

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.

Kitchen · Indoor spaces · EV charging

Classic Charm, Modern Comfort

Escape to a charming historic home with original woodwork and modern accents. Perfect for a cozy getaway or as a home base for outdoor adventures. Enjoy the vibrancy of downtown living, close to nature! Located just around the corner from popular Gimme Coffee Shop, Ramen, Pizza, Bars, Breweries + more! City of Ithaca #STR-25-62 5 min drive to Cornell, Farmers Market, Trader Joes 10 min walk to Ithaca Commons <10 min drive to Ithaca College, hiking gorges, shopping, grocery + wineries

Family · Indoor spaces · Quiet

Ithaca Bungalow/Tiny Home, Quiet Escape in City

Unique, cute, bungalow in quiet spot. Walk to Commons, restaurants, shops, entertainment. Near Ithaca College (.8 miles) and Cornell (1.1). Includes livingroom, bedroom, bathroom, kitchen (full stove, refrigerator, microwave), sunroom, clothes washer/dryer. Queen bed, dresser, closet. Deck and patio in the back. Recreation trail (20 miles of paths, creek and falls), entrance from our street. Bus stop on corner. Driveway in front of bungalow is yours! No through traffic, peaceful.

Kitchen · Indoor spaces · Cleanliness

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

Family · Kitchen · Hiking

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.

Indoor spaces · Family · Condition

Craftsman cottage near Cornell & Cayuga wine trail

Welcome to the upstate cottage of your dreams! This petite charmer has been tastefully renovated to curate a boutique guest experience. Enjoy cooking meals in the sunny gourmet kitchen, spinning 45s on the turntable, drinking coffee on the front porch, or relaxing on the patio by a wood-burning chiminea. Fully-fenced yard with mature trees & bistro lighting, main floor king bed & bath, two living rooms, two fireplaces! Minutes to downtown, hiking, waterfalls, IC, Cornell.

Kitchen · Family · Condition

Charming, Downtown and Conveniently Located

The Best of Both Worlds- Our charming, Fall Creek apartment is conveniently located just blocks from the Commons/Restaurant Row & around the corner from Cascadilla Gorge, a beautiful trail leading up to Cornell. Perfect for couples, families, solo adventurers & LGBTQ friendly. Convenient, off street parking, separate entrance with outdoor patio area- perfect for your morning coffee or evening glass of wine. Full eat-in kitchen and side porch with cafe table seating.

Family · Indoor spaces · Hospitality

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.

Indoor spaces · Family · Outdoor spaces

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.

Family · Indoor spaces · Comfort

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.

Kitchen · Family · Hiking

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.

Indoor spaces · Family · Heating