Family-friendly holiday rentals in South Hill

4.96 out of 5 average rating, 111 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.

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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, 115 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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The cottage exterior is framed by lush greenery and mature trees, showcasing a welcoming front porch. A white railing borders the porch, which features comfortable seating. A distinctive chimney and large windows enhance the inviting aspect of this charming home.

4.92 out of 5 average rating, 242 reviews

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.

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The exterior view reveals a charming, white clapboard apartment with a covered porch featuring two chairs and a small cafe table. Lush greenery and flowering shrubs border the well-maintained lawn, providing a serene setting for relaxation.

4.96 out of 5 average rating, 631 reviews

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.

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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, 223 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, 688 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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Guest favourite

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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4.98 out of 5 average rating, 126 reviews

The rustic cabin is nestled amidst lush greenery, with a wraparound deck overlooking the tranquil Cayuta Creek. Steps lead up to the deck, where a shaded picnic table is situated. The natural surroundings enhance the serene atmosphere of this charming retreat.

Cabin in Van Etten

Creekside Cabin

A cozy cabin on the banks of Cayuta Creek, immersed in natural beauty. Located on our 75 acre organic orchard and cidery, it is a short drive to Ithaca, Watkins Glen, Finger Lakes wineries, state parks and gorges. Nature surrounds you: water rushing, a tree frog chorus, beavers swimming by, bald eagles fishing trout. Enjoy hanging out and eating meals on a wraparound deck overlooking the water. Easy access, remote feeling.*Composting toilet*

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4.97 out of 5 average rating, 159 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.

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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.

4.97 out of 5 average rating, 743 reviews

Coyglen Air BnB

Beautiful, quiet, country setting overlooking Buttermilk Falls that is only minutes from downtown Ithaca, Cornell, and Ithaca College. We are located at the southern end of Cayuga Lake, near Trumansburg, Newfield, and at the beginning of the Finger Lakes Wine Trail. We are close to local state parks, waterfalls, hiking trails, entertainment, and shopping areas.

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A modern living area features a cozy dark gray sectional sofa, positioned near two windows. A wooden coffee table sits in front of the sofa. A stylish floor lamp with multiple shades provides soft lighting, and a wood door leads to another space.