Family-friendly holiday rentals in South Hill

The living area features a cozy sectional sofa in a warm hue, complemented by two wooden chairs. A rustic coffee table is positioned centrally on a patterned area rug. Natural light fills the space through large windows, enhancing the minimalist decor.

4.97 out of 5 average rating, 218 reviews

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

KitchenIndoor spacesWalkability

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.

Indoor spacesKitchenHiking

Guest favourite

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, 220 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!

FamilyIndoor spacesCondition

Guest favourite

A dining area features a large rectangular table surrounded by six modern chairs. An elegant chandelier hangs from the ceiling, and natural light enters through two doors. A patterned rug lies beneath the table, and wooden cabinets are positioned against the walls.

4.9 out of 5 average rating, 166 reviews

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

Indoor spacesFamilyHospitality

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

Indoor spacesFamilyCondition

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.

Indoor spacesKitchenValue

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, 630 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.

FamilyKitchenHiking

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, 686 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.

KitchenFamilyCleanliness

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.

KitchenFamilyBathroom

4.97 out of 5 average rating, 156 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.

KitchenFamilyWalkability

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.

KitchenFamilyAccess

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.