A fun and stylish vacation rental can enhance any family trip—but we know that sifting through hundreds of options to find the gems can be overwhelming.
Good news: We’ve done the work for you.
Packed with amenities, these seven vacation rentals—from a cozy treehouse nestled in the forest to an epic desert pad with resort-style amenities—offer something every member of your family can enjoy.
Bea’s Nest Historic Beach House
Isle of Palms, South Carolina
Looking for a Nancy Meyers-esque escape that’s equal parts fun and relaxing? This charming South Carolina beach house might just be the perfect fit. Featuring a large kitchen and rooms decorated in a relaxed coastal style, the real highlight is the cozy indoor-outdoor living room, complete with fireplace and garage-style doors that open out to the pool. With the beach path nearby and downtown Isle of Palms just two blocks away, what more could you ask for? charleston.skyrun.com
The Cape Court Residence
Mill Valley, California
This bright and airy vacation rental in Mill Valley is the perfect home base to explore Northern California – from nearby Muir Woods and Stinson Beach to places further afield like San Francisco or the Napa Valley. Ideal for those traveling with younger children, the home offers everything from a custom bunk room and whimsical nursery to built-in trampoline, sandbox and kids gym (with climbing wall). But don’t worry, there are plenty of amenities adults can appreciate too, like the workout room, chef’s kitchen, and hot tub. kidandcoe.com
The Klickitat Treehouse
White Salmon, Washington
Surrounded by forest and featuring gorgeous views of Mount Adams, this Alpine Modern treehouse offers a respite for families looking to unplug. The main room is the perfect spot to cozy up together during the winter months, with a wood-burning stove and plenty of games. The home has room for six, including in a downstairs bedroom and upstairs sleeping loft, and is best suited for families with older children. If laying low isn’t what you had in mind, the White Salmon area offers everything from hiking and fishing to kite-surfing and whitewater rafting. airbnb.com
The North Chatham Residence
Chatham, New York
Craving fresh air and open spaces, but don’t want to compromise on style? The North Chatham Residence, just 2.5 hours outside of New York City, might be just what the doctor ordered. Renovated by two designers, this colonial-style home is a delightful blend of sophistication and charm. Adults will appreciate the free-standing soaking tub in the primary bedroom; kids will love the space-themed children’s room. Enjoy creating a gourmet meal in the chef’s kitchen, or sip a lemonade while taking in the view of the private pond. Any way you slice it, this house is the perfect spot to slow down and make memories. kidandcoe.com
Lavish Central Scottsdale Home
Scottsdale, Arizona
Searching for a place that offers privacy and can fit your whole crew—but also feels like a resort? Or maybe the perfect entertaining pad for your next multi-family getaway? Look no further than this incredible central Scottsdale home. With room to sleep 12 and a massive backyard with swimming pool, basketball court and putting green, it’s the ultimate family playground. Gather the whole group for a BBQ and family movie night under the stars or challenge the kids to a friendly game of hoops. With so many choices, you may find it hard to leave. airbnb.com
Sun Kissed Villa
Inlet Beach, Florida
Just a 20-minute drive from the Panama City Airport and with public beach access a half mile away, this beautiful luxury home with room for 14 guests is made for entertaining. It has tasteful coastal furnishings and large bedrooms with en suite bathrooms for the adults and a bunk room for the kids. In other words, there’s plenty of room to spread out. Fun amenities include a pool table, karaoke machine, fire pit, putting green, ping pong and cornhole And when it’s time to head to the beach, you’ll find all the gear you need — including four beach cruisers — in the fully-stocked garage. homes-and-villas.marriott.com
The Plymouth
Chicago, Illinois
Families looking for a contemporary place to call home during their trip to the Windy City will love The Plymouth from Sonder, a company known for accommodations that lie somewhere between a vacation rental and a traditional hotel. This Art Deco gem is blocks away from Grant Park in Chicago’s South Loop and within walking distance of some of the city’s best museums. The apartment-style accommodations feature kitchens and in-unit laundry, as well as communal spaces like a rooftop garden and indoor lounge with ping pong. sonder.com
