Luxury Vacation Rentals for Families in Chatham
Never book a bad vacation home again. Every Wander comes with hotel-grade amenities, inspiring views, pristine cleaning and 24/7 concierge service.
We found 2 family vacation rentals – enter your dates for availability.
Welcome to family adventures in Chatham
Make your Cape Cod getaway effortless with Wander’s luxury family vacation rentals in Chatham. Each stay pairs hotel-level consistency with the comfort and privacy of a beautiful home.
Families love multi-bedroom layouts, generous living spaces, and thoughtful extras that keep every age happy. Expect ultra fast WiFi, chef-ready kitchens, premium linens, pristine cleaning, and 24/7 concierge support. Need a crib or high chair for little travelers? We can handle the details.
Gather for pancake breakfasts, spread out for nap time, then reconvene for movie night. At Wander, your family time feels easy and elevated.
Highlights in Chatham
Discover family fun in this classic Cape Cod town, from watching seals play by the lighthouse to building sandcastles on pristine beaches.
Chatham Lighthouse Beach
Chatham Pier Fish Market
Monomoy National Wildlife Refuge
Atlantic White Shark Conservancy Shark Center
Oyster Pond Beach
Kate Gould Park & The Chatham Bandstand
Main Street
IT'S A VACATION HOME, BUT BETTER
The Wander difference
Wander is different because we combine the quality of a luxury hotel with the comfort of a private vacation home. Your best trip ever is just a few clicks away.
Most popular amenities for family vacation rentals in Chatham
More popular family destinations near Chatham
Other popular amenities & vacation types in Chatham
Discover more family fun in Chatham
Set at the elbow of Cape Cod where Atlantic swells meet the calm of Nantucket Sound, Chatham delivers a rare blend of maritime heritage and natural beauty. Working harbors, glowing salt marshes, and wide sandy strands create an unmistakable sense of place.
Days can include lighthouse views, watching the fleet return at the fish pier as seals glide past, and low-key rides along the Old Colony Rail Trail. Summer brings Cape League baseball at Veterans Field and a lively village scene, while spring and fall trade the bustle for crisp, crowd-free shores.
This is why Wander’s luxury family vacation rentals in Chatham are the perfect choice, whether you are traveling for work or leisure.
FAQs: Vacation Rentals in Chatham
Why should I book a Wander in Chatham over other family vacation rentals?
Wander offers a level of consistency and quality you won’t find with most family vacation rentals.
Every home in Chatham delivers the quality of a luxury hotel, paired with the comfort and space of a private vacation home. You get hotel-grade amenities, meticulous cleaning, stunning views, and 24/7 concierge support in every stay. Why would you want to stay anywhere else?
Which are Wander’s most popular family vacation rentals in Chatham?
Some of our most popular family vacation rentals in Chatham include Wander Cape Cod Dunes, Wander Chatham Oasis, and Wander Chatham Oasis. Guests love the quality of a luxury hotel, the comfort of a private vacation home, and the consistently exceptional experience Wander is known for. Explore the full collection to find the perfect home for your next stay.
How many different family vacation rentals does Wander have available in Chatham?
Wander offers 2 family vacation rentals in Chatham, each carefully designed and expertly operated. Browse the full collection to see what’s available for your trip.
What time is check-in and check-out at Wander’s family vacation rentals in Chatham?
You can check-in to Wander family vacation rentals in Chatham after 4.00pm and check-out before 10.00am.
Do Wander’s family vacation rentals in Chatham have WiFi access?
Yes. Every Wander home in Chatham has ultra fast, reliable WiFi so you can stay connected throughout your stay.
What is Wander’s cancellation policy?
You can cancel your reservation within 24 hours of booking for a full refund.
For stays of less than 15 nights, you can cancel or reschedule up to 14 days before check-in for a full refund. For stays of 15 nights or longer, the cancellation window is 60 days.
For some homes, a 30-day deadline applies; this will be clearly shown before you book.