Luxury Vacation Rentals for Large Groups 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 large group vacation rentals – enter your dates for availability.
Welcome to your large group retreat in Chatham
Gather your favorite people on Cape Cod without compromising space or style. Our luxury vacation rentals in Chatham are made for large groups, with expansive floor plans, multi-suite sleeping arrangements, and generous indoor and outdoor spaces so everyone can spread out and come together with ease.
Every Wander looks exactly like the photos and is expertly operated. Expect hotel-grade amenities, ultra fast WiFi, pristine cleaning, and 24/7 concierge service. Chef-ready kitchens and long dining tables support group meals, while flexible layouts make coordinating milestones, retreats, and multigenerational escapes effortless.
Highlights in Chatham
Gather your crew for unforgettable coastal adventures, from scenic lighthouse views and seal watching tours to relaxing days on expansive beaches.
Chatham Lighthouse
Chatham Main Street
Chatham Fish Pier
Lighthouse Beach
Monomoy National Wildlife Refuge
Monomoy Island Seal & Wildlife Tours
Chatham Marconi Maritime Center
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 large group vacation rentals in Chatham
More popular large group destinations near Chatham
Other popular amenities & vacation types in Chatham
Discover more large groups activities in Chatham
Set at the elbow of Cape Cod, Chatham pairs salt-kissed beaches and a postcard lighthouse with a lively village heartbeat. Watch boats unload at the Chatham Fish Pier, stroll boutique-lined Main Street, or pedal the Old Colony Rail Trail toward Harwich.
Nature shines at Monomoy National Wildlife Refuge and across Pleasant Bay, where seals often surface beside kayaks. Summer brings hydrangeas and Cape League baseball at Veterans Field, while shoulder seasons swap crowds for brilliant light and quiet barrier beaches. This is why Wander's luxury vacation rentals in Chatham are the perfect choice, whether you're traveling for work or leisure.
FAQs: Vacation Rentals in Chatham
Why should I book a Wander in Chatham over other large group vacation rentals?
Wander offers a level of consistency and quality you won’t find with most large group 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 large group vacation rentals in Chatham?
Some of our most popular large group 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 large group vacation rentals does Wander have available in Chatham?
Wander offers 2 large group 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 large group vacation rentals in Chatham?
You can check-in to Wander large group vacation rentals in Chatham after 4.00pm and check-out before 10.00am.
Do Wander’s large group 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.