Chatham, Massachusetts Vacation Rentals: Beach Houses, Cottages, & More

Your Guide to Chatham Vacation Rentals

What to Do in Chatham

Home to miles of pristine beaches, breathtaking scenery, and an inviting downtown lined with historic homes and boutique shops, Chatham is an unforgettable seaside escape that’s brimming with activity for every type of traveler. From history buffs to boaters to beach go-ers and adventure lovers, there’s a little something for everyone— no matter your age or interests. A week spent in a Chatham vacation rental is one you’ll never forget. Check out a few top things to do when vacationing in Chatham and discover it all for yourself. Enjoy the water - Whether it’s a long day spent on the area’s best beaches, a fishing trip, or a kayaking excursion, Chatham’s waters are an endless source of activity. Discover beaches like Chatham Lighthouse Beach (and visit the lighthouse while you’re there), as well as Harding Beach and Ridgevale Beach, for some of the most majestic coastal experiences around. Dive into history - From the Atwood Museum to the Godfrey Windmill, Chatham boasts some impeccable historical sites, museums, and preserved homes. Homes and buildings around town are marked by the Historical Preservation Society, so you’ll always know when you’ve stumbled upon a historic marvel. Chatham’s Downtown Historic Business District alone is worth a visit for its unique architecture. Visit the Monomoy Wildlife Refuge - The almost 8,000 acres of saltwater marshes, freshwater ponds, and dunes, this refuge protects critical habitats for birds, crabs, seals, and other wildlife. Reconnect with the natural surroundings of Cape Cod and enjoy hiking, fishing, and wildlife watching in this tranquil preserve.

The best time to visit Chatham

There’s no wrong time to visit Chatham. Each season has something to offer every traveler. Summer is peak travel season in Chatham, with perfect sunny weather and loads of festivals and water activities for the whole family. Just be sure to book your Chatham, MA summer rental in advance! Fall is also a delightful time to visit, with warm days and cool evenings. The crowds dwindle, and you’ll still enjoy many outdoor adventures, from sailing to cycling to golfing. Winter in Chatham is about ten degrees warmer than in mainland Massachusetts, and it only experiences an occasional snowfall. Come spring, crowds are still slim, and the hiking trails are in full bloom. Just be sure to pack a coat for those evening sea breezes.

The Weather in Chatham

Summer in Chatham is practically perfect, ranging between 68°F (20°C) and 77°F (25°C). Summer rentals in Chatham, MA provide a great launch point for enjoying the best of the season. Fall sees a range between lows around 48ºF (9ºC) and highs around 69ºF (21ºC). In the winter, you’ll see lows at 24ºF (-4ºC) and highs around 43ºF (6ºC), so pack your winter coat! In the spring, things warm up again, with lows around 31ºF (-1ºC) but average highs up to 59ºF (15ºC).

Chatham, Massachusetts Vacation Rentals FAQs

What are the different types of Chatham vacation rentals?

You’ll have a wide range of phenomenal accommodations to choose from when searching our Chatham homes for rent on your next vacation. Looking for a spacious beach house for a large group? A waterside home for the family? Or a quaint cottage overflowing with Cape Cod charm? You’ll be sure to find each of them and more. Chatham beach house options abound, and you and your group will easily find the perfect spot to enjoy that idyllic East Coast living, from morning sunrises on the porch to long beach bike rides, water sports, and more. In the sphere of Chatham house rentals, you’ll find quite a range of options, from comfortable cottages in Chatham’s prime areas perfect for romantic getaways to large-scale accommodations prepared to ensure everyone has space to spread out. Each of our Chatham, MA homes for rent is uniquely designed with impressive aesthetics and that calm, coastal feel. Along with a slew of necessary amenities, so many of our properties offer delightful natural views of the ocean and green spaces and are an ideal distance to downtown— you’ll never be far from the area’s unique happenings. Browse our unique selection of homes for rent in Chatham, MA, and we’re certain you’ll find the next vacation home of your dreams.

What types of amenities should I expect when booking a Vacation in Chatham?

Many of our Chatham rental properties feature amenities like WiFi, fully-equipped kitchens, and stunning views.

What is the best area to stay in when traveling to Chatham?

The most popular area to stay in Chatham is on or near the water. You can also find homes right in town that also provide easy access to the beaches and bays.

How can I get around Chatham?

For those driving, Chatham is accessible via US 6 and MA-28, with US 6 connecting from the interior of the state and MA-28 running along the coast of Cape Cod. If you’re flying in, Boston Logan International Airport (BOS), about 90 miles away, is the closest major airport to the Chatham area. Hyannis Airport (HYA), also called Cape Cod Getaway Airport, is about 20 miles away if that presents more options for your travel plans. Once you arrive, renting a car is the best way to get around Chatham. While the town itself is very walkable, a car gives you access to all the exciting surrounding activities. Most of bnbfinder’s Chatham holiday rentals include free on-site parking, so you’ll have no trouble finding a spot for your vehicle.

Are there pet-friendly houses to rent in Chatham?

Yes. Many of our houses for rent in Chatham allow guests to bring their furry friends. Just be sure to check with each property for specific policies.

Are there Chatham rentals suitable for groups?

Many accommodations, be it Chatham rentals on the beach or dreamy cottages, are perfect for large groups like families or big gatherings of friends. Bnbfinder offers plenty of choices so your group can stay comfortably, no matter the size. Always check with your preferred property for guidelines.

How much do Chatham rentals cost?

The average price range varies considerably based on size, accommodation, and seasonality. Smaller cottages start around $295 per night, while the largest Chatham beach rentals can exceed $1,485 per night.

How many Chatham rentals are available?

While supply changes seasonally, numerous Chatham vacation rental options are typically available, ensuring every traveler can find precisely what they need any time of year.