Chatham Vacation Rentals, Massachusetts: house rentals & more

Select from 309 houses, 25 condos, and other vacation rentals to find the perfect place for your stay in Chatham. Vacation homes offer the amenities you expect for your family, friends, or furry companion, such as parking and a pool. At the end of the day, you're sure to find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

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Find properties near top attractions in Chatham

Chatham Lighthouse

Find the best place to stay - Chatham

Amazing location! Quiet, picturesque neighborhood!

Sleeps 6 · 3 bedrooms · 2 bathrooms

Top rated rentals - Chatham

Quaint cottage - great for 2 for a weekend

Peace of mind
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All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value
A place for everyone
We stand for diversity, inclusion and families everywhere.
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Find beachfront fun with a Chatham house rental

Enjoying the most coastline of any town in the area, Chatham features Cape Cod house rentals with plenty of space and very short walks to the water. Gorgeous sunsets make this lovely town glow by evening. Visit the picturesque Chatham Lighthouse or some of the many historic homes and buildings to learn the area’s history. If you visit in July, don’t miss the Cape Cod Hydrangea Festival, which features tours of meticulously maintained private backyard gardens and benefits local nonprofits.

Tourist attractions near Chatham vacation rentals

Chatham offers many points of interest for history lovers and is a great place to explore Cape Cod’s maritime past. Originally a fishing village, the town still boasts its famous lighthouse, with many of the buildings dating back to the 18th century. Visit Chatham’s popular railroad museum, which dates back to 1887 and houses hundreds of exhibits, including both models and full-size engines that the whole family will enjoy. Experience the area’s colonial past at Caleb Nickerson Homestead, or see how life in the area used to be at Chatham’s Old Grist Mill, built in 1797.

Things to do near Chatham vacation homes

No visit to Chatham is complete without a day at one of the area’s pristine, white sandy beaches. You may even catch a glimpse of the local seals at the famous Chatham Lighthouse Beach, or handsome Harding Beach. The area is well-suited to sea lovers, with many exciting ways to enjoy the waves. Chatham vacation rentals mean you're in a prime position to get involved in the local sport-fishing scene, hire a boat for the day, or take a windsurfing lesson. Alternatively, sign up for a seal tour and get a close-up view of these fascinating creatures.

Local weather for your trip to Chatham vacation homes

You can't beat Chatham for a warm, sunny beach holiday complemented by Cape Cod’s cool, Atlantic breeze. The town is at its most lively in the summer months when the weather is reliably warm, with comfortable average highs of around 70 F between June and September. The weather makes the area perfect for outdoor activities such as hiking, biking, or golfing, with wonderful views of the Atlantic Ocean from the Seaside Links. Many Chatham vacation rentals are located within walking distance of the area’s white, sandy beaches.

Keep an eye out for nature in charming, coastal Chatham

With a Chatham vacation rental, you'll be a hop, skip, and a jump from some of the northeast's most compelling natural splendor. Thanks to its position on the Atlantic, the area has plenty of broad, sandy beaches and rocky coastline, most of which offers scenic views of the calm Nantucket Sound. If you enjoy birdwatching then don't forget to pack your binoculars. A complex ecosystem of marshland and sandy dunes, the 7,600-acre Monomoy National Wildlife Refuge is a popular destination where you can see intertidal life and numerous species of migratory birds.

How to get to and around Chatham

The nearest airport is in Hyannis, MA (HYA-Barnstable Municipal), located 16.8 mi (27 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Nantucket, MA (ACK-Nantucket Memorial), which is 29.9 mi (48.1 km) away.

Family attractions near Chatham vacation rentals

Chatham has plenty of family-friendly attractions for kids of all ages. Vacation homes are close to places like the Cape Cod National Seashore, a shoreline with miles of dunes, sandy beaches, salt marshes, and hiking trails, and the Chatham Lighthouse, a historic lighthouse with a keeper’s cottage and spectacular views. You may also like Monomoy National Wildlife Refuge, a protected habitat for migratory birds and salt and freshwater marshes.

Romantic vacation homes in Chatham

Couples looking for romance can enjoy an array of attractions in Chatham. Vacation rentals can be found near places like Atwood Museum, a restored historic home with galleries exploring the history and culture in the region, and Kate Gould Park, a vibrant park with recreation areas and festivals. You'll also like Linnell Landing Beach, a bayside beach with scenic sunsets and calm waters for swimming and kayaking.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Chatham?

Based on our data, houses are the most desirable property type in Chatham. But having said that, everyone's idea of an epic stay can vary. Vrbo has vacation homes of all sizes and shapes, so you're sure to find the perfect match.

How much does it cost to rent a vacation rental in Chatham?

A range of things affect how much you'll pay for a vacation rental in Chatham, like the season, type of property and length of stay. Still, all Vrbo homes have one thing in common — unbeatable value. Just add your travel dates to find your ideal fit.

How much does it cost to rent a beach house in Chatham?

When you travel and the size and style of the property will determine the cost of your beachside stay. Enter your Chatham travel dates to view your available options on Vrbo. Can't live without a hot tub? Use our filters to choose the amenities and features you need.

Are there pet-friendly vacation rentals in Chatham?

With 78 properties that host four-legged guests, your furry friend can also come along on your Chatham getaway. Use our filter tool to search our pet-friendly vacation rentals and find your pawfect pad on Vrbo.

Can I rent a house with a pool in Chatham?

Grab your swimming gear and goggles, because there are eight houses with a private pool in Chatham. Make a booking at one of these superb vacation rentals and you'll enjoy pool days every day. Simply enter your travel dates into Vrbo, then check the "pool" filter to find a place to make a splash!

What are popular rental amenities in Chatham?

When it comes to rental amenities that people are on the lookout for in Chatham, a garden, nearby museums and an ocean view are at the top of the list. With Vrbo vacation homes, you'll discover options to fit your taste and style, whether you're traveling with family members, friends or even pets.

Are there large group vacation rentals in Chatham?

There are 20 vacation properties in Chatham that can host 10 or more people. Whether you're planning a family trip or an event like a birthday party, there's plenty of room to get your group together under one roof.

Are there vacation rentals in Chatham that welcome kids?

With 78 family-friendly vacation rentals to choose from in Chatham, now is the perfect time to introduce the little ones to the joys of travel. Just check our "Properties good for families" filter box to locate stays that come with conveniences ideal for families on the move, like full kitchens, yards, hot tubs and bunk beds.

What are the top attractions for families in Chatham?

Keeping the kids entertained during your stay in Chatham is a cinch with these top family-friendly attractions:

Skaket Beach
Sea Street Beach
Bank Street Beach

Are there one-bedroom vacation rentals in Chatham?

Chatham has 12 one-bedroom rentals available. Typically situated in prime spots due to their smaller size, a one-bedroom rental is great if you're traveling with a buddy or your partner. And with comforts like air conditioning and more privacy than a standard hotel, you'll be able to kick back and relax while enjoying this amazing destination.

Can I find two-bedroom vacation rentals in Chatham?

Select from 15 two-bedroom vacation homes in Chatham. Put your little ones in the second room or maybe fill it with a couple of your best friends. There's plenty of space for whoever's lucky enough to be coming along.

Are there vacation rentals with WiFi in Chatham?

You'll have a choice of 26 vacation rentals with WiFi in Chatham. If you want to disconnect from daily life while on vacation, but still need to be connected to the web, these getaways have just what you need. Narrow your search by applying the WiFi filter on Vrbo.