Chatham holiday rentals

We found 3,324 holiday rentals — enter your dates for availability

Select from 293 homes, 30 cottages and other holiday rentals in Chatham to find one that's perfect for your trip. Holiday homes offer the best amenities for your family, friends or furry companion, such as a fireplace and a washer and dryer. At the end of the day, you'll be sure to find a property to rent that has what everyone needs, including accessible or non-smoking choices.

Find spaces that suit your style

  • Peace of mind
    Our Book with Confidence Guarantee gives you 24/7 support
  • More quality time
    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less
    More space, more privacy, more amenities — more value

Why people love visiting trendy Chatham

Enjoy the art galleries and other features of Chatham. This trendy city is known for its seafood restaurants, seaside and beaches. If you need more space to accommodate a family holiday or a trip with friends, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Chatham

Are you hoping to discover attractions to visit while you're in town? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that makes Chatham a fun spot to go on holiday. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Cape Cod Lavender Farm (6.2 mi / 10 km)
  • Ocean Edge Golf Club (7.4 mi / 12 km)
  • Cape Cod Inflatable Park (14.3 mi / 23 km)
  • Cape Codder Water Park (18 mi / 29 km)
  • Chatham Seaside Links (0.4 mi / 0.7 km)
  • Captain's Cove Golf Course (4.1 mi / 6.7 km)

Exploring the beaches and other natural features in Chatham

Whether you're an outdoor enthusiast or just want to take in the scenery, Chatham is a great place to get out in nature. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Chatham Lighthouse Beach (1.2 mi / 2 km)
  • Hardings Beach (2.2 mi / 3.5 km)
  • Ridgevale Beach (2.4 mi / 3.9 km)
  • Red River Beach (4.2 mi / 6.8 km)
  • Bank Street Beach (5.8 mi / 9.4 km)
  • Pleasant Road Beach (7.6 mi / 12.3 km)

Seasonal weather averages in Chatham

If you're planning a holiday around warm-weather activities, August, July, September and June are the hottest months to visit, when temperatures average 19°C.

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 centre. If you can't find a flight that works for your travel itinerary, you can also fly into Nantucket, MA (ACK-Nantucket Memorial), which is 29.9 mi (48.1 km) away.

Frequently asked questions

What is the most popular type of holiday home 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. Stayz has holiday homes of all sizes and shapes, so you’re sure to find the perfect match.
How much does it cost to rent a holiday home in Chatham?
A range of things affect how much you’ll pay for a holiday home in Chatham, like the season, type of property and length of stay. Still, all Stayz 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 Stayz. Can’t live without a hot tub? Use our filters to choose the amenities and features you need.
Are there pet-friendly holiday homes 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 holiday homes and find your pawfect pad on Stayz.
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 holiday homes and you’ll enjoy pool days every day. Simply enter your travel dates into Stayz, then check the “pool” filter to find a place to make a splash!
What are popular home amenities in Chatham?
When it comes to home 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 Stayz holiday homes, you’ll discover options to fit your taste and style, whether you’re travelling with family members, friends or even pets.
Are there large group holiday homes in Chatham?
There are 20 holiday 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 holiday homes in Chatham that welcome kids?
With 78 family-friendly holiday homes 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 holiday homes in Chatham?
Chatham has 12 one-bedroom homes available. Typically situated in prime spots due to their smaller size, a one-bedroom home is great if you’re travelling 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 holiday homes in Chatham?
Select from 15 two-bedroom holiday 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 holiday homes with WiFi in Chatham?
You’ll have a choice of 26 holiday homes with WiFi in Chatham. If you want to disconnect from daily life while on holiday, 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 Stayz.
How can I find holiday homes with air conditioning in Chatham?
Choose from 75 Stayz holiday homes with air conditioning in Chatham offering that cooling breeze and extra bit of comfort. Enter your preferred dates of travel and then use our handy filter tool to help you book stays with air conditioning.
How old do you have to be to rent a holiday home in Chatham?
The minimum required age is usually 16, 18 or 21. It can vary from one property to another on Stayz, so check the rules of your chosen Chatham holiday home before making a booking.
How long can I rent a holiday home in Chatham for?
It’s up to the Chatham property. To see all available options offering extended stays, just type your dates and number of guests into Stayz’s search page. Look forward to having the whole place to yourself, as well as amenities such as a kitchen, air conditioning and a yard where your little ones can play. Keep your eyes open for long-term stays that offer weekly or monthly discounts.

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