Photo by Robbie Martin

Chatham vacation rentals

We found 1,148 vacation rentals — enter your dates for availability

your current months are April, 2024 and May, 2024.
April 2024
May 2024
Scroll through and select from vacation rentals in Chatham to find one that's perfect for your trip. Vacation rentals provide the best amenities for your family, friends, or furry companion, such as WiFi and a hot tub. You'll be able to choose a rental that has what everyone needs, including places that are non-smoking or accessible.

Find spaces that suit your style

Travel to adventurous Chatham

Learn about the unique charm of Chatham with a stay in a private vacation home. This city has something for everyone. If you're looking for accommodations with space to entertain friends and family, Vrbo has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Sightseeing in and around Chatham

Are you searching for attractions to visit while you're in the area? Venture out of your vacation home and experience everything that Chatham has to offer. These are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Black Mountain Ski Area (7.7 mi / 12.3 km)
  • Cranmore Mountain Resort (8.6 mi / 13.9 km)
  • Story Land (9.1 mi / 14.6 km)
  • Conway Scenic Railway (9.7 mi / 15.6 km)
  • Kahuna Laguna (10.1 mi / 16.3 km)
  • Cathedral Ledge Lookout (10.4 mi / 16.8 km)

Exploring the natural landscape of Chatham

Whether you're an adventurous traveler or just want to take in the scenery, Chatham is a great place to get out in nature. Here are a few of the area's noteworthy sights, all within 30 miles (48.2 km) of the city center:

  • Kezar Lake (6.8 mi / 10.9 km)
  • Jackson Falls (8.4 mi / 13.6 km)
  • Diana's Baths (10.2 mi / 16.4 km)
  • Cathedral Ledge Lookout (10.4 mi / 16.8 km)
  • Echo Lake State Park (10.6 mi / 17 km)
  • Saco River (13.7 mi / 22 km)

Traveling to and around Chatham

Fly into Fryeburg, ME (FRY-Eastern Slopes Regional), the closest airport, located 12.5 mi (20.1 km) from the city center. If you can't find a flight that's convenient for your trip, you could book a flight to Whitefield, NH (HIE-Mount Washington Regional), which is 30.1 mi (48.4 km) away.

Frequently asked questions

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

Campgrounds are the most popular style of vacation rental in Chatham, according to our data. Even if you have a different idea about what you want, Vrbo has vacation homes in all sizes and shapes. Take a look at our options to find your ideal match.

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

The average price for a vacation home in Chatham can vary depending on factors like length of stay, property type and season. Whether you're dreaming about a sprawling house with room for friends and family or a quaint cottage for just you and the kids, just enter your dates of travel to view stays that offer great value.

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

The average price for a vacation home by the beach in Chatham depends on when you're traveling and the style and size of property you're searching for. You can find prices quickly and easily on Vrbo by entering your travel dates and destination. Then use the filters to choose the number of bedrooms and amenities that you require, like a pool, WiFi and air conditioning.

Are there pet-friendly vacation rentals in Chatham?

Yes, there are. Pick from 14 stays that allow pets in Chatham on Vrbo. Our furry friends deserve a getaway too, so simply use our search function for pet-friendly vacation rentals to find a pad where Fido can lap up the fun.

What are popular rental amenities in Chatham?

Ski-in/ski-out facilities, a fireplace and mountain views top the list of most popular rental amenities in Chatham. Whether you're taking to the road by yourself, with your sweetheart or as a family, Vrbo will help you find a vacation rental that matches your tastes with a load of extras you'll love.

Are there large group vacation rentals in Chatham?

Take your pick of four Vrbo properties in Chatham that can host five or more people. You'll enjoy all the room and privacy you need to chill out with your loved ones — and no one else.

Are there vacation rentals in Chatham that welcome kids?

With 14 family-friendly vacation rentals to pick from in Chatham, now is the perfect time to introduce your kids to the magic of travel. Just click on our "Properties good for families" filter box to locate stays packed with conveniences ideal for traveling families, such as kitchens, pools, hot tubs and bunk beds.

What are the top attractions for families in Chatham?

If you're searching for some family-friendly entertainment close to the center of Chatham, visit Baldface Range.

Are there one-bedroom vacation rentals in Chatham?

You'll find 10 one-bedroom properties in Chatham to choose from. A one-bedroom vacation home is a great choice if it's just the two of you or if you're traveling solo. Throw in more privacy, convenience and space compared to a regular hotel, and you've got the makings of a break to remember.

Are there vacation rentals with WiFi in Chatham?

Whether you want to stay in touch with the news, make a video call or surf your social networks, there are two vacation homes with WiFi in Chatham. Check the "WiFi" box when searching on Vrbo and stay connected on your vacation.

How old do you have to be to rent a vacation rental in Chatham?

The minimum age can differ across properties on Vrbo, so be sure to check the rules of the vacation rental in Chatham you're interested in. But usually, it's 16, 18 or 21.

How long can I rent a vacation rental in Chatham for?

It really depends on the Chatham property. To browse available options offering extended stays, simply type your travel dates and number of guests into Vrbo. Look forward to having the whole place to yourself, along with home comforts such as a fully-equipped kitchen, air conditioning and a yard to run around in. Keep your eyes peeled for long-term stays that offer discounted weekly or monthly prices.

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