Vacation Rentals in Chatham (MA)

Vacation Rentals in Chatham (MA)

Start comparing over 419 rentals in Chatham (MA) and book at the best price!

Find Vacation Rentals in Chatham (MA)

Highlights Chatham (MA)

  • Vacation rentals
  • Exciting getaways
  • Interesting outdoor activities
  • Historical and Cultural Activities

Best Vacation Rentals in Chatham (MA)

Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation Rental for 3 Guests in South Chatham, Chatham (ma)
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South Chatham, Chatham (ma)
Vacation Rental • 732 ft² • 1 Bedroom
Looking for a nice clean quiet cottage close to Nantucket Sound beaches? And one that you can afford on a tight budget with some money left for dining out, gas and activities? Well, then...Pleasant Forest Shores just may be the place for YOU! Yes, the price is low and that's part of why so many customers have come for years and decades! You just have to live a bit simpler life to enjoy the savings. This listing is for Cottage #1 - It accommodates three people maximum but one/two preferred. Total size is 735 sq ft. including 160 sq ft via the porch/deck. Note: PLEASE contact me via 'Ask Owne...
from $91 / night
Vacation Rental for 4 Guests in Chatham (ma), Cape Cod
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Chatham (ma), Cape Cod
Vacation Rental • 990 ft² • 1 Bedroom
9.7
(29 reviews)
This open studio apartment is the perfect stay. Privacy, beach proximity, pet friendly and CLEAN. Lots to do and see in Chatham and this rental has beach chairs and toys, bikes, kayaks, private boat tours and more. With over a 1000 sq ft of open living space, nautically decorated you won't want to leave the comforts. Complete with two queen beds and 2 sleeper coaches, a desk, kitchenette, full bath, large closet, internet, cable, A/C and more, this large inviting space is perfect for a get way on the cape.
from $402 / night
Vacation Rental for 4 Guests in Chatham (ma), Cape Cod
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Chatham (ma), Cape Cod
Vacation Rental • 4 Guests • 2 Bedrooms
9.6
(14 reviews)
Set your clocks back 50 years, and fish for your breakfast from your own dock or row-boat. This setting has been described as the nicest setting in Chatham. Very Private. Bordered by Conservation Land, our 2 1/2 acre get-away is a treasure from times past. A row boat, fishing gear, stand-up paddle board, and a lot of serenity. Very nice master bedroom w/ queen size bed, and a great second bedroom with two twin beds. We encourage Sunday or mid week check in times. This will help you to avoid the heaviest of the incoming Cape traffic.
from $362 / night

Prices and availability

Current Vacation rental prices Chatham (MA)

$536for 20 Apr - 27 Apr
$565 annual average
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Average price per week

Current vacation rental availability Chatham (MA)

39%for 20 Apr - 27 Apr
39% annual average
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Percentage of available rentals

Vacation rentals in Chatham (MA)

Vacation rentals locations

Are you planning to go on a vacation and have difficulty deciding where to go? One place that offers affordable and countless opportunities for fun is Chatham. Chatham is a town in the United States located at the tip of Cape Cod. It is surrounded by water and has many serene beaches. The rentals here are available for a wide variety of budgets and preferences. You can rent a room in a house, an entire property, or even a beach house if you want to be away from all the crowd. So what are you waiting for? Grab your bags and head to Chatham!

Homey vacation rentals for everyone

The vacation rentals are designed in a way that they can accommodate everyone. Some can accommodate up to ten people, ideal for families with many members. There are also studios and one-bedroom cabins for those who travel light. In addition, the properties have all the modern amenities required during a vacation. For example, the kitchen is well equipped with all the appliances needed for cooking, there are TVs with cable connections, and Internet access is also provided. Air conditioners and water heaters are also included to provide maximum comfort during the stay. The playgrounds are well maintained and offer a suitable place for children to play. If you have your furry friend along, there are dog-friendly cabins available. A spa, Jacuzzi, and a swimming pool are a few of the amenities available for an unforgettable vacation. What a great way to wind down after a long day exploring the town!

Vacations in Chatham (MA)

The area and getting around

Attractive Neighborhoods

Chatham (MA) is a paradise for relaxation. It is a residential town filled with magnificent beaches, quaint cafés, lovely restaurants, and long bike paths. The Atlantic Ocean provides a relaxing environment that will help you forget your daily stress and allow you to rejuvenate yourself. Beaches such as Ryder's and Lighthouse beaches offer a serene view where you can walk and collect seashells. Oyster Pond River and Oyster Pond offer an escape to nature. The view of the river is breathtaking, and it is perfect for kayaking, canoeing, jogging, biking, fishing, and more. Chatham (MA) also has quaint villages two blocks away from the beaches. These villages offer places to stroll around with friends or family. You can immerse yourself in museums such as the Chatham Marconi Maritime Center and the Audubon Society, which provide a fascinating look into the history of radiotelegraphy. You can never lack anything to do in this great town.

Fantastic area to stay

The town of Chatham lies on the south coast of Massachusetts, just a short drive from Cape Cod. It is very popular with tourists because it has so much to offer and the people are friendly and ready to help. The town is sparkling clean, the air clean and pure. The area is quiet during the day but comes to life at night with plenty of bars, restaurants, and hotels. The security is guaranteed because the authorities never sleep. Are you a live music fan? Chatham is the place to be. The music scene is vibrant, and new bands are welcomed each year. The best brands with talented artists play music genres like indie rock, folk-rock, Latin rock, jazz, and blues. There is a large shopping mall with a whole range of shops, restaurants, and an HSBC bank for those with a taste for shopping.

Travelers and activities

Chatham (MA) sports and nature fanatics

If you are a sports and nature enthusiast, you have something to smile about. Chatham (MA) happens to be a hometown of the best golf courses and fantastic beaches for surfing and other related beach activities like boogie boarding. Mountains such as Monadnock, Wachusett, and Monoosnock are an easy drive away from the town for hiking enthusiasts. Oyster Pond River is also located here, with its tributary streams perfect for kayaking. Finally, photo and video lovers can visit the Crane estate for some great shots during the day or night.

Chatham (MA), with its rich history and culture

The history of Chatham (MA) is fascinating and envelopes a great deal of information about the city. If you want to learn the town's history, you can visit the Old Harbor Life-Saving Station, the Chatham Marconi Maritime Center, or the Alliance for Lupus Research. Each destination has an essential part of the city's history. Traditional foods are also available if you visit the Nickerson Barn, the Chatham Marketplace, and other popular destinations. In Chatham (MA), guests should prepare for a complete cultural experience.

Did you know that Chatham (MA) has a vibrant music scene? It is filled with talented artists who play the top music genres.

Top 5 travel tips in Chatham (MA)

1. Oyster Pond River

The river is an excellent spot for a relaxing stroll or a leisurely row. So if you enjoy a quiet walk or a nice bike ride, this is the place for you. Kayaks and rowboats are available to rent at both ends of the trail.

2. Chatham Orpheum Theater

The theater provides an excellent opportunity to see talented actors and actresses ' live performances. In addition, it is a wonderful way to spend an evening with friends or family, enjoying their favorite play.

3. Chatham Common

A perfect spot to take a nice, long walk with your pet or go for a leisurely bike ride with your family. The common is also a great place to take the kids outdoors during summer break.

4. Fort Popham

This spot is a truly historic one. In the nation's early days, this fort was used to defend against hostile enemy ships. It now stands as a testament to the courage of those early settlers. If you are interested in history, this is the perfect place for you.

5. ZipLining

Chatham offers a variety of zip lining companies where you can take a thrilling ride through the air. If you're looking for an exhilarating way to spend a day, you can't beat zip lining.

FAQs: Vacation Rentals in Chatham (MA)

On average, what was the cost for vacation rentals in Chatham last year?

Our data shows that Chatham had an average price of $583 per night, a relatively high one for a city in the USA.

During which months are vacation rentals cheaper in Chatham?

]If you are looking to get the most out of your money, the most affordable months to visit Chatham are April ($487 the average per night for accommodation), May ($498), and March ($516).

When are vacation rentals more expensive in Chatham?

It can be concluded, by analyzing the data from the previous year, that costs per night for accommodation here are usually higher, on average, during the months of January ($683), August ($668), and July ($636).

Is Chatham a good location for a last-minute getaway?

It is better to book your stay well in advance when visiting Chatham, as only 26% of our properties are usually available throughout the year.

When are more vacation rentals available?

The best months to find free accommodation in Chatham are October (the average amount of properties that are available reached 56% of the total last year), November (43%), and September (39%).

Are there many vacation rentals in Chatham?

We have collected the offers from 2 different providers in Chatham, so we can offer you around 430 properties. You're going to have a hard time picking your favorite!

Holidu compares hundreds of websites to find your perfect holiday rental for the best price.

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