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Home/United States/Massachusetts/Chatham

Vacation Rentals in Chatham, MA

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Popular amenities

Looking for a beach vacation? Join the thousands of visitors who head to Chatham each year. This seaside town in Cape Cod, MA, has miles of white beaches that are perfect for anyone who loves sun, sea and sand.

Top vacation rentals in Chatham

Our Cottage
9.9 / 10
Outstanding(214 Ratings)
Convenient to all amenities and beaches in Chatham
Cottage
 in Chatham
2 guests · 1 bath

Cottage in Chatham, for $227 per night is great for your next (business stay, family stays, couples stay, getaway vacation, etc.)

$$$$
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Communal lounge/ TV room, Seating area
9.2 / 10
Outstanding(78 Ratings)
Old Harbor Inn
Bed and Breakfast
 in Chatham
4star
2 guests · 1 bedroom · 1 bath

Indulge in a peaceful retreat at Old Harbor Inn, our elegant Bed and Breakfast in Chatham. Enjoy amenities including ;, and more.

$$$$
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Activities, On site, Swimming pool
9.1 / 10
Outstanding(70 Ratings)
Chatham Seafarer Inn
Hotel
 in Chatham
3star
2 guests · 1 bedroom · 1 bath

When traveling to Chatham, if you are looking for (business stays, family stays, couples stay, getaway vacation, etc.) this is the perfect place at $531 per night.

$$$$
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Bedroom
9.1 / 10
Outstanding(287 Ratings)
Captain's House Inn
Inn
 in Chatham
4star
2 guests · 1 bedroom · 1 bath

Looking for the perfect place to call home during your trip to Chatham? This Inn offers a comfort and style with top-notch amenities, including ;, and more.

$$$$
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Explore vacation rentals with the most popular amenities in Chatham

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Chatham

Chatham travel guide

Let us help you plan your perfect Chatham vacation. Our travel guide highlights things to do, places to see, favorite vacation rental amenities in Chatham, and more.

Explore near Chatham

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Frequently asked questions

What is the price range for rentals in Chatham?

Vacation rentals in Chatham have a price range between $157-$10,743. The average price for rentals in Chatham is $670 per night.

What do I need to know before visiting Chatham, MA?

Before visiting Chatham, MA, it is important to know that it is a small coastal town on the south side of Cape Cod. It is known for its beaches, fishing, and outdoor activities. Additionally, there are some things to keep in mind when visiting:

  • Chatham is a summer destination and can get very crowded in the peak of summer.
  • It is important to be aware of local wildlife such as seals, sharks, and other sea creatures.
  • Be prepared for sudden weather changes, as the weather can change rapidly.

What are the top things to do in Chatham, MA?

Chatham, MA is an amazing place to visit. Here are some of the top things to do in Chatham:

  • Visit the Chatham Lighthouse
  • Explore the Monomoy National Wildlife Refuge
  • Go fishing and boating on Oyster Pond
  • Enjoy a relaxing stroll along Chatham’s Main Street

From the lighthouse to the wildlife refuge, there is something for everyone in Chatham. Whether you’re looking for a relaxing stroll or some time out on the water, Chatham has something for everyone.

Where is Chatham, MA?

Chatham, MA is a small town located on the elbow of Cape Cod. It is situated between the towns of Harwich and Orleans and is known for its beautiful beaches and charming downtown area. It is a popular summer vacation destination for many people who come to enjoy the sun, sand, and sea.

What are the popular shopping destinations in Chatham, MA?

The popular shopping destinations in Chatham, MA include:

  • Chatham Village Marketplace
  • Chatham Marketplace
  • Chatham Main Street

Chatham Village Marketplace offers a variety of unique shops, eateries, and services, while Chatham Marketplace is a great place to find specialty items. Chatham Main Street is a great spot to find local goods, souvenirs, and home decor.

Is Chatham, MA safe to travel to?

Chatham, MA is a safe place to travel to. Here are some of the reasons why:
  • Low crime rate
  • Friendly people
  • Beautiful scenery

What is the culture like in Chatham, MA?

Chatham, MA is a quaint town located on the elbow of Cape Cod. It is a popular tourist destination for its beautiful beaches, historic sites, and vibrant culture. Here are five key aspects of the culture in Chatham:

  • Art scene – Chatham is home to the Chatham Creative Arts Center and the Chatham Artists Gallery.
  • Music scene – There are a number of music venues, from jazz and blues to folk and rock.
  • Food scene – Chatham’s restaurants range from casual seafood shacks to fine dining.
  • Outdoor activities – Kayaking, fishing, hiking, and more are all popular activities.
  • Local events – Chatham hosts a number of annual festivals and events throughout the year.

Where can I find affordable accommodation in Chatham, MA?

Chatham, MA offers a variety of affordable housing options. Here are some of the best options:

  • Chatham Inn at 359 Main
  • The Beach Breeze Inn
  • The Chatham Gables Inn
  • The Wayside Inn

The Chatham Inn at 359 Main offers spacious rooms and suites, and modern amenities like a heated outdoor pool. The Beach Breeze Inn provides comfortable and cozy accommodations in the heart of downtown. The Chatham Gables Inn features a range of affordable rooms, with many offering stunning views of Pleasant Bay. Finally, The Wayside Inn is a family-owned inn with a peaceful, rural atmosphere.

How can I get around in Chatham, MA?

There are various ways to get around in Chatham, MA:

  • Drive - the town offers plenty of parking for residents and visitors.
  • Walk - the town is quite small and easy to navigate on foot.
  • Bike - there are many bike lanes and trails that offer a safe and enjoyable way to get around.

What are the must-visit tourist attractions in Chatham, MA?

Chatham, MA is a charming town with plenty of attractions for visitors to explore. Here are some of the must-visit tourist attractions in Chatham, MA:

  • Chatham Lighthouse
  • Chatham Fish Pier
  • Chatham Marconi Maritime Center
  • Chatham Shark Center

Visitors can also explore the town's many beaches, shops, and restaurants. Chatham, MA is a great destination for a fun and relaxing getaway.

About Chatham

Chatham benefits from it's position on the Atlantic Ocean, and a prime reason for visiting is access to stunning beaches and beautiful views.
  • Lighthouse Beach: There are numerous beaches, but the largest is Lighthouse Beach, overlooked by Chatham Light.
  • Chatham Fish Pier: The pier is a great spot for watching the fishing vessels unloading their catches, or for spotting playful seals.
  • Old Village: Chatham earned the 2007 Distinctive Destinations Award from the National Trust for Historic Preservation thanks mainly to its Old Village Historic District, which dates back to 1730. The area has over 300 historic properties (approximately 85 percent of the structures).

What are the most popular vacation rental amenities in Chatham?

  • Non-smoking
  • Family friendly
  • No pets allowed