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Chatham Vacation Rentals & Apartments - 1220 Rentals Available

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1,220 Vacation rentals

(7)

1 / 13

Chatham Cottage

  • 2
  • 5
  • 7 nights min
  • Nearest beach 0.85 mi
  • Child friendly
  • Air conditioning

Responds fast! Avg. 2 hours 14 minutes

“The cottage was located only about 1/2 mile from Cockle Cove Beach. It sits in a small private, loop road, surrounded by trees and beyond the trees is the beginnings of a salt marsh. The kitchen is very functional and there's a nice sized dining...”
- Review left on 09/30/2016

$123.00

Very Good (7 reviews)

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from $123.00 / night

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1 / 25

Chatham House

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$457.00

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from $457.00 / night

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(1)

1 / 28

Chatham House

  • 3
  • 6
  • min stay varies
  • Child friendly
  • Air conditioning
  • Pet friendly

Responds fast! Avg. 3 hours 18 minutes

$95.00

Very Good (1 reviews)

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from $95.00 / night

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(2)

1 / 20

Chatham House

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning

$343.00

Excellent (2 reviews)

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from $343.00 / night

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(2)

1 / 26

Chatham House

  • 3
  • 6
  • 7 nights min
  • Ask about children

$343.00

Excellent (2 reviews)

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from $343.00 / night

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1 / 20

Chatham House

  • 2
  • 5
  • 7 nights min
  • Ask about children
  • Air conditioning

$471.00

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from $471.00 / night

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1 / 17

Chatham House

  • 3
  • 7
  • 7 nights min
  • Ask about children
  • Air conditioning

$414.00

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from $414.00 / night

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(3)

1 / 15

Chatham House

  • 3
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning

$343.00

Excellent (3 reviews)

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from $343.00 / night

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1 / 35

Chatham House

  • 4
  • 10
  • min stay varies
  • Child friendly

$631.00

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from $631.00 / night

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(4)

1 / 13

Chatham House

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning

$229.00

Excellent (4 reviews)

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from $229.00 / night

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(1)

1 / 25

Chatham House

  • 2
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$529.00

Excellent (1 reviews)

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from $529.00 / night

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1 / 24

South Chatham House

  • 4
  • 10
  • 7 nights min
  • Ask about children
  • Air conditioning

$414.00

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from $414.00 / night

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(1)

1 / 17

Chatham House

  • 3
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning

$257.00

Excellent (1 reviews)

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from $257.00 / night

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1 / 14

Chatham House

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning

$286.00

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from $286.00 / night

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1 / 16

Chatham House

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$257.00

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from $257.00 / night

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1 / 14

Chatham House

  • 2
  • 4
  • 7 nights min
  • Ask about children
  • Air conditioning

$229.00

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from $229.00 / night

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1 / 21

North Chatham House

  • 3
  • 8
  • 7 nights min
  • Child friendly
  • Air conditioning

$436.00

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from $436.00 / night

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(1)

1 / 22

Chatham House

  • 4
  • 11
  • 7 nights min
  • Ask about children
  • Air conditioning

$529.00

Excellent (1 reviews)

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from $529.00 / night

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(1)

1 / 27

Chatham House

  • 3
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$414.00

Excellent (1 reviews)

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from $414.00 / night

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1 / 15

Chatham House

  • 3
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning

$414.00

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from $414.00 / night

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(1)

1 / 11

Chatham House

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning

$243.00

Excellent (1 reviews)

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from $243.00 / night

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1 / 26

Chatham House

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning

$671.00

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from $671.00 / night

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(3)

1 / 15

Chatham House

  • 3
  • 9
  • 7 nights min
  • Ask about children

$386.00

Excellent (3 reviews)

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from $386.00 / night

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(4)

1 / 17

Chatham House

  • 3
  • 10
  • 7 nights min
  • Ask about children
  • Air conditioning

$543.00

Excellent (4 reviews)

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from $543.00 / night

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1 / 17

Chatham House

  • 4
  • 10
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$386.00

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from $386.00 / night

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1 / 40

Chatham House

  • 4
  • 10
  • min stay varies
  • Child friendly

$334.00

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from $334.00 / night

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1 / 25

Chatham House

  • 2
  • 6
  • 7 nights min
  • Child friendly
  • Air conditioning

$465.00

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from $465.00 / night

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(4)

1 / 19

Chatham House

  • 3
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning

$371.00

Excellent (4 reviews)

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from $371.00 / night

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1 / 8

Chatham House

  • 2
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$257.00

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from $257.00 / night

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1 / 22

Chatham House

  • 4
  • 8
  • 1 night min
  • Ask about children
  • Ask about pets

$321.00

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from $321.00 / night

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(2)

1 / 21

Chatham House

  • 3
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning
  • Pet friendly

$443.00

Excellent (2 reviews)

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from $443.00 / night

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1 / 25

Chatham House

  • 4
  • 8
  • 7 nights min
  • Ask about children
  • Air conditioning

$643.00

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from $643.00 / night

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1 / 42

North Chatham House

  • 7
  • 20
  • min stay varies
  • Child friendly

$822.00

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from $822.00 / night

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1 / 23

Chatham House

  • 3
  • 10
  • 7 nights min
  • Ask about children
  • Air conditioning

$414.00

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from $414.00 / night

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(2)

1 / 28

Chatham House

  • 3
  • 7
  • 7 nights min
  • Ask about children
  • Air conditioning

$314.00

Very Good (2 reviews)

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from $314.00 / night

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1 / 32

South Chatham House

  • 4
  • 9
  • min stay varies
  • Child friendly

$642.00

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from $642.00 / night

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(1)

1 / 19

Chatham House

  • 2
  • 4
  • 7 nights min
  • Ask about children
  • Air conditioning

$207.00

Very Good (1 reviews)

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from $207.00 / night

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1 / 23

Chatham House

  • 4
  • 8
  • min stay varies
  • Child friendly

$427.00

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from $427.00 / night

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(1)

1 / 20

Chatham House

  • 3
  • 6
  • 7 nights min
  • Ask about children
  • Air conditioning

$457.00

Excellent (1 reviews)

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from $457.00 / night

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1 / 42

Chatham House

  • 4
  • 10
  • 1 night min
  • Swimming pool
  • Ask about children
  • Ask about pets

$2,000.00

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from $2,000.00 / night

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About Chatham

Chatham, MA Travel Tips

Situated on the southeastern tip of Cape Cod is the town of Chatham, MA. This charming town is a pleasant place for families to unwind and spend valuable and fun time together. For the most relaxing experience possible, people will want to skip hotels in favor of Chatham rentals. For the best selection of Chatham vacation rentals online, you're in the right place. Vacation Home Rentals has well-maintained properties available for rent by owner. By booking with us, you can save money and enjoy the comforts of home. When planning a trip to Chatham, there are a few tips that can make the stay more comfortable for all.
During the winter, Chatham is quieter than in the busy summer months. For families that prefer to avoid crowds, this is a good time to visit. Keep an eye on the average temperatures for the month that you'll be visiting Chatham. The warmest months of the year are July and August, with top temperatures averaging 75 degrees Fahrenheit. The coldest month of the year is January, with average lows at 24 degrees Fahrenheit and highs at 38 degrees Fahrenheit. Checking out the weather will help make packing for the family easier. When traveling in peak season, be sure to book Chatham vacation rentals in advance to save time and money.

Attractions

Rest and relaxation are two of the most important reasons why tourists stay in vacation rentals. Chatham, MA, has so many attractions that at the end of a fun-filled day, families will appreciate a good night's sleep. A popular destination for families is the Atwood House Museum. The museum is a great way to learn about the history of Cape Cod and to view the area's art while staying in Chatham, MA, rentals. Another interesting museum to visit is the Chatham Railroad Museum, which is located in an 1887 railroad depot that has been restored. The Chatham Lighthouse is another popular destination when visiting the city. To visit the lighthouse, tourists may arrange for a tour on dates that have been set aside by the Coast Guard Auxiliary. For many tourists staying in Chatham rentals, the beaches are one of the main attractions. Public beaches include Ridgevale Beach, Harding Beach, Cockle Cove Beach, and more. Parks are another way that families can enjoy their vacation. Parks such as Chase Park offer great outdoor fun and have picnic areas and charcoal grills. Also located in Chatham is the Monomoy National Wildlife Refuge, Samuel Hawes Park, Sears Park, and Volunteer Park.

Events

Hotels are often overcrowded and noisy when the city is hosting a special event. The calm atmosphere and convenience of staying in Chatham, MA, vacation rentals is a benefit for many tourists. Families on vacation will appreciate this convenience and can better enjoy the event's festivities. Festivals, fairs and other events take place throughout the year. In June, for instance, there is the annual Chatham Harbor Run and the Classic Car Invitational. For the children in the family, there are games for kids, while adults can enjoy a beer with their bratwurst and other German fare. Thanksgiving is a great time to travel to and stay in vacation rentals in Chatham, MA. Before indulging in a Thanksgiving Day meal, families can run or walk together in the annual Turkey Trot. Also during the holiday season, don't miss the annual Chatham Christmas Stroll.

When you think of a quaint New England village, of salt shaker houses and quiet, flower-edged lanes, you have Chatham. Though it’s not as sleepy as you might imagine (especially in the summer), a Chatham vacation rental provides the perfect base to explore charming Cape Cod.

Things to Do

The major draw of this area is the beaches. Cape Cod is the place Bostonites and other New Englanders flock to each summer. Cape Cod is to New England populations as Long Island is to New Yorkers. Cockle Cove and Harding’s Beaches provide excellent spots for families, while the Chatham Lighthouse Beach allows visitors to appreciate the nautical history of the area. Lighthouse Beach’s tides are some of the strongest tides in Chatham, so pay attention to posted warnings. The Monomoy National Wildlife Refuge is the ideal place to look for spotted seals and is known for its bird watching.
Seal cruises and fishing jaunts are also popular ways to enjoy the rich gifts of the sea this area is known for. If you go, bring a jacket. The Atlantic and its breezes are cold regardless of the time of year or land temperatures.   

Transit

There are a number of buses and shuttle services that take visitors from Boston to Hyannisport and connect them to other points on the cape. During the summer, you can also catch the Cape Flyer, which offers train service from Boston to the Cape. However, most people prefer to bring cars because they can visit all the delightful towns of the cape and have more room than a bike basket provides for their many treasures gathered along the way. Bikes are popular for getting around town from your Chatham vacation rental.

Climate

Most people enjoy the cape because it allows them to escape the sweltering heat of the city in the summer. Summer temps are usually in the mid 70s. Winter brings highs in the 30s and can feel bitter due to the dampness off the water.

Events

While winter is the slow time at the cape, it also brings with it the magic of quiet towns and twinkling lights. Chatham hosts a Christmas-by-the-Sea shopping event and a Christmas Stroll as well as many theater shows. July 4th is also a big holiday at the cape as neighboring towns celebrate our nation’s independence with dueling fireworks displays.

Shopping

Chatham offers a number of darling boutiques and unique shops that feature treasures that are distinctly Cape Cod. From whimsical coastal décor to delightful preppy fashions and candy kitchens with chocolate seashells to works from local artists, you can find the perfect item here to suit your fancy. The stores in Chatham are as adorable as their contents, with awnings and window boxes. Shopping is a real treat in this town.    
A Chatham vacation rental is the perfect way to try on a different style of living; one where bikes with baskets are more popular than what kind of car you drive; where high heels are traded in for sandals; and days are measured in the beauty of experience.
 
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