Chatham Vacation Rentals, Homes, & More

1-50 of 214 Chatham Rentals

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1 / 37

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 6

from

$700

/ night

Email Owner
Cape Cod Emery Pond
1 / 37

Chatham Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 10

“ Excellent ”7 Reviews

from

$350

/ night

Email Owner
PLEASANT STREET - NORTHERN VIEW
1 / 14

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

“ Excellent ”10 Reviews

from

$225

/ night

Email Owner
Exterior View of Cranberry Way
1 / 11

Chatham Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”11 Reviews

from

$150

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 8

Chatham Home
9 Bedrooms / 4 Bathrooms / Sleeps 20

“ Excellent ”3 Reviews

1 / 10

Chatham Cottage
2 Bedrooms / 1 Bathroom / Sleeps 6

“ Excellent ”4 Reviews

from

$93

/ night

Email Owner
Great Walk-To-Town location
1 / 16

Chatham Home
4 Bedrooms / 2.5 Bathrooms / Sleeps 8

“ Excellent ”3 Reviews

from

$358

/ night

Email Owner
Bedroom with sky window
1 / 4

Chatham Apartment
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$193

/ night

Email Owner
1 / 6

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

“ Excellent ”4 Reviews

from

$172

/ night

Email Owner
Fore Ceas Guest Home
1 / 22

Chatham Guesthouse
3 Bedrooms / 3.5 Bathrooms / Sleeps 6

“ Excellent ”8 Reviews

from

$288

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 25

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$400

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 27

Chatham Home
4 Bedrooms / 2 Bathrooms / Sleeps 9

from

$358

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 24

Chatham Home
4 Bedrooms / 5 Bathrooms / Sleeps 8

Chatham Massachusetts Vacation Rentals - Home
1 / 20

Chatham Home
6 Bedrooms / 6 Bathrooms / Sleeps 16

Chatham Massachusetts Vacation Rentals - Home
1 / 23

Chatham Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

from

$600

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 34

Chatham Home
4 Bedrooms / 4 Bathrooms / Sleeps 13

from

$750

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 3

Chatham Home
6 Bedrooms / 7 Bathrooms / Sleeps 12

Chatham Massachusetts Vacation Rentals - Home
1 / 23

Chatham Home
5 Bedrooms / 3 Bathrooms / Sleeps 9

from

$721

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 20

Chatham Home
4 Bedrooms / 5 Bathrooms / Sleeps 10

“ Excellent ”1 Review

Chatham Massachusetts Vacation Rentals - Home
1 / 18

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 10

from

$285

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 18

Chatham Home
3 Bedrooms / 4 Bathrooms / Sleeps 8

“ Excellent ”1 Review

from

$400

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 23

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 8

from

$285

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 10

Chatham Home
6 Bedrooms / 2 Bathrooms / Sleeps 11

from

$393

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 36

Chatham Home
5 Bedrooms / 3 Bathrooms / Sleeps 10

from

$750

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 11

Chatham Home
6 Bedrooms / 4 Bathrooms / Sleeps 12

from

$358

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 12

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$286

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 21

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$458

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 12

Chatham Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

from

$672

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 17

Chatham Home
5 Bedrooms / 2 Bathrooms / Sleeps 8

from

$272

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 19

Chatham Home
3 Bedrooms / 4 Bathrooms / Sleeps 8

from

$429

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 9

Chatham Home
2 Bedrooms / 2 Bathrooms / Sleeps 6

from

$172

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 9

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$300

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 1

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$172

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 11

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$115

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Cottage
1 / 13

Chatham Cottage
2 Bedrooms / 1 Bathroom / Sleeps 4

from

$258

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Apartment
1 / 7

Chatham Apartment
1 Bedroom / 1 Bathroom / Sleeps 2

from

$150

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 11

Chatham Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

from

$229

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 16

Chatham Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

from

$172

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 9

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$158

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 13

Chatham Home
4 Bedrooms / 2 Bathrooms / Sleeps 9

from

$215

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 22

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

from

$80

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 26

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

Chatham Massachusetts Vacation Rentals - Home
1 / 16

Chatham Home
4 Bedrooms / 4 Bathrooms / Sleeps 8

from

$658

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 20

Chatham Home
4 Bedrooms / 3 Bathrooms / Sleeps 8

from

$914

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 22

Chatham Home
3 Bedrooms / 3 Bathrooms / Sleeps 6

“ Excellent ”1 Review

from

$542

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 21

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 6

from

$257

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 22

Chatham Home
4 Bedrooms / 2 Bathrooms / Sleeps 8

from

$225

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 9

Chatham Home
3 Bedrooms / 2 Bathrooms / Sleeps 8

from

$400

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 15

Chatham Home
2 Bedrooms / 1 Bathroom / Sleeps 5

from

$192

/ night

Email Owner
Chatham Massachusetts Vacation Rentals - Home
1 / 20

Chatham Home
4 Bedrooms / 4 Bathrooms / Sleeps 10

“ Excellent ”1 Review

from

$845

/ night

Email Owner
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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.
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