Chatham Vacation Rentals

Compare 4,454 available properties from 17 providers
Chatham
Save up to 41%

Best vacation home deals in Chatham

$148
from $119
-19%
Apartment
4 1
Dennis Port, Dennis, Massachusetts, United States
Found on
VRBO
$365
from $215
-41%
House
6 3
Chatham, Barnstable County, Massachusetts, United States
Found on
VRBO
$400
from $280
-30%
House
5 2
Chatham, Barnstable County, Massachusetts, United States
Found on
VRBO

Compare and find a rental matching your expectations among the 4,454 great properties from 17 vacation rental websites in Chatham. With HomeToGo, you can instantly search and compare the prices of each listed rental to discover the best price and save up to 41%.

Recommended vacation rentals in Chatham

Rent a vacation accommodation in Chatham: from $84 per night

$457
from $200
-56%
House
6 2
Barnstable County, Massachusetts, United States
4.7
"Excellent" 9 reviews
Found on VRBO
$309
from $197
-36%
House
4 1
Chatham, Barnstable County, Massachusetts, United States
5.0
"Excellent" 2 reviews
Found on VRBO
$365
from $215
-41%
House
6 3
Chatham, Barnstable County, Massachusetts, United States
5.0
"Excellent" 1 review
Found on VRBO
from $193
House
4 2
Harwich Center, Harwich, Massachusetts, United States
4.0
"Very good" 2 reviews
Found on VRBO
from $215
House
6 3
East Harwich, Harwich, Massachusetts, United States
4.8
"Excellent"
Found on VRBO
$182
from $151
-17%
House
4 2
Harwich Port, Harwich, Massachusetts, United States
5.0
"Excellent" 1 review
Found on VRBO
$351
from $198
-44%
1250 ft² House
6 3
South Chatham, Chatham, Massachusetts, United States
5.0
"Excellent" 1 review
Found on VRBO
from $158
Apartment
4 2
Harwich Port, Harwich, Massachusetts, United States
5.0
"Excellent" 2 reviews
Found on VRBO
See all offers

  Vacation homes with fishing spots nearby

$189
from $100
-47%
660 ft² House
6 2
Dennis Port, Dennis, Massachusetts, United States
5.0
"Excellent" 10 reviews
Found on VRBO
$148
from $119
-19%
Apartment
4 1
Dennis Port, Dennis, Massachusetts, United States
4.1
"Very good" 10 reviews
Found on VRBO
$400
from $280
-30%
House
5 2
Chatham, Barnstable County, Massachusetts, United States
5.0
"Excellent"
Found on VRBO
$238
from $132
-45%
1000 ft² House
6 3
West Chatham, Chatham, Massachusetts, United States
4.7
"Excellent" 14 reviews
Found on VRBO
See all offers

  Vacation rentals with a fireplace

$386
from $162
-58%
House
6 3
West Chatham, Chatham, Massachusetts, United States
4.0
"Very good" 1 review
Found on VRBO
$470
from $128
-73%
1190 ft² House
6 3
West Chatham, Chatham, Massachusetts, United States
4.7
"Excellent" 20 reviews
Found on VRBO
$355
from $178
-50%
2200 ft² House
6 3
Chatham, Barnstable County, Massachusetts, United States
4.9
"Excellent" 6 reviews
Found on VRBO
from $188
2430 ft² House
8 3
Harwich Port, Harwich, Massachusetts, United States
4.2
"Outstanding" 15 reviews
Found on VRBO
See all offers

  Apartments with a balcony or patio

$238
from $88
-63%
Apartment
4 1
Dennis Port, Dennis, Massachusetts, United States
4.7
"Excellent" 13 reviews
Found on VRBO
$309
from $113
-64%
3420 ft² Apartment
2 1
West Chatham, Chatham, Massachusetts, United States
4.7
"Excellent" 20 reviews
Found on VRBO
$541
from $293
-46%
2100 ft² House
8 4
Northwest Harwich, Harwich, Massachusetts, United States
5.0
"Excellent" 33 reviews
Found on VRBO
$737
from $531
-28%
2200 ft² House
7 3
Chatham, Barnstable County, Massachusetts, United States
4.9
"Excellent" 11 reviews
Found on VRBO
See all offers

Popular rental amenities in Chatham

  • Kitchen (4,079)
  • No smoking (3,876)
  • TV (3,739)
  • Internet (3,689)
  • Microwave (3,521)
  • Grill (3,496)
  • AC (3,169)
  • Dishwasher (3,039)
  • Washer (3,038)
  • No pets (3,037)
  • Parking (2,838)
  • Fishing (1,859)
Accommodations can be narrowed down based on the amenities they offer. Above, you will find the number of rentals that include a specific amenity in Chatham. You can easily search and find a vacation rental fitting your needs in Chatham if you need internet access during your vacation or you want to tune out with some TV time, as most accommodations provide "internet" or "TVs." Plan your vacation in advance if you want a rental providing a crib or you love sweating the stress away in saunas. There are just 0 listed accommodations providing "cribs" and 50 accommodations with "saunas."

Price and Availability Index Chatham

Vacation Rental Price Information in Chatham

We rendered price information data on the above graph to give you more insights on prices in Chatham. Vacation rental prices are the highest in July (7/14 - 7/21). In October (10/20 - 10/27), prices will hit an average low of $282 per night.

Rental Availability Information in Chatham

Find out the percentage of available rentals in Chatham with the graph above. The busiest time to book a rental in Chatham so far is in August (8/4 - 8/11), where only 14% rentals are available. The week with the highest percentage of available rentals is in September (9/22 - 9/29).

The weather in Chatham

39°
27°
39°
27°
43°
30°
52°
39°
63°
50°
72°
57°
81°
66°
79°
64°
72°
59°
63°
50°
52°
39°
46°
34°
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

Check out the climate diagram for Chatham. In July maximum temperatures go higher than 80°. January is the coolest month, with average minimal temperature reaching 26°. August is the driest month.

In Chatham, house rentals are the most prevalent vacation accommodation type. In addition, the average nightly price of house rentals in Chatham is $416, and their size, on average, is 1,960 ft². Furthermore, house rentals are a great choice for large groups, as most can welcome 8 guests. If you would like to rent something else, you can find many other offers, such as apartment rentals, which are another popular type of property in Chatham. Apartment rentals in Chatham are 1,020 ft² on average, with average prices of $231 a night.

Book a summer vacation rental in Chatham for family fun

Chatham encompasses the sights and sounds of a Cape Cod summer, offering a classic family getaway in one of the most desirable destinations on the Cape. Visitors surge to the town each summer in search of sun, sea and the timeless ambience of the shops and eateries. Chatham boasts a wide array of highlights, such as its classic lighthouse, sandy beaches, wildlife refuges and museums. There is so much to see, so book your summer vacation home now.

Show all 4,454 properties
Food & Drinks

Sample the local flavors

The dining in Chatham reflects a mix of small-town tastes and flavors from the sea. If you crave a lively evening atmosphere, try the Del Mar, which serves everything from pizza to oysters. For those who prefer an upscale dining experience, the Impudent Oyster, housed in an old church, offers a full seafood menu. For family eating, stop in at the Longshore Restaurant, with its relaxed surroundings and menu that includes burgers, seafood and steak.

Nightlife

A night on the town

The casual nightlife of Chatham provides a relaxing way to unwind in small-town style. Sip drinks on the patio at the Wild Goose Tavern or catch a baseball game on TV inside the bar. With walls covered in license plates, the Chatham Squire offers a lively atmosphere to enjoy a beer or a glass of wine. If you like a cozy, small town pub, try the Red Nun Bar & Grill, which provides indoor and outdoor seating.

Local Attractions

Activities along the Cape

The lighthouse is an iconic destination in Chatham, offering memorable ocean views, but you can also enjoy a day in the sun at the beach or hike the Monomoy National Wildlife Refuge to see birds and aquatic life. If you are drawn to history, stop by the Atwood House & Museum or Chatham Marconi Maritime Center. Be sure to catch a show at the Orpheum Theater.

We compare more than 250 providers, including:

Booking.com Vacation Rentals in Chatham VRBO Vacation Rentals in Chatham HomeAway Vacation Rentals in Chatham TripAdvisor Vacation Rentals in Chatham VacationRentals.com Vacation Rentals in Chatham HouseTrip Vacation Rentals in Chatham FlipKey Vacation Rentals in Chatham Wimdu Vacation Rentals in Chatham 9flats.com Vacation Rentals in Chatham VaycayHero Vacation Rentals in Chatham PerfectPlaces.com Vacation Rentals in Chatham Homestay.com Vacation Rentals in Chatham only-apartments Vacation Rentals in Chatham Interhome Vacation Rentals in Chatham Bedycasa Vacation Rentals in Chatham Novasol Vacation Rentals in Chatham HomeEscape Vacation Rentals in Chatham