Chatham Vacation Rentals

Compare 6,499 available properties from 20 providers
Chatham
Anytime
2 guests

Compare and find a rental matching your expectations among the 6,499 great properties from 20 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 10%.

Recommended Vacation Rentals in Chatham

Find your perfect vacation rental in Chatham: from $59 per night

House ∙ 5 guests ∙ 3 bedrooms
Harwich Port, Harwich, Massachusetts, United States
from $189
VRBO
5.0
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House ∙ 6 guests ∙ 3 bedrooms
South Chatham, Chatham, Massachusetts, United States
from $221
VRBO
5.0
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House ∙ 5 guests ∙ 3 bedrooms
Northwest Harwich, Harwich, Massachusetts, United States
from $162
VRBO
4.6
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House ∙ 6 guests ∙ 3 bedrooms
West Chatham, Chatham, Massachusetts, United States
from $117
VRBO
4.8
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House ∙ 4 guests ∙ 2 bedrooms
Harwich Port, Harwich, Massachusetts, United States
from $165
VRBO
4.7
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House ∙ 3 guests ∙ 1 bedroom
South Chatham, Chatham, Massachusetts, United States
from $99
VRBO
4.5
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House ∙ 2 guests ∙ 1 bedroom
Harwich Center, Harwich, Massachusetts, United States
from $75
Airbnb
5.0
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Apartment ∙ 2 guests ∙ 1 bedroom
Dennis Port, Dennis, Massachusetts, United States
from $74
Airbnb
5.0
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House ∙ 2 guests ∙ 1 bedroom
Harwich Center, Harwich, Massachusetts, United States
from $53
Airbnb
5.0
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Vacation Rentals With Fireplaces

Fireplace
House ∙ 6 guests ∙ 2 bedrooms
South Chatham, Chatham, Massachusetts, United States
from $422
VRBO
4.9
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Fireplace
House ∙ 4 guests ∙ 2 bedrooms
Dennis Port, Dennis, Massachusetts, United States
from $118
VRBO
5.0
View deal
Fireplace
House ∙ 6 guests ∙ 3 bedrooms
West Chatham, Chatham, Massachusetts, United States
from $465
VRBO
4.9
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Vacation Homes With Fishing Spots Nearby

Fishing
House ∙ 5 guests ∙ 2 bedrooms
West Chatham, Chatham, Massachusetts, United States
from $165
VRBO
4.9
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Fishing
House ∙ 5 guests ∙ 2 bedrooms
Chatham, Barnstable County, Massachusetts, United States
from $215
VRBO
5.0
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Fishing
House ∙ 5 guests ∙ 3 bedrooms
Chatham, Barnstable County, Massachusetts, United States
from $712
VRBO
5.0
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Dog-Friendly Vacation Rentals

Pet-friendly
House ∙ 9 guests ∙ 3 bedrooms
West Chatham, Chatham, Massachusetts, United States
from $219
VRBO
4.4
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Pet-friendly
House ∙ 4 guests ∙ 2 bedrooms
West Chatham, Chatham, Massachusetts, United States
from $260
Airbnb
5.0
View deal
Pet-friendly
House ∙ 6 guests ∙ 3 bedrooms
Harwich Port, Harwich, Massachusetts, United States
from $236
Airbnb
5.0
View deal
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Popular Rental Amenities in Chatham

  • Kitchen (5,995)
  • Internet (5,681)
  • TV (5,420)
  • AC (4,532)
  • Washer (4,345)
  • Microwave (3,892)
  • Grill (3,863)
  • No smoking (3,501)
  • Dishwasher (2,902)
  • Parking (2,520)
  • No pets (2,411)
  • Fireplace (1,922)
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 never miss an episode of your favorite show or you can't imagine a vacation without internet, as most accommodations provide "TVs" or "internet." Plan your vacation in advance if you want a rental with a sauna or you enjoy soaking in the hot tub. There are just 50 listed accommodations providing "saunas" and 115 accommodations with "Jacuzzis."

The Weather in Chatham

39°
27°
39°
27°
43°
30°
52°
39°
63°
50°
72°
57°
79°
64°
79°
64°
72°
59°
63°
50°
52°
39°
45°
32°
Jan.
Feb.
Mar.
Apr.
May
June
July
Aug.
Sep.
Oct.
Nov.
Dec.
- Rainy days

This is the climate diagram in Chatham. In July maximum temperatures go higher than 78°. No heat wave is expected in January, where minimum average temperatures usally hit a 26° low. The rainiest month is January while the driest month is August.

Accommodations in Chatham

In Chatham, house rentals are the most prevalent vacation accommodation type. In addition, the average nightly price of house rentals in Chatham is $448, and their size, on average, is 1,850 ft². Furthermore, house rentals are a great choice for large groups, as most can welcome 7 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 1,040 ft² on average, with average prices of $247 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.

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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 600 providers, including:

Booking.com Vacation Rentals in Chatham VRBO Vacation Rentals in Chatham HomeAway Vacation Rentals in Chatham Airbnb 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 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