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Chatham Vacation Rentals

Find 984 available offers from 6 partners
Chatham
Anytime
Guests
Chatham
Anytime
Guests

Choose the perfect vacation rental

Price per night
Up to $100
$100 - $199
From $200
Accommodation types
Condo
House
Apartment
Distance to center
1 km
2 km
5 km
Rating
4.5+
4+

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 984 properties

Vacation rentals with Wi-Fi

Stay connected while traveling and book a Chatham accommodation with high-speed internet.

House  Chatham
May 13 - May 20
-33%
$599
$399 per night
House ∙ 10 guests ∙ 5 bedrooms

Pleasant Vacation Home in Chatham with Grill, Yard & Patio + Close to Beach

5.0
Outstanding (74 ratings)
Chatham, Barnstable County, Massachusetts, United States
Internet
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House  Chatham
May 4 - May 11
-50%
$512
$256 per night
House ∙ 7 guests ∙ 3 bedrooms

House in South Chatham with Grill & Yard

Chatham, Barnstable County, Massachusetts, United States
Internet
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House  Chatham
May 4 - May 11
-20%
$250
$200 per night
House ∙ 6 guests ∙ 3 bedrooms

House in South Chatham with Grill

5.0
Outstanding (5 ratings)
Chatham, Barnstable County, Massachusetts, United States
Internet
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Vacation rentals and apartments with air conditioning

Keep cool during your trip to Chatham and book a vacation rental with air conditioning.

House  Chatham
Apr 25 - May 2
$225 per night
House ∙ 9 guests ∙ 4 bedrooms

Family Friendly Pleasant Vacation Home in Chatham with Electric Fireplace

5.0
Outstanding (13 ratings)
Chatham, Barnstable County, Massachusetts, United States
Air conditioning
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House  Chatham
May 25 - Jun 1
-24%
$500
$380 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in South Chatham with Grill, Patio & Yard

5.0
Outstanding (6 ratings)
Chatham, Barnstable County, Massachusetts, United States
Air conditioning
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House  Chatham
Jun 1 - Jun 8
$780 per night
House ∙ 10 guests ∙ 5 bedrooms

House in Chatham with Patio, Yard & Grill

4.9
Outstanding (29 ratings)
Chatham, Barnstable County, Massachusetts, United States
Air conditioning
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Apartments and vacation rentals with a kitchen

Cook up a feast on your next vacation and book a Chatham rental with full kitchen.

Cottage  Chatham
Jun 8 - Jun 15
-25%
$172
$129 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Charming Cottage in Chatham with Grill & Patio

4.6
Excellent (10 ratings)
Chatham, Barnstable County, Massachusetts, United States
Kitchen
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Condo  Chatham
Apr 6 - Apr 13
-27%
$545
$400 per night
Condo ∙ 5 guests ∙ 2 bedrooms

Condo in Chatham with Grill, Patio & Yard + Gorgeous Views + Next to Beach

4.8
Outstanding (73 ratings)
Chatham, Barnstable County, Massachusetts, United States
Kitchen
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Cottage  Chatham
Aug 31 - Sep 7
$129 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Delightful Cottage in West Chatham with Colorful Garden

4.4
Very good (55 ratings)
Chatham, Barnstable County, Massachusetts, United States
Kitchen
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Best Vacation Home Deals in Chatham

Save up to 61%

Cottage Chatham
Nov 23 - Nov 30
-17%
$210
$175 per night
Cottage ∙ 2 guests ∙ 1 bedroom

Cottage in North Chatham with Yard, Grill & Patio

5.0
Outstanding (199 ratings)
Chatham, Barnstable County, Massachusetts, United States
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House Chatham
Dec 21 - Dec 28
-61%
$450
$176 per night
House ∙ 8 guests ∙ 4 bedrooms

Vacation Home in West Chatham with Wood-Burning Fireplace

4.9
Outstanding (46 ratings)
Chatham, Barnstable County, Massachusetts, United States
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House Chatham
Dec 21 - Dec 28
-15%
$650
$550 per night
House ∙ 10 guests ∙ 4 bedrooms

Vacation Home in Chatham with Grill & Patio + Nice Views

4.9
Outstanding (25 ratings)
Chatham, Barnstable County, Massachusetts, United States
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Find the ideal property for as little as $129 per night by searching through the 984 properties listed in Chatham. The website HomeToGo instantly compares all of these vacation rentals to help you save up to 41%!

Recommended Vacation Rentals in Chatham

Find your perfect vacation rental in Chatham: from $129 per night

Cottage Chatham
Mar 2 - Mar 9
$245 per night
Cottage ∙ 5 guests ∙ 2 bedrooms

Charming Cottage in West Chatham with Grill & Patio + Spectacular Views

5.0
Outstanding (165 ratings)
Chatham, Barnstable County, Massachusetts, United States
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House Chatham
Mar 2 - Mar 9
-63%
$1,653
$611 per night
House ∙ 14 guests ∙ 6 bedrooms

Vacation Home in Chatham with Spacious Patio

4.9
Outstanding (14 ratings)
Chatham, Barnstable County, Massachusetts, United States
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House Chatham
Sep 8 - Sep 15
-22%
$643
$500 per night
House ∙ 12 guests ∙ 5 bedrooms

House in West Chatham with Grill, Patio & Yard

4.5
Excellent (28 ratings)
Chatham, Barnstable County, Massachusetts, United States
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House Chatham
May 25 - Jun 1
-36%
$350
$225 per night
House ∙ 6 guests ∙ 3 bedrooms

House in South Chatham with Patio, Grill & Yard

4.9
Outstanding (34 ratings)
Chatham, Barnstable County, Massachusetts, United States
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House Chatham
Jun 15 - Jun 22
-33%
$895
$596 per night
House ∙ 11 guests ∙ 6 bedrooms

Vacation Home in Chatham with Yard, Patio & Grill + Ocean Views + Close to Beach

4.8
Outstanding (39 ratings)
Chatham, Barnstable County, Massachusetts, United States
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House Chatham
Mar 2 - Mar 9
-74%
$956
$244 per night
House ∙ 8 guests ∙ 4 bedrooms

House in Chatham with Yard & Grill

Chatham, Barnstable County, Massachusetts, United States
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House Chatham
Feb 15 - Feb 22
-58%
$475
$200 per night
House ∙ 5 guests ∙ 2 bedrooms

House in Chatham with Grill & Yard + Beach Nearby

5.0
Outstanding (108 ratings)
Chatham, Barnstable County, Massachusetts, United States
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House Chatham
Dec 21 - Dec 28
-24%
$361
$276 per night
House ∙ 5 guests ∙ 2 bedrooms

Vacation Home in Chatham with Grill, Patio & Yard

4.9
Outstanding (78 ratings)
Chatham, Barnstable County, Massachusetts, United States
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House Chatham
Aug 17 - Aug 24
$525 per night
House ∙ 10 guests ∙ 4 bedrooms

Family Friendly Vacation Home in Chatham with Grill, Yard & Patio

5.0
Outstanding (2 ratings)
Chatham, Barnstable County, Massachusetts, United States
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Budget-friendly Vacation Rentals in Chatham

Find Fantastic yet Inexpensive Offers

House Chatham
May 25 - Jun 1
$525 per night
House ∙ 8 guests ∙ 3 bedrooms

House in South Chatham with Fenced-In Patio + Close to Beach

4.9
Outstanding (46 ratings)
Chatham, Barnstable County, Massachusetts, United States
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House Chatham
Feb 15 - Feb 22
-64%
$415
$149 per night
House ∙ 6 guests ∙ 3 bedrooms

Vacation Home in West Chatham with Grill & Patio + Brilliant Views

5.0
Outstanding (27 ratings)
Chatham, Barnstable County, Massachusetts, United States
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House Chatham
Sep 8 - Sep 15
-45%
$786
$429 per night
House ∙ 12 guests ∙ 6 bedrooms

Beautiful House in West Chatham

Chatham, Barnstable County, Massachusetts, United States
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Top-Rated Rentals and Accommodations in Chatham

Book Vacation Rental Offers with the Highest User Rating

House Chatham
Mar 18 - Mar 25
$360 per night
House ∙ 8 guests ∙ 3 bedrooms

Beautiful Vacation Home in West Chatham with Patio, Yard & Grill + Beach Nearby

5.0
Outstanding (118 ratings)
Chatham, Barnstable County, Massachusetts, United States
View deal
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Cottage Chatham
May 4 - May 11
-45%
$275
$150 per night
Cottage ∙ 6 guests ∙ 3 bedrooms

Cottage in West Chatham with Yard & Grill

4.7
Excellent (90 ratings)
Chatham, Barnstable County, Massachusetts, United States
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House Chatham
Mar 2 - Mar 9
$137 per night
House ∙ 4 guests ∙ 1 bedroom

Charming Vacation Home in West Chatham with Patio & Grill

4.9
Outstanding (26 ratings)
Chatham, Barnstable County, Massachusetts, United States
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Popular Rental Amenities in Chatham

  • Pet-friendly (239)
  • WiFi (1,080)
  • Air conditioning (1,064)
  • TV (1,079)
  • Washing machine (862)
  • Grill (842)
  • Kitchen (917)
  • Balcony/patio (501)
  • Yard (479)
  • Dishwasher (760)
  • Microwave (889)
  • Parking (63)

Properties can be narrowed down based on the amenities they offer. Above, you can see the number of rentals that provide a specific amenity in Chatham. You can easily find a vacation rental meeting your criteria in Chatham if you bring your pet everywhere or you can't imagine a vacation without internet, as most accommodations offer "Pets allowed" and "Internet." Not as many rentals in Chatham are available if you don't smoke or if you enjoy soaking in the hot tub as "Hot tub" and "Non-smoking" are not often available in Chatham.

Price and Availability Index in Chatham

Click on any bar to see price and availability information

Vacation Rental Price Information in Chatham

This graph displays average prices of the vacation rentals and holiday apartments located in Chatham. It is during a week of July (7/20 – 7/27) that you will find the highest prices for the next 12 months. Chatham is cheaper in a week of February (2/1 – 2/8), where prices are on average $454 a night.

Rental availability information in Chatham

Check how busy Chatham is with our availability graph. The week with the highest booking rate is in February (2/1 – 2/8). Only 7% of the rentals are still available. On the contrary, only 31% of the rentals are booked during a week in September (9/21 – 9/28).

7-Day Weather Forecast in Chatham

Wed, 28 Feb
46°
44°

65%

0 h

32 mi/h

Thu, 29 Feb
37°
33°

10%

1 h

19 mi/h

Fri, 1 Mar
39°
39°

10%

4 h

20 mi/h

Sat, 2 Mar
42°
42°

15%

0 h

15 mi/h

Sun, 3 Mar
42°
41°

5%

0 h

16 mi/h

Mon, 4 Mar
37°
37°

0%

5 h

18 mi/h

Tue, 5 Mar
42°
41°

15%

0 h

12 mi/h

Where to find the best food in Chatham?

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.

What are the best nightlife spots in Chatham?

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.

Where are the unique attractions in Chatham?

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.

Information about vacation rentals in Chatham

🏡 Vacation rentals available 984 rentals
💳 Possible discounts up to 41%
🌙 Nightly prices starting at $129
⭐ Popular amenities Pets allowed, Internet and Air conditioning
🐾 Pet friendly homes 203 homes
🏊 Vacation rentals with pools 155 homes

Frequently Asked Questions

What is the typical price per night for a vacation home in Chatham?

The nightly price of accommodations in Chatham starts at $129. If you’re interested in a house rental, the average price is $861 per night. A cabin Chatham will cost $486 per night on average.

How many vacation rentals are available to book in Chatham?

Currently there are 984 vacation homes available for booking for your upcoming vacation.

What are the most popular amenities for vacation rentals in Chatham?

The most popular amenities for home rentals in Chatham include accommodations with: Pets allowed, Internet, and Air conditioning.

How many vacation homes with pools are there in Chatham?

There are 155 vacation homes across 6 providers in Chatham.

Are dogs allowed in vacation rentals in Chatham?

Finding a vacation home in Chatham that allows pets is definitely possible, with 203 pet-friendly available.

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