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Chatham Vacation Rentals

Find 923 available offers from 6 partners
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+
3.5+

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 923 properties

Best Vacation Home Deals in Chatham

Save up to 60%

House Chatham
Mar 30 - Apr 6
-23%
$390
$300 per night
House ∙ 5 guests ∙ 2 bedrooms
House in South Chatham with Yard, Grill & Patio
4.8
Outstanding (27 ratings)
Chatham, Barnstable County, Massachusetts, United States
Details
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Cottage Chatham
May 4 - May 11
-60%
$371
$150 per night
Cottage ∙ 6 guests ∙ 2 bedrooms
Cottage in South Chatham with Grill
4.5
Excellent
Chatham, Barnstable County, Massachusetts, United States
Details
Vacasa
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House Chatham
May 4 - May 11
-58%
$407
$171 per night
House ∙ 4 guests ∙ 2 bedrooms
Vacation Home in South Chatham with American Barbecue
4.5
Excellent
Chatham, Barnstable County, Massachusetts, United States
Details
Vacasa
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Find the ideal property for as little as $119 per night by searching through the 923 properties listed in Chatham. The website HomeToGo instantly compares all of these vacation rentals to help you save up to 68%!

Top-Rated Rentals and Accommodations in Chatham

Book Vacation Rental Offers with the Highest User Rating

House Chatham
May 11 - May 18
-52%
$600
$286 per night
House ∙ 10 guests ∙ 4 bedrooms
Vacation Home in Chatham with Private Pool
5.0
Outstanding (114 ratings)
Chatham, Barnstable County, Massachusetts, United States
Details
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House Chatham
Apr 6 - Apr 13
-60%
$1,510
$604 per night
House ∙ 8 guests ∙ 4 bedrooms
Vacation Home in Chatham with Grill + Water Views
4.8
Outstanding (41 ratings)
Chatham, Barnstable County, Massachusetts, United States
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House Chatham
Jul 6 - Jul 13
$149 per night
House ∙ 6 guests ∙ 3 bedrooms
Vacation Home in West Chatham with Grill + Brilliant Views
5.0
Outstanding (27 ratings)
Chatham, Barnstable County, Massachusetts, United States
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Recommended Vacation Rentals in Chatham

Find your perfect vacation rental in Chatham: from $119 per night

House Chatham
Mar 2 - Mar 9
-73%
$555
$150 per night
House ∙ 4 guests ∙ 2 bedrooms
House in South Chatham with Yard & Grill
4.8
Outstanding (4 ratings)
Chatham, Barnstable County, Massachusetts, United States
Details
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House Chatham
Jul 7 - Jul 14
$478 per night
House ∙ 6 guests ∙ 3 bedrooms
Charming House in South Chatham with Grill
5.0
Outstanding (49 ratings)
Chatham, Barnstable County, Massachusetts, United States
Details
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Cottage Chatham
Oct 7 - Oct 14
$129 per night
Cottage ∙ 2 guests ∙ 1 bedroom
Charming Cottage in Chatham with Grill
4.7
Excellent (7 ratings)
Chatham, Barnstable County, Massachusetts, United States
Details
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Cottage Chatham
May 11 - May 18
-51%
$575
$280 per night
Cottage ∙ 4 guests ∙ 2 bedrooms
Cottage in Chatham with Private Patio + Water View
5.0
Outstanding (6 ratings)
Chatham, Barnstable County, Massachusetts, United States
Details
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House Chatham
Jun 15 - Jun 22
$895 per night
House ∙ 10 guests ∙ 5 bedrooms
Vacation Home in South Chatham with Grill & Yard + Sound Views
5.0
Outstanding (52 ratings)
Chatham, Barnstable County, Massachusetts, United States
Details
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House Chatham
Dec 2 - Dec 9
-27%
$607
$443 per night
House ∙ 8 guests ∙ 3 bedrooms
Vacation Home in Chatham with Grill & Yard + Water Views + Beach Nearby
5.0
Outstanding (75 ratings)
Chatham, Barnstable County, Massachusetts, United States
Details
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House Chatham
Oct 3 - Oct 10
-44%
$600
$338 per night
House ∙ 10 guests ∙ 3 bedrooms
Family Friendly Vacation Home in West Chatham with Grill
4.9
Outstanding (66 ratings)
Chatham, Barnstable County, Massachusetts, United States
Details
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House Chatham
Oct 9 - Oct 16
$200 per night
House ∙ 6 guests ∙ 3 bedrooms
Pleasant Vacation Home in South Chatham with Ample Parking
4.9
Outstanding (53 ratings)
Chatham, Barnstable County, Massachusetts, United States
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House Chatham
Jun 1 - Jun 8
-48%
$812
$426 per night
House ∙ 8 guests ∙ 2 bedrooms
House in Chatham with Yard & Grill
4.5
Excellent (7 ratings)
Chatham, Barnstable County, Massachusetts, United States
Details
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Budget-friendly Vacation Rentals in Chatham

Find Fantastic yet Inexpensive Offers

House Chatham
Mar 30 - Apr 6
-19%
$259
$209 per night
House ∙ 4 guests ∙ 2 bedrooms
House in West Chatham with Sunny Patio
4.8
Outstanding (87 ratings)
Chatham, Barnstable County, Massachusetts, United States
Details
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House Chatham
Nov 11 - Nov 18
-15%
$239
$203 per night
House ∙ 6 guests ∙ 4 bedrooms
Vacation Home in South Chatham with Yard & Grill
5.0
Outstanding (43 ratings)
Chatham, Barnstable County, Massachusetts, United States
Details
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House Chatham
Mar 2 - Mar 9
-24%
$360
$275 per night
House ∙ 5 guests ∙ 2 bedrooms
Vacation Home in Chatham with Grill & Yard
4.9
Outstanding (74 ratings)
Chatham, Barnstable County, Massachusetts, United States
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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
Oct 28 - Nov 4
-85%
$1,369
$200 per night
House ∙ 12 guests ∙ 5 bedrooms
House in Dennis with Yard & Grill
4.7
Excellent (48 ratings)
Chatham, Barnstable County, Massachusetts, United States
Air conditioning
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House  Chatham
Oct 20 - Oct 27
-27%
$243
$178 per night
House ∙ 6 guests ∙ 3 bedrooms
Lovely House in Harwich Port with Yard & Grill
4.9
Outstanding (35 ratings)
Chatham, Barnstable County, Massachusetts, United States
Air conditioning
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House  Chatham
Apr 6 - Apr 13
-78%
$2,500
$550 per night
House ∙ 26 guests ∙ 10 bedrooms
House in West Yarmouth with Grill & Yard
4.8
Outstanding (48 ratings)
Chatham, Barnstable County, Massachusetts, United States
Air conditioning
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Vacation rentals with Wi-Fi

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

House  Chatham
Mar 30 - Apr 6
-52%
$1,143
$550 per night
House ∙ 10 guests ∙ 5 bedrooms
House in West Chatham with Yard & Grill + Ocean View
5.0
Outstanding (112 ratings)
Chatham, Barnstable County, Massachusetts, United States
Internet
Details
Vrbo
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Condo  Chatham
Oct 6 - Oct 13
-71%
$416
$121 per night
Condo ∙ 4 guests ∙ 1 bedroom
Beautiful Condo in Chatham with Grill
4.0
Very good
Chatham, Barnstable County, Massachusetts, United States
Internet
Details
Vacasa
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House  Chatham
Oct 7 - Oct 14
-46%
$422
$230 per night
House ∙ 8 guests ∙ 2 bedrooms
Family Friendly Charming Vacation Home in South Chatham with Yard & Grill
5.0
Outstanding (49 ratings)
Chatham, Barnstable County, Massachusetts, United States
Internet
Details
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Best vacation rentals with a balcony

Looking for a home with a balcony? Check out these vacation homes in Chatham with their own private patios and balconies.

House  Chatham
Dec 9 - Dec 16
-44%
$450
$250 per night
House ∙ 6 guests ∙ 3 bedrooms
Beautiful Vacation Home in South Chatham with Yard & Grill
4.9
Outstanding (53 ratings)
Chatham, Barnstable County, Massachusetts, United States
Balcony
Details
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House  Chatham
Dec 2 - Dec 9
-67%
$1,214
$400 per night
House ∙ 12 guests ∙ 5 bedrooms
Family Friendly Vacation Home in Chatham with Grill & Yard
4.9
Outstanding (62 ratings)
Chatham, Barnstable County, Massachusetts, United States
Balcony
Details
Vrbo
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House  Chatham
Oct 20 - Oct 27
$285 per night
House ∙ 8 guests ∙ 3 bedrooms
House in West Chatham with Sauna, Yard & Grill
4.6
Excellent (21 ratings)
Chatham, Barnstable County, Massachusetts, United States
Balcony
Details
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Popular Rental Amenities in Chatham

  • Pet-friendly (194)
  • WiFi (909)
  • Air conditioning (883)
  • TV (903)
  • Washing machine (684)
  • Grill (699)
  • Kitchen (748)
  • Balcony/patio (106)
  • Yard (467)
  • Dishwasher (622)
  • Microwave (747)
  • Parking (49)

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 are not a smoker or if you want a rental with a jacuzzi 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 (7/13 - 7/20) that you will find the highest prices for the next 12 months. Chatham is cheaper in a week of February (2/17 - 2/24), where prices are on average $447 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 (2/17 - 2/24). Only 19% of the rentals are still available. On the contrary, only 31% of the rentals are booked during a week in October (10/21 - 10/28).

7-Day Weather Forecast in Chatham

Wed, 27 Sep
60°
57°

10%

11 h

9 mi/h

Thu, 28 Sep
59°
57°

0%

6 h

9 mi/h

Fri, 29 Sep
60°
59°

15%

0 h

20 mi/h

Sat, 30 Sep
62°
59°

15%

0 h

19 mi/h

Sun, 1 Oct
60°
59°

15%

11 h

15 mi/h

Mon, 2 Oct
64°
57°

0%

11 h

11 mi/h

Tue, 3 Oct
66°
59°

10%

11 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 923 homes
💳 Possible discounts up to 68%
🌙 Nightly prices starting at $119
⭐ Popular amenities Pets allowed, Internet and Air conditioning
🐾 Pet friendly homes 185 homes
🏊 Vacation rentals with pools 184 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 $119. If you’re interested in a house rental, the average price is $878 per night. A cabin Chatham will cost $459 per night on average.

How many vacation rentals are available to book in Chatham?

Currently there are 923 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 184 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 185 pet-friendly available.

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