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House Rentals in Chatham

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Price per night
Up to $100
$100 - $199
From $200
Accommodation types
House
Bed & Breakfast
Apartment
Rating
Outstanding: 4.5+
Very Good: 4+
Good: 3.5+

Vacations in Chatham, Ontario

Relax on a white sandy beach, go shopping, or see classic cars in Chatham, Ontario, where the conservation parks have forest trails for hiking. A trip to Chatham will involve beautiful landscapes, historic dockyards, vacation rentals and a peek at the Underground Railroad. This mild weather area is one of the largest municipalities in Canada and features white winters and hot summers. All year round attractions in Chatham include beaches, conservation areas with hiking trails, auto clubs, theatres, house rental, and casinos.

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Save up to 61%

Best Vacation Home Deals in Chatham

House Chatham
Jan 21 - Jan 28
-61%
$511
$198 per night
House ∙ 7 guests ∙ 2 bedrooms
5.0
"Excellent" (60 ratings)
Chatham, Barnstable County, Massachusetts, United States
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House Chatham
Jun 17 - Jun 24
-40%
$714
$427 per night
House ∙ 6 guests ∙ 3 bedrooms
4.5
"Outstanding" (10 ratings)
Chatham, Barnstable County, Massachusetts, United States
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Cottage Chatham
Jun 17 - Jun 24
-15%
$265
$225 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
4.8
"Excellent" (76 ratings)
Chatham, Barnstable County, Massachusetts, United States
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Find a rental fitting your expectations among the 416 beautiful vacation rentals from several providers in Chatham. Each of the vacation rentals from the different providers are immediately compared by the search engine so you can save up to 61%.

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Top-Rated Rentals and Accommodations in Chatham

House Chatham
Jan 14 - Jan 21
-21%
$350
$275 per night
House ∙ 5 guests ∙ 2 bedrooms
4.8
"Excellent" (64 ratings)
Chatham, Barnstable County, Massachusetts, United States
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House Chatham
Feb 4 - Feb 11
-39%
$700
$425 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (34 ratings)
Chatham, Barnstable County, Massachusetts, United States
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Condo Chatham
Jan 14 - Jan 21
-57%
$525
$225 per night
Condo ∙ 5 guests ∙ 2 bedrooms
5.0
"Excellent" (28 ratings)
Chatham, Barnstable County, Massachusetts, United States
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Recommended Vacation Rentals in Chatham

Find your perfect vacation rental in Chatham: from $72 per night

House Chatham
Nov 18 - Nov 25
-53%
$375
$175 per night
House ∙ 8 guests ∙ 4 bedrooms
4.9
"Excellent" (36 ratings)
Chatham, Barnstable County, Massachusetts, United States
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House Chatham
Jan 14 - Jan 21
-39%
$700
$425 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (34 ratings)
Chatham, Barnstable County, Massachusetts, United States
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House Chatham
Dec 24 - Dec 31
-48%
$525
$272 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (15 ratings)
Chatham, Barnstable County, Massachusetts, United States
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House Chatham
Oct 9 - Oct 16
$559 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (72 ratings)
Chatham, Barnstable County, Massachusetts, United States
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House Chatham
Jan 14 - Jan 21
-52%
$579
$275 per night
House ∙ 5 guests ∙ 3 bedrooms
5.0
"Excellent" (1 rating)
Chatham, Barnstable County, Massachusetts, United States
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House Chatham
Jan 14 - Jan 21
-15%
$325
$275 per night
House ∙ 5 guests ∙ 2 bedrooms
4.8
"Excellent" (64 ratings)
Chatham, Barnstable County, Massachusetts, United States
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Condo Chatham
Jan 14 - Jan 21
-56%
$515
$225 per night
Condo ∙ 5 guests ∙ 2 bedrooms
5.0
"Excellent" (28 ratings)
Chatham, Barnstable County, Massachusetts, United States
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Condo Chatham
Nov 18 - Nov 25
-27%
$550
$400 per night
Condo ∙ 6 guests ∙ 2 bedrooms
4.8
"Excellent" (64 ratings)
Chatham, Barnstable County, Massachusetts, United States
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Cottage Chatham
Dec 24 - Dec 31
$245 per night
Cottage ∙ 5 guests ∙ 2 bedrooms
5.0
"Excellent" (96 ratings)
Chatham, Barnstable County, Massachusetts, United States
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Budget-friendly Vacation Rentals in Chatham

House Chatham
Nov 18 - Nov 25
-53%
$375
$175 per night
House ∙ 8 guests ∙ 4 bedrooms
4.9
"Excellent" (36 ratings)
Chatham, Barnstable County, Massachusetts, United States
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House Chatham
Dec 24 - Dec 31
-48%
$525
$272 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (15 ratings)
Chatham, Barnstable County, Massachusetts, United States
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House Chatham
Jan 14 - Jan 21
-52%
$579
$275 per night
House ∙ 5 guests ∙ 3 bedrooms
5.0
"Excellent" (1 rating)
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 Aircondition Chatham
Jul 9 - Jul 16
$275 per night
House ∙ 7 guests ∙ 3 bedrooms
4.7
"Outstanding" (27 ratings)
Chatham, Barnstable County, Massachusetts, United States
Aircondition
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Cottage Aircondition Chatham
May 27 - Jun 3
-20%
$300
$240 per night
Cottage ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (57 ratings)
Chatham, Barnstable County, Massachusetts, United States
Aircondition
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House Aircondition Chatham
Jun 17 - Jun 24
$256 per night
House ∙ 8 guests ∙ 4 bedrooms
4.6
"Outstanding" (15 ratings)
Chatham, Barnstable County, Massachusetts, United States
Aircondition
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Vacation rentals with Wi-Fi

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

House Internet Chatham
Aug 19 - Aug 26
$880 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
"Excellent" (24 ratings)
Chatham, Barnstable County, Massachusetts, United States
Internet
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House Internet Chatham
Jun 17 - Jun 24
$259 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (28 ratings)
Chatham, Barnstable County, Massachusetts, United States
Internet
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House Internet Chatham
Jan 14 - Jan 21
-22%
$450
$350 per night
House ∙ 8 guests ∙ 4 bedrooms
4.8
"Excellent" (44 ratings)
Chatham, Barnstable County, Massachusetts, United States
Internet
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Vacation Rentals With Fireplaces

Get warm and cozy on cold winter nights in Chatham by booking a vacation home with a fireplace.

House Fireplace Chatham
Jun 3 - Jun 10
-43%
$600
$343 per night
House ∙ 6 guests ∙ 3 bedrooms
4.9
"Excellent" (13 ratings)
Chatham, Barnstable County, Massachusetts, United States
Fireplace
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House Fireplace Chatham
Dec 19 - Dec 26
-40%
$756
$450 per night
House ∙ 7 guests ∙ 3 bedrooms
4.9
"Excellent" (23 ratings)
Chatham, Barnstable County, Massachusetts, United States
Fireplace
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House Fireplace Chatham
Feb 4 - Feb 11
-56%
$449
$199 per night
House ∙ 5 guests ∙ 2 bedrooms
5.0
"Excellent" (82 ratings)
Chatham, Barnstable County, Massachusetts, United States
Fireplace
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Popular Rental Amenities in Chatham

  • Internet (928)
  • TV (917)
  • Air conditioning (906)
  • No smoking (836)
  • Kitchen (761)
  • Microwave (757)
  • Grill (743)
  • Washer (683)
  • Dishwasher (640)
  • No pets (630)
  • Yard (489)
  • Fishing (367)

Listed above are the most popular filters in Chatham and the number of accommodations that offer them. Many vacation rentals in Chatham provide "Internet" or "TV," which makes it a fantastic vacation spot if you need internet access during your vacation or you want to tune out with some TV time. It is also possible to search for a vacation rental in Chatham if you need a crib for your baby as 57 of the rentals there include "Crib."

7-Day Weather Forecast in Chatham

Wed, 30 Nov
55°
48°

15%

0 h

31 mi/h

Thu, 1 Dec
42°
37°

15%

9 h

24 mi/h

Fri, 2 Dec
48°
35°

0%

9 h

13 mi/h

Sat, 3 Dec
55°
48°

15%

1 h

32 mi/h

Sun, 4 Dec
42°
39°

0%

9 h

13 mi/h

Mon, 5 Dec
44°
41°

0%

9 h

4 mi/h

Tue, 6 Dec
46°
46°

15%

0 h

23 mi/h

Where to find the best food in Chatham?

Chowing down in Chatham

No matter what your tastes and dietary requirements, you're sure to find something tasty in Chatham. Mamma Maria's Ristorante is a popular Italian restaurant on King Street, serving dishes as good, and most likely better, than your mamma used to make. The old-school setting makes it a great spot for families and couples who want to enjoy a relaxed meal. Think exposed beams, red brick walls, a stone floor, and big heaping portions served over varnished wood tables.

Chatham's Breakfast House & Grille Churrascaria is another great spot, particularly if you're vacationing with a partner or group of friends. This classy chophouse serves great cocktails in cosmopolitan surroundings and gets a great party atmosphere on weekends. Popular dishes include their grand breakfast and their incredible steaks, cooked to perfection and served with a range of sides.

What are the best activities for families in Chatham?

Where to take the kids

Other than site seeing, hiking, bird watching, and golfing, visitors to Chatham have their choice of many activities that will involve the entire family and suit kids of all ages.

Why not try volunteering on vacation? There are opportunities in Chatham for helping others, developing skills or experience, and participating in community volunteering programs. There are non-profit organizations in Chatham that carry forward objectives that may appeal to visitors, such as teaching children or fundraising for a worthy cause. Chatham offers families on volunteer trips the benefits of getting to know the local community better while building experience and social or professional networks. Working with Gigit and Volunteer CK, the United Way of Chatham-Kent connects volunteers to opportunities in coaching, mentoring or tutoring, house rental help, and providing administrative assistance. Volunteers can also perform event planning duties or act as poll researchers, and charitable causes are always in need of canvassers or fundraisers.

Clubs and summer camps for kids are also popular in Chatham. There are many popular overnight and day camps for kids and teenagers that assist in developing confidence, building skills, and making new friends.

What are the best nightlife spots in Chatham?

Fancy a drink?

Whether you're in it for a long one or just a couple of relaxed drinks, there are quite a few good options in Chatham. Jazzbah is a popular spot, located centrally on King Street. With an eclectic interior, festooned with lights, flowers, and other frivolous fripperies, this bar is probably best known for its friendly staff, particularly the somewhat iconic owner. The area also has its fair share of pubs and taverns. Try out Spanky's, Royal Tavern, Ultimate Sports Bar, Elephant's Nest and Frenz for a night to remember.

What are the best events and festivals in Chatham?

Regular events

Chatham is known as the Canadian classic car capital and hosts the Blenheim Classic Car Show every year, a free exhibition that happens in June. This show is packed with unmodified classic cars from before 1988, and visitors can behold rarities like Chevy Camaros, Fireball 8s, and a Firebird, amongst other vintage gems. The venue is downtown Blenheim, where there are many eateries and shops to stroll through after the classic car show. Halloween and Christmas is also a good time to be in Chatham, with regular, colorful displays, floats, and festivals for the whole family.

Frequently Asked Questions

How much does it cost to rent a vacation rental in Chatham?

The price for House rental and Cabin in Chatham is $72 per night.

How many vacation rentals are available to book in Chatham?

August has the highest amount of available House rental and Cabin in Chatham, so you can expect plenty of offers, even for last-minute bookings.

What amenities are most popular for vacation homes in Chatham?

Most travelers search for Internet, TV, and Grill when booking a vacation rental in Chatham.

How many vacation rentals are in Chatham?

Discover 416 vacation rentals available to book in Chatham.

Are pets allowed in vacation rentals in Chatham?

Yes, there are 226 vacation homes in Chatham that allow pets, with an average price of $910 per night.

We list offers from thousands of providers, including:

Booking.com Vacation Rentals in Chatham TripAdvisor Vacation Rentals in Chatham Vrbo Vacation Rentals in Chatham VacationRentals.com Vacation Rentals in Chatham HouseTrip Vacation Rentals in Chatham FlipKey Vacation Rentals in Chatham Homestay.com Vacation Rentals in Chatham Only-apartments Vacation Rentals in Chatham Interhome Vacation Rentals in Chatham Novasol Vacation Rentals in Chatham HomeEscape Vacation Rentals in Chatham

Vacation Destinations Near Chatham

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