A boat on a calm river, a large house with a red roof, and dense greenery in the background.

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sep - 20 Sep
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Chatham holiday rentals

House (3 Bedrooms) | Front of property

6 Mi to Beach: Home w/ Deck in Brewster!

6 Mi to Beach: Home w/ Deck in Brewster!
3.0 star property
Brewster
The price is 4.026.195 ₫
18.424.184 ₫ total
includes taxes & fees
23 Aug - 24 Aug
6 Mi to Beach: Home w/ Deck in Brewster!
Indoor spa tub

Brewster Green Resort

Brewster Green Resort
3.5 star property
Brewster
9.4 out of 10, Exceptional, (136 reviews)
"We had a wonderful time at this condo — the pool was a huge hit and such a nice bonus after busy beach days. The hosts were incredibly kind and welcoming, making the whole stay feel easy and comfortable from check-in to check-out. The place was clean, well-located, and had everything we needed. Highly recommend if you're looking for a relaxed Cape spot with a great pool and even better people behind it!"
United States
Sarah
The price is 10.499.685 ₫
12.016.889 ₫ total
includes taxes & fees
26 Jul - 27 Jul
Brewster Green Resort
House (3 Bedrooms) | Interior

Walk to Beach: Chatham Gem w/ Ocean-view Sunroom!

Walk to Beach: Chatham Gem w/ Ocean-view Sunroom!
3.0 star property
West Chatham
The price is 18.999.430 ₫
33.718.462 ₫ total
includes taxes & fees
30 Jul - 31 Jul
Walk to Beach: Chatham Gem w/ Ocean-view Sunroom!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chatham Hotel Reviews

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

8/10 Good
"Great if you go with kids, if not it’s a bit loud overall with kids running around. Rooms very clean but noise and activities start really early and by 10pm everything is quiet. Definitely recommend for families with young kids"
L Michael 1-night trip
Posted less than an hour ago
Margaritaville Resort Cape Cod

Frequently asked questions

Can I find a holiday rental in Chatham?

Yes, there are holiday rentals in Chatham close to Chatham Railroad Museum, or you can select a more secluded option if you're looking for a relaxing stay. Visitors like the popular beaches and waterfront in Chatham. While you're here, grab a bite or have a drink at the seafood restaurants.

How many holiday rentals are there in Chatham?

With 280 Expedia holiday rentals, you're guaranteed to find just the right place for your Chatham stay.

What can I see and do in Chatham?

Cultural attractions include Chatham Drama Guild and Caleb Nickerson House, whereas Cape Cod Beaches and Chatham Lighthouse Beach are a couple of picturesque spots to enjoy the outdoors. While here, Cape Cod National Seashore and Chatham Lighthouse are other places worth a visit.

What are holiday rentals like in Chatham?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chatham. Holiday rentals offer extras such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for families.