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Search and Rent Chatham Condos

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Jan 16 - Jan 18
In two months
Feb 27 - Mar 1
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In four months
Apr 24 - Apr 26

Our top choices for Chatham condo rentals

Indoor pool, outdoor pool
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA

Condo in Brewster

Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
10.0 out of 10, Exceptional, (41)
"Great clean place. Host was very quick to respond. I would definitely recommend staying here. "
United States
Ginnie W.
$298 nightly
The price is $341
Jan 4 - Jan 5, 2026
Total with taxes and fees
Ocean Edge Cape Cod 2 Bed 2 Bath, Golf & Free Resort Access - Brewster, MA
Fridge, microwave, stovetop, dishwasher
Quaint condo near private beach access with fireplace - close to dining

Condo in Dennis Port

Quaint condo near private beach access with fireplace - close to dining
9.0 out of 10, Wonderful, (63)
"Clean, beautiful, great location "
United States
Jennifer B.
$277 nightly
The price is $317
Jan 4 - Jan 5, 2026
Total with taxes and fees
Quaint condo near private beach access with fireplace - close to dining
Smart TV, fireplace
Oceanfront 2-bedroom Condo with Private Beach!

Condo in Dennis

Oceanfront 2-bedroom Condo with Private Beach!
2.0 star property
$329 nightly
The price is $377
Dec 31 - Jan 1, 2026
Total with taxes and fees
Oceanfront 2-bedroom Condo with Private Beach!
Exterior detail
The Nantucket Room Unit - #2

Condo in Harwich port

The Nantucket Room Unit - #2
9.8 out of 10, Exceptional, (49)
"amazing location and cute place to stay!"
United States
Adriana A.
$402 nightly
The price is $452
Dec 31 - Jan 1, 2026
Total with taxes and fees
The Nantucket Room Unit - #2
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

Chatham Bars Inn

Chatham Bars Inn

10/10 Excellent
"The check in was wonderful. The Chatham Bars Inn was decorated so nicely for Christmas! There were so many families staying with their children and grandchildren. "
Marion 1-night trip
Posted 4 days ago
Chatham Bars Inn

Find out more about Chatham

Chatham Condo Rentals information

Number of reviews
134
Accommodation
154 Condo Rentals
Lowest Price
$317
Highest Price
$452

Frequently asked questions

How much do condos in Chatham cost?
Condos in Chatham range from $317 to $452 per night. This means lots of space for the whole family at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many condos are there in Chatham?
Pack your suitcase and pick from 154 condos in Chatham. For an official business trip, a weekend escape and everything in between, Expedia will help you find the right place in just a few clicks.
Are there any family-friendly condos in Chatham?
Yes, there sure are! Take a look at 411 Stage Harbor Road - Seaglass One Bedroom House — a reliable 3.5-star option only a short drive from downtown Chatham. This family-friendly condo offers conveniences like WiFi and clothes washing facilities. After checking in and chilling in your cozy new digs, it's time to hit the road and explore the sights. Skaket Beach and Sea Street Beach are fun family-friendly attractions in Chatham.
Why book your condo in Chatham with Expedia?
Expedia makes it a cinch to find your dream condo in Chatham. Looking for a high-end stay? Make your way to the filters to search for properties that are 5-star rated. If you have a certain budget, select how much you're willing to spend and then check out our amazing options. We'll help you find the perfect fit whatever your style of travel or plans.
How can I find cheap condos in Chatham?
A wonderful way to score cheap condos in Chatham is with Expedia's useful filter tool. Narrow your search by budget, amenities and star rating to secure unbeatable deals in just a few keystrokes.
What is there to do in Chatham near my condo?
Whatever you're into, Chatham has tons of things to keep you on the move. Chatham Fish Pier, Chatham Lighthouse and Atwood House Museum are on many travelers' lists. You shouldn't miss Chatham Railroad Museum, Chatham Drama Guild and Monomoy National Wildlife Refuge either. With Expedia's Chatham condo deals, you can see even more popular attractions like these with the cash you save.

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