We noticed that you're using an unsupported browser. The Tripadvisor website may not display properly.We support the following browsers:
Windows:
Internet Explorer
,
Mozilla Firefox
,
Google Chrome
. Mac:
Safari
.
Flights
Holiday Rentals
Restaurants
Things to do
Skip to main content
Discover
Trips
Review
More
EUR
Sign in
Inbox
See all
Sign in
to get trip updates and message other travellers.
Chatham
Chatham Tourism
Chatham Hotels
Chatham Bed and Breakfast
Chatham Holiday Rentals
Flights to Chatham
Chatham Restaurants
Chatham Attractions
Chatham Travel Forum
Chatham Photos
Chatham Map
Chatham Guide
Hotels
All Chatham Hotels
Chatham Hotel Deals
Last Minute Hotels in Chatham
By Hotel Type
By Hotel Class
Popular Amenities
Popular Chatham Categories
Near Airports
Chatham Motels
Family Hotels Chatham
Romantic Hotels Chatham
Chatham Beach Hotels
Business Hotels Chatham
Chatham Resorts
Luxury Hotels Chatham
Spa Hotels in Chatham
Chatham Green Hotels
5-stars Hotels in Chatham
4-stars Hotels in Chatham
3-stars Hotels in Chatham
Chatham Hotels with a Pool
Pet Friendly Hotels in Chatham
Chatham Exotic Hotels
Chatham Hiking Hotels
Chatham Hotels with Bridal Suite
Chatham Hotels with Boats
Chatham Hotels with Bike Rentals
Chatham Hotels with Allergy-free Rooms
Chatham Hotels with EV Charging
Chatham Hotels with Breakfast Buffet
Chatham Hotels with Heated Pool
Chatham Adventure Hotels
Hotels near (HYA) Barnstable Airport
Hotels near (ACK) Nantucket Memorial Airport
Hotels near (PVC) Provincetown Airport
Things to Do
Restaurants
Flights
Holiday Rentals
By Holiday Rental Type
Popular Amenities
Places of Interest
House Rentals in Chatham
Cheap Chatham Holiday Rentals
Chatham Luxury Holiday Rentals
Pet Friendly Rentals in Chatham
Kid Friendly Chatham Holiday Rentals
Holiday Rentals near Cape Cod Rail Trail
Holiday Rentals near Monomoy National Wildlife Refuge
Holiday Rentals near Chatham Lighthouse
Holiday Rentals near Ridgevale Beach
Holiday Rentals near Red River Beach
Holiday Rentals near Chatham Pier and Fish Market
Holiday Rentals near Harding Beach
Holiday Rentals near Chatham Lighthouse Beach
Travel Stories
Cruises
Car Hire
Tours
Add a Place
Travel Forum
Airlines
Travellers' Choice
Help Centre
Travel Stories
Apartments and Holiday Homes in Chatham, MA
Holiday Rentals
USA
Massachusetts (MA)
Cape Cod
Chatham Apartments
Search
List your property
Owner log in
Holiday Rentals in
Chatham
Destination
Check In
Check Out
Guests
2 Guests
Map
Tripadvisor Sort
Revenue impacts this sort order.
Learn more
Bedrooms
Any
Bathrooms
Any
Amenities
Air Conditioning (652)
Grill (623)
Internet or Wifi (591)
Washer/Dryer (578)
Show all
Suitability
Kid friendly (676)
Pet friendly (215)
Elder access (14)
Wheelchair access (1)
Show more
Property type
Holiday Rental House (648)
Condominium/Apartment (38)
Private Room (1)
Cabin Holiday Rental (0)
Show more
Distinctive Features
Waterfront (69)
Water Views (40)
Boat Available (15)
Housekeeping Included (1)
Show all
Distance from
5 km
Atwood Museum
Marconi-RCA Wireless Museum
Chatham Lighthouse Beach
Chatham Lighthouse
Monomoy National Wildlife Refuge
Show all
687 rentals
in Chatham.
Pleasant Forest Shores cottages #4 : So. Chatham
1 review
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Payment Protection
Beautiful home near Jacknife Beach and bike trail
9 reviews
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Convenient to all amenities and beaches in Chatham
110 reviews
Condo/Apartment
View on map
0 bedrooms
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Waterfront Chatham Village, Short Walk to Town & Lighthouse Beach
78 reviews
Holiday Rental House
View on map
5 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Fully Updated Chatham Cottage Near Hardings Beach
6 reviews
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Charming 3b/2ba House Close to Downtown/Pier/Beach
6 reviews
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Renovated cottage 1 mile to beach in Chatham!
11 reviews
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Outermost Waterfront Chatham Home w/ Wraparound Views
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Chatham Walk to Beach Cape Cod
67 reviews
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
4 Bedrooms, 2 Baths, Sleeps 8
53 reviews
Holiday Rental House
View on map
4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Discounted Summer prices! Book now! WATERVIEWS! 4min drive to Hardings Beach!
Holiday Rental House
View on map
6 bedrooms
5 bathrooms
Sleeps 17
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Chatham Cape Cod Vacation Rental (15578)
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Clean, Bright, and Spacious; Family Friendly!
12 reviews
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
New Lavish Condo in Heart of Downtown Chatham - Walk to Dining, Shops & Beach
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Seaside condo with patio, beach access, loft, board games, gas grill, & firepit
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Ocean-Front Condo Sleeps 6 (Light-filled end unit facing Ocean on Starfish Ln)!!
4 reviews
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Luxurious Home with Pool & Game Room in Cape Cod
Holiday Rental House
View on map
4 bedrooms
5 bathrooms
Sleeps 11
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Beautiful Home In Chatham, MA. Private Pool. 2 Min Walk to Town, 8 to Beach! A/C
3 reviews
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 12
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor
31 reviews
Holiday Rental House
View on map
4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Renovated, modern Chatham beach house with lots of cozy charm
Holiday Rental House
View on map
4 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Beautiful Harwich home with private pool in great location!
2 reviews
Holiday Rental House
View on map
5 bedrooms
3 bathrooms
Sleeps 12
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Classic Cape House Walking Distance to the Beach
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Steps to Chatham Center & Lighthouse Beach - charming home with central AC
9 reviews
Holiday Rental House
View on map
3 bedrooms
4 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
5 Bed/2 Bath Sleeps 11. Walk to restaurants, town and more...
8 reviews
Holiday Rental House
View on map
5 bedrooms
3 bathrooms
Sleeps 11
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Chatham Seaside Cottage - Oceanfront Beach Cottage - Spectacular Views
81 reviews
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Chatham Cape Cod Vacation Rental (16729)
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Harwich Retreat, Private Pool, Beach nearby, Family Home
Holiday Rental House
View on map
5 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Chatham Cape Cod Vacation Rental (15639)
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Chatham Cape Cod Waterfront Vacation Rental (12273)
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Walk to Ridgevale Beach From Family Friendly Home
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Carriage House with Beautiful Water View, Steps to Beach & Main Street
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
5 Star Waterfront in North Chatham with dock, fire pit, and beach
2 reviews
Holiday Rental House
View on map
5 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Lovely Stage Harbor Estate Guest House W/Private Beach to Use
7 reviews
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 5
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Lovely cottage near beach and town - screened porch, outdoor shower, picnic area
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Cozy Cape near Chatham Center
Holiday Rental House
View on map
4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
PERFECT RENOVATED CHATHAM RETREAT! CENTRAL AC, COMFORTABLY SLEEPS 6!
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
South Chatham Cape Cod Vacation Rental (50)
1 review
Holiday Rental House
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
Chillin' In Chatham, 5 minute Walk to Ridgevale Beach, Central Air, Sleeps 6.
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Sea Captain's House - Beautiful Water View, Steps to Beach & Main Street
4 reviews
Holiday Rental House
View on map
5 bedrooms
5 bathrooms
Sleeps 9
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Breathtaking Riverfront Home with a Lovely Deck, Close to Beach - Dogs OK
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Full Renovation! Amazing Spot with Views!
6 reviews
Condo/Apartment
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Chatham 3 Bedroom/2 Bath Retreat
1 review
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Classic home with deck, patio & yard - walk to Cockle Cove & Forest Beaches
36 reviews
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
South Chatham Cape Cod Vacation Rental (14295)
2 reviews
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
OYSTER POND NEWLY RENOVATED OPEN FLOOR PLAN
51 reviews
Holiday Rental House
View on map
3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Relaxing, peaceful area close to beaches, downtown Chatham, and walking trails.
21 reviews
Holiday Rental House
View on map
3 bedrooms
2 bathrooms
Sleeps 3
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Newly Renovated Cape House .9Miles from the Beach
Holiday Rental House
View on map
2 bedrooms
1 bathroom
Sleeps 8
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
WALK TO RESTAURANTS, SHOPS & LIQUOR STORE- CLOSE TO DOWNTOWN CHATHAM!!!
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
Chatham Break! 3BR, large quiet yard, walk to shops + restaurants.
Holiday Rental House
View on map
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
More info
Check-in
Check-out
Show Prices
As seen on
1
2
…
14
Showing results 1-50 of 687
Frequently Asked Questions about Chatham
Do any holiday rentals in Chatham have a pool?
Yes, here are some popular holiday rentals in Chatham that have a pool:
Spectacular Waterfront Townhome - Oyster Pond #31
Spectacular Waterfront Townhome - Oyster Pond #32
Newer Chatham Townhome with Community Pool and Tennis: 2 Captains Row E Chatham
See all holiday rentals with a pool in Chatham on Tripadvisor
Do any holiday rentals in Chatham have internet access?
Yes, here are some popular holiday rentals in Chatham that have internet access:
Pleasant Forest Shores cottages #4 : So. Chatham
Beautiful home near Jacknife Beach and bike trail
Convenient to all amenities and beaches in Chatham
See all holiday rentals in Chatham on Tripadvisor
What are the best pet friendly rentals in Chatham?
The best pet friendly rentals in Chatham are:
Convenient to all amenities and beaches in Chatham
Chatham Walk to Beach Cape Cod
4 Bedrooms, 2 Baths, Sleeps 8
See all pet friendly holiday rentals in Chatham on Tripadvisor
What are some great rentals in Chatham that are kid friendly?
Some of the most popular kid friendly rentals in Chatham are:
Pleasant Forest Shores cottages #4 : So. Chatham
Beautiful home near Jacknife Beach and bike trail
Convenient to all amenities and beaches in Chatham
See all kid friendly holiday rentals in Chatham on Tripadvisor