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
Vacation Rentals
Restaurants
Things to do
Skip to main content
Discover
Trips
Review
More
USD
Sign in
Chatham
Hotels
Things to Do
Restaurants
Flights
Vacation Rentals
Cruises
Rental Cars
Forums
Inbox
See all
Sign in
to get trip updates and message other travelers.
Family & Kid Friendly Rentals in Chatham, MA
Vacation Rentals
USA
Massachusetts (MA)
Cape Cod
Chatham
Kid Friendly Chatham Vacation Rentals
Search
Owner log in
Chatham
Family & Kid Friendly Rentals
Destination
Check In
Check Out
Guests
2 Guests
Map
Tripadvisor Sort
Revenue impacts this sort order.
Learn more
Bedrooms
Any
Bathrooms
Any
Amenities
Internet or Wifi (467)
Air Conditioning (449)
Grill (424)
Other outdoor space (403)
Show all
Suitability
Kid friendly (469)
Pet friendly (150)
Wheelchair access (0)
Elder access (0)
Show more
Property type
Vacation Rental House (439)
Condominium/Apartment (30)
Cabin Vacation Rental (0)
Private Room (0)
Show more
Distinctive Features
Waterfront (44)
Boat Available (11)
Private Chef (0)
Private Beach (0)
Show all
Distance from
5 mi
Atwood Museum
Chatham Lighthouse Beach
Chatham Lighthouse
Marconi-rca Wireless Museum
Maps of Antiquity
Show all
469 rentals
in Chatham.
Fully Updated Chatham Cottage Near Hardings Beach
Rental Home
View on map
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Chatham walk to Cape Cod beach
67 reviews
Rental Home
View on map
3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Discounted Summer prices! Book now! WATERVIEWS! 4min drive to Hardings Beach!
Rental Home
View on map
6 bedrooms
5 bathrooms
Sleeps 14
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Clean, Bright, and Spacious; Family Friendly!
Rental Home
View on map
3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps, Kid friendly
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, Kid friendly
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, Kid friendly
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
Rental Home
View on map
3 bedrooms
3 bathrooms
Sleeps 12
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
SeaGlass House - Beautiful Cape Cod Home. Ocean Views & High End Decor
31 reviews
Rental Home
View on map
4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Classic Cape House Walking Distance to the Beach
Rental Home
View on map
3 bedrooms
3 bathrooms
Sleeps 6
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Steps to Chatham Center & Lighthouse Beach - charming home with central AC
Rental Home
View on map
3 bedrooms
4 bathrooms
Sleeps 6
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
5 Bed/2 Bath Sleeps 11. Walk to restaurants, town and more...
Rental Home
View on map
5 bedrooms
3 bathrooms
Sleeps 11
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Harwich Retreat, Private Pool, Beach nearby, Family Home
Rental Home
View on map
5 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Chillin' In Chatham, 5 minute Walk to Ridgevale Beach, Central Air, Sleeps 6.
Rental Home
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Full Renovation! Amazing Spot with Views!
Condo/Apartment
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Chatham 3 Bedroom/2 Bath Retreat
Rental Home
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Unique opportunity just opened up - July 5-13. Oyster Pond close to town
51 reviews
Rental Home
View on map
3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
WALK TO RESTAURANTS, SHOPS & LIQUOR STORE!! CLOSE TO DOWNTOWN CHATHAM!!
Rental Home
View on map
3 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
BEST OF ALL WORLDS! Beach, Lake, Town, Bike, and Comfort.
Rental Home
View on map
4 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Exquisite Cottage - Minutes to Village Center and Beaches
Rental Home
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Rental Home
View on map
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Close to Bike Path 1 Mile to Beaches!
Rental Home
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Location Location! Perfect 2-Bedroom Condo On Main Street In Chatham
57 reviews
Condo/Apartment
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Luxury Chatham Town Home. Close to town & beaches!
Rental Home
View on map
2 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Fully Updated Home w/ Great Outdoor Space!
Rental Home
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Modern, RENOVATED, 3-bed PeachTree House
Rental Home
View on map
3 bedrooms
3 bathrooms
Sleeps 5
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Game Room Rooftop Deck Fire Pit!!
Rental Home
View on map
4 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Steps to Oyster Pond Private Dock!
Rental Home
View on map
3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Chatham's Best Views-Harbor & Atlantic; On the Beach 4 Kayaks, 2 SUP's, 5 chairs
18 reviews
Rental Home
View on map
3 bedrooms
5 bathrooms
Sleeps 5
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Centrally Located Beach Home
Rental Home
View on map
3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Exquisite Chatham Home, Easy Access to Town, Bike Trail: 330-C
Rental Home
View on map
4 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Cape Escape - Two Bedroom, Two Bathroom Near Beaches and Cycling
Rental Home
View on map
2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Choice in Chatham: Sleeps 15, Pool, Walk to Town or Beach: 177-CC
Rental Home
View on map
7 bedrooms
6 bathrooms
Sleeps 15
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Luxurious Chatham Home, Heated Saltwater Pool, Newly Renovated: 021-C
Rental Home
View on map
5 bedrooms
4 bathrooms
Sleeps 12
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
This lovely condo location in town, has both a brick patio and deck for you to
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Inviting apartment with patio, full kitchen, & golf nearby
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Perfect couples escape. Close to beaches, great biking & walking & pet friendly.
21 reviews
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Sophisticated decor with an amazing use of space throughout this two bedroom (1
1 review
Rental Home
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Darling, secluded cottage with large yard - walk to Chatham & Lighthouse Beach
Rental Home
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Beautiful, cozy ranch home w/ a deck - walking distance to Downtown Chatham
6 reviews
Rental Home
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Misty Meadow - Renovated condo-Central AC 109 Misty Meadow Lane #1 N.Chatham
12 reviews
Condo/Apartment
View on map
1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Cute Cottage - Half Mile to Nantucket Sound! (1976)
Rental Home
View on map
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Charming Chatham Cottage
Rental Home
View on map
2 bedrooms
1 bathroom
Sleeps 3
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
This clean and adorable two bedroom, 1 1/2 bath cottage is the perfect vacation
1 review
Rental Home
View on map
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Wonderful cottage located in the heart of downtown Chatham......steps to
7 reviews
Rental Home
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Stunning Home with Water Views!
5 reviews
Rental Home
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Charming/Great Location/Walk to town/baseball field
1 review
Rental Home
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Beautiful 2-bed Condo on Serene Frost Fish Creek; Convenient N Chatham location
67 reviews
Condo/Apartment
View on map
2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Quaint 2 bedroom home on quiet street.
Rental Home
View on map
2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Kid-Friendly Ridgevale Beach is an easy stroll from this comfy beach house!
2 reviews
Rental Home
View on map
3 bedrooms
1 bathroom
Sleeps 7
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
Wrap-Around Porch Mins. to Beach!
3 reviews
Rental Home
View on map
2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps, Kid friendly
More info
Check in
Check out
Show Prices
As seen on
1
2
…
10
Showing results 1-50 of 476
Chatham
Chatham Tourism
Chatham Hotels
Chatham Bed and Breakfast
Chatham Vacation Rentals
Flights to Chatham
Chatham Restaurants
Things to Do in Chatham
Chatham Travel Forum
Chatham Photos
Chatham Map
Chatham Travel Guide
Hotels
All Chatham Hotels
Chatham Hotel Deals
Last Minute Hotels in Chatham
By Hotel Type
Chatham Motels
Chatham Family Hotels
Romantic Hotels in Chatham
Chatham Green Hotels
Chatham Beach Hotels
Chatham Luxury Hotels
Chatham Business Hotels
By Hotel Class
5-stars Hotels in Chatham
4-stars Hotels in Chatham
3-stars Hotels in Chatham
Popular Amenities
Chatham Hotels with Pools
Pet Friendly Hotels in Chatham
Popular Chatham Categories
Wedding Hotels in Chatham
Chatham Oceanfront Hotels
Chatham Modern Hotels
Luxury Family Hotels in Chatham
Hotels with Free Wifi in Chatham
Chatham Hotels with Bars
Couples Hotels in Chatham
Historic Chatham Bed and Breakfast
Downtown Chatham Bed and Breakfast
Chatham Historic Hotels
Near Airports
Hotels near (HYA) Barnstable Airport
Hotels near (ACK) Nantucket Memorial Airport
Hotels near (PVC) Provincetown Airport
Things to Do
Restaurants
Flights
Vacation Rentals
By Vacation Rental Type
House Rentals in Chatham
Cheap Chatham Vacation Rentals
Chatham Luxury Vacation Rentals
Popular Amenities
Pet Friendly Rentals in Chatham
Kid Friendly Chatham Vacation Rentals
Places of Interest
Vacation Rentals near Cape Cod Rail Trail
Vacation Rentals near Monomoy National Wildlife Refuge
Vacation Rentals near Chatham Lighthouse
Vacation Rentals near Ridgevale Beach
Vacation Rentals near Red River Beach
Vacation Rentals near Chatham Pier and Fish Market
Vacation Rentals near Harding Beach
Vacation Rentals near Chatham Lighthouse Beach
Travel Stories
Cruises
Rental Cars
More
Tours
Add a Place
Travel Forum
Airlines
Travelers' Choice
Help Center
Travel Stories