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.

Holiday villas in Chatham, MA

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
More filters
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
loading...
Sort by
From
€112
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
9 photos Details
Reviews (2) Make Enquiry
From
€391
Per Night
6 Bedrooms, 5 Bathrooms, Sleeps 12
15 photos Details
Reviews (4) Make Enquiry
From
€149
Per Night
3 Bedrooms, 1 Bathroom, Sleeps 6
14 photos Details
Reviews (1) Make Enquiry
Also consider
Quiet Lakeside Cottage - Ideal for Couple
1 Bedroom, sleeps 3
€67 - €93 / night
Serene Setting Chatham, 1/2mi. to beach, Wireless
3 Bedrooms, sleeps 6
€159 / night
CAPE COD CHATHAM CHARMER: 2 MIN. TO THE BEACH!
3 Bedrooms, sleeps 8
€164 - €298 / night
Pondside - Water Views and a Natural Quiet Setting
3 Bedrooms, sleeps 4
€223 / night
From
€160
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
20 photos Details
Reviews (2) Make Enquiry
From
€186
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 10
29 photos Details
Reviews (3) Make Enquiry
From
€112
Per Night
1 Bedroom, 1 Bathroom, Sleeps 5
6 photos Details
Reviews (4) Make Enquiry
From
€257
Per Night
5 Bedrooms, 3 Bathrooms, Sleeps 10
20 photos Details
Reviews (4) Make Enquiry
From
€223
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
10 photos Details
Reviews (1) Make Enquiry
Get the List
From
€744
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 10
12 photos Details
Make Enquiry
From
€261
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
6 photos Details
Make Enquiry
From
€123
Per Night
West Chatham
2 Bedrooms, 1 Bathroom, Sleeps 4
19 photos Details
Make Enquiry
From
€2,233
Per Week
5 Bedrooms, 3 Bathrooms, Sleeps 12
20 photos Details
Make Enquiry
From
€191
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 4
12 photos Details
Make Enquiry
From
€294
Per Night
5 Bedrooms, 3 Bathrooms, Sleeps 11
10 photos Details
Make Enquiry
From
€112
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
9 photos Details
Make Enquiry
From
€465
Per Night
5 Bedrooms, 3 Bathrooms, Sleeps 10
34 photos Details
Make Enquiry
From
€181
Per Night
South Chatham
2 Bedrooms, 1 Bathroom, Sleeps 4
11 photos Details
Make Enquiry
From
€484
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 6
29 photos Details
Make Enquiry
From
€261
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 8
17 photos Details
Make Enquiry
From
€261
Per Night
2 Bedrooms, 2 Bathrooms, Sleeps 5
10 photos Details
Make Enquiry
From
€186
Per Night
South Chatham
3 Bedrooms, 2 Bathrooms, Sleeps 7
10 photos Details
Make Enquiry
From
€484
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 10
9 photos Details
Make Enquiry
From
€3,573
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 7
13 photos Details
Make Enquiry
From
€191
Per Night
South Chatham
3 Bedrooms, 1 Bathroom, Sleeps 6
15 photos Details
Make Enquiry
From
€186
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
10 photos Details
Make Enquiry
From
€484
Per Night
North Chatham
4 Bedrooms, 3 Bathrooms, Sleeps 10
31 photos Details
Make Enquiry
From
€447
Per Night
4 Bedrooms, 2 Bathrooms, Sleeps 9
13 photos Details
Make Enquiry
From
€44
Per Night
South Chatham
1 Bedroom, 1 Bathroom, Sleeps 2
17 photos Details
Make Enquiry
From
€103
Per Night
West Chatham
1 Bedroom, 2 Bathrooms, Sleeps 3
20 photos Details
Make Enquiry
From
€447
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 8
14 photos Details
Make Enquiry
From
€261
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 10
47 photos Details
Make Enquiry
From
€819
Per Night
4 Bedrooms, 6 Bathrooms, Sleeps 12
27 photos Details
Make Enquiry
From
€484
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
6 photos Details
Make Enquiry
From
€447
Per Night
2 Bedrooms, 3 Bathrooms, Sleeps 8
13 photos Details
Make Enquiry
From
€234
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
19 photos Details
Make Enquiry
From
€372
Per Night
1 Bedroom, 1 Bathroom, Sleeps 3
7 photos Details
Make Enquiry
From
€234
Per Night
4 Bedrooms, 4 Bathrooms, Sleeps 8
14 photos Details
Make Enquiry
From
€63
Per Night
South Chatham
2 Bedrooms, 1 Bathroom, Sleeps 4
9 photos Details
Make Enquiry
From
€60
Per Night
South Chatham
3 Bedrooms, 1 Bathroom, Sleeps 6
14 photos Details
Make Enquiry
From
€1,712
Per Week
4 Bedrooms, 2 Bathrooms, Sleeps 10
14 photos Details
Reviews (2) Make Enquiry
Go to map view
Most popular
Islands
Popular cities
Popular cities
Book Online(44)
Use filters to find the best results!

Suitability

  • Wheelchair access (4)
  • Elder access (30)
  • Suitable for children (54)
  • Pet friendly (12)
  • Smoking allowed (1)

Amenities

  • Internet (205)
  • Grill (152)
  • Air Conditioning (138)
  • Washer/Dryer (133)
  • Other outdoor space (118)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List