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Chatham

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550 AUD – 9,250 AUD
 

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Chatham Vacation Rentals

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
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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
Nearby rentals
Eastham (224)
Wellfleet (212)
Brewster (197)
East Orleans (162)
Dennis Port (161)
Orleans (145)
West Dennis (75)
Harwich (48)
South Orleans (38)
Truro (38)
Harwich Port (21)
South Yarmouth (19)
West Yarmouth (17)
West Harwich (15)
All Cape Cod (1848)
Nearby rentals
Eastham (224)
Wellfleet (212)
Brewster (197)
East Orleans (162)
Dennis Port (161)
Orleans (145)
West Dennis (75)
Harwich (48)
South Orleans (38)
Truro (38)
Harwich Port (21)
South Yarmouth (19)
West Yarmouth (17)
West Harwich (15)
All Cape Cod (1848)
Nearby rentals
Eastham (224)
Wellfleet (212)
Brewster (197)
East Orleans (162)
Dennis Port (161)
Orleans (145)
West Dennis (75)
Harwich (48)
South Orleans (38)
Truro (38)
Harwich Port (21)
South Yarmouth (19)
West Yarmouth (17)
West Harwich (15)
All Cape Cod (1848)
Nearby rentals
Eastham (224)
Wellfleet (212)
Brewster (197)
East Orleans (162)
Dennis Port (161)
Orleans (145)
West Dennis (75)
Harwich (48)
South Orleans (38)
Truro (38)
Harwich Port (21)
South Yarmouth (19)
West Yarmouth (17)
West Harwich (15)
All Cape Cod (1848)
Nearby rentals
Eastham (224)
Wellfleet (212)
Brewster (197)
East Orleans (162)
Dennis Port (161)
Orleans (145)
West Dennis (75)
Harwich (48)
South Orleans (38)
Truro (38)
Harwich Port (21)
South Yarmouth (19)
West Yarmouth (17)
West Harwich (15)
All Cape Cod (1848)
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84 Trusted Chatham Rentals
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Traveller Rating | Price / nt | Price / wk | Bedrooms | # of photos | # of reviews | Just Added
1-20 of 84
Walk to Ridgevale Beach
Massachusetts, Cape Cod, Chatham Vacation Rentals
Walk to Ridgevale Beach
Slideshow
4.5 of 5 stars 3 reviews
  • Holiday Rental House
  • 3 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
308 AUD
Week:
2,668 AUD - 3,181 AUD
Minimum rental - 1 week
Check availability
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22 Post Office Lane
Massachusetts, Cape Cod, Chatham Vacation Rentals
22 Post Office Lane
Slideshow
4 of 5 stars 1 review
  • Holiday Rental House
  • 3 Bedrooms, sleeps 10
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Week:
1,539 AUD - 1,899 AUD
Minimum rental - 1 week
Check availability
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Pondside - Water Views and a Natural Quiet Setting
Massachusetts, Cape Cod, Chatham Vacation Rentals
Pondside - Water Views and a Natural Quiet Setting
Slideshow
4.5 of 5 stars 5 reviews
  • Holiday Rental House
  • 3 Bedrooms, sleeps 5
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
308 AUD
Week:
1,539 AUD - 2,053 AUD
Minimum rental - 3 nights
Check availability
Show on map
Also consider
Cardiff
381 AUD / night
3 Bedrooms, sleeps 6
2 Bathrooms
Sheridan
249 AUD / night
2 Bedrooms, sleeps 4
2 Bathrooms
Shea 2
221 AUD / night
2 Bedrooms, sleeps 4
1 Bathroom
Chatham luxury...
257 AUD - 359 AUD / night
5 Bedrooms, sleeps 10
3 Bathrooms
Chatham...
1,278 AUD - 1,693 AUD / week
4 Bedrooms, sleeps 9
2 Bathrooms
Luxury WaterView 5 BR w/tennis Chatham Cape Cod
Massachusetts, Cape Cod, Chatham Vacation Rentals
Luxury WaterView 5 BR w/tennis Chatham Cape Cod
Slideshow
4.5 of 5 stars 6 reviews
  • Holiday Rental House
  • 5 Bedrooms, sleeps 10
  • 4 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
872 AUD - 1,129 AUD
Week:
6,055 AUD - 10,160 AUD
Minimum rental - 3 nights
Check availability
Show on map
CAPE COD CHATHAM CHARMER: 2 MIN. TO THE BEACH!
Massachusetts, Cape Cod, Chatham Vacation Rentals
CAPE COD CHATHAM CHARMER: 2 MIN. TO THE BEACH!
Slideshow
4 of 5 stars 1 review
  • Holiday Rental House
  • 3 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
226 AUD - 349 AUD
Week:
1,437 AUD - 2,668 AUD
Month:
2,874 AUD - 10,263 AUD
Minimum rental - 3 nights
Check availability
Show on map
Quiet Lakeside Cottage - Ideal for Couple
Massachusetts, Cape Cod, Chatham Vacation Rentals
Quiet Lakeside Cottage - Ideal for Couple
Slideshow
4 of 5 stars 2 reviews
  • Holiday Rental House
  • 1 Bedroom, sleeps 3
  • 1 Bathroom
  • Verified owner
EMAIL OWNER
Night:
82 AUD - 123 AUD
Week:
590 AUD - 908 AUD
Minimum rental - 3 nights
Check availability
Show on map
Charming Chatham cottage walk to Ridgevale beach
Massachusetts, Cape Cod, Chatham Vacation Rentals
Charming Chatham cottage walk to Ridgevale beach
Slideshow
4 of 5 stars 2 reviews
  • Holiday Rental House
  • 4 Bedrooms, sleeps 11
  • 4 Bathrooms
  • Verified owner
EMAIL OWNER
Night:
257 AUD
Week:
2,258 AUD - 2,976 AUD
Minimum rental - 3 nights
Check availability
Show on map
Stage Harbor/Mill Pond/Crocker Rise/Water View
Massachusetts, Cape Cod, Chatham Vacation Rentals
Stage Harbor/Mill Pond/Crocker Rise/Water View
Slideshow
4 of 5 stars 2 reviews
  • Holiday Rental House
  • 6 Bedrooms, sleeps 16
  • 4 Bathrooms
  • Owner
EMAIL OWNER
Week:
2,566 AUD - 8,205 AUD
Minimum rental - 2 nights
Check availability
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79847 - Beautiful House in Chatham
Massachusetts, Cape Cod, Chatham Vacation Rentals
79847 - Beautiful House in Chatham
Slideshow
3.5 of 5 stars 1 review
  • Holiday Rental House
  • 2 Bedrooms, sleeps 5
  • 1 Bathroom
  • Professional
EMAIL AGENT
Week:
718 AUD - 898 AUD
Minimum rental - 1 week
Check availability
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16 Blueberry Lane
Massachusetts, Cape Cod, Chatham Vacation Rentals
16 Blueberry Lane
Slideshow
3.5 of 5 stars 1 review
  • Holiday Rental House
  • 2 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Week:
1,334 AUD
Minimum rental - 1 week
Check availability
Show on map
Petri - JUST ADDED
Massachusetts, Cape Cod, Chatham Vacation Rentals
Petri
Slideshow
  • Holiday Rental House
  • 3 Bedrooms, sleeps 6
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
278 AUD
Week:
1,950 AUD
Minimum rental - 1 week
Check availability
Show on map
Pond Front Right on Schoolhouse Pond - JUST ADDED
Massachusetts, Cape Cod, Chatham Vacation Rentals
Pond Front Right on Schoolhouse Pond
Slideshow
  • Holiday Rental House
  • 4 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
241 AUD
Week:
1,693 AUD
Month:
6,773 AUD
Minimum rental - 3 nights
Check availability
Show on map
Super 4 Bedroom, 2 Bathroom House in Chatham (2009S 94486)
Massachusetts, Cape Cod, Chatham Vacation Rentals
Super 4 Bedroom, 2 Bathroom House in Chatham (2009S 94486)
Slideshow
  • Holiday Rental House
  • 4 Bedrooms, sleeps 10
  • 2 Bathrooms
  • Professional
EMAIL AGENT
Week:
2,047 AUD - 3,592 AUD
Minimum rental - 1 week
Check availability
Show on map
110 Lake Shore Drive
Massachusetts, Cape Cod, Chatham Vacation Rentals
110 Lake Shore Drive
Slideshow
  • Holiday Rental House
  • 4 Bedrooms, sleeps 10
  • 4 Bathrooms
  • Professional
EMAIL AGENT
Week:
2,668 AUD - 3,900 AUD
Minimum rental - 1 week
Check availability
Map unavailable
Lighthouse Beach - Oceanside - Shore Road Location
Massachusetts, Cape Cod, Chatham Vacation Rentals
Lighthouse Beach - Oceanside - Shore Road Location
Slideshow
  • Holiday Rental House
  • 4 Bedrooms, sleeps 8
  • 3 Bathrooms
  • Owner
EMAIL OWNER
Night:
1,012 AUD
Week:
2,976 AUD - 7,081 AUD
Minimum rental - 1 week
Check availability
Show on map
Graciously Appointed
Massachusetts, Cape Cod, Chatham Vacation Rentals
Graciously Appointed
Slideshow
  • Holiday Rental House
  • 4 Bedrooms, sleeps 8
  • 2 Bathrooms
  • Owner
EMAIL OWNER
Night:
308 AUD
Week:
1,745 AUD - 2,874 AUD
Minimum rental - 3 nights
Check availability
Show on map
1-20 of 84

Chatham Vacation Rental Advice

Places to Stay in Cape Cod
Posted by Senior65, 26 Mar 2010
We like Orleans, so you can try www.wilkinsonre.com We have also used www.weneedavacation.com You can also click on Vacation Rentals in the column to the left of this page. ... more
Thinking of taking the family to the Cape in July
Posted by fussyguest, 2 May 2009
... already with 'repeat' tenants (a very good sign), but you might contact her through a pm to see if she has availability or knows of other rental options. She has recommended Martha Murray Real Estate in the past (as I have) for those looking for weekly vacation rentals. Good luck ... more
Beachfront Hotel Within Walking Distance of Restaurants
Posted by szpal, 15 Jan 2009
... was to stay in a vacation rental, but we can't travel Saturday to Saturday so it looks like that plan might be out. We'd thought we'd like to stay around Chatham since it's centrally located. We'd like to be on the beach (or close to ... more
Posted by CapeCodCharlie, 20 Jan 2009
... to find the perfect beachfront vacation rental long distance, over the telephone and internet. It was not easy and it took a lot of time to accommplish too. That was before TA. So let's offer thoughtful sugggestions that mirror her requests even checking availability, if at all possible, before ... more
Cape Cod - Where to stay?
Posted by Broadens_the_mind, 30 Mar 2008
... We're looking for a vacation rental apartment for a week from Friday / Saturday / Sunday in the 3rd week of June this year, for the wife & me - we're in our forties. We'd like to be able to walk to restaurants & the beach, & hire bikes & be on a bike ... more
Best web sites to find a vacation rental for chatham?
Posted by floppyny, 18 Mar 2008
Best web sites to find a vacation rental for chatham? ... more
Posted by fussyguest, 18 Mar 2008
Using a local realtor to secure your vacation rental is the most reliable avenue in my opinion. Some to get you started: www.pineacresrealty.com www.websterrealestate.com www.kinlingrover.com ... more
Best Rooms in November 2010
Posted by neslaw1, 5 Oct 2010
... the area or own a vacation property and it is impossible to have stayed everyplace and in each room. Further, we really aren't travel agents, just folks who enjoy giving information about an area we love. But, at least now the OP knows that the distance "isn't that ... more
Chatham - inexpensive places to stay
Posted by katieebee109, 3 Aug 2009
There are lots of other less expensive choices throughout the Cape if you are not locked into the to town of Chatham. Let us know and we can suggest something based on your needs. What you want to do while you are here, style of vacation property choice ... more
Chatham Drama Guild
Posted by CT-Travler, 14 Jun 2005
... plays there but as a vacation property owner in Chatham I have heard many good things about it. During the performances it is not uncommon to see the parking lot filled to capacity which must be a good thing. There website is http://www.chathamdramaguild.com/index.htm and it ... more
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