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.

Vacation Rentals in Orleans, MA - Cape Cod

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
My dates are flexible
Advanced
All 255 Rentals in Orleans
loading...
Sort by
From
$3,450
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
18 photos Details
Reviews (1) Make Inquiry
From
$1,500
Per Week
4 Bedrooms, 2 Bathrooms, Sleeps 8
11 photos Details
Reviews (1) Make Inquiry
From
$3,500
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 10
19 photos Details
Reviews (1) Make Inquiry
Also consider
ASP-1074
3 Bedrooms, sleeps 5
$1,000 - $1,400 / week
ASP-1203
4 Bedrooms, sleeps 10
$6,000 - $6,500 / week
Charming Ranch in Quiet Neighborhood (1192)
3 Bedrooms, sleeps 6
$1,200 - $1,600 / week
ASP-995
4 Bedrooms, sleeps 8
$3,400 / week
From
$1,400
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
23 photos Details
Reviews (1) Make Inquiry
From
$900
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 7
11 photos Details
Reviews (1) Make Inquiry
From
$2,175
Per Week
5 Bedrooms, 4 Bathrooms, Sleeps 14
42 photos Details
Reviews (1) Make Inquiry
From
$2,500
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 10
22 photos Details
Reviews (1) Make Inquiry
From
$250
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 8
22 photos Details
Reviews (2) Make Inquiry
Get the List
From
$975
Per Week
Studio, 1 Bathroom, Sleeps 2
10 photos Details
Reviews (1) Make Inquiry
From
$2,700
Per Week
5 Bedrooms, 4 Bathrooms, Sleeps 10
17 photos Details
Reviews (1) Make Inquiry
From
$2,500
Per Week
4 Bedrooms, 2 Bathrooms, Sleeps 8
19 photos Details
Reviews (1) Make Inquiry
From
$1,800
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 8
8 photos Details
Reviews (2) Make Inquiry
From
$2,950
Per Week
4 Bedrooms, 4 Bathrooms, Sleeps 8
13 photos Details
Reviews (2) Make Inquiry
From
$245
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 6
16 photos Details
Reviews (3) Make Inquiry
From
$1,950
Per Week
3 Bedrooms, 4 Bathrooms, Sleeps 8
22 photos Details
Reviews (1) Make Inquiry
From
$4,000
Per Week
5 Bedrooms, 3 Bathrooms, Sleeps 10
21 photos Details
Reviews (3) Make Inquiry
From
$3,200
Per Week
5 Bedrooms, 4 Bathrooms, Sleeps 12
21 photos Details
Reviews (3) Make Inquiry
From
$200
Per Night
3 Bedrooms, 2 Bathrooms, Sleeps 6
18 photos Details
Reviews (3) Make Inquiry
From
$1,000
Per Week
3 Bedrooms, 1 Bathroom, Sleeps 6
15 photos Details
Reviews (1) Make Inquiry
From
$2,000
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 12
19 photos Details
Reviews (1) Make Inquiry
From
$1,200
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
16 photos Details
Reviews (2) Make Inquiry
From
$3,950
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
14 photos Details
Reviews (1) Make Inquiry
From
$1,250
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
11 photos Details
Reviews (4) Make Inquiry
From
$1,100
Per Week
3 Bedrooms, 3 Bathrooms, Sleeps 8
17 photos Details
Reviews (4) Make Inquiry
From
$800
Per Week
3 Bedrooms, 1 Bathroom, Sleeps 6
11 photos Details
Reviews (2) Make Inquiry
From
$1,800
Per Week
5 Bedrooms, 2 Bathrooms, Sleeps 12
15 photos Details
Reviews (1) Make Inquiry
From
$560
Per Week
2 Bedrooms, 1 Bathroom, Sleeps 4
8 photos Details
Reviews (3) Make Inquiry
From
$2,200
Per Week
1 Bedroom, 2 Bathrooms, Sleeps 4
17 photos Details
Reviews (1) Make Inquiry
From
$2,500
Per Week
3 Bedrooms, 4 Bathrooms, Sleeps 10
21 photos Details
Reviews (4) Make Inquiry
From
$1,000
Per Week
2 Bedrooms, 1 Bathroom, Sleeps 6
18 photos Details
Reviews (2) Make Inquiry
From
$700
Per Week
2 Bedrooms, Sleeps 4
12 photos Details
Reviews (1) Make Inquiry
From
$1,600
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (1) Make Inquiry
From
$2,200
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 7
18 photos Details
Reviews (3) Make Inquiry
From
$1,400
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
17 photos Details
Reviews (1) Make Inquiry
From
$2,500
Per Week
4 Bedrooms, 2 Bathrooms, Sleeps 8
27 photos Details
Reviews (1) Make Inquiry
From
$1,500
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 8
19 photos Details
Reviews (4) Make Inquiry
From
$2,000
Per Week
3 Bedrooms, 1 Bathroom, Sleeps 7
17 photos Details
Reviews (1) Make Inquiry
From
$950
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 6
21 photos Details
Reviews (4) Make Inquiry
From
$1,300
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Reviews (3) Make Inquiry
From
$700
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 5
13 photos Details
Reviews (2) Make Inquiry
Go to map view
Most popular
Islands
Popular cities
Popular cities
Popular cities
Book Online(5)

Suitability

  • Wheelchair access (0)
  • Elder access (72)
  • Suitable for children (90)
  • Pet friendly (27)
  • Smoking allowed (0)

Amenities

  • Grill (249)
  • Other outdoor space (245)
  • Washer/Dryer (224)
  • Air Conditioning (182)
  • Internet (133)
  • 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

More Beach destinations:

More Family destinations:

Filter search results by:
Book Online(5)

Suitability

  • Wheelchair access (0)
  • Elder access (72)
  • Suitable for children (90)
  • Pet friendly (27)
  • Smoking allowed (0)

Amenities

  • Grill (249)
  • Other outdoor space (245)
  • Washer/Dryer (224)
  • Air Conditioning (182)
  • Internet (133)
  • View all amenities