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.

Apartment Rentals and apartments in Osterville, 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
All 26 Rentals in Osterville
loading...
Sort by
From
$3,500
Per Week
4 Bedrooms, 4 Bathrooms, Sleeps 8
34 photos Details
Reviews (1) Make Inquiry
From
$500
Per Night
4 Bedrooms, 5 Bathrooms, Sleeps 8
16 photos Details
Reviews (1) Make Inquiry
From
$1,150
Per Week
2 Bedrooms, 3 Bathrooms, Sleeps 6
22 photos Details
Make Inquiry
From
$3,500
Per Week
3 Bedrooms, 5 Bathrooms, Sleeps 6
25 photos Details
Make Inquiry
From
$860
Per Night
4 Bedrooms, 3 Bathrooms, Sleeps 8
15 photos Details
Make Inquiry
From
$160
Per Night
2 Bedrooms, 1 Bathroom, Sleeps 4
12 photos Details
Make Inquiry
From
$1,000
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
19 photos Details
Make Inquiry
From
$8,750
Per Week
11 Bedrooms, 7 Bathrooms, Sleeps 12
15 photos Details
Make Inquiry
From
$1,200
Per Week
4 Bedrooms, 2 Bathrooms, Sleeps 8
21 photos Details
Make Inquiry
From
$2,900
Per Week
3 Bedrooms, 4 Bathrooms, Sleeps 6
16 photos Details
Make Inquiry
Get the List
From
$1,400
Per Week
2 Bedrooms, 1 Bathroom, Sleeps 4
10 photos Details
Make Inquiry
From
$5,000
Per Week
3 Bedrooms, 3 Bathrooms, Sleeps 6
13 photos Details
Make Inquiry
From
$1,800
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
10 photos Details
Make Inquiry
From
$2,500
Per Week
3 Bedrooms, 3 Bathrooms, Sleeps 5
21 photos Details
Make Inquiry
From
$5,000
Per Week
5 Bedrooms, 6 Bathrooms, Sleeps 10
19 photos Details
Make Inquiry
From
$1,800
Per Week
4 Bedrooms, 2 Bathrooms, Sleeps 8
9 photos Details
Make Inquiry
From
$1,500
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 8
11 photos Details
Make Inquiry
From
$1,500
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
12 photos Details
Make Inquiry
From
$1,100
Per Week
3 Bedrooms, 1 Bathroom, Sleeps 6
21 photos Details
Make Inquiry
From
$900
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
5 photos Details
Make Inquiry
From
$800
Per Week
2 Bedrooms, 2 Bathrooms, Sleeps 4
12 photos Details
Make Inquiry
From
$2,500
Per Week
3 Bedrooms, 3 Bathrooms, Sleeps 6
12 photos Details
Make Inquiry
From
$7,500
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 7
33 photos Details
Make Inquiry
From
$4,000
Per Week
6 Bedrooms, 4 Bathrooms, Sleeps 8
16 photos Details
Make Inquiry
From
$5,000
Per Week
3 Bedrooms, 2 Bathrooms, Sleeps 6
13 photos Details
Make Inquiry
From
$1,800
Per Week
4 Bedrooms, 3 Bathrooms, Sleeps 8
17 photos Details
Make Inquiry
Go to map view
Most popular
Islands
Popular cities
Popular cities
Popular cities
Book Online(3)
Use filters to find the best results!

Suitability

  • Wheelchair access (0)
  • Elder access (3)
  • Suitable for children (3)
  • Pet friendly (3)
  • Smoking allowed (0)

Amenities

  • Other outdoor space (23)
  • Internet (21)
  • Air Conditioning (18)
  • Grill (9)
  • Washer/Dryer (9)
  • 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(3)

Suitability

  • Wheelchair access (0)
  • Elder access (3)
  • Suitable for children (3)
  • Pet friendly (3)
  • Smoking allowed (0)

Amenities

  • Other outdoor space (23)
  • Internet (21)
  • Air Conditioning (18)
  • Grill (9)
  • Washer/Dryer (9)
  • View all amenities