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 Osterville, MA

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
mm/dd/yyyy mm/dd/yyyy
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    List your property
    Payment Protection
    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
    Payment
    Select
    Go to map view
    More filters
    All 8 Rentals in Osterville
    loading...
    Osterville is popular with travelers just like you. Don’t let them get your perfect place first—book today!
    Sort by
    From
    $160
    / Night
    Payment Protection
    View Details
    1 / 12
    5 of 5 stars (1) Excellent
    2 Bedrooms / 1 Bathroom / Sleeps 4
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    From
    $2,450
    / Week
    Payment Protection
    View Details
    1 / 22
    5 of 5 stars (1) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    traveler have booked this property
    Overview Reviews (1) Make Inquiry
    From
    $850
    / Night
    Payment Protection
    View Details
    1 / 18
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    From
    $1,250
    / Week
    View Details
    1 / 24
    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Fireplace
    • Washer
    • Dryer
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Grill
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    JULY 4th - JULY 11th STILL AVAILABLE!! OSTERVILLE !! Come enjoy this bright & sunny south of rte. 28 vacation home on a quiet street in lovely Osterville Woods! Quick access to beautiful Dowses Beach on Nantucket Sound (BEACH PASS PROVIDED ) Joshua s 'cystal clear' Pond & the charming quaint... View all property information
    Make Inquiry
    Location Information
    Osterville, Cape Cod 02649
    5 of 5 stars Reviewed March 23, 2015
    We have rented different properties on Cape Cod in different locations. This is one of the best. It is close to Boston, very nice neighborhood, 5 minutes from the town beach...
    See all reviews
    From
    $1,400
    / Week
    View Details
    1 / 16
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Fireplace
    • Internet Access
    • Dryer
    • Satellite TV
    • DVD Player
    • Deck
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Wianno Area Four Bedroom ! Seaview Avenue area of Osterville! Open concept Cape/ close to the small but beautiful Seaview Ave beach, Dowses Beach, or go to all of the many town of Barnstable public beaches, as Barnstable beach pass is included. WEEK OF AUGUST 2 -9 STILL AVAILABLE!! (linens... View all property information
    Make Inquiry
    Location Information
    Osterville, Cape Cod 02655
    From
    $1,400
    / Week
    View Details
    1 / 21
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • Washer
    • Deck
    • DVD Player
    • Air Conditioning
    • Fireplace
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    ENJOY the charm of Osterville Village! Lovely 4 bedroom 2 bath Cape Located in Osterville Village, near to EVERYTHING that suits your vacation needs! ~ shops,bistros,the newly built library,boating, & less than 1 mile to beautiful Dowses Beach. BEACH PASS PROVIDED. Home sleeps 8 guests & has a... View all property information
    Make Inquiry
    Location Information
    Osterville, Cape Cod 02655
    From
    $2,450
    / Week
    View Details
    1 / 16
    3 Bedrooms / 4 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Fireplace
    • Air Conditioning
    • Satellite TV
    • Deck
    • Washer
    • Stereo System
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Lovely & bright home on almost three acres in Osterville s coveted 'Seapuit' enclave (which fronts North Bay) ~ A gracious & comfortable gem with 3 bedrooms & 3 .5 baths~each bedroom has it s own private bath.Beautifully furnished and decorated for comfortable living with a NEWLY REMODELED KITCHEN... View all property information
    Make Inquiry
    Location Information
    Osterville, Cape Cod 02655
    From
    $1,300
    / Week
    View Details
    1 / 17
    3 Bedrooms / 1 Bathroom / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Dryer
    • Air Conditioning
    • Deck
    • Internet Access
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    NEW LSITING FOR SUMMER 2015! NEW LISTING FOR SUMMER 2015! Sunny bright Cape with large deck for BBQ s and an enclosed outdoor shower for days back from nearby Dowse s Beach on Nantucket Sound (BEACH PASS INCLUDED) OR Joshua s (crystal clear) Pond ! Explore the charming village of Osterville for... View all property information
    Make Inquiry
    Location Information
    Osterville, Cape Cod 02655
    List your property for free!
    List your vacation rental where TripAdvisor travelers can find it.
    Add a Listing