Osterville Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
Dec 16 - Dec 17
Tomorrow
Dec 17 - Dec 18
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Our top choices for Osterville vacation rentals

BBQ/picnic area
Edgewater Beach Resort, a VRI resort

Aparthotel in Dennis Port

Edgewater Beach Resort, a VRI resort
3.5 star property
8.8 out of 10, Excellent, (294)
"Room was clean and the staff was great"
United States
Linda
The price is ₩456,612
₩522,591 total
includes taxes & fees
Dec 27 - Dec 28
Edgewater Beach Resort, a VRI resort
Front of property
Holly Tree Resort

Aparthotel in West Yarmouth

Holly Tree Resort
3.0 star property
9.0 out of 10, Wonderful, (379)
"Best place in massachusetts "
United States
Michael
Holly Tree Resort
Private beach nearby, beach bar
The Club at New Seabury

Condo resort in New Seabury

The Club at New Seabury
3.5 star property
9.0 out of 10, Wonderful, (340)
"Very relaxing, loved the different clubs available; beach, pool, tennis, playground for the little ones, bars and food. Some shops were closed due to being off season, but still enjoyed our stay. Looking forward to booking again "
United States
Jose O.
The Club at New Seabury
Indoor pool, outdoor pool
Brewster Green Resort

Aparthotel in Brewster

Brewster Green Resort
3.5 star property
9.4 out of 10, Exceptional, (121)
"Super clean and a really large space! "
United States
Linda
The price is ₩248,185
₩284,047 total
includes taxes & fees
Dec 22 - Dec 23
Brewster Green Resort
On the beach, white sand
InnSeason Resorts Captain's Quarters

Aparthotel in Falmouth Heights

InnSeason Resorts Captain's Quarters
3.5 star property
9.8 out of 10, Exceptional, (192)
"Great property! Would definitely stay again."
United States
Brad
The price is ₩204,395
₩233,931 total
includes taxes & fees
Dec 17 - Dec 18
InnSeason Resorts Captain's Quarters
Indoor pool, outdoor pool, sun loungers
Sea Mist Resort

Aparthotel in Mashpee

Sea Mist Resort
3.0 star property
8.6 out of 10, Excellent, (144)
"Just there for one night but very enjoyable stay."
United States
Shawna
Sea Mist Resort
Aerial view
The Cove at Yarmouth by VRI Americas

Condo resort in West Yarmouth

The Cove at Yarmouth by VRI Americas
3.5 star property
9.2 out of 10, Wonderful, (329)
"First time staying here and i was impressed"
United States
Wayne
The Cove at Yarmouth by VRI Americas
Sundeck
Riverview Resort

Aparthotel in Bass River

Riverview Resort
3.0 star property
9.2 out of 10, Wonderful, (173)
"The staff was very helpful and upgraded us to a room with a view. The amenities were perfect. We definitely would go back there."
United States
John
Riverview Resort
Seasonal outdoor pool
Beachside Village Resort

Apartment in Falmouth

Beachside Village Resort
3.0 star property
9.4 out of 10, Exceptional, (101)
"Very clean and quiet place to relax. Very friendly and professional! We will come back!"
United States
Emmanuelle Loriot
Beachside Village Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Osterville Hotel Reviews

Mansion House Inn And Spa

Mansion House Inn And Spa

10/10 Excellent
"The Mansion House was a lovely stay. Style, class, cleanlines…The Mansion House almost was perfect. 2 things not so much but minor. The thermostat in the room was strange. Very drafty in the room. The continental breakfast for the Mansion House was very stingy. I would have loved plain oatmeal with fresh blueberries but all they had was the sugar filled kids oatmeal. The eggs were cold hard boiled served over ice. Not so much. Other than that, the Mansion House was wonderful. "
Margie 3-night trip
Posted 10 hours ago
Mansion House Inn And Spa

Find out more about Osterville

Search for Vacation rentals in Osterville on Expedia.co.uk! You can easily find your home rentals, villas, Vacation apartments in Osterville using one of the methods below:

  • View our selection of featured Vacation rentals in Osterville
  • Use the map to find apartments and other Vacation homes in the Osterville neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Osterville while they last

Look no further and take a look at our great range of rental properties in Osterville!

Frequently asked questions

Can I find vacation rentals in Osterville?

Yes, we give you a choice of vacation rentals in Osterville close to Stand Up & Paddle Cape Cod, or you can select a more remote option if you'd like a relaxing place to stay.

How many vacation rentals are there in Osterville?

With 54 Expedia vacation rentals, you're sure to find just the right place for your Osterville stay.

What’s there to see and do in Osterville?

Cape Cod Beaches and Dowses Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Stand Up & Paddle Cape Cod. Public Beach and Main Street are a couple of places you'll find in the larger area.

What’s a vacation rental in Osterville like?

Vacation rentals are private properties you can book for a short or long stay in Osterville. Vacation rentals offer amenities such as patios, hot tubs, and fire pits so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can provide a sense of privacy away from public hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a family trip.