Osterville Holiday 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

In two weeks
12 Dec - 14 Dec
In two months
23 Jan - 25 Jan
In three months
20 Feb - 22 Feb
In four months
20 Mar - 22 Mar

Holiday Rentals in Osterville

Front of property
Holly Tree Resort

Aparthotel in West Yarmouth

3.0 star property
9.0 out of 10, Wonderful, (369)
"We had a great stay!"
United States
Shelly
Holly Tree Resort
BBQ/picnic Area
Edgewater Beach Resort, a VRI resort

Aparthotel in Dennis Port

3.5 star property
8.8 out of 10, Excellent, (292)
"Room was clean and the staff was great"
United States
Linda
Edgewater Beach Resort, a VRI resort
Private beach nearby, beach bar
The Club at New Seabury

Condo resort in Mashpee

3.5 star property
9.0 out of 10, Wonderful, (338)
"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 price is S$219
includes taxes & fees
30 Nov - 1 Dec
The Club at New Seabury
Indoor pool, outdoor pool
Brewster Green Resort

Aparthotel in Brewster

3.5 star property
9.4 out of 10, Exceptional, (119)
"Super clean and a really large space! "
United States
Linda
The price is S$341
includes taxes & fees
27 Nov - 28 Nov
Brewster Green Resort
Indoor pool, outdoor pool, pool loungers
Sea Mist Resort

Aparthotel in Mashpee

3.0 star property
8.6 out of 10, Excellent, (142)
"Overall was a wonderful stay. Unit could use a hair dryer."
United States
Susan
Sea Mist Resort
On the beach, white sand
InnSeason Resorts Captain's Quarters

Aparthotel in Falmouth Heights

3.5 star property
9.8 out of 10, Exceptional, (192)
"Great property! Would definitely stay again."
United States
Brad
InnSeason Resorts Captain's Quarters
Sun deck
Riverview Resort

Aparthotel in Bass River

3.0 star property
9.2 out of 10, Wonderful, (170)
"The room was big and very clean. The hotel is quaint and quiet. It does not have an elevator which could be an issue for some but we made it work. Overall a great place to stay. Very comfortable and inviting and we loved the amenities."
United States
Kathleen
Riverview Resort
Aerial view
The Cove at Yarmouth by VRI Americas

Condo resort in West Yarmouth

3.5 star property
9.2 out of 10, Wonderful, (328)
"First time staying here and i was impressed"
United States
Wayne
The Cove at Yarmouth by VRI Americas
Seasonal outdoor pool
Beachside Village Resort

Apartment in Falmouth

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

Black Friday Sale

Save up to 50% on select hotels
Book now
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

Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"Staff is very friendly and helpful."
Thomas 1-night trip
Posted 5 days ago
Hyannis Travel Inn

Frequently asked questions

Can I find holiday rentals in Osterville?

Yes, there are holiday rentals in Osterville close to Stand Up & Paddle Cape Cod, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Osterville?

With 68 Expedia holiday rentals, you're guaranteed 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 wider area.

What’s a holiday rental in Osterville like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Osterville. Holiday rentals offer extras like WiFi and washers and dryers so you'll have a home away from home. If you're concerned about cleanliness, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for a family trip or a small group gathering.