A house by a lake with boats.

Osterville Vacation Rentals

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Our top choices for Osterville vacation rentals

1. The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (366 reviews)
"Overall, very good. Pool and beach area were not the most convenient to access. Short drive required."
United States
Grayson
The price is P15,623
P17,881 total
includes taxes & fees
Sep 7 - Sep 8
The Club at New Seabury

2. Holly Tree Resort

Holly Tree Resort
3.0 star property
West Yarmouth
9.2 out of 10, Wonderful, (408 reviews)
"Was really good place"
United States
Philip
The price is P16,556
P18,948 total
includes taxes & fees
Aug 30 - Aug 31
Holly Tree Resort

3. The Cove at Yarmouth by Westgate Resorts

The Cove at Yarmouth by Westgate Resorts
3.0 star property
West Yarmouth
9.2 out of 10, Wonderful, (268 reviews)
"P Indoor pool and hot tub loved and the outdoor Shack was great"
United States
BELKIS
The price is P11,333
P12,971 total
includes taxes & fees
Sep 20 - Sep 21
The Cove at Yarmouth by Westgate Resorts

4. Bike to Beach: Centerville Home w/ Deck!

Bike to Beach: Centerville Home w/ Deck!
3.0 star property
Centerville
The price is P15,331
P39,185 total
includes taxes & fees
Aug 26 - Aug 27
Bike to Beach: Centerville Home w/ Deck!

5. Edgewater Beach Resort

Edgewater Beach Resort
3.5 star property
Dennis Port
9.0 out of 10, Wonderful, (337 reviews)
"Great place! Everything was lovely"
United States
Susan
The price is P17,221
P19,710 total
includes taxes & fees
Sep 1 - Sep 2
Edgewater Beach 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.
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Top Osterville Hotel Reviews

Find out more about Osterville

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

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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 59 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.