Hotels in Osterville

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Where to stay in Osterville?

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.

Top landmarks in Osterville

Learn more about Osterville

A village where old money whispers rather than shouts, with cedar-shingled mansions discreetly tucked behind privet hedges along Nantucket Sound. The Crosby Yacht Yard continues America's oldest wooden boat-building tradition, crafting vessels that define nautical elegance. Main Street offers boutiques where shopkeepers know regular customers by name and favorite oyster preference. Dowses Beach provides perfect swimming without the Cape's usual crowds, while Nantucket Sound's protected waters make sailing feel like gliding across glass. The village center maintains its charm through strict preservation, with not a chain store in sight. For a perfect day, grab morning pastries from a Main Street bakery before heading to Public Beach with a good book and zero agenda.

Osterville showing a bay or harbor

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Frequently asked questions

What accommodations do travelers recommend in Osterville?
Can I book a refundable hotel in Osterville?
If you need the flexibility to change your plans to Osterville, most accommodations provide refundable* rates you can book. You can see these properties by searching our site and using the "fully refundable" filter to narrow down the results.
Where can I stay in Osterville if I want a vacation home instead of a traditional hotel?
If you want a good alternative to a hotel, review our selection of 69 vacation homes. You can also consider one of the 8 cottages for your trip.
What will the weather in Osterville be like during my trip?
August and July are typically the warmest months in Osterville when the average temp is 67°F. February and January are the coldest months when the average temperature is 37°F. October and December are the months with the most rain.
Why should I book my Osterville accommodation with Hotels.com?
There are lots of reasons to book your Osterville trip with us: our free cancellations on selected hotels gives you flexibility, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

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