A house by a lake with boats.

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Check availability on Osterville Hotels with a Pool

Next weekend
Nov 6 - Nov 8
In two weeks
Nov 13 - Nov 15

Our top choices for Osterville hotels with a pool

A beach with a clear sky and a lifeguard tower in the distance.

1. Beach pass included • Modern 3BR Osterville retreat, walkable to village center

Beach pass included • Modern 3BR Osterville retreat, walkable to village center
Osterville
10.0 out of 10, Exceptional, (24 reviews)
"Denise was an amazing host and very welcoming! We can’t wait to go back next year!"
United States
Carrie B.
The price is ￥76,417
￥148,409 total
includes taxes & fees
Nov 2 - Nov 3
Beach pass included • Modern 3BR Osterville retreat, walkable to village center
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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Choose what matters most at hotels with a pool in Osterville

Breakfast included
4 stars

Top Osterville Hotel Reviews

Cape Sands Inn

Cape Sands Inn

10/10 Excellent
"Great def score of a place"
rtlebel 2-night trip
Posted 1 hour ago
Cape Sands Inn
Bayside Resort Hotel

Bayside Resort Hotel

8/10 Good
"Both bars were never open at the same time. However the rooms were clean, a little outdated but clean, breakfast was great and we really enjoyed the smokes by the fire pit."
Roxanne 2-night trip
Posted 4 days ago
Bayside Resort Hotel

Frequently asked questions

What are some accommodations with pools in Osterville?
Sea Crest Beach Resort: Hotel, 2-minute walk from Cape Cod Beaches. Features a children's pool, a seasonal outdoor pool, and a private beach. Iris Hotel Cape Cod: Offers a snack bar/deli, an indoor pool, and free self parking. Margaritaville Resort Cape Cod: Resort located near Hyannis Harbor. Provides a children's pool, an indoor pool, and a water park. Lighthouse Inn: Hotel, 4-minute walk from Cape Cod Beaches. Features a private beach, a seasonal outdoor pool, and a snack bar/deli. Bayside Resort Hotel: Hotel located near Hyannis Harbor. Offers a seasonal outdoor pool, an indoor pool, and 2 pool bars.
What is there to see and do in Osterville?
Surround yourself with nature at Cape Cod Beaches and Dowses Beach. Discover sights such as Stand Up & Paddle Cape Cod and Public Beach during your stay.
When is the best time to book a hotel with a pool in Osterville?
Taking into account the local weather in Osterville can help you maximize your time at the pool during your trip. The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 37°F. Average annual precipitation for Osterville is 52 inches.