Find Hotels with a Pool in Osterville, MA

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

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Osterville Hotels with a Pool

This weekend
Next weekend

Top Osterville Hotels with a Pool

Hyannis Inn

2.0 star property
8.6 out of 10, Excellent, (1021)
"Great location close to stores and restaurants"
Hyannis Inn

Iris Hotel Cape Cod

3.0 star property
8.2 out of 10, Very Good, (102)
"Overall, great location and great value."
The price is SAR 383
SAR 438 total
includes taxes & fees
1 Oct - 2 Oct
Iris Hotel Cape Cod

Hyannis Travel Inn

2.5 star property
9.6 out of 10, Exceptional, (1023)
"Great location; walking distance to the harbor, restaurants and shops."
The price is SAR 343
SAR 393 total
includes taxes & fees
28 Sep - 29 Sep
Hyannis Travel Inn

Brewster Green Resort

3.5 star property
9.4 out of 10, Exceptional, (111)
"I only stayed for a night, but I found the property comfortable and quiet and I enjoyed the hot tub."
The price is SAR 608
SAR 696 total
includes taxes & fees
28 Sep - 29 Sep
Brewster Green Resort

Chatham Seafarer Inn

3.5 star property
9.0 out of 10, Wonderful, (312)
"Clean and comfortable! The pool was wonderful and so relaxing. Highly recommend!"
Chatham Seafarer Inn

Cape Sands Inn

2.5 star property
8.2 out of 10, Very Good, (1032)
"Property was in a good location, family friendly"
The price is SAR 280
SAR 320 total
includes taxes & fees
28 Sep - 29 Sep
Cape Sands Inn

Beach Breeze Inn

3.0 star property
9.6 out of 10, Exceptional, (213)
"A great experience! One of the nicest Inns we've stayed in. "
The price is SAR 436
SAR 512 total
includes taxes & fees
27 Oct - 28 Oct
Beach Breeze Inn

The Escape Inn

2.5 star property
9.4 out of 10, Exceptional, (624)
"We had a wonderful stay. We came for wedding and inn was well cared for, the beds were comfortable and room was clean."
The price is SAR 372
SAR 426 total
includes taxes & fees
8 Oct - 9 Oct
The Escape Inn

Travelodge by Wyndham Cape Cod Area

2.0 star property
7.4 out of 10, Good, (918)
"Great place to stay"
The price is SAR 252
SAR 288 total
includes taxes & fees
28 Sep - 29 Sep
Travelodge by Wyndham Cape Cod Area

Admiralty Inn & Suites - a Red Collection Hotel

3.0 star property
8.8 out of 10, Excellent, (327)
"Check in was quick & easy and the staff was very friendly "
The price is SAR 425
SAR 532 total
includes taxes & fees
5 Oct - 6 Oct
Admiralty Inn & Suites - a Red Collection Hotel
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 Osterville Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

What are some accommodations with pools in Osterville?
Margaritaville Resort Cape Cod: Resort located near Hyannis Harbor. Features a children's pool, an outdoor pool, and a water park. Iris Hotel Cape Cod: Offers a snack bar/deli, an indoor pool, and free self parking. Cape Sands Inn: Provides a seasonal outdoor pool, an indoor pool, and a sauna. Bayside Resort Hotel: Hotel located near Hyannis Harbor. Features a seasonal outdoor pool, an indoor pool, and 2 pool bars. Falmouth Inn: Offers daily, a pool, and free self parking.
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.