Search Hotels with Pool in Osterville

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 availability on Osterville Hotels with Pool

Tonight
28 Dec - 29 Dec
Tomorrow
29 Dec - 30 Dec
Next weekend
2 Jan - 4 Jan
In two weeks
9 Jan - 11 Jan

Our top choices for Osterville hotels with a pool

Property grounds
The Escape Inn

The Escape Inn

The Escape Inn
2.5 star property
Bass River
9.4 out of 10, Exceptional, (661)
"Great place"
United States
Karim
The price is Rp1.344.958
Rp1.539.368 total
includes taxes & fees
2 Jan - 3 Jan 2026
The Escape Inn
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers
Bayside Resort Hotel

Bayside Resort Hotel

Bayside Resort Hotel
3.0 star property
West Yarmouth
8.8 out of 10, Excellent, (1525)
"Reception staff was warm and welcoming! "
United States
Liza
Bayside Resort Hotel
Indoor pool
Cape Cod Hotel

Cape Cod Hotel

Cape Cod Hotel
2.5 star property
Hyannis
7.4 out of 10, Good, (1000)
"Great stay"
United States
Vanuze
The price is Rp1.642.685
Rp2.071.700 total
includes taxes & fees
4 Jan - 5 Jan 2026
Cape Cod Hotel
Exterior
Cape Sands Inn

Cape Sands Inn

Cape Sands Inn
2.5 star property
West Yarmouth
8.2 out of 10, Very good, (1015)
"Clean room courteous staff and easy check in "
United States
Linda
The price is Rp1.249.010
Rp1.429.521 total
includes taxes & fees
30 Dec - 31 Dec
Cape Sands Inn
Indoor pool, seasonal outdoor pool, pool loungers
Ambassador Inn & Suites

Ambassador Inn & Suites

Ambassador Inn & Suites
3.0 star property
Bass River
8.6 out of 10, Excellent, (629)
"I love staying here. "
United States
Jacqueline
Ambassador Inn & Suites
View from property
All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham
3.0 star property
Bass River
8.4 out of 10, Very good, (307)
"My room was very clean. The staff were friendly."
United States
Shanique
The price is Rp1.431.697
Rp1.868.486 total
includes taxes & fees
30 Dec - 31 Dec
All Seasons Resort, Trademark Collection by Wyndham
Exterior
Hyannis Plaza Hotel

Hyannis Plaza Hotel

Hyannis Plaza Hotel
2.5 star property
Hyannis
7.0 out of 10, Good, (976)
"good stay for night"
United States
David
The price is Rp1.218.869
Rp1.562.445 total
includes taxes & fees
27 Jan - 28 Jan 2026
Hyannis Plaza Hotel
Indoor pool, seasonal outdoor pool, pool loungers
Aiden by Best Western Cape Cod - West Yarmouth

Aiden by Best Western Cape Cod - West Yarmouth

Aiden by Best Western Cape Cod - West Yarmouth
3.0 star property
West Yarmouth
8.0 out of 10, Very good, (1002)
"Nice room and nice staff"
United States
Jessica
The price is Rp1.590.775
Rp1.820.684 total
includes taxes & fees
31 Dec - 1 Jan 2026
Aiden by Best Western Cape Cod - West Yarmouth
Indoor pool
Courtyard Resort

Courtyard Resort

Courtyard Resort
2.0 star property
Hyannis
8.2 out of 10, Very good, (47)
"Clean and inexpensive"
United States
Robert
The price is Rp1.825.205
Rp2.088.947 total
includes taxes & fees
4 Jan - 5 Jan 2026
Courtyard Resort
Indoor pool
Iris Hotel Cape Cod

Iris Hotel Cape Cod

Iris Hotel Cape Cod
3.0 star property
Falmouth
8.6 out of 10, Excellent, (159)
"great bedroom "
United States
Jessica
The price is Rp1.823.530
Rp2.087.030 total
includes taxes & fees
1 Jan - 2 Jan 2026
Iris Hotel Cape Cod
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

Top Osterville Hotel Reviews

Bayside Resort Hotel

Bayside Resort Hotel

10/10 Excellent
"Reception staff was warm and welcoming! "
Liza 1-night trip
Posted 11 days ago
Bayside Resort Hotel

Frequently asked questions

What are some accommodation options with pools in Osterville?
Margaritaville Resort Cape Cod: 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. Faraway Martha's Vineyard: Provides 2 restaurants, a seasonal outdoor pool and complimentary high-speed (wired) Internet access. Bayside Resort Hotel: Features a seasonal outdoor pool, an indoor pool and 2 pool bars. Cape Sands Inn: Offers a seasonal outdoor pool, an indoor pool and a sauna.
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 the local weather in Osterville into account can help you maximise your time at the pool during your trip. The hottest months are usually August and July, with an average temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Osterville is 1328 mm.