Search Hotels with Pool in Osterville

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Check availability on Osterville Hotels with Pool

Tonight
26 Dec - 27 Dec
Tomorrow
27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan

Our top choices for Osterville hotels with a pool

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, (1524)
"Reception staff was warm and welcoming! "
United States
Liza
Bayside Resort Hotel
Property grounds
The Escape Inn

The Escape Inn

The Escape Inn
2.5 star property
Bass River
9.4 out of 10, Exceptional, (658)
"Great place"
United States
Karim
The price is ฿2,789
฿3,193 total
includes taxes & fees
29 Dec - 30 Dec
The Escape Inn
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, (306)
"My room was very clean. The staff were friendly."
United States
Shanique
The price is ฿2,657
฿3,467 total
includes taxes & fees
29 Dec - 30 Dec
All Seasons Resort, Trademark Collection by Wyndham
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, (1000)
"Nice room and nice staff"
United States
Jessica
The price is ฿2,952
฿3,379 total
includes taxes & fees
31 Dec - 1 Jan 2026
Aiden by Best Western Cape Cod - West Yarmouth
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 ฿3,048
฿3,844 total
includes taxes & fees
1 Jan - 2 Jan 2026
Cape Cod Hotel
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
Seasonal outdoor pool, pool cabanas (surcharge), pool umbrellas
The Club at New Seabury

The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (341)
"Very relaxing, loved the different clubs available; beach, pool, tennis, playground for the little ones, bars and food. Some shops were closed due to being off season, but still enjoyed our stay. Looking forward to booking again "
United States
Jose O.
The Club at New Seabury
Exterior
Hyannis Plaza Hotel

Hyannis Plaza Hotel

Hyannis Plaza Hotel
2.5 star property
Hyannis
7.0 out of 10, Good, (974)
"good stay for night"
United States
David
The price is ฿2,262
฿2,899 total
includes taxes & fees
24 Jan - 25 Jan 2026
Hyannis Plaza Hotel
Indoor pool
Courtyard Resort

Courtyard Resort

Courtyard Resort
2.0 star property
Hyannis
8.2 out of 10, Very good, (46)
"Clean and inexpensive"
United States
Robert
The price is ฿3,387
฿3,876 total
includes taxes & fees
4 Jan - 5 Jan 2026
Courtyard Resort
Exterior
Cape Sands Inn

Cape Sands Inn

Cape Sands Inn
2.5 star property
West Yarmouth
8.2 out of 10, Very good, (1014)
"Clean room courteous staff and easy check in "
United States
Linda
The price is ฿2,318
฿2,653 total
includes taxes & fees
28 Dec - 29 Dec
Cape Sands Inn
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

Harbor View Hotel

Harbor View Hotel

10/10 Excellent
"Cannot wait to return 😊"
Grace 2-night trip
Posted 1 month ago
Harbor View Hotel
Iris Hotel Cape Cod

Iris Hotel Cape Cod

10/10 Excellent
"The staff is very nice. The pool was very enjoyable! "
jody 1-night trip
Posted 1 month ago
Iris Hotel Cape Cod

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.