Find Hotels with a Pool in Osterville, MA

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Check availability on Osterville Hotels with a Pool

Our top choices for Osterville hotels with a pool

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Bayside Resort Hotel

Bayside Resort Hotel

Bayside Resort Hotel
3.0 star property
West Yarmouth
8.8 out of 10, Excellent, (1520)
"excellent quality of food. Pool and hot tub fabulous"
United States
Deborah
Bayside Resort Hotel
Exterior
Cape Sands Inn

Cape Sands Inn

Cape Sands Inn
2.5 star property
West Yarmouth
8.2 out of 10, Very Good, (1013)
"I love this hotel clean good up keep "
United States
Jerome
The price is AED 252
AED 288 total
includes taxes & fees
14 Dec - 15 Dec
Cape Sands Inn
Property grounds
The Escape Inn

The Escape Inn

The Escape Inn
2.5 star property
Bass River
9.4 out of 10, Exceptional, (653)
"One of the best hotels I stayed at "
United States
Robert
The price is AED 330
AED 377 total
includes taxes & fees
20 Dec - 21 Dec
The Escape Inn
Exterior
Hyannis Plaza Hotel

Hyannis Plaza Hotel

Hyannis Plaza Hotel
2.5 star property
Hyannis
7.0 out of 10, Good, (966)
"good stay for night"
United States
David
The price is AED 262
AED 337 total
includes taxes & fees
9 Jan - 10 January 2026
Hyannis Plaza Hotel
Outdoor dining
The Dan'l Webster Inn and Spa

The Dan'l Webster Inn and Spa

The Dan'l Webster Inn and Spa
3.5 star property
Sandwich
9.0 out of 10, Wonderful, (536)
"Loved it here!"
United States
Mark S.
The price is AED 504
AED 576 total
includes taxes & fees
11 Dec - 12 Dec
The Dan'l Webster Inn and Spa
Indoor pool
Courtyard Resort

Courtyard Resort

Courtyard Resort
2.0 star property
Hyannis
8.2 out of 10, Very Good, (43)
"Room was very clean. Staff were courteous!"
United States
Timothy
The price is AED 400
AED 458 total
includes taxes & fees
18 Dec - 19 Dec
Courtyard Resort
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Hampton Inn & Suites Cape Cod-West Yarmouth

Hampton Inn & Suites Cape Cod-West Yarmouth

Hampton Inn & Suites Cape Cod-West Yarmouth
2.5 star property
West Yarmouth
8.8 out of 10, Excellent, (1000)
"Excellent stay."
United States
Patricia
The price is AED 379
AED 434 total
includes taxes & fees
7 Jan - 8 January 2026
Hampton Inn & Suites Cape Cod-West Yarmouth
View from room
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection
3.0 star property
West Yarmouth
9.4 out of 10, Exceptional, (97)
"Hotel was quiet and very clean , pool water was cool"
United States
Robyn
The price is AED 389
AED 445 total
includes taxes & fees
24 Dec - 25 Dec
Uncommoner Hotel by Reverie Boutique Collection
Indoor pool, seasonal outdoor pool, sun 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, (1001)
"Nice place and good options for breakfast "
United States
Jennifer
The price is AED 356
AED 407 total
includes taxes & fees
24 Dec - 25 Dec
Aiden by Best Western Cape Cod - West Yarmouth
Indoor pool, seasonal outdoor pool, sun 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
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

Bayside Resort Hotel

Bayside Resort Hotel

10/10 Excellent
"excellent quality of food. Pool and hot tub fabulous"
Deborah 2-night trip
Posted 1 day ago
Bayside Resort Hotel

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Frequently asked questions

What are some accommodations with pools in Osterville?
Fairfield Inn & Suites by Marriott Cape Cod Hyannis: Features daily, an indoor pool, and complimentary wired internet access. Margaritaville Resort Cape Cod: Offers a children's pool, an outdoor pool, and a water park. Cape Sands Inn: Provides a seasonal outdoor pool, an indoor pool, and a sauna. Falmouth Inn: Features daily, a pool, and free self parking. Holly Tree Resort: Offers a children's pool, an indoor 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.