Hotels with Swimming Pool in Osterville, Massachusetts

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Check availability on Osterville Hotels with Swimming Pool

Our top choices for Osterville hotels with a pool

Property grounds

The Escape Inn

The Escape Inn
2.5 star property
Bass River
9.4 out of 10, Exceptional, (672 reviews)
"Great place"
United States
Karim
The price is P4,657
P5,331 total
includes taxes & fees
Feb 18 - Feb 19
The Escape Inn
Private beach nearby, beach bar

The Club at New Seabury

The Club at New Seabury
3.5 star property
New Seabury
9.0 out of 10, Wonderful, (350 reviews)
"Everything was superb, accommodations, check in service, check out service!!"
United States
Dianna
The price is P9,493
P10,865 total
includes taxes & fees
Feb 23 - Feb 24
The Club at New Seabury
Aerial view

Anchor In Distinctive Waterfront Lodging

Anchor In Distinctive Waterfront Lodging
3.0 star property
Hyannis
9.4 out of 10, Exceptional, (1,000 reviews)
"Very nice stay"
United States
Robert
The price is P7,344
P10,064 total
includes taxes & fees
Feb 18 - Feb 19
Anchor In Distinctive Waterfront Lodging
Indoor pool, seasonal outdoor pool, sun loungers

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, (1,003 reviews)
"Great place "
United States
Lilian
The price is P4,777
P5,467 total
includes taxes & fees
Feb 23 - Feb 24
Aiden by Best Western Cape Cod - West Yarmouth
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Bayside Resort Hotel

Bayside Resort Hotel
3.0 star property
West Yarmouth
8.8 out of 10, Excellent, (1,546 reviews)
"The place was clean, staff very nice and a good breakfast! Nice pool and beach area."
United States
LisaAnn
The price is P5,422
P6,869 total
includes taxes & fees
Feb 25 - Feb 26
Bayside Resort Hotel
Indoor spa tub

Sandwich Lodge & Resort

Sandwich Lodge & Resort
2.0 star property
Sandwich
8.6 out of 10, Excellent, (1,009 reviews)
"Good size room, pool clean, breakfast adequately stocked, easy check in/out"
United States
Laura
The price is P5,688
P6,510 total
includes taxes & fees
Feb 18 - Feb 19
Sandwich Lodge & Resort
Aerial view

Sea Crest Beach Resort

Sea Crest Beach Resort
3.5 star property
North Falmouth
8.0 out of 10, Very Good, (251 reviews)
"Great location."
United States
Felix
The price is P5,871
P10,038 total
includes taxes & fees
Mar 5 - Mar 6
Sea Crest Beach Resort
Indoor pool

Mansion House Inn And Spa

Mansion House Inn And Spa
3.5 star property
Vineyard Haven
9.4 out of 10, Exceptional, (1,000 reviews)
"My favorite place to stay on the Island! "
United States
David
The price is P10,075
P12,109 total
includes taxes & fees
Feb 18 - Feb 19
Mansion House Inn And Spa
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

Iris Hotel Cape Cod

Iris Hotel Cape Cod

10/10 Excellent
"The Iris Hotel was very nicer. Check in and out was a breeze. Clean, inviting, and the service was great. The rooms were clean and tastefully decorated. The free breakfast buffet was excellent. Everything from waffles, eggs, bacon, sausage, bagels, fruit, etc. I was not expecting that. I highly recommend it. "
Robert 1-night trip
Posted 2 days ago
Iris Hotel Cape Cod

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. Falmouth Inn: Offers daily, a pool, and free self parking. Iris Hotel Cape Cod: Provides a snack bar/deli, an indoor pool, and free self parking. Harbor View Hotel: Features free self parking, a seasonal outdoor pool, and complimentary bicycles. Faraway Martha's Vineyard: Offers 2 restaurants, a seasonal outdoor pool, and complimentary wired internet access.
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.

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