Find Hotels with a Pool in Osterville, MA

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Our top choices for Osterville hotels with a pool

The Escape Inn

The Escape Inn
2.5 star property
Bass River
9.4 out of 10, Exceptional, (684 reviews)
  • cleanliness
    Immerse in a refreshing summer retreat at this clean, seasonal pool oasis with beach-themed charm.
$80 nightly
The price is $92
Apr 22 - Apr 23
Total with taxes and fees
The Escape Inn

Hyannis Travel Inn

Hyannis Travel Inn
2.5 star property
Hyannis
9.6 out of 10, Exceptional, (1,007 reviews)
  • cleanliness
    Splash into summer at this Cape Cod oasis with refreshing indoor and outdoor pools.
$82 nightly
The price is $94
Apr 21 - Apr 22
Total with taxes and fees
Hyannis Travel Inn

Ambassador Inn & Suites

Ambassador Inn & Suites
3.0 star property
Bass River
8.6 out of 10, Excellent, (654 reviews)
  • cleanliness
    Soothing indoor pool and seasonal outdoor oasis awaits in this fully renovated Cape Cod retreat, minutes from beautiful beaches.
$99 nightly
The price is $112
May 6 - May 7
Total with taxes and fees
Ambassador Inn & Suites

Sesuit Harbor House

Sesuit Harbor House
3.0 star property
Dennis
9.6 out of 10, Exceptional, (178 reviews)
  • cleanliness
    Splash into Cape Cod charm at this poolside paradise with family-friendly waters and picnic baskets to go.
$178 nightly
The price is $204
Apr 25 - Apr 26
Total with taxes and fees
Sesuit Harbor House

Anchor In Distinctive Waterfront Lodging

Anchor In Distinctive Waterfront Lodging
3.0 star property
Hyannis
9.4 out of 10, Exceptional, (1,003 reviews)
  • cleanliness
    Plunge into seaside splendor at this waterfront hotel's seasonal outdoor pool offering harbor views and complimentary loungers.
$152 nightly
The price is $174
Apr 21 - Apr 22
Total with taxes and fees
Anchor In Distinctive Waterfront Lodging

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, (337 reviews)
  • cleanliness
    Immerse in year-round aquatic bliss at this family-friendly resort with indoor and seasonal outdoor pools plus a relaxing hot tub.
$100 nightly
The price is $115
Apr 21 - Apr 22
Total with taxes and fees
All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort

All Seasons Resort
Bass River
9.0 out of 10, Wonderful, (58 reviews)
$122 nightly
The price is $140
May 3 - May 4
Total with taxes and fees
All Seasons Resort

Chatham Seafarer Inn

Chatham Seafarer Inn
3.5 star property
Chatham
9.0 out of 10, Wonderful, (319 reviews)
  • cleanliness
    Splash into serenity at the seasonal outdoor pool, where relaxation flows from morning until evening.
$154 nightly
The price is $176
May 5 - May 6
Total with taxes and fees
Chatham Seafarer Inn

Ocean Club on Smuggler's Beach

Ocean Club on Smuggler's Beach
2.5 star property
Bass River
9.2 out of 10, Wonderful, (1,001 reviews)
  • cleanliness
    Refreshing indoor pool and hot tub escape steps away from a dreamy private beach setting.
$132 nightly
The price is $150
May 12 - May 13
Total with taxes and fees
Ocean Club on Smuggler's Beach

"Awesome Vacation while staying at "HomeAway" from Home"

"Awesome Vacation while staying at "HomeAway" from Home"
Bass River
8.2 out of 10, Very Good, (81 reviews)
$145 nightly
The price is $166
Apr 21 - Apr 22
Total with taxes and fees
"Awesome Vacation while staying at "HomeAway" from Home"
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.

Choose what matters most at hotels with a pool in Osterville

Top Osterville Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Osterville?
Margaritaville Resort Cape Cod: Resort located near Cape Cod Beaches. Features a children's pool, an outdoor pool, and a water park. Bayside Resort Hotel: Hotel, 15-minute walk from Main Street Hyannis. Offers a seasonal outdoor pool, an indoor pool, and 2 pool bars. Falmouth Inn: Hotel located near Cape Cod Beaches. Provides daily, a pool, and free self parking. Aiden by Best Western Cape Cod - West Yarmouth: Hotel located near Cape Cod Beaches. Features a seasonal outdoor pool, an indoor pool, and a snack bar/deli. Summercamp: Hotel, 2-minute walk from Cape Cod Beaches. Features a children's pool, a seasonal outdoor pool, and a private beach.
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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