The Best Osterville Hotels with Pools from $78 - Hotels with indoor pools in Osterville, MA

Q: What are some accommodations with pools in Osterville?

Sea Crest Beach Resort : Hotel, 2-minute walk from Cape Cod Beaches. Features a children's pool, a seasonal outdoor pool, and a private beach. Iris Hotel Cape Cod : Offers a snack bar/deli, an indoor pool, and free self parking. Margaritaville Resort Cape Cod : Resort located near Hyannis Harbor. Provides a children's pool, an indoor pool, and a water park. Lighthouse Inn : Hotel, 4-minute walk from Cape Cod Beaches. Features a private beach, a seasonal outdoor pool, and a snack bar/deli. Bayside Resort Hotel : Hotel located near Hyannis Harbor. Offers a seasonal outdoor pool, an indoor pool, and 2 pool bars.

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Our top choices for Osterville hotels with a pool

An indoor swimming pool with lounge chairs and tables, a tiled wall, and a ceiling with recessed lighting.

1. Holiday Inn Express Hyannis Cape Cod by IHG

Hyannis

Splash into an aquatic escape at this Cape Cod hotel featuring both an indoor pool and dedicated children's pool for all-ages fun.

$94 nightly

Nov 26 - Nov 27

Total with taxes and fees

An indoor swimming pool with clear blue water, wooden beams on the ceiling, and lounge chairs along the poolside.

2. Holiday Inn Hyannis by IHG

Hyannis

Splash into poolside perfection with dual swimming options and a steamy hot tub escape.

$118 nightly

Nov 1 - Nov 2

Total with taxes and fees

An indoor swimming pool with clear water, surrounded by black chairs and tables.

3. Hyannis Travel Inn

Hyannis

Splash into summer at this Cape Cod oasis with refreshing indoor and outdoor pools.

$99 nightly

Oct 29 - Oct 30

Total with taxes and fees

An indoor swimming pool with a high ceiling and large windows.

4. Courtyard By Marriott Cape Cod Hyannis

Hyannis

Swim year-round at this spotless indoor pool hotel, steps from Hyannis Harbor.

$127 nightly

Nov 4 - Nov 5

Total with taxes and fees

An indoor swimming pool with a tiled edge, a diving board, and multiple chairs around the pool.

5. Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Hyannis

Serene indoor pool sanctuary beckons for a relaxing Cape Cod escape after a day of harbor exploration.

$127 nightly

Nov 4 - Nov 5

Total with taxes and fees

A resort pool area with multiple lounge chairs and umbrellas, a hot tub, and a large building in the background.

6. Hyannis Harbor Hotel

Hyannis

Splash into seaside fun with three distinct pools and a poolside bar steps away from Hyannis Harbor.

$135 nightly

Oct 29 - Oct 30

Total with taxes and fees

A large indoor swimming pool with multiple lanes, surrounded by rows of chairs and a high ceiling with large windows.

7. Doubletree by Hilton Cape Cod - Hyannis

Hyannis

Refreshing retreat featuring both indoor and heated outdoor pools for year-round aquatic enjoyment with poolside lounging options.

$127 nightly

Nov 15 - Nov 16

Total with taxes and fees

An indoor water park with a boat-shaped play area, a boat house, and a large slide.

8. Margaritaville Resort Cape Cod

Hyannis

Poolside paradise at this Cape Cod resort with outdoor pools, waterpark, and a lazy river waiting for you.

$211 nightly

Nov 11 - Nov 12

Total with taxes and fees

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Choose what matters most at hotels with a pool in Osterville

Breakfast included

4 stars

Top Osterville Hotel Reviews

Bayside Resort Hotel

8/10 Good

"Both bars were never open at the same time. However the rooms were clean, a little outdated but clean, breakfast was great and we really enjoyed the smokes by the fire pit."

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent

"The front office staff was welcoming and informative. Parking was easy and close to our room. The room was beautifuly decorated and very clean. Due to our off season travel, the restaurant/bar was closed. The pools were open and if so inclined you could go for a dip. Highly recommend this hotel."

Frequently asked questions

What are some accommodations with pools in Osterville?

Sea Crest Beach Resort: Hotel, 2-minute walk from Cape Cod Beaches. Features a children's pool, a seasonal outdoor pool, and a private beach. Iris Hotel Cape Cod: Offers a snack bar/deli, an indoor pool, and free self parking. Margaritaville Resort Cape Cod: Resort located near Hyannis Harbor. Provides a children's pool, an indoor pool, and a water park. Lighthouse Inn: Hotel, 4-minute walk from Cape Cod Beaches. Features a private beach, a seasonal outdoor pool, and a snack bar/deli. Bayside Resort Hotel: Hotel located near Hyannis Harbor. Offers a seasonal outdoor pool, an indoor pool, and 2 pool bars.

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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Our top choices for Osterville hotels with a pool