The Best Osterville Hotels with Pools from $101 - 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

A swimming pool with chairs and umbrellas, surrounded by a fence and greenery.

1. Holiday Inn Hyannis by IHG

Hyannis

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

$97 nightly

Dec 11 - Dec 12

Total with taxes and fees

An indoor swimming pool with lounge chairs and tables, large windows, and a tiled wall.

2. 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.

$89 nightly

Dec 14 - Dec 15

Total with taxes and fees

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

3. 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 21 - Nov 22

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.

$136 nightly

Nov 21 - Nov 22

Total with taxes and fees

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

5. Hyannis Travel Inn

Hyannis

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

$88 nightly

Nov 15 - Nov 16

Total with taxes and fees

An indoor swimming pool with clear blue water, tiled walls, and a ceiling painted in blue.

6. Comfort Inn Hyannis - Cape Cod

Hyannis

Splash into relaxation with a serene indoor pool experience and bubbling hot tub retreat.

$93 nightly

Dec 5 - Dec 6

Total with taxes and fees

A clear swimming pool with lounge chairs and a building in the background.

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 21 - Nov 22

Total with taxes and fees

An indoor swimming pool with clear signage, lounge chairs, and a tiled floor.

8. Hampton Inn & Suites Cape Cod-West Yarmouth

West Yarmouth

Splash between seasons with dual pools and poolside bar in Cape Cod's West Yarmouth hotel.

$101 nightly

Dec 13 - Dec 14

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.

9. Hyannis Harbor Hotel

Hyannis

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

$137 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.

10. 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 29 - Nov 30

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

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent

"Property is great. But Expedia needs to highlight better that the restaurant, bar and pastry Cafe are all closed for the season. I stayed there twice in the last month, so I guess I like it."

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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