TOP Hotels with Swimming Pool in Osterville, MA for 2026

Q: What are some accommodation options with pools in Osterville?

Margaritaville Resort Cape Cod : Resort steps from Cape Codder Water Park. Features a children's pool, an indoor pool and a water park. Iris Hotel Cape Cod : Hotel located near Cape Cod Beaches. Offers a snack bar/deli, an indoor pool and free self parking. Sea Crest Beach Resort : Hotel, 2-minute walk from Cape Cod Beaches. Provides a children's pool, a seasonal outdoor pool and a private beach. Uncommoner Hotel by Reverie Boutique Collection : Hotel, 8-minute walk from Main Street Hyannis. Features a seasonal outdoor pool, an indoor pool and 2 bars. Riviera Beach Resort : Hotel, 3-minute walk from Cape Cod Beaches. Offers a children's pool, a seasonal outdoor pool and a private beach.

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Our top choices for Osterville hotels with a pool

Fairfield Inn & Suites by Marriott Cape Cod Hyannis

Hyannis

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

₹25,240 total

includes taxes & fees

17 Aug - 18 Aug

Craigville Beach Inn

Centerville

Splash into beachside bliss with an indoor pool and complimentary beach shuttle service.

₹25,217 total

includes taxes & fees

23 Jul - 24 Jul

Margaritaville Resort Cape Cod

Hyannis

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

₹24,431 total

includes taxes & fees

19 Aug - 20 Aug

Indoor pool, outdoor pool, pool loungers

Holiday Inn Hyannis by IHG

Hyannis

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

₹23,037 total

includes taxes & fees

19 Aug - 20 Aug

Hyannis Harbor Hotel

Hyannis

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

₹30,349 total

includes taxes & fees

29 Jul - 30 Jul

Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

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.

₹28,111 total

includes taxes & fees

19 Aug - 20 Aug

Hyannis Travel Inn

Hyannis

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

₹19,923 total

includes taxes & fees

4 Aug - 5 Aug

Bayside Resort Hotel

West Yarmouth

Float between two pools and bask in poolside bliss at this hotel with poolside bars and sunbathing spots.

₹26,319 total

includes taxes & fees

19 Aug - 20 Aug

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Choose what matters most at hotels with a pool in Osterville

Breakfast included

4 stars

Top Osterville Hotel Reviews

Falmouth Inn

8/10 Good

"We only stayed at this hotel one night and didn't have a chance to really check out all the amenities. Our experience was very good, the staff was very helpful, the room was clean, reasonably spacious, met our needs and the service was good. We'd stay here again. The hotel was a short distance to the ferry terminal and ride-share rate was reasonable for the distance."

Frequently asked questions

What are some accommodation options with pools in Osterville?

Margaritaville Resort Cape Cod: Resort steps from Cape Codder Water Park. Features a children's pool, an indoor pool and a water park. Iris Hotel Cape Cod: Hotel located near Cape Cod Beaches. Offers a snack bar/deli, an indoor pool and free self parking. Sea Crest Beach Resort: Hotel, 2-minute walk from Cape Cod Beaches. Provides a children's pool, a seasonal outdoor pool and a private beach. Uncommoner Hotel by Reverie Boutique Collection: Hotel, 8-minute walk from Main Street Hyannis. Features a seasonal outdoor pool, an indoor pool and 2 bars. Riviera Beach Resort: Hotel, 3-minute walk from Cape Cod Beaches. Offers a children's pool, a seasonal outdoor pool and a private beach.

What is there to see and do in Osterville?

Explore places such as Cape Cod Beaches while you're in Osterville. Make a point to visit attractions such as Stand Up & Paddle Cape Cod.

When is the best time to book a hotel with a pool in Osterville?

Taking the local weather in Osterville into account can help you maximise your time at the pool during your trip. The hottest months are usually August and July, with an average temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Osterville is 1328 mm.

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Our top choices for Osterville hotels with a pool