Hotels with Swimming Pool, Osterville Massachusetts

Q: What are some accommodations with pools in Osterville?

Iris Hotel Cape Cod : Hotel located near Cape Cod Beaches. Features a snack bar/deli, an indoor pool, and free self parking. Sea Crest Beach Resort : Hotel, 2-minute walk from Cape Cod Beaches. Offers a children's pool, a seasonal outdoor pool, and a private beach. Margaritaville Resort Cape Cod : Resort steps from Cape Codder Water Park. Provides a children's pool, an outdoor pool, and a water park. Riviera Beach Resort : Hotel, 3-minute walk from Cape Cod Beaches. Features a children's pool, a seasonal outdoor pool, and a private beach. Parker Beach Lodge : Hotel, 2-minute walk from Cape Cod Beaches. Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access.

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Our top choices for Osterville hotels with a pool

Blue Rock Resort

South Yarmouth

Enjoy peaceful days by a seasonal outdoor pool surrounded by manicured gardens at this tranquil Cape Cod retreat.

P12,718 total

includes taxes & fees

Jul 7 - Jul 8

The Escape Inn

Bass River

Immerse in a refreshing summer retreat at this clean, seasonal pool oasis with beach-themed charm.

P12,955 total

includes taxes & fees

Jul 8 - Jul 9

Sandwich Lodge & Resort

Sandwich

Take a splash indoors or out at this dual-pool resort offering both year-round and seasonal aquatic escapes.

P10,693 total

includes taxes & fees

Jul 7 - Jul 8

Falmouth Inn

Falmouth

Dive into refreshing comfort with an indoor pool oasis that's perfect year-round at this Cape Cod getaway with beach access.

P12,407 total

includes taxes & fees

Jul 9 - Jul 10

Hyannis Harbor Hotel

Hyannis

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

P18,083 total

includes taxes & fees

Jul 9 - Jul 10

Hyannis Travel Inn

Hyannis

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

P13,217 total

includes taxes & fees

Jul 7 - Jul 8

Hampton Inn Cape Cod Canal

Buzzards Bay

Escape to a year-round pool paradise with cozy loungers at this Art Deco canal hotel.

P15,601 total

includes taxes & fees

Jul 26 - Jul 27

Indoor pool, seasonal outdoor pool, sun loungers

All Seasons Resort, Trademark Collection by Wyndham

Bass River

Immerse in year-round aquatic bliss at this family-friendly resort with indoor and seasonal outdoor pools plus a relaxing hot tub.

P14,798 total

includes taxes & fees

Jul 7 - Jul 8

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Choose what matters most at hotels with a pool in Osterville

Breakfast included

4 stars

Top Osterville Hotel Reviews

The Corsair & Cross Rip Oceanfront Resort

10/10 Excellent

"Room was clean. The door would not lock. By the time we realized it, the office was closed. We did not try to figure out who to contact at that point. "

Falmouth Inn

8/10 Good

"The Falmouth Inn is in a great location, especially if you're taking the Island Queen Ferry to Martha's Vineyard—it's just a short walk away. Overall, the hotel appeared reasonably clean, but it had a slightly worn, not-quite-clean feel. When we checked in, there weren't any towels in the bathroom, but a staff member who was working nearby quickly brought some to our room, which we appreciated. The indoor pool was nice, although I don't think the retractable roof has ever been opened. Opening it on nice days would make the pool area much more enjoyable. The complimentary breakfast was basic but well stocked. One small improvement would be upgrading the plastic utensils—they were too flimsy to cut even simple breakfast items. Parking was another challenge. The lot filled up quickly, and we barely found a space when we returned later in the evening. Since the hotel doesn't issue parking permits or passes, I couldn't help but wonder if some non-guests use the lot to walk to the nearby ferry. Overall, we had a decent stay. The hotel met our needs for the two nights we were in town, and its convenient location was definitely its biggest advantage."

Hyannis Harbor Hotel

10/10 Excellent

"This hotel feels like a small resort tucked away by the Hyannis harbor. It is a bit of a walk from Main St (15min) but still totally doable. Parking is a little crazy (understandably, as it's a prime location) and it's important for guests to know to take their room key with them when they leave, as it is needed to exit the parking lot. There is a key dropbox at the gate. If you forget your key in the room, there is a button to buzz the front desk to operate the gate. Otherwise, the pool and hot tub are amazing, the rooms are large and modern, everything is impeccably clean, and the Bluewater Grille on site has delicious food and drink options. My only complaint was I couldn't get a frozen pina colada (I wanted one because the vibe by the pool is so relaxing and fun!). We will definitely be making this our new annual spot at the Cape."

Frequently asked questions

What are some accommodations with pools in Osterville?

Iris Hotel Cape Cod: Hotel located near Cape Cod Beaches. Features a snack bar/deli, an indoor pool, and free self parking. Sea Crest Beach Resort: Hotel, 2-minute walk from Cape Cod Beaches. Offers a children's pool, a seasonal outdoor pool, and a private beach. Margaritaville Resort Cape Cod: Resort steps from Cape Codder Water Park. Provides a children's pool, an outdoor pool, and a water park. Riviera Beach Resort: Hotel, 3-minute walk from Cape Cod Beaches. Features a children's pool, a seasonal outdoor pool, and a private beach. Parker Beach Lodge: Hotel, 2-minute walk from Cape Cod Beaches. Offers free self parking, a seasonal outdoor pool, and complimentary wireless internet access.

What is there to see and do in Osterville?

Explore places like Cape Cod Beaches while you're in Osterville. Make a point to visit attractions like Dowses Beach and Stand Up & Paddle Cape Cod.

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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