Osterville Hotels with Pool, Massachusetts: Osterville Hotel Guide

Q: What are some accommodation options 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. Iris Hotel Cape Cod : Hotel located near Cape Cod Beaches. Offers a snack bar/deli, an indoor pool and free self parking. Fairfield Inn & Suites by Marriott Cape Cod Hyannis : Hotel located near Cape Cod Beaches. Provides daily, an indoor pool and complimentary high-speed (wired) Internet access. 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. Bayside Resort Hotel : Hotel, 15-minute walk from Main Street Hyannis. Offers a seasonal outdoor pool, an indoor pool and 2 pool bars.

Check availability on Osterville Hotels with Pool

Tonight

Tomorrow

This weekend

Next weekend

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.

includes taxes & fees

2 Jun - 3 Jun

Hyannis Travel Inn

Hyannis

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

includes taxes & fees

2 Jun - 3 Jun

Dennis Port Surf Club (Boutique Hotel)

Dennis Port

Seasonal outdoor pool offers refreshing oceanside swims after coastal adventures.

includes taxes & fees

2 Jun - 3 Jun

Sesuit Harbor House

Dennis

Splash into Cape Cod charm at this poolside paradise with family-friendly waters and picnic baskets to go.

includes taxes & fees

3 Jun - 4 Jun

Hyannis Harbor Hotel

Hyannis

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

includes taxes & fees

4 Jun - 5 Jun

GuestLodge

West Dennis

Refreshing pool oasis awaits at Cape Cod motel with aquatic fun just steps from beaches.

includes taxes & fees

2 Jun - 3 Jun

Seasonal outdoor pool, pool umbrellas, pool loungers

Holiday Hill Inn & Suites

Dennis Port

Sparkling family-friendly pool oasis awaits at this beach-convenient motel with mini golf fun.

includes taxes & fees

7 Jun - 8 Jun

Travelodge by Wyndham Cape Cod Area

West Dennis

Splash into Cape Cod holiday bliss at this outdoor pool sanctuary with comfy rooms nearby beaches.

includes taxes & fees

3 Jun - 4 Jun

View all properties

Choose what matters most at hotels with a pool in Osterville

Breakfast included

4 stars

Top Osterville Hotel Reviews

Holiday Hill Inn & Suites

10/10 Excellent

"Convenience of location and nice accommodations. Clean. Great pool!"

Cape Sands Inn

6/10 Okay

"The room was clean. The place was a little outdated but that was ok. The screen in the sliding door was half off and I went to take a shower @ about 6:00 P.M. There wasn't any body soap. I called the front desk to have these corrected. The person @ the front desk said they would fix both issues. Yes they did. The next day around 10:00 A.M.!! Went to hot tub the first day. The temp of the water was great! BUT, the jets barely worked. I reported this. The person said they would look into it. Went the next day. The water wasn't very warm and still the jets hardly worked. The indoor pool and the hot tub were very clean. Online it was advertised that a continental breakfast was included. Nope there wasn't any. When I questioned this. The person said there wasn't any. When I showed him the adv. for it. He said it was wrong. I told him the reason why I chose this hotel was for the hot tub and the breakfast. He said that he was sorry. When asked for a discount. He said that he couldn't give one. The fire pit and picnic area was right outside our back door. This was very nice. And they provided firewood."

Anchor In Distinctive Waterfront Lodging

10/10 Excellent

"Excellent hotel stay at Anchor In. Upon arrival, the front desk team was very kind in making recommendations for restaurants and activities in the area, and gave us a wonderful room with a view of the waterfront. Parking was easy, and the property was clean. Once in the room, it had all of the features expected, in room coffee, fridge, safe, plenty of shampoo, soap, etc. The TV had so many channels that it was challenging to keep track of all the options. The Wi-Fi connection worked well throughout our stay. Continental breakfast was well stocked and complimentary - a great way to start each day. With beautiful views, excellent staff, and accessibility to the ferries another attractions in Hyannis, this is an incredible place to stay."

Sea Crest Beach Resort

2/10 Terrible

"Check in was chaotic. I’m the staff called the room phone at 11:05pm stating they needed me to come back to the front desk for additional information. I asked the manager why they would call and wake me and my young child up past 11 pm for a reservation that had been paid for weeks in advance. They don’t tell you there are additional fees to use the beach / pool. The hallway smelled like cigarettes and many guests had barking dogs. Certainly not worth the price. The staff was inattentive, unfriendly and like common courtesy."

Margaritaville Resort Cape Cod

10/10 Excellent

"First time attending Margaritaville with my family for my son’s birthday and it was amazing. The water park experience was great. Unfortunately it was raining so we were unable to use the outdoor pool. Loved the s’mores setup they had for guest to cozy up next to the fireplace with a delicious treat. The outdoor space was relaxing and I loved that they had game setup outside for kids and adults. All and all my kids really enjoyed the stay, from my 11 year old birthday boy to my 23 year old. The island vibes, along with the friendly and welcoming staff really elevated our experience! I would definitely recommend and I plan to return with my family and friends."

Frequently asked questions

What are some accommodation options 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. Iris Hotel Cape Cod: Hotel located near Cape Cod Beaches. Offers a snack bar/deli, an indoor pool and free self parking. Fairfield Inn & Suites by Marriott Cape Cod Hyannis: Hotel located near Cape Cod Beaches. Provides daily, an indoor pool and complimentary high-speed (wired) Internet access. 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. Bayside Resort Hotel: Hotel, 15-minute walk from Main Street Hyannis. Offers a seasonal outdoor pool, an indoor pool and 2 pool bars.

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 Dowses Beach and 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.

Room 1

Change your mind

Treat yourself

Be picky

Check availability on Osterville Hotels with Pool