A house by a lake with boats.

Find Hotels with a Pool in Osterville, MA

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Check availability on Osterville Hotels with a Pool

Tonight
Oct 26 - Oct 27
Tomorrow
Oct 27 - Oct 28
This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

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.
A covered outdoor patio with wicker furniture, a stone wall, and a view of the surrounding area.
A modern hotel room with a large bed, a desk with a chair, and a television mounted on the wall.
A buffet with various food items and a patterned wall in the background.

1. Holiday Inn Express Hyannis Cape Cod by IHG

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
$108 total
Nov 26 - Nov 27
Total with taxes and fees
Holiday Inn Express Hyannis Cape Cod by IHG
An indoor swimming pool with clear blue water, white poolside chairs, and a mural of a coastal scene on the wall.
A spacious kitchen with white cabinetry, a large window, and a view of the outdoors.
A small, single-story building with a porch and outdoor seating area.
A beach with a sandy shore and calm water.

2. Craigville Beach Inn

Craigville Beach Inn
Centerville
  • Splash into beachside bliss with an indoor pool and complimentary beach shuttle service.
Craigville Beach Inn
An indoor swimming pool with clear blue water, wooden beams on the ceiling, and lounge chairs along the poolside.
A spacious, modern interior with a high ceiling, a seating area with sofas, a desk with a computer, and a large TV screen.
A Holiday Inn hotel entrance with a covered walkway, a parking lot, and a landscaped area with a water feature.
A spacious dining area with multiple tables and chairs, large windows, and wall-mounted lighting.

3. Holiday Inn Hyannis by IHG

Holiday Inn Hyannis by IHG
Hyannis
  • Splash into poolside perfection with dual swimming options and a steamy hot tub escape.
$118 nightly
$135 total
Nov 1 - Nov 2
Total with taxes and fees
Holiday Inn Hyannis by IHG
An indoor swimming pool with a high ceiling and large windows.
View from property
A modern bar area with a curved wooden counter, multiple stools, and a display case with beverages.
A café interior with a wooden counter, a menu board, and a refrigerated display.

4. Courtyard By Marriott Cape Cod Hyannis

Courtyard By Marriott Cape Cod Hyannis
Hyannis
  • Swim year-round at this spotless indoor pool hotel, steps from Hyannis Harbor.
$127 nightly
$145 total
Nov 2 - Nov 3
Total with taxes and fees
Courtyard By Marriott Cape Cod Hyannis
An indoor swimming pool with clear water, surrounded by black chairs and tables.
A hotel room with two beds, a desk, and a chair.
A reception area with a counter, a seated area with a lamp, and framed pictures on the wall.
A sunlit patio area with potted plants and a table with chairs.

5. Hyannis Travel Inn

Hyannis Travel Inn
Hyannis
  • Splash into summer at this Cape Cod oasis with refreshing indoor and outdoor pools.
$99 nightly
$113 total
Oct 27 - Oct 28
Total with taxes and fees
Hyannis Travel Inn
An indoor swimming pool with a tiled edge, a diving board, and multiple chairs around the pool.
A reception area with a wooden reception desk, a digital kiosk, and a fireplace.
A Fairfield by Marriott hotel with a large sign, a covered entrance, and a building with a tower.
A hotel room with a bed, a TV, a sofa, a lamp, and a chair.

6. Fairfield Inn & Suites by Marriott Cape Cod Hyannis

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
$145 total
Nov 5 - Nov 6
Total with taxes and fees
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
A swimming pool with clear blue water, marked lanes, and sun loungers along the edge.
A spacious living area with a checkered floor, a wooden staircase, a sofa set, a television, and a potted plant.
A modern bathroom with a large bathtub, a mirror, and a sink.
A compact, modern bathroom with a wooden vanity, a mirror, a hairdryer, and a small seating area.

7. Hyannis Plaza Hotel

Hyannis Plaza Hotel
Hyannis
  • Seasonal Cape Cod escape with a pristine pool oasis surrounded by blooming garden views.
$96 nightly
$110 total
Oct 31 - Nov 1
Total with taxes and fees
Hyannis Plaza Hotel
A resort pool area with multiple lounge chairs and umbrellas, a hot tub, and a large building in the background.
A two-story hotel with a curved facade, a balcony, and a sign indicating a vacancy.
A modern living room with two sofas, a coffee table, and a stone wall with a fireplace.
A waterfront hotel with a view of the marina and boats.

8. Hyannis Harbor Hotel

Hyannis Harbor Hotel
Hyannis
  • Splash into seaside fun with three distinct pools and a poolside bar steps away from Hyannis Harbor.
$135 nightly
$155 total
Oct 27 - Oct 28
Total with taxes and fees
Hyannis Harbor Hotel
A large indoor swimming pool with multiple lanes, surrounded by rows of chairs and a high ceiling with large windows.
A DoubleTree hotel with a brick facade and a large sign.
A modern lounge area with a stone wall, a flat-screen TV, and comfortable seating.
An outdoor patio with round tables and chairs, a fire pit, and a covered seating area with string lights.

9. Doubletree by Hilton Cape Cod - Hyannis

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
$145 total
Nov 17 - Nov 18
Total with taxes and fees
Doubletree by Hilton Cape Cod - Hyannis
An indoor water park with a boat-shaped play area, a boat house, and a large slide.
A cozy lounge area with wicker furniture, a central round table, and a decorative archway with a sign.
A bar area with a high counter, multiple seating options, and a ceiling with a shark motif.
A hotel named 'Margaritaville Resort' with a prominent blue roof, large glass entrance, and outdoor seating area.

10. Margaritaville Resort Cape Cod

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
$242 total
Nov 9 - Nov 10
Total with taxes and fees
Margaritaville Resort Cape Cod
View all properties

Choose what matters most at hotels with a pool in Osterville

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Osterville Hotel Reviews

Cape Sands Inn

Cape Sands Inn

8/10 Good
"This was a good option for my family for a brief stay. The only thing is there was no arcade room which I saw listed in the amenities. When we asked the front desk about it, they looked at us like we were strange, but I double checked the Expedia listing and it did list it."
Jake 1-night trip
Posted 2 hours ago
Cape Sands Inn
Faraway Martha's Vineyard

Faraway Martha's Vineyard

10/10 Excellent
"Lovely property , it seemed it was the end of the season when we visited, so it was very quiet, and maintenance had started in the hotel, not that it bothered us at all . Loved the record player and the hot tub and bikes . The pub/restaurant was very good , with very helpful barmaid (Sophia) who on top of great service in the bar helped us plan the next part of our trip in Boston ."
Jonathan 2-night trip
Posted 3 hours ago
Faraway Martha's Vineyard
Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

8/10 Good
"Soda machine sold out and no ice"
SHAWN 1-night trip
Posted 4 hours ago
Admiralty Inn & Suites - a Red Collection Hotel
Holiday Inn Express Hyannis Cape Cod by IHG

Holiday Inn Express Hyannis Cape Cod by IHG

10/10 Excellent
"Very clean, friendly staff,nice breakfast"
Luanna 1-night trip
Posted 5 hours ago
Holiday Inn Express Hyannis Cape Cod by IHG
Sea Crest Beach Resort

Sea Crest Beach Resort

8/10 Good
"Nice room. Didnt have a balcony and our view was of the other building. Spacious rooms and clean !"
Alicia 1-night trip
Posted 19 hours ago
Sea Crest Beach Resort
Bayside Resort Hotel

Bayside Resort Hotel

8/10 Good
"There is a beautiful view outback, though not all the rooms can see it. “Resort” is a strong word. May be back in the seventies/80s it could be considered a resort. It’s fine, it’s just a little dated. But it’s in a good location to see the whole cape."
Christina 3-night trip
Posted 22 hours ago
Bayside Resort Hotel
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Very clean and nicely decorated rooms. It was a very comfortable stay. Highly recommend this establishment."
Michael 4-night trip
Posted 1 day ago
Uncommoner Hotel by Reverie Boutique Collection
Inn on the Square

Inn on the Square

8/10 Good
"We enjoyed having a glass of wine by the fire pit in the courtyard area, and the adjoining restaurant for breakfast. Our primary interest was proximity to the Shining Sea Bikeway which was just a block away. Easy stroll to the downtown area with lots of shops and restaurants. We did not use the indoor pool as it was crowded with families which wasn’t our vibe but they were obviously having a great time on a rainy night. Free parking a plus. We would stay here again."
Laura 2-night trip
Posted 2 days ago
Inn on the Square
Cape Cod Family Resort and Parks

Cape Cod Family Resort and Parks

10/10 Excellent
"Excellent experience"
April 2-night trip
Posted 2 weeks ago
Cape Cod Family Resort and Parks

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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