A house by a lake with boats.

Hotels with Swimming Pool in Osterville, Massachusetts

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Check availability on Osterville Hotels with Swimming Pool

Tonight
Oct 6 - Oct 7
Tomorrow
Oct 7 - Oct 8
This weekend
Oct 9 - Oct 11
Next weekend
Oct 16 - Oct 18

Our top choices for Osterville hotels with a pool

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 beach with a sandy shore and calm water.
A small, single-story building with a porch and outdoor seating area.

1. Craigville Beach Inn

Craigville Beach Inn
Centerville
  • Splash into beachside bliss with an indoor pool and complimentary beach shuttle service.
P9,280
P10,621 total
includes taxes & fees
Oct 12 - Oct 13
Craigville Beach Inn
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and a building with windows.
A hotel room with two beds, a desk with a computer, a chair, and a window with curtains.
A hotel room with a gray sofa, a television on a stand, a sliding door, a framed picture on the wall, and a lamp on a side table.
A bathroom with a large mirror, a sink, and a shower area.

2. 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.
P7,944
P9,092 total
includes taxes & fees
Oct 25 - Oct 26
Holiday Inn Hyannis by IHG
An indoor swimming pool with a tiled edge, a diving board, and multiple chairs around the pool.
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.
A reception area with a wooden reception desk, a digital kiosk, and a fireplace.

3. 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.
P7,933
P9,080 total
includes taxes & fees
Oct 26 - Oct 27
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
An indoor swimming pool with lounge chairs and tables, a tiled wall, and a ceiling with recessed lighting.
A buffet area with a display of sweet rolls, a sign indicating the roll selection process, and a patterned wall in the background.
A coffee station with two coffee machines, a coffee press, and various coffee pods and cups.
A hotel room with a blue sofa, an orange chair, a desk with a computer, and artwork on the wall.

4. 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.
P7,204
P8,245 total
includes taxes & fees
Oct 26 - Oct 27
Holiday Inn Express Hyannis Cape Cod by IHG
An indoor swimming pool with clear water, surrounded by black chairs and tables.
A hotel room with two beds, a desk, a chair, a lamp, and a nightstand with a phone and a small table.
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.
P6,193
P7,087 total
includes taxes & fees
Oct 7 - Oct 8
Hyannis Travel Inn
An indoor swimming pool with a high ceiling and large windows.
A hotel reception area with a digital display showing today's weather and this week's forecast.
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.

6. 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.
P8,517
P9,748 total
includes taxes & fees
Oct 25 - Oct 26
Courtyard By Marriott Cape Cod Hyannis
An indoor swimming pool with clear blue water, tiled walls, and a ceiling painted in blue.
A long dining table with chairs, a kitchen area, and a large window.
A hotel room with a bed, a desk with a flat-screen TV, a coffee maker, a microwave, a vacuum cleaner, and a sliding door to a balcony.
A modern bathroom with a white sink, chrome faucet, and a large mirror.

7. Comfort Inn Hyannis - Cape Cod

Comfort Inn Hyannis - Cape Cod
Hyannis
  • Splash into relaxation with a serene indoor pool experience and bubbling hot tub retreat.
P7,152
P8,185 total
includes taxes & fees
Nov 1 - Nov 2
Comfort Inn Hyannis - Cape Cod
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 spacious lobby with a large blue mural, comfortable seating areas, and a prominent circular floor design.
A hotel named 'Margaritaville Resort' with a prominent blue roof, large glass entrance, and outdoor seating area.

8. 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.
P8,409
P13,209 total
includes taxes & fees
Oct 25 - Oct 26
Margaritaville Resort Cape Cod
A resort pool area with multiple lounge chairs and umbrellas, a hot tub, and a large building in the background.
A waterfront hotel with a view of the marina and boats.
An outdoor seating area with wicker furniture, umbrellas, and a stone wall.
A modern living room with two sofas, a coffee table, and a stone wall with a fireplace.

9. Hyannis Harbor Hotel

Hyannis Harbor Hotel
Hyannis
  • Splash into seaside fun with three distinct pools and a poolside bar steps away from Hyannis Harbor.
P8,560
P10,777 total
includes taxes & fees
Oct 18 - Oct 19
Hyannis Harbor Hotel
A large indoor swimming pool with multiple lanes, surrounded by rows of chairs and a high ceiling with large windows.
A lobby with a stone wall, a TV, and seating areas.
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.

10. 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.
P8,253
P9,445 total
includes taxes & fees
Oct 25 - Oct 26
Doubletree by Hilton Cape Cod - Hyannis
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
"Comfortable room. Great view. The adjoining room door did not lock."
Delene 2-night trip
Posted 5 hours ago
Cape Sands Inn
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

10/10 Excellent
"The staff was great and the kids loved the amenities"
Joshua 2-night trip
Posted 8 hours ago
Holiday Hill Inn & Suites
Red Jacket Beach Resort

Red Jacket Beach Resort

8/10 Good
"We enjoy our stay. Staff was friendly, plenty of parking- the beach with chairs, lounges and games was easily accessible. The pool area was very nice."
Marci 2-night trip
Posted 17 hours ago
Red Jacket Beach Resort
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Loved the hotel and can’t speak more highly of the staff. Only disappointment was the restaurant and grounds were closed our second night due to a private function. Our first night was rained out so giving up our last night to a private party was unfortunate. Maybe in the future they will open some part of the property for hotel guests to enjoy while accommodating a private party."
Melissa 2-night trip
Posted 1 day ago
Uncommoner Hotel by Reverie Boutique Collection
Riviera Beach Resort

Riviera Beach Resort

10/10 Excellent
"Great property and excellent location!"
Brian 2-night trip
Posted 2 days ago
Riviera Beach Resort
Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"The staff were friendly and helpful. Great location. I would definitely stay again!"
Tracy 3-night trip
Posted 2 days ago
Hyannis Travel Inn

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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