A house by a lake with boats.

Find Hotels with a Pool in Osterville, MA

Check availability on Osterville Hotels with a Pool

Tonight
Oct 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

Our top choices for Osterville hotels with a pool

An indoor swimming pool with lounge chairs and tables, large windows, and a tiled wall.
A hotel bathroom with a sink, mirror, towel rack, shower, and toilet.
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.

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.
$101 nightly
$116 total
Oct 29 - Oct 30
Total with taxes and fees
Holiday Inn Express Hyannis Cape Cod by IHG
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and a building with multiple 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.
$122 nightly
$140 total
Oct 30 - Oct 31
Total with taxes and fees
Holiday Inn Hyannis by IHG
An indoor swimming pool with clear blue water, white poolside chairs, and a mural of a coastal scene on the wall.
A compact kitchen with white cabinets, a microwave, and a sink. There is a small rug on the floor and a bed with a floral bedspread in the adjacent room.
A small, single-story building with a porch and outdoor seating area.
A beach with a sandy shore and calm water.

3. Craigville Beach Inn

Craigville Beach Inn
Centerville
  • Splash into beachside bliss with an indoor pool and complimentary beach shuttle service.
$148 nightly
$170 total
Oct 21 - Oct 22
Total with taxes and fees
Craigville Beach Inn
An indoor swimming pool with a tiled edge, a diving board, and multiple chairs around the pool.
A hotel room with a bed, a TV, a sofa, a lamp, and a chair.
A Fairfield by Marriott hotel with a large sign, a covered entrance, and a building with a tower.
A reception area with a wooden reception desk, a digital kiosk, and a fireplace.

4. 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
Oct 27 - Oct 28
Total with taxes and fees
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
An indoor swimming pool with clear water, surrounded by black chairs and tables.
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.
A man sitting at a table with a laptop, overlooking a pool area with chairs and tables.

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 25 - Oct 26
Total with taxes and fees
Hyannis Travel Inn
An indoor swimming pool with clear signage, lounge chairs, and a tiled floor.
An outdoor patio with wicker furniture, a fire pit, and umbrellas.
A reception area with a sign reading "Welcome to the Patriot State" and a counter with a "Hilton" sign.
A hotel room with a bed, desk, chair, TV, and a bathroom with a bathtub and toilet.

6. Hampton Inn & Suites Cape Cod-West Yarmouth

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.
$110 nightly
$125 total
Oct 30 - Oct 31
Total with taxes and fees
Hampton Inn & Suites Cape Cod-West Yarmouth
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.

7. 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.
$113 nightly
$129 total
Nov 6 - Nov 7
Total with taxes and fees
Doubletree by Hilton Cape Cod - Hyannis
An indoor swimming pool with a high ceiling and large windows.
View from property
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.

8. 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.
$123 nightly
$141 total
Nov 6 - Nov 7
Total with taxes and fees
Courtyard By Marriott Cape Cod Hyannis
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.

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.
$122 nightly
$140 total
Nov 10 - Nov 11
Total with taxes and fees
Hyannis Harbor Hotel
An indoor water park with a boat-shaped play area, a boat house, and a large slide.
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.
A cozy lounge area with wicker furniture, a central round table, and a decorative archway with a sign.

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 3 - Nov 4
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

Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"Great stay. Fantastic location for harbour and Hy-line and eating establishments. Accommodation was excellent and super value for money. The staff bent over backwards to help and support. I wish we’d stayed here longer and bypassed Rhode Island!"
Lindsey 3-night trip
Posted 9 hours ago
Hyannis Travel Inn
Inn on the Square

Inn on the Square

10/10 Excellent
"Perfect location"
Molly 1-night trip
Posted 21 hours ago
Inn on the Square
Hyannis Harbor Hotel

Hyannis Harbor Hotel

10/10 Excellent
"Visited in October for one night. Great location across from the ferry. Staff was very professional and friendly."
Jeanne 1-night trip
Posted 1 day ago
Hyannis Harbor Hotel
Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

10/10 Excellent
"Great cheap place to stay. Breakfast was good"
Maryrose 2-night trip
Posted 1 day ago
Admiralty Inn & Suites - a Red Collection Hotel
Cape Sands Inn

Cape Sands Inn

10/10 Excellent
"We enjoyed our stay. The sitting area and fore pit were nice. The staff were friendly and we enjoyed the hot tub. The pool area could be updated. Overall, great stay."
Jameliz 3-night trip
Posted 2 days ago
Cape Sands Inn
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

10/10 Excellent
"We stayed here for a wedding we had off property. Had a fun time. I would stay here again. Water park was clean and many lifeguards on duty."
Jean 2-night trip
Posted 2 days ago
Margaritaville Resort Cape Cod
Faraway Martha's Vineyard

Faraway Martha's Vineyard

10/10 Excellent
"My stay was wonderful. The well-maintained and beautiful hotel had the best staff I’ve ever experienced!"
Krystin 2-night trip
Posted 5 days ago
Faraway Martha's Vineyard

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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