A house by a lake with boats.

Osterville Hotel Guide - Hotels with Pool in Osterville, Massachusetts

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Check availability on Osterville Hotels with Pool

Tonight
18 Oct - 19 Oct
Tomorrow
19 Oct - 20 Oct
Next weekend
23 Oct - 25 Oct
In two weeks
30 Oct - 1 Nov

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 coffee station with two coffee machines, a coffee press, and various coffee pods and cups.
A hotel bathroom with a sink, mirror, towel rack, shower, and toilet.
A hotel room with two beds, a desk, a chair, and a window with a view of trees.

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.
€103
includes taxes & fees
29 Oct - 30 Oct
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 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 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.
€151
includes taxes & fees
19 Oct - 20 Oct
Craigville Beach Inn
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and a building with multiple windows.
A bathroom with a large mirror, a sink, and a shower area.
A gym with various cardio and strength training equipment, including treadmills, elliptical machines, and weight machines.
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.

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.
€120
includes taxes & fees
6 Nov - 7 Nov
Holiday Inn Hyannis by IHG
An indoor swimming pool with clear water, surrounded by black chairs and tables.
A man sitting at a table with a laptop, overlooking a pool area with 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.

4. Hyannis Travel Inn

Hyannis Travel Inn
Hyannis
  • Splash into summer at this Cape Cod oasis with refreshing indoor and outdoor pools.
€101
includes taxes & fees
19 Oct - 20 Oct
Hyannis Travel Inn
An indoor swimming pool with a tiled edge, a diving board, and multiple chairs around the pool.
A modern conference room with a long table, chairs, a flat-screen TV, and pendant lighting.
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.

5. 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 harbour exploration.
€129
includes taxes & fees
26 Oct - 27 Oct
Fairfield Inn & Suites by Marriott Cape Cod Hyannis
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.
View from property

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 Harbour.
€135
includes taxes & fees
26 Oct - 27 Oct
Courtyard By Marriott Cape Cod Hyannis
A large indoor swimming pool with multiple lanes, surrounded by rows of chairs and a high ceiling with large windows.
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.
A lobby with a stone wall, a TV, and seating areas.

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.
€118
includes taxes & fees
30 Oct - 31 Oct
Doubletree by Hilton 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.

8. Hyannis Harbor Hotel

Hyannis Harbor Hotel
Hyannis
  • Splash into seaside fun with three distinct pools and a poolside bar steps away from Hyannis Harbour.
€153
includes taxes & fees
19 Oct - 20 Oct
Hyannis Harbor Hotel
An indoor water park with a boat-shaped play area, a boat house, and a large slide.
A hotel named 'Margaritaville Resort' with a prominent blue roof, large glass entrance, and outdoor seating area.
A spacious lobby with a large blue mural, comfortable seating areas, and a prominent circular floor design.
A bar area with a high counter, multiple seating options, and a ceiling with a shark motif.

9. 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.
€215
includes taxes & fees
25 Oct - 26 Oct
Margaritaville Resort Cape Cod
An indoor swimming pool with a wooden ceiling, potted plants, and lounge chairs.
A beachside table with two chairs, a blue umbrella, and a white tablecloth.
A two-story building with a prominent tower, large windows, and a well-lit entrance.
A hotel room with a bed, a chair, a table with two glasses of wine, a lamp, and a window with a view of a lake.

10. Bayside Resort Hotel

Bayside Resort Hotel
West Yarmouth
  • Float between two pools and bask in poolside bliss at this hotel with poolside bars and sunbathing spots.
€103
includes taxes & fees
1 Nov - 2 Nov
Bayside Resort Hotel
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

Iris Hotel Cape Cod

Iris Hotel Cape Cod

8/10 Good
"Good breakfast"
Pushpal 2-night trip
Posted 4 hours ago
Iris Hotel Cape Cod
Cape Sands Inn

Cape Sands Inn

8/10 Good
"The room was very clean and bathroom . No issues"
Melanie 1-night trip
Posted 1 day ago
Cape Sands Inn
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

8/10 Good
"Didn’t like the room next to the pool, especially on the first floor. No privacy. No fresh air. No sunlight. Had a damp feeling in the room the whole week. But we did like Nate the bar tender!"
James 4-night trip
Posted 2 days ago
Margaritaville Resort Cape Cod
Sea Crest Beach Resort

Sea Crest Beach Resort

10/10 Excellent
"Beautiful location! Our stay was just overnight so didn’t get to enjoy it to its fullest."
Thomas 1-night trip
Posted 2 days ago
Sea Crest Beach Resort
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Beautiful hotel. I’d stay again"
Ediley 3-night trip
Posted 3 days ago
Uncommoner Hotel by Reverie Boutique Collection
Admiralty Inn & Suites - a Red Collection Hotel

Admiralty Inn & Suites - a Red Collection Hotel

10/10 Excellent
"The room was very clean."
Jamie 2-night trip
Posted 3 days ago
Admiralty Inn & Suites - a Red Collection Hotel
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 3 days ago
Faraway Martha's Vineyard
Inn on the Square

Inn on the Square

10/10 Excellent
"Very helpful & friendly staff. Walkable to stores & Restaurants."
Dolores 1-night trip
Posted 4 days ago
Inn on the Square

Frequently asked questions

What are some accommodation options 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 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.