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
Aug 20 - Aug 21
Tomorrow
Aug 21 - Aug 22
This weekend
Aug 21 - Aug 23
Next weekend
Aug 28 - Aug 30

Our top choices for Osterville hotels with a pool

An indoor swimming pool with clear glass walls, wooden beams, and sunlit seating areas.
A bathroom with a large mirror, a sink, and a shower area.
A spacious dining area with multiple tables and chairs, large windows, and a high ceiling.
A spacious, modern interior with a high ceiling, large windows, and a mix of seating areas including a sofa and a desk with a chair.

1. 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.
$139 nightly
$159 total
Aug 31 - Sep 1
Total with taxes and fees
Holiday Inn Hyannis by IHG
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 man sitting at a table with a laptop, overlooking a pool area with chairs and tables.
A sunlit patio area with potted plants and a table with chairs.

2. Hyannis Travel Inn

Hyannis Travel Inn
Hyannis
  • Splash into summer at this Cape Cod oasis with refreshing indoor and outdoor pools.
$118 nightly
$135 total
Aug 31 - Sep 1
Total with taxes and fees
Hyannis Travel Inn
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 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.

3. Craigville Beach Inn

Craigville Beach Inn
Centerville
  • Splash into beachside bliss with an indoor pool and complimentary beach shuttle service.
$194 nightly
$222 total
Aug 24 - Aug 25
Total with taxes and fees
Craigville Beach Inn
A coffee station with two coffee machines, a coffee press, and various coffee pods and cups.
A buffet area with a display of sweet rolls, a sign indicating the roll selection process, and a patterned wall in the background.
A hotel room with two beds, a desk, a chair, and a window with a view of trees.

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.
$125 nightly
$143 total
Sep 7 - Sep 8
Total with taxes and fees
Holiday Inn Express Hyannis Cape Cod by IHG
An indoor swimming pool with a blue ceiling and white poolside chairs.
A row of white buildings with balconies, outdoor seating, and flower beds.
A lobby with a wooden floor, a reception desk, a large window, and a ceiling fan.
A decorative shark sculpture with the text "Cape Sands Inn" at a beachside location.

5. Cape Sands Inn

Cape Sands Inn
West Yarmouth
  • Dive into year-round aquatic bliss with indoor and seasonal outdoor pools, complemented by a relaxing hot tub and sauna.
$85 nightly
$97 total
Sep 20 - Sep 21
Total with taxes and fees
Cape Sands Inn
An indoor swimming pool with a brick wall, a white table with chairs, and a large window.
A compact hotel room with a kitchenette, a bed, a dining area, and a view through a large window.
A multi-story hotel with a well-maintained lawn, outdoor seating area with chairs, and a wooden deck.
A reception area with a reception desk, a clock, a fire alarm, and a sign for the courtyard resort.

6. Courtyard Resort

Courtyard Resort
Hyannis
  • Resort relaxation awaits with hot tub, indoor pool at Cape Cod getaway near Hyannis Harbor.
$129 nightly
$148 total
Sep 20 - Sep 21
Total with taxes and fees
Courtyard Resort
An indoor swimming pool with clear water, surrounded by lounge chairs and a view of the outside through large windows.
A kitchen with wooden cabinets, a dining table with chairs, a refrigerator, and a microwave.
A modern room with a desk, office chair, sofa, and a patterned rug.
A modern lobby with a blue sofa, two armchairs, a round table, and a clock on the wall.

7. The Mariner Resort Cape Cod by The Red Collection

The Mariner Resort Cape Cod by The Red Collection
West Yarmouth
  • Discover a coastal sanctuary with an indoor pool and hot tub, just steps away from the inviting sands of Seagull Beach.
$107 nightly
$121 total
Sep 1 - Sep 2
Total with taxes and fees
The Mariner Resort Cape Cod by The Red Collection
An indoor swimming pool with a covered area, poolside chairs, and a table.
A spacious living area with a kitchen, a coffee machine, a television, and a magazine rack.
A spacious living area with a large TV, comfortable seating, and a view of the outside.
A hotel room with a large bed, two bedside lamps, a nightstand, a framed picture on the wall, and a curtain.

8. Americas Best Value Inn & Suites Hyannis Cape Cod

Americas Best Value Inn & Suites Hyannis Cape Cod
Hyannis
  • Plunge into year-round aquatic bliss with heated indoor and outdoor pools steps from beaches and harbor.
$89 nightly
$102 total
Sep 20 - Sep 21
Total with taxes and fees
Americas Best Value Inn & Suites Hyannis Cape Cod
An indoor swimming pool with clear blue water, tiled walls, and a ceiling painted in blue.
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 reception area with a check-in counter, blue chairs, a waiting area, and a glass door leading to a dining area.
A modern bathroom with a white sink, chrome faucet, and a large mirror.

9. 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.
$134 nightly
$153 total
Sep 20 - Sep 21
Total with taxes and fees
Comfort Inn Hyannis - Cape Cod
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 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.
$204 nightly
$234 total
Sep 20 - Sep 21
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

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

10/10 Excellent
"The kids had a great time. S'mores by the fire at night was very cool too"
bryan 1-night trip
Posted 9 hours ago
Margaritaville Resort Cape Cod
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

10/10 Excellent
"Clean rooms , friendly staff , delicious breakfast , indoor outdoor pools , our room was overlooking a lake, very quite , highly recommend"
Christine 2-night trip
Posted 12 hours ago
Uncommoner Hotel by Reverie Boutique Collection
The Villages at Ocean Edge

The Villages at Ocean Edge

10/10 Excellent
"Ocean Edge is a beautiful resort. Everything was top notch from the lovely suite to the pools, beach, restaurants, and Cape Cod Rail Trail. We thoroughly enjoyed our relaxing getaway to the Cape!"
Sandra 3-night trip
Posted 13 hours ago
The Villages at Ocean Edge
Cape Sands Inn

Cape Sands Inn

8/10 Good
"This was a great property for the night. One downside was the lack of microwave. The room came with a little fridge but no microwave which would have been nice. The room itself was clean and easily accessible!"
Abigail 1-night trip
Posted 16 hours ago
Cape Sands Inn
Iris Hotel Cape Cod

Iris Hotel Cape Cod

10/10 Excellent
"The staff are amazing and will offer to help in any way they can! The property"
Dorien 3-night trip
Posted 17 hours ago
Iris Hotel Cape Cod
The Mariner Resort Cape Cod by The Red Collection

The Mariner Resort Cape Cod by The Red Collection

8/10 Good
"The front desk staff were nice and friendly. The beds were comfortable. The lobbies were nice. The pools could have been a bit cleaner, the mini golf needs some attention, and the breakfast is okay (coffee terrible). Overall, was a good stay and we’d go back. Definitely not a resort tho."
Mindy 2-night trip
Posted 1 day ago
The Mariner Resort Cape Cod by The Red Collection
Freebird Motor Lodge by Reverie Boutique Collection

Freebird Motor Lodge by Reverie Boutique Collection

10/10 Excellent
"Great vibe! Nicely decorated. Rooms and facilities were clean, Dirty Bird food truck was great, with good drinks and pizza. We didn't swim in the pool (s) but others did and said it was great. Several places to hang out around funky heaters at night, and several more shaded areas at the end of the builidng. Staff was all excellant, very friendly with great local knowldege. Freebird is a great location, very near several highly rated resturants. We drove to nearby Thatcher Beach to walk with coffee every morning (bought coffe at Hole In One, recommended by staff, good coffee & homemade doughnuts). Full range of ages staying there, fun but not crazy, funky peaceful vibe. Highly recommend!"
Mary 3-night trip
Posted 2 days ago
Freebird Motor Lodge by Reverie Boutique Collection
Holiday Inn Express Hyannis Cape Cod by IHG

Holiday Inn Express Hyannis Cape Cod by IHG

10/10 Excellent
"V CD g"
colin 2-night trip
Posted 3 days ago
Holiday Inn Express Hyannis Cape Cod by IHG

Frequently asked questions

What are some accommodations with pools in Osterville?
Margaritaville Resort Cape Cod: Resort located near Cape Cod Beaches. Features a children's pool, an indoor 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. Bayside Resort Hotel: Hotel, 15-minute walk from Main Street Hyannis. Provides a seasonal outdoor pool, an indoor pool, and 2 pool bars. 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. Uncommoner Hotel by Reverie Boutique Collection: Hotel, 8-minute walk from Main Street Hyannis. Offers a seasonal outdoor pool, an indoor pool, and 2 bars.
What is there to see and do in Osterville?
Explore places like Cape Cod Beaches while you're in Osterville. Make a point to visit attractions like Dowses Beach and Stand Up & Paddle Cape Cod.
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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