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
3 Sept - 4 Sept
Tomorrow
4 Sept - 5 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

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 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.
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.
€127
includes taxes & fees
28 Sept - 29 Sept
Craigville Beach Inn
An indoor swimming pool with clear water, surrounded by black chairs and tables.
A sunlit patio area with potted plants and a table with chairs.
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.

2. Hyannis Travel Inn

Hyannis Travel Inn
Hyannis
  • Splash into summer at this Cape Cod oasis with refreshing indoor and outdoor pools.
€91
includes taxes & fees
7 Sept - 8 Sept
Hyannis Travel Inn
An indoor swimming pool with lounge chairs and tables, a tiled wall, and a ceiling with recessed lighting.
A hotel room with two beds, a desk, a chair, and a window with a view of trees.
A coffee station with two coffee machines, a coffee press, and various coffee pods and cups.
A gym with treadmills, exercise bikes, and a wall with motivational text.

3. 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.
€123
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Express Hyannis Cape Cod by IHG
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 Courtyard Resort sign, a building with a brick facade, and a parking lot.

4. Courtyard Resort

Courtyard Resort
Hyannis
  • Resort relaxation awaits with hot tub, indoor pool at Cape Cod getaway near Hyannis Harbour.
€100
includes taxes & fees
1 Oct - 2 Oct
Courtyard Resort
A bathroom with a large mirror, a sink, and a shower area.
A swimming pool with lounge chairs and umbrellas, surrounded by a fence and a building with multiple windows.
A Holiday Inn hotel entrance with a covered walkway, a parking lot, and a landscaped area with a water feature.
A spacious living area with a large sofa, a flat-screen TV, and a view of the outdoors through large windows.

5. 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.
€149
includes taxes & fees
4 Oct - 5 Oct
Holiday Inn Hyannis by IHG
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 bar area with a high counter, multiple seating options, and a ceiling with a shark motif.
A cozy lounge area with wicker furniture, a central round table, and a decorative archway with a sign.

6. 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.
€197
includes taxes & fees
7 Sept - 8 Sept
Margaritaville Resort Cape Cod
A swimming pool with a tiled deck, lounge chairs, and a ceiling with recessed lighting.
A hotel reception desk with marble countertops, wooden paneling, and pendant lighting.
A hotel room with two beds, a desk with a TV, a chair, and a large tapestry on the wall.
A modern hotel with a covered entrance, landscaped gardens, and a two-story structure.

7. Aiden by Best Western Cape Cod - West Yarmouth

Aiden by Best Western Cape Cod - West Yarmouth
West Yarmouth
  • Swim in serenity at a beachside oasis with both indoor and seasonal outdoor pools.
€108
includes taxes & fees
20 Sept - 21 Sept
Aiden by Best Western Cape Cod - West Yarmouth
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 modern bathroom with a white sink, chrome faucet, and a large mirror.
A reception area with a check-in counter, blue chairs, a waiting area, and a glass door leading to a dining area.

8. 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.
€113
includes taxes & fees
27 Sept - 28 Sept
Comfort Inn Hyannis - Cape Cod
An indoor swimming pool with a blue ceiling and white poolside chairs.
An outdoor seating area with wooden furniture and a fire pit, surrounded by trees and a gravel path.
A decorative shark sculpture with the text "Cape Sands Inn" at a beachside location.
A row of white buildings with balconies, outdoor seating, and flower beds.

9. 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.
€84
includes taxes & fees
20 Sept - 21 Sept
Cape Sands Inn
A swimming pool with clear blue water, marked lanes, and sun loungers along the edge.
A spa room with a large bathtub, a mirror, and a chandelier.
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.

10. Hyannis Plaza Hotel

Hyannis Plaza Hotel
Hyannis
  • Seasonal Cape Cod escape with a pristine pool oasis surrounded by blooming garden views.
€126
includes taxes & fees
4 Oct - 5 Oct
Hyannis Plaza Hotel
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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
"breakfast was delicious .. however there was a very special young lady that was cleaning the tables and wiping them down... She went over and beyond to help but she and another one were waiting tables too .. terribly under staffed that morning. Other than that observation, the stay was wonderful. Thanks"
Juan 1-night trip
Posted 1 hour ago
Margaritaville Resort Cape Cod
Hyannis Harbor Hotel

Hyannis Harbor Hotel

10/10 Excellent
"Very clean room , excellent"
Cleide 1-night trip
Posted 3 hours ago
Hyannis Harbor Hotel
Cape Sands Inn

Cape Sands Inn

10/10 Excellent
"Love the firepit each night."
Janis 3-night trip
Posted 3 hours ago
Cape Sands Inn
All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham

10/10 Excellent
"The room was clean and the staff was excellent. This is the second year my family stayed there and we will must differently be staying there again next. The hotel is in a nice location and close to many fun activities."
Julianna 2-night trip
Posted 11 hours ago
All Seasons Resort, Trademark Collection by Wyndham
Holiday Hill Inn & Suites

Holiday Hill Inn & Suites

8/10 Good
"Our room was overall clean however few spiders in corners of bathroom and shower walls had water spots from not being wiped down. No microwave not enough bedside plugs. Overall nice room but not worth the cost."
Denise 2-night trip
Posted 1 day ago
Holiday Hill Inn & Suites
Bayside Resort Hotel

Bayside Resort Hotel

10/10 Excellent
"Great time. Will be back!"
Shannon 1-night trip
Posted 1 day ago
Bayside Resort Hotel
The Villages at Ocean Edge

The Villages at Ocean Edge

10/10 Excellent
"Okokokok"
Richard 1-night trip
Posted 2 days ago
The Villages at Ocean Edge
Sea Crest Beach Resort

Sea Crest Beach Resort

10/10 Excellent
"everything was great. The beach is beautiful. The room was beautiful all the amenities and everybody was so friendly and nice. I had read some of the reviews that were a little negative, but I thought it was Fabulous"
Margaret 1-night trip
Posted 2 days ago
Sea Crest Beach Resort
Falmouth Inn

Falmouth Inn

8/10 Good
"Good parking , helpful staff, no problem with room"
Leanne 1-night trip
Posted 2 days ago
Falmouth Inn

Frequently asked questions

What are some accommodation options 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. Sea Crest Beach Resort: Hotel, 2-minute walk from Cape Cod Beaches. Provides a children's pool, a seasonal outdoor pool and a private beach. Bayside Resort Hotel: Hotel, 15-minute walk from Main Street Hyannis. Features a seasonal outdoor pool, an indoor pool and 2 pool bars. 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 such as Cape Cod Beaches while you're in Osterville. Make a point to visit attractions such as Dowses Beach and Stand Up & Paddle Cape Cod.
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.