Find Hotels with a Pool in Osterville, MA

  • Upfront pricing

    Our total price for your stay includes taxes and fees
  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
  • Be picky

    Search almost a million properties worldwide

Check availability on Osterville Hotels with a Pool

Our top choices for Osterville hotels with a pool

The Escape Inn

The Escape Inn
2.5 star property
Bass River
9.4 out of 10, Exceptional, (672 reviews)
"Great place"
United States
Karim
$80 nightly
The price is $92
Mar 15 - Mar 16
Total with taxes and fees
The Escape Inn

All Seasons Resort

All Seasons Resort
Bass River
9.0 out of 10, Wonderful, (57 reviews)
"Very nice property. Good location."
United States
Steve V.
$113 nightly
The price is $129
Mar 15 - Mar 16
Total with taxes and fees
All Seasons Resort

"Awesome Vacation while staying at "HomeAway" from Home"

"Awesome Vacation while staying at "HomeAway" from Home"
Bass River
8.2 out of 10, Very Good, (81 reviews)
"Place wasn’t fancy, but was nice, clean, comfortable, and very affordable for The Cape. Nice mid-Cape location. Staff was friendly. Free breakfast was a nice touch. "
United States
Robert H.
$145 nightly
The price is $166
Mar 15 - Mar 16
Total with taxes and fees
"Awesome Vacation while staying at "HomeAway" from Home"

GuestLodge

GuestLodge
2.0 star property
West Dennis
8.0 out of 10, Very Good, (506 reviews)
"We enjoyed our stay in this hotel. The check in was so easy and the staff was friendly. The grounds and the rooms were very clean. It's a little on the older side, but we were very comfortable and I found it to be a great value! "
United States
Amy
GuestLodge

Iris Hotel Cape Cod

Iris Hotel Cape Cod
3.0 star property
Falmouth
8.6 out of 10, Excellent, (191 reviews)
"Nice staff, clean room, nice complimentary breakfast "
United States
Cheyenne
$106 nightly
The price is $122
Mar 16 - Mar 17
Total with taxes and fees
Iris Hotel Cape Cod

Sandwich Lodge & Resort

Sandwich Lodge & Resort
2.0 star property
Sandwich
8.6 out of 10, Excellent, (1,001 reviews)
"Nice and short stay"
United States
STEPHANE
$109 nightly
The price is $125
Mar 15 - Mar 16
Total with taxes and fees
Sandwich Lodge & Resort

Hyannis Travel Inn

Hyannis Travel Inn
2.5 star property
Hyannis
9.6 out of 10, Exceptional, (1,000 reviews)
"Great place "
United States
Shane and Jessica
$79 nightly
The price is $90
Mar 29 - Mar 30
Total with taxes and fees
Hyannis Travel Inn

Aiden by Best Western Cape Cod - West Yarmouth

Aiden by Best Western Cape Cod - West Yarmouth
3.0 star property
West Yarmouth
8.0 out of 10, Very Good, (1,000 reviews)
"Great place "
United States
Lilian
$91 nightly
The price is $104
Mar 15 - Mar 16
Total with taxes and fees
Aiden by Best Western Cape Cod - West Yarmouth

Anchor In Distinctive Waterfront Lodging

Anchor In Distinctive Waterfront Lodging
3.0 star property
Hyannis
9.4 out of 10, Exceptional, (1,001 reviews)
"Staff that checked me in was great"
United States
Michael
$143 nightly
The price is $164
Mar 15 - Mar 16
Total with taxes and fees
Anchor In Distinctive Waterfront Lodging

All Seasons Resort, Trademark Collection by Wyndham

All Seasons Resort, Trademark Collection by Wyndham
3.0 star property
Bass River
8.4 out of 10, Very Good, (323 reviews)
"Property is rundown for sure! Good location and front desk staff waa delightful "
United States
jennifer
$100 nightly
The price is $115
Mar 15 - Mar 16
Total with taxes and fees
All Seasons Resort, Trademark Collection by Wyndham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Choose what matters most at hotels with a pool in Osterville

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

Top Osterville Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Osterville?
Margaritaville Resort Cape Cod: Resort located near Hyannis Harbor. Features a children's pool, an outdoor pool, and a water park. Falmouth Inn: Offers daily, a pool, and free self parking. Bayside Resort Hotel: Hotel located near Hyannis Harbor. Provides a seasonal outdoor pool, an indoor pool, and 2 pool bars. Aiden by Best Western Cape Cod - West Yarmouth: Hotel located near Hyannis Harbor. Features a seasonal outdoor pool, an indoor pool, and a snack bar/deli. Faraway Martha's Vineyard: Offers 2 restaurants, a seasonal outdoor pool, and complimentary wired internet access.
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.

Explore a world of travel with Expedia