Hotels with Pool & Resorts in Annapolis

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Annapolis Hotels with Pool

This weekend
Next weekend

Best Annapolis Hotels with Pool

We don't have any properties that match your exact search

Recommended hotels in Annapolis

Quaint century-old home just minutes from Turkey Run & Shades State Park w Sauna

9.4 out of 10, Exceptional, (30)
"The host was amazing and accommodated our needs. They were super quick to respond when I had questions. The house was great! It had everything we could possibly need and was conveniently located close to Turkey Run. Will definitely be back. "
The price is NZ$574
includes taxes & fees
6 Aug - 7 Aug
Quaint century-old home just minutes from Turkey Run & Shades State Park w Sauna

A Cozy, relaxing hideaway! 1/2 a mile from Billie Creek Covered Bridge.

10.0 out of 10, Exceptional, (61)
"Everything was perfect! Spent all our time there on the back deck. "
The price is NZ$520
includes taxes & fees
21 Aug - 22 Aug
A Cozy, relaxing hideaway! 1/2 a mile from Billie Creek Covered Bridge.

Beautiful private home just a short drive to 2 state parks. Easy access to I-74.

10.0 out of 10, Exceptional, (2)
"We were not aware that this house is located amidst an outdoor wedding venue that includes a pond with fountain, a gazebo, a deck on the edge of the pond, and a huge yard. It is in the country but close to the places we wanted to visit - Terre Haute, West Lafayette, Center Point, the nearby covered bridges and Turkey Run State Park. It is idyllic and peaceful. We cut our sightseeing short one day to go back to this house to enjoy the porch and the view. The owner lives in another house at the...
The price is NZ$562
includes taxes & fees
3 Aug - 4 Aug
Beautiful private home just a short drive to 2 state parks. Easy access to I-74.

Getaway in the country/Beautiful Parke County/Large hot tub and much more!

10.0 out of 10, Exceptional, (177)
"This is well kept property with super nice hosts. It's perfect for a couples get away. "
The price is NZ$373
includes taxes & fees
3 Aug - 4 Aug
Getaway in the country/Beautiful Parke County/Large hot tub and much more!

Secluded in The Woods

10.0 out of 10, Exceptional, (1)
"What a lovey place. Kevin is a wonderful host. It was SO clean, which is my #1 priority always, so I was happy with it. The bed was super comfortable. The surroundings are beautiful. "
The price is NZ$304
includes taxes & fees
4 Aug - 5 Aug
Secluded in The Woods

1960's Ranch House NO CLEANING FEE

10.0 out of 10, Exceptional, (14)
"Quite, clean property felt very safe and the owner was very nice and quick to respond."
The price is NZ$472
includes taxes & fees
7 Aug - 8 Aug
1960's Ranch House NO CLEANING FEE
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.

Top Annapolis Hotel Reviews

Frequently asked questions

What are some accommodation options with pools in Annapolis?
What is there to see and do in Annapolis?
The picturesque settings of Lake Waveland and Rockville Lake Park showcase the area's natural beauty. Discover sights such as Turkey Run State Park, Billie Creek Village and Bridgeton Covered Bridge during your stay.
When is the best time to book a hotel with a pool in Annapolis?
You may want to think about accommodation that has an outdoor pool if you'll be visiting Annapolis in the hottest months of July, August or June, when the average temperature is 22°C. Accommodation offering an indoor pool may be what you want if you come to town during the coldest months of January, February or December, when the average temperature is 1°C.