Hotels with Pool & Resorts in Annapolis from AU$136

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Annapolis Hotels with Pool

Best Annapolis Hotels with Pool

Seasonal outdoor pool
Madison Inn Lodge
Madison Inn Lodge
2.5 star property
7.6 out of 10, Good, (294)
"Room was not exactly smelling nice, but room was clean and comfortable. The lodge was close to expressway and shopping. Staff was very friendly. I would stay there again."
Steve
The price is AU$136
includes taxes & fees
31 Oct - 1 Nov
Madison Inn Lodge
Outdoor pool, pool loungers
Fort Davidson Hotel
Fort Davidson Hotel
2.5 star property
9.2 out of 10, Wonderful, (169)
"Clean, comfortable, very friendly staff. Pool area was really nice. Love the location right next to the Fort Davidson historic site! "
Andrew
The price is AU$200
includes taxes & fees
2 Nov - 3 Nov
Fort Davidson Hotel
Fridge, microwave, oven, stovetop
Mountain View at Pickle & Perk
Mountain View at Pickle & Perk
2.5 star property
10.0 out of 10, Exceptional, (12)
"Very cute place in beautiful area. Easy check-in, clean home, and comfy bed. The coffee shop below was really good with a beautiful patio. Location was perfect to access Elephant Rocks, Johnson Shut-ins, and Taum Sauk Mountain parks. "
Amber S.
The price is AU$314
includes taxes & fees
19 Oct - 20 Oct
Mountain View at Pickle & Perk
Outdoor dining
Charming 2-bedroom country mobile home with game room, hot tub, seasonal pool
Charming 2-bedroom country mobile home with game room, hot tub, seasonal pool
2.0 star property
The price is AU$429
includes taxes & fees
18 Oct - 19 Oct
Charming 2-bedroom country mobile home with game room, hot tub, seasonal pool
Outdoor pool
Bluebird Meadows W/hot Tub and Pool Special
Bluebird Meadows W/hot Tub and Pool Special
10.0 out of 10, Exceptional, (2)
"My husband picked this beautiful property for our anniversary getaway and it was delightful. Everything was spotless and It was just the two of us, so we had way more room than we needed, but I would love to bring our kids with us for a stay."
Tina N.
The price is AU$397
includes taxes & fees
26 Oct - 27 Oct
Bluebird Meadows W/hot Tub and Pool Special
Outdoor dining
Pickleball Cafe & Micro Hotel
Pickleball Cafe & Micro Hotel
10.0 out of 10, Exceptional, (18)
"The perfect combination of quaint and modern! Loved the decor and getting to enjoy dinner on the porch outside overlooking the patio. Would definitely stay again!"
Alexandra Z.
The price is AU$323
includes taxes & fees
19 Oct - 20 Oct
Pickleball Cafe & Micro Hotel
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.
View all properties

Top Annapolis Hotel Reviews

Madison Inn Lodge

Madison Inn Lodge

10/10 Excellent
"Clean room. Friendly staff "
Yuriy 1-night trip
Posted 2 months ago
Madison Inn Lodge

Frequently asked questions

What are some accommodation options with pools in Annapolis?
Rustic River Cabin Getaway: Offers continental, a seasonal outdoor pool and free self parking. Hillside Cabin #2 Annapolis, MO Black River: Offers complimentary high-speed (wired) Internet access, an outdoor pool and free self parking.
What is there to see and do in Annapolis?
The picturesque setting of K Bridge Recreation Area and Mark Twain National Forest showcase the area's natural beauty. Discover sights such as Taum Sauk Mountain State Park, Walnut Hollow Lake and Ketcherside Mountain Conservation Area during your stay.
When is the best time to book a hotel with a pool in Annapolis?
You may want to consider a place to stay that offers an outdoor pool if you'll be visiting Annapolis in the warmest months of July, August or June, when the average temp is 24°C. Accommodation with an indoor pool may be the way to go if you visit during the coldest months of January, February or December, when the average temperature is 4°C.

Explore a world of travel with Expedia