Hotels with Pool & Resorts in Annapolis from AU$144

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Check availability on Annapolis Hotels with Pool

Best Annapolis Hotels with Pool

Our top choices for Annapolis hotels with a pool

Madison Inn Lodge
Seasonal outdoor pool

Madison Inn Lodge

2.5 star property
7.6 out of 10, Good, (291)
"Friendly staff, and pricing, accommodating to our pets"
The price is AU$144
includes taxes & fees
1 Oct - 2 Oct
Madison Inn Lodge
Fort Davidson Hotel
Outdoor pool, pool loungers

Fort Davidson Hotel

2.5 star property
9.2 out of 10, Wonderful, (168)
"Clean, comfortable, very friendly staff. Pool area was really nice. Love the location right next to the Fort Davidson historic site! "
The price is AU$197
includes taxes & fees
24 Sept - 25 Sept
Fort Davidson Hotel
Mountain View at Pickle & Perk
Fridge, microwave, oven, stovetop

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. "
The price is AU$306
includes taxes & fees
2 Oct - 3 Oct
Mountain View at Pickle & Perk
Pickleball Cafe & Micro Hotel
Outdoor dining

Pickleball Cafe & Micro Hotel

10.0 out of 10, Exceptional, (16)
"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!"
The price is AU$316
includes taxes & fees
21 Sept - 22 Sept
Pickleball Cafe & Micro Hotel
Bluebird Meadows W/hot Tub and Pool Special
Outdoor pool

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."
The price is AU$387
includes taxes & fees
2 Oct - 3 Oct
Bluebird Meadows W/hot Tub and Pool Special
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.
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Top Annapolis Hotel Reviews

Madison Inn Lodge

Madison Inn Lodge

10/10 Excellent
"Clean room. Friendly staff "
Yuriy 1-night trip
Posted 13 days ago
Madison Inn Lodge

Frequently asked questions

What are some accommodation options with pools in Annapolis?
Rustic River Cabin Getaway: Provides continental, a seasonal outdoor pool and free self parking. Make your reservation fast as inquiries are coming in daily.: 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.

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