Title: Book the Best Hotels with POOL in Annapolis in 2025 | Expedia.ca [Hotels in Annapolis](https://expedia.ca/Annapolis-Hotels.d6282465.Travel-Guide-Hotels)[Vacation Rentals in Annapolis](https://expedia.ca/Annapolis-Vacation-Rentals.d6282465.Travel-Guide-VacationRentals)[Annapolis Car Rentals](https://expedia.ca/Car-Rentals-In-Annapolis.d6282465.Car-Rental-Guide)[Annapolis Vacation Packages](https://expedia.ca/Annapolis.d6282465.Destination-Travel-Guides) ![Default HTG hotel image](https://media.expedia.com/media/content/shared/images/travelguides/sem-hotels-tablet.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Hotels with a Pool in Annapolis, MO from CA $131 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Annapolis Hotels with a Pool Tonight [Sep 20 - Sep 21](https://www.expedia.ca/Hotel-Search?regionId=6282465&startDate=2025-09-20&endDate=2025-09-21&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 21 - Sep 22](https://www.expedia.ca/Hotel-Search?regionId=6282465&startDate=2025-09-21&endDate=2025-09-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Sep 26 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6282465&startDate=2025-09-26&endDate=2025-09-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6282465&startDate=2025-10-03&endDate=2025-10-05&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Annapolis Hotels with a Pool ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/60000/60000/59960/1e17c979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior entrance](https://images.trvl-media.com/lodging/1000000/60000/60000/59960/765df2ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/60000/60000/59960/5f391186.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property entrance](https://images.trvl-media.com/lodging/1000000/60000/60000/59960/987f0635.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Madison Inn Lodge Fredericktown 7.6/10 Good (291) "Friendly staff, and pricing, accommodating to our pets" CA $120 CA $131 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Farmington-Hotels-Madison-Inn-Lodge.h59960.Hotel-Information) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/13000000/12490000/12489600/12489555/fd23ac64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/13000000/12490000/12489600/12489555/a26b8409.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, blackout drapes, rollaway beds, free WiFi](https://images.trvl-media.com/lodging/13000000/12490000/12489600/12489555/15fecbba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/13000000/12490000/12489600/12489555/2af66ba5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Fort Davidson Hotel Ironton 9.2/10 Wonderful (168) "Clean, comfortable, very friendly staff. Pool area was really nice. Love the location right next to the Fort Davidson historic site! " CA $165 CA $181 total includes taxes & fees Sep 21 - Sep 22 [](https://www.expedia.ca/Farmington-Hotels-Fort-Davidson-Hotel.h12489555.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105790000/105790000/105789927/85b01dbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105790000/105790000/105789927/da6816e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hair dryer, towels, soap, shampoo](https://images.trvl-media.com/lodging/106000000/105790000/105790000/105789927/f6efa042.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/106000000/105790000/105790000/105789927/87e0f8d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain View at Pickle & Perk Ironton 10/10 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. " CA $197 CA $277 total includes taxes & fees Sep 21 - Sep 22 [](https://www.expedia.ca/Ironton-Hotels-Mountain-View-At-Pickle-Perk.h105789927.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103570000/103560600/103560569/f0355a58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103570000/103560600/103560569/e7251b42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/104000000/103570000/103560600/103560569/b46bcf1a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis, computer monitors](https://images.trvl-media.com/lodging/104000000/103570000/103560600/103560569/f9c168b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pickleball Cafe & Micro Hotel Ironton 10/10 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!" CA $210 CA $285 total includes taxes & fees Sep 21 - Sep 22 [](https://www.expedia.ca/Ironton-Hotels-Pickleball-Cafe-The-Courtyard-Suite.h103560569.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/71000000/70560000/70553000/70552948/5d7f6a2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![DVD player](https://images.trvl-media.com/lodging/71000000/70560000/70553000/70552948/eab270de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70560000/70553000/70552948/209c5f07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/71000000/70560000/70553000/70552948/fe0b9417.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bluebird Meadows W/hot Tub and Pool Special Park Hills 10/10 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." CA $234 CA $352 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Park-Hills-Hotels-Farmhouse.h70552948.Hotel-Information) 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](https://expedia.ca/Hotel-Search?startDate=2025-10-04&endDate=2025-10-05®ionId=6282465&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true) ## Top Annapolis Hotel Reviews ![Madison Inn Lodge](//images.trvl-media.com/lodging/1000000/60000/60000/59960/987f0635_y.jpg) ### Madison Inn Lodge 10/10 Excellent "Clean room. Friendly staff " [](https://expedia.ca/Farmington-Hotels-Madison-Inn-Lodge.h59960.Hotel-Information) ## Frequently asked questions ### What are some accommodations with pools in Annapolis? > [Rustic River Cabin Getaway](https://www.expedia.ca/Annapolis-Hotels-Rustic-River-Cabin-Getaway.h68028738.Hotel-Information): Provides continental, a seasonal outdoor pool, and free self parking. [Make your reservation fast as inquiries are coming in daily.](https://www.expedia.ca/Annapolis-Hotels-Make-Your-Reservation-Fast-As-Inquiries-Are-Coming-In-Daily.h27129002.Hotel-Information): Offers complimentary 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 will be visiting Annapolis in the warmest months of July, August, or June when the average temp is 76°F. Lodging 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 40°F. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Other - More ways to book - [Farmstay in Arcadia](https://www.expedia.ca/Arcadia-Agritourism.d6346857-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Arcadia](https://www.expedia.ca/Arcadia-Bed-And-Breakfast.d6346857-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cheap Hotels in Arcadia](https://www.expedia.ca/Arcadia-Hotels-Cheap-Hotels.0-0-d6346857-tCheapHotels.Travel-Guide-Filter-Hotels) - [Luxury Hotels in Arcadia](https://www.expedia.ca/Arcadia-Hotels-Luxury-Hotel.0-0-d6346857-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Arcadia Hotels](https://www.expedia.ca/Arcadia-Hotels.d6346857.Travel-Guide-Hotels) - [Lodges in Arcadia](https://www.expedia.ca/Arcadia-Lodges.d6346857-aaLodges.Travel-Guide-Accommodation) - [Luxury Hotels in Belgrade](https://www.expedia.ca/Belgrade-Hotels-Luxury-Hotel.0-0-d553248635975850450-tLuxuryHotel.Travel-Guide-Filter-Hotels) - 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