Title: Annapolis Vacation Home Rentals from CA $207: Search Top Private Vacation Homes for Rent | 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://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Annapolis Vacation Rentals ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](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) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6282465&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6282465&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=6282465&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6282465&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Annapolis Vacation Homes ![Interior](https://images.trvl-media.com/lodging/83000000/82680000/82677800/82677726/84945887.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/83000000/82680000/82677800/82677726/cf32957d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/83000000/82680000/82677800/82677726/c3d2dd4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, coffee/tea maker](https://images.trvl-media.com/lodging/83000000/82680000/82677800/82677726/03045acb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Just Minutes from Black River – With WIFI Annapolis 6.8/10 (6) "Great experience " CA $136 CA $269 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Annapolis-Hotels-Spring-Street-Cabin-2.h82677726.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/94000000/93410000/93401200/93401117/58740108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93410000/93401200/93401117/a9526e13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/94000000/93410000/93401200/93401117/449234f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93410000/93401200/93401117/75ea9880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Sutton House 2 blocks from Main Street & Courthouse Square Ironton 10/10 Exceptional (37) "We had a wonderful stay and looking forward to returning again!" CA $156 CA $207 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Ironton-Hotels-The-Sutton-House-2-Blocks-From-Main-Street-Courthouse-Square.h93401117.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/68000000/67450000/67442300/67442249/c50acd5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/68000000/67450000/67442300/67442249/3bd90aa3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/68000000/67450000/67442300/67442249/3f12e237.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/68000000/67450000/67442300/67442249/41d0b146.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pet-Friendly Downtown Ironton minutes away Elephant Rocks, Johnson Shut-ins Ironton 10/10 Exceptional (30) "Very friendly, helpful host, clean and cute house. Love the area for shops, and hiking we had a wonderful stay!" CA $192 CA $340 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Ironton-Hotels-Pet-Friendly-Downtown-Ironton-Minutes-Away-Elephant-Rocks.h67442249.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78120000/78116100/78116054/66b6ccc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/79000000/78120000/78116100/78116054/57ff5532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78120000/78116100/78116054/c523c7b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78120000/78116100/78116054/4e2791fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming 1860s Renovated Home Ironton 8.0/10 Very good (17) "Had a great stay" CA $189 CA $377 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Ironton-Hotels-Newly-Renovated-1860s-Home.h78116054.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95900000/95897400/95897321/cd1d16c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95900000/95897400/95897321/927547da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/96000000/95900000/95897400/95897321/f98bd05c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/96000000/95900000/95897400/95897321/6f52d18e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gorgeous large rental home in Lesterville MO just minutes from Blackwater River. Lesterville 9.2/10 Wonderful (17) "The house was as listed! It was clean and the back patio was awesome. We enjoyed it immensely! Will stay here again. " CA $420 CA $705 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Lesterville-Hotels-Gorgeous-Large-Rental-Home-In-Lesterville-MO-Just-Minutes-From-Blackwater-River.h95897321.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=2025-10-25&endDate=2025-10-26®ionId=6282465&adults=2&lodging=VACATION_HOME&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FAnnapolis-Private-Vacation-Homes.d6282465-aaPrivateVacationHomes.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FAnnapolis-Private-Vacation-Homes.d6282465-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Annapolis Hotel Reviews ![Shepherd Mountain Inn](//images.trvl-media.com/lodging/13000000/12590000/12582100/12582009/57db158c_y.jpg) ### Shepherd Mountain Inn 10/10 Excellent "Older motel but well cared for. Staff was wonderful and attentive!" [](https://expedia.ca/Farmington-Hotels-Shepherd-Mountain-Inn.h12582009.Hotel-Information) ![Fort Davidson Hotel](//images.trvl-media.com/lodging/13000000/12490000/12489600/12489555/fd23ac64_y.jpg) ### Fort Davidson Hotel 10/10 Excellent "Fantastic local hotel that’s right next to a state historic site. A must stay if in the area" [](https://expedia.ca/Farmington-Hotels-Fort-Davidson-Hotel.h12489555.Hotel-Information) ![Completely Renovated in May 2023](//images.trvl-media.com/lodging/95000000/94690000/94680800/94680755/w1176h900x24y0-db169997_y.jpg) ### Completely Renovated in May 2023 10/10 Excellent "Enjoyed our stay. Our 2nd time staying here for our canoe trip. Patio area is nice for relaxing outside also. Canoe rental place Jeff's canoe only about 8 min away. And Iron Mule and Thee Abby Kitchen nice place to eat. " [](https://expedia.ca/Annapolis-Hotels-FS-Cabin-3-Brand-New-5-Mins-To-Black-River.h94680755.Hotel-Information) ![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) ![Rustic River Cabin Getaway](//images.trvl-media.com/lodging/69000000/68030000/68028800/68028738/9ea0fe46_y.jpg) ### Rustic River Cabin Getaway 10/10 Excellent "The was my second stay at this cabin, and it was amazing both times. The host was very responsive to any questions we had and we had no issues whatsoever during our stay. Highly recommend this cabin if you want privacy and to be about as close as possible to the river." [](https://expedia.ca/Annapolis-Hotels-Rustic-River-Cabin-Getaway.h68028738.Hotel-Information) ![Hillside Cabin #2 Annapolis, MO Black River](//images.trvl-media.com/lodging/31000000/30330000/30326300/30326283/89cf82d0_y.jpg) ### Hillside Cabin #2 Annapolis, MO Black River 10/10 Excellent "great place to get away. plan to cook/grill there, or drive 30 minutes for food. however, this solitude and quiet is exactly why we booked here. and gorgeous roads, hikes, sites in every direction." [](https://expedia.ca/Annapolis-Hotels-Brand-NEW-Cabin-Just-Minutes-From-Black-River-With-Wifi-And-Satellite-TV.h30326283.Hotel-Information) ![Relaxing 3B Log Home-15 min walk to the Black River!](//images.trvl-media.com/lodging/79000000/78220000/78217700/78217614/ee178a51_y.jpg) ### Relaxing 3B Log Home-15 min walk to the Black River! 6/10 Okay "Very nice cabin but the Jacuzzi tub in the master bath shot out debris when turned on and the deck area and fireside area could've been more picked up. " [](https://expedia.ca/Annapolis-Hotels-Spacious.h78217614.Hotel-Information) ![RIVER and SKY Cabin; Hot Tub](//images.trvl-media.com/lodging/119000000/118010000/118003700/118003697/868043c5_y.jpg) ### RIVER and SKY Cabin; Hot Tub 10/10 Excellent "Great getaway" [](https://expedia.ca/Annapolis-Hotels-RIVER-And-SKY-Cabin-Hot-Tub.h118003697.Hotel-Information) ![Make your reservation fast as inquiries are coming in daily. ](//images.trvl-media.com/lodging/28000000/27130000/27129100/27129002/7ac6a24f_y.jpg) ### Make your reservation fast as inquiries are coming in daily. 10/10 Excellent "We had a great time. Really nice cabin." [](https://expedia.ca/Annapolis-Hotels-Make-Your-Reservation-Fast-As-Inquiries-Are-Coming-In-Daily.h27129002.Hotel-Information) ## Find out more about Annapolis ## Annapolis Vacation Homes information | Number of reviews | 106 | | --- | --- | | Accommodation | 18 Vacation Homes | | Lowest Price | CA $207 | | Highest Price | CA $705 | ## 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) - 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