Title: Annapolis Vacation Home Rentals from CA $326: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Annapolis](https://expedia.ca/Annapolis-Hotels.d553248635975867349.Travel-Guide-Hotels)[Vacation Rentals in Annapolis](https://expedia.ca/Annapolis-Vacation-Rentals.d553248635975867349.Travel-Guide-VacationRentals)[Annapolis Car Rentals](https://expedia.ca/Car-Rentals-In-Annapolis.d553248635975867349.Car-Rental-Guide)[Annapolis Vacation Packages](https://expedia.ca/Annapolis.d553248635975867349.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) # Annapolis Vacation Rentals ![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 prices for these dates In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=553248635975867349&startDate=2025-10-10&endDate=2025-10-12&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975867349&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635975867349&startDate=2025-11-21&endDate=2025-11-23&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=553248635975867349&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Annapolis Vacation Homes ![Exterior](https://images.trvl-media.com/lodging/108000000/107570000/107565300/107565245/632065af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/108000000/107570000/107565300/107565245/d7e8829c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107570000/107565300/107565245/a9616f7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/108000000/107570000/107565300/107565245/84d20753.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cute, pet-friendly home in quiet neighborhood. Close to state parks & downtown. Rockville 10/10 Exceptional (41) "Very nice place close to all restaurants stores etc..and only 8 miles from Turkey Run Park!.." [](https://www.expedia.ca/Rockville-Hotels-Cute.h107565245.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/103000000/102420000/102411200/102411174/2aaba2fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102420000/102411200/102411174/542eb01d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/103000000/102420000/102411200/102411174/843c8cc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/103000000/102420000/102411200/102411174/77561bb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Getaway House with Hot Tub and Pool. Pet Friendly Rosedale 9.6/10 Exceptional (20) "My son and I had a great stay at this home. The hosts were great! Thank you!" [](https://www.expedia.ca/Rosedale-Hotels-The-Getaway-House-With-Hot-Tub-And-Pool-Pet-Friendly.h102411174.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/65420000/65410300/65410204/3e31434b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/66000000/65420000/65410300/65410204/724734a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/66000000/65420000/65410300/65410204/39a7a80c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/66000000/65420000/65410300/65410204/a8f5b962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### This home is located in beautiful Parke County, a rustic and charming setting. Rockville 10/10 Exceptional (93) "We enjoyed our stay very much! The home was cute and clean and had everything we needed. If we are ever back in the area this is where we would stay again! " [](https://www.expedia.ca/Rockville-Hotels-This-Home-Is-Located-In-Beautiful-Parke-County.h65410204.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/39000000/38270000/38265000/38264975/d6ef0c9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/39000000/38270000/38265000/38264975/297e9246.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/39000000/38270000/38265000/38264975/304dcb9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/39000000/38270000/38265000/38264975/5715e9f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury Amish Built Barn Home at Turkey Run Marshall 10/10 Exceptional (4) "Very comfortable, large, yet charming. Great outside area for relaxing after hiking Turkey Run. " [](https://www.expedia.ca/Marshall-Hotels-Luxury-Amish-Build-Barn-Home-At-Turkey-Run.h38264975.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114400000/114396400/114396319/07df243d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114400000/114396400/114396319/c5bf9513.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/115000000/114400000/114396400/114396319/eaa88b32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, in-room safe, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/115000000/114400000/114396400/114396319/71d50694.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Raccoon Lake Retreat Rockville 10/10 Exceptional (2) "This place was very clean and comfortable. The manager, Tawn, is incredible!" [](https://www.expedia.ca/Rockville-Hotels-Raccoon-Lake-Retreat.h114396319.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/72000000/71550000/71548100/71548090/84df88a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/72000000/71550000/71548100/71548090/adb7be59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71550000/71548100/71548090/4a703bd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71550000/71548100/71548090/4dc69b52_edited_f4f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quaint century-old home just minutes from Turkey Run & Shades State Park w Sauna Marshall 9.4/10 Exceptional (31) "Everything was really good. it was clean and well decorated. The only thing is that the yard and landscape needed clean up." CA $195 CA $474 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Marshall-Hotels-Quaint-Century-Old-Home-Just-Minutes-From-Turkey-Run-Shades-State-Park.h71548090.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83520000/83519900/83519867/8524f52d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83520000/83519900/83519867/6c309416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83520000/83519900/83519867/843169ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83520000/83519900/83519867/1aa2b344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nestled near woods and creek, this large home is near state parks and colleges.. Hillsboro 10/10 Exceptional (27) "Very large house perfect for family gatherings!" [](https://www.expedia.ca/Hillsboro-Hotels-Nestled-Near-Woods-And-Creek.h83519867.Hotel-Information) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90920000/90917000/90916943/0fd787a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/91000000/90920000/90917000/90916943/a4027ee9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90920000/90917000/90916943/130109ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90920000/90917000/90916943/081461ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1960's Ranch House NO CLEANING FEE Dana 10/10 Exceptional (14) "Quite, clean property felt very safe and the owner was very nice and quick to respond." CA $263 CA $326 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Dana-Hotels-1960s-Ranch-House-In-A-Small-Town.h90916943.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/120000000/119360000/119351600/119351544/9d54cc4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/120000000/119360000/119351600/119351544/30b5fd25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms](https://images.trvl-media.com/lodging/120000000/119360000/119351600/119351544/c108d9e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/120000000/119360000/119351600/119351544/w903h683x60y0-3f240830.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Lodge at The Narrows Cabins Marshall [](https://www.expedia.ca/Marshall-Hotels-The-Lodge-At-The-Narrows-Cabins.h119351544.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120030000/120029700/120029624/189cd25f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120030000/120029700/120029624/9ff552b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/121000000/120030000/120029700/120029624/0d16fff3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120030000/120029700/120029624/ca069454.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country living just 4 miles from Crawfordsville Crawfordsville [](https://www.expedia.ca/Country-Living-Just-4-Miles-From-Crawfordsville.h120029624.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=2025-10-11&endDate=2025-10-12®ionId=553248635975867349&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.d553248635975867349-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.d553248635975867349-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Annapolis Hotel Reviews ![This home is located in beautiful Parke County, a rustic and charming setting.](//images.trvl-media.com/lodging/66000000/65420000/65410300/65410204/3e31434b_y.jpg) ### This home is located in beautiful Parke County, a rustic and charming setting. 10/10 Excellent "Great place to stay when hiking turkey run state park. Well decorated and great kitchen. " [](https://expedia.ca/Rockville-Hotels-This-Home-Is-Located-In-Beautiful-Parke-County.h65410204.Hotel-Information) ![Getaway in the country/Beautiful Parke County/Large hot tub and much more!](//images.trvl-media.com/lodging/40000000/39410000/39409600/39409562/ea3e94af_y.jpg) ### Getaway in the country/Beautiful Parke County/Large hot tub and much more! 10/10 Excellent "It was clean and just what we needed for rest. We would definitely return if ever back in the area" [](https://expedia.ca/Getaway-In-The-Countrybeautiful-Parke-Countylarge-Hot-Tub-And-Much-More.h39409562.Hotel-Information) ![Cute, pet-friendly home in quiet neighborhood. Close to state parks & downtown.](//images.trvl-media.com/lodging/108000000/107570000/107565300/107565245/632065af_y.jpg) ### Cute, pet-friendly home in quiet neighborhood. Close to state parks & downtown. 10/10 Excellent "It was a good location to visit covered bridges. Very comfortable. Relaxing home atmosphere. " [](https://expedia.ca/Rockville-Hotels-Cute.h107565245.Hotel-Information) ![Treetops Cabin in the Woods!](//images.trvl-media.com/lodging/79000000/78800000/78794100/78794091/140dc369_y.jpg) ### Treetops Cabin in the Woods! 10/10 Excellent "Very cozy and quiet, very nice scenery The hosts are very informative and responsive to any questions " [](https://expedia.ca/Treetops-Cabin-In-The-Woods.h78794091.Hotel-Information) ![Quaint Apartment - 10 Min from Turkey Run and Shades, Pet Friendly](//images.trvl-media.com/lodging/88000000/87410000/87406700/87406640/f9b5e0c0_y.jpg) ### Quaint Apartment - 10 Min from Turkey Run and Shades, Pet Friendly 10/10 Excellent "Loved the whole property.. Everything was unique, beautiful and comfortable! There was 4 of us and the apartment was the perfect size for us.. felt like home! An awesome well designed home! Could have spent days enjoying the history of the school and admiring the business venue. The gym and games in the hall were so much fun!! After a day at Turkey Run we would come back have amazing laughing fun!!! Loved it!! One bedroom used to be the principles office and our grankids were in that one.. lots of jokes about that. Staying at this quaint apartment made our vacation perfect and we cant wait to come back! Thanks Charles for always being available and the wonderful welcome gift!" [](https://expedia.ca/Waveland-Hotels-Quant-Apartment-10-Min-From-Turkey-Run-And-Shades.h87406640.Hotel-Information) ![Sugar Creek Cabin w/ Nordic spa bordering 2 state parks!](//images.trvl-media.com/lodging/116000000/115750000/115743800/115743753/7e4de763_edited_5f8a_y.jpg) ### Sugar Creek Cabin w/ Nordic spa bordering 2 state parks! 10/10 Excellent "We enjoyed this space for a multi-generational family reunion. The fire pit and outdoor spaces are phenomenal. " [](https://expedia.ca/Waveland-Hotels-Rustic-Log-Cabin-Nestled-In-6000-Acres-Of-Wilderness-With-A-Nordic-Spa.h115743753.Hotel-Information) ![Charming lake cabin located next to Racoon State Park.](//images.trvl-media.com/lodging/83000000/83000000/82990300/82990226/3e7962da_y.jpg) ### Charming lake cabin located next to Racoon State Park. 10/10 Excellent "Good place to meet with friends with a great location. " [](https://expedia.ca/Rockville-Hotels-Charming-Lake-Cabin-Located-Next-To-Racoon-State-Park.h82990226.Hotel-Information) ![Nestled near woods and creek, this large home is near state parks and colleges..](//images.trvl-media.com/lodging/84000000/83520000/83519900/83519867/8524f52d_y.jpg) ### Nestled near woods and creek, this large home is near state parks and colleges.. 10/10 Excellent "BEST PLACE EVER, OUR 2ND STAY HERE & SO ACCOMMODATING TO ALL, HIGHLY RECOMEND " [](https://expedia.ca/Hillsboro-Hotels-Nestled-Near-Woods-And-Creek.h83519867.Hotel-Information) ![Millstone Hideaway](//images.trvl-media.com/lodging/88000000/87830000/87830000/87829913/22340bad_y.jpg) ### Millstone Hideaway 10/10 Excellent "Very cute and quaint cabin in the woods. Was perfect for a 2 night stay. Appreciate the owner and his communication!! He was very helpful and so nice about everything! " [](https://expedia.ca/Rockville-Hotels-Millstone-Hideaway.h87829913.Hotel-Information) ## Find out more about Annapolis ## Annapolis Vacation Homes information | Number of reviews | 228 | | --- | --- | | Accommodation | 10 Vacation Homes | | Lowest Price | CA $326 | | Highest Price | CA $474 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [Hotels near Billie Creek Village](https://www.expedia.ca/Billie-Creek-Village-Hotels.0-l553248621561881425-0.Travel-Guide-Filter-Hotels) - [Cheap Hotels in Bloomingdale](https://www.expedia.ca/Bloomingdale-Hotels-Cheap-Hotels.0-0-d3000435766-tCheapHotels.Travel-Guide-Filter-Hotels) - [Bloomingdale Hotels](https://www.expedia.ca/Bloomingdale-Hotels.d3000435766.Travel-Guide-Hotels) - [Aparthotels in Brazil](https://www.expedia.ca/Brazil-Apart-Hotels.d82547-aaApartHotels.Travel-Guide-Accommodation) - [Hostels in Brazil](https://www.expedia.ca/Brazil-Hostels.d82547-aaHostels.Travel-Guide-Accommodation) - 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