Title: Middletown Cottages from CA $219 | Expedia.ca [Hotels in Middletown](https://expedia.ca/Middletown-Hotels.d6351200.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.ca/Middletown-Vacation-Rentals.d6351200.Travel-Guide-VacationRentals)[Middletown Car Rentals](https://expedia.ca/Car-Rentals-In-Middletown.d6351200.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.ca/Middletown.d6351200.Destination-Travel-Guides) ![Washington Monument](https://images.trvl-media.com/place/6351200/c824f6fe-887c-4c10-9f1a-99abbb2720b8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6351200/c824f6fe-887c-4c10-9f1a-99abbb2720b8.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 In two weeks [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=6351200&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=6351200&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Jun 5 - Jun 7](https://www.expedia.ca/Hotel-Search?regionId=6351200&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jul 3 - Jul 5](https://www.expedia.ca/Hotel-Search?regionId=6351200&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Middletown cottages ![Exterior](https://images.trvl-media.com/lodging/106000000/105620000/105613000/105612932/w1014h1803x135y53-2a151e59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/106000000/105620000/105613000/105612932/w1014h1803x135y35-c296facc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/106000000/105620000/105613000/105612932/w1014h1803x135y47-b7e1dea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105620000/105613000/105612932/w1284h1706x0y8-9d9dfedf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Hedgesville [](https://www.expedia.ca/Hedgesville-Hotels-Bring-Your-Own-Boat-Meticulously-Restored-House-On-The-Potomac-River.h105612932.Hotel-Information) 10/10 Exceptional (9 reviews) "Our stay was amazing and we really enjoyed ourselves. The place was perfect and quiet and peaceful! We will be booking with them again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kyndal B. CA $102 CA $219 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Hedgesville-Hotels-Bring-Your-Own-Boat-Meticulously-Restored-House-On-The-Potomac-River.h105612932.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/126000000/125360000/125356400/125356376/41892796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/126000000/125360000/125356400/125356376/0c5ef604.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125360000/125356400/125356376/9ff4f81c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/126000000/125360000/125356400/125356376/813fbbf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Keymar [](https://www.expedia.ca/Keymar-Hotels-Rural-Historic-Detour-Escape-W-Horses-On-Site.h125356376.Hotel-Information) CA $183 CA $586 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Keymar-Hotels-Rural-Historic-Detour-Escape-W-Horses-On-Site.h125356376.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90200000/90198000/90197904/c7849128.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90200000/90198000/90197904/d9e62de8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/91000000/90200000/90198000/90197904/535b3f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90200000/90198000/90197904/89453f3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Frederick [](https://www.expedia.ca/Frederick-Hotels-The-Cottage-On-Dill.h90197904.Hotel-Information) 10/10 Exceptional (64 reviews) "We had a great time. House was very comfortable and location was perfect." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liz R. CA $159 CA $356 total includes taxes & fees Mar 23 - Mar 24 [](https://www.expedia.ca/Frederick-Hotels-The-Cottage-On-Dill.h90197904.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/73000000/72540000/72536300/72536217/dd999d68.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/73000000/72540000/72536300/72536217/113b4071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/73000000/72540000/72536300/72536217/c897e3b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/73000000/72540000/72536300/72536217/21ddc248.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Harpers Ferry [](https://www.expedia.ca/Harpers-Ferry-Hotels-Mountaintop-Cottage-With-100-Mile-Views-Of-The-Shenandoah-Valley.h72536217.Hotel-Information) 9.8/10 Exceptional (20 reviews) "Great view, very secluded" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt s. CA $136 CA $518 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Harpers-Ferry-Hotels-Mountaintop-Cottage-With-100-Mile-Views-Of-The-Shenandoah-Valley.h72536217.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/76000000/75200000/75194000/75193967/8bcbc451.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75200000/75194000/75193967/44a70f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/76000000/75200000/75194000/75193967/f3f54889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/76000000/75200000/75194000/75193967/be60aec6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Harpers Ferry [](https://www.expedia.ca/Harpers-Ferry-Hotels-Lake-View-Retreat-Cottage-Near-A-Peaceful-Lake.h75193967.Hotel-Information) 9.6/10 Exceptional (22 reviews) "The house was clean, had plenty of rooms and a fantastic location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bryan N. CA $136 CA $490 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Harpers-Ferry-Hotels-Lake-View-Retreat-Cottage-Near-A-Peaceful-Lake.h75193967.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/89000000/88380000/88378600/88378587/e475b7d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/89000000/88380000/88378600/88378587/0861e87a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88380000/88378600/88378587/55bd22b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88380000/88378600/88378587/b94c46bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Harpers Ferry [](https://www.expedia.ca/Harpers-Ferry-Hotels-Art-Docko-Lakefront-Artists-Retreat-For-A-Relaxing-Getaway.h88378587.Hotel-Information) 10/10 Exceptional (24 reviews) "Lovely views, very spacious, well appointed in terms of kitchen." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) sharyn m. CA $149 CA $617 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Harpers-Ferry-Hotels-Art-Docko-Lakefront-Artists-Retreat-For-A-Relaxing-Getaway.h88378587.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/107000000/106010000/106001100/106001094/8e487be9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/107000000/106010000/106001100/106001094/971e942b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/107000000/106010000/106001100/106001094/d576b284.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/107000000/106010000/106001100/106001094/332db170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Harpers Ferry [](https://www.expedia.ca/Harpers-Ferry-Hotels-Amazing-Dog-Friendly-Cottage-Walk-2-Harpers-Ferry.h106001094.Hotel-Information) 9.8/10 Exceptional (23 reviews) "Great house and location! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Johanna S. CA $224 CA $416 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Harpers-Ferry-Hotels-Amazing-Dog-Friendly-Cottage-Walk-2-Harpers-Ferry.h106001094.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110850000/110841300/110841279/8d8c27be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110850000/110841300/110841279/fa7cba31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110850000/110841300/110841279/068d8c39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110850000/110841300/110841279/682637e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Hamilton [](https://www.expedia.ca/Hamilton-Hotels-The-Cottage-At-Firefly-Cellars.h110841279.Hotel-Information) 9.8/10 Exceptional (12 reviews) "Absolutely amazing place and stay! I could not possibly be more impressed and I look forward to coming back." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jasmine M. CA $306 CA $537 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Hamilton-Hotels-The-Cottage-At-Firefly-Cellars.h110841279.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78120000/78111000/78111000/19e03d4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/79000000/78120000/78111000/78111000/e6c503ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/79000000/78120000/78111000/78111000/7bd3216c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/79000000/78120000/78111000/78111000/927d6a31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Harpers Ferry [](https://www.expedia.ca/Harpers-Ferry-Hotels-The-Carriage-House-At-Carrot-Top-Cottage.h78111000.Hotel-Information) 9.8/10 Exceptional (46 reviews) "We enjoyed the stay and it was an easy walk to the places we wanted to go!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mike S. CA $143 CA $242 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Harpers-Ferry-Hotels-The-Carriage-House-At-Carrot-Top-Cottage.h78111000.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91040000/91035100/91035005/13f2f2d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/92000000/91040000/91035100/91035005/b2928827.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/92000000/91040000/91035100/91035005/0bf6ace8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91040000/91035100/91035005/c9ecf0f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Leesburg's Old and Historic District [](https://www.expedia.ca/Leesburg-Hotels-Historic-Charmer-Downtown-Leesburg.h91035005.Hotel-Information) 9.8/10 Exceptional (40 reviews) "Great location, would stay again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric D S. CA $356 CA $733 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Leesburg-Hotels-Historic-Charmer-Downtown-Leesburg.h91035005.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/127000000/126920000/126918400/126918397/fd9e4075.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/127000000/126920000/126918400/126918397/494a4f70.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Internet, bed sheets](https://images.trvl-media.com/lodging/127000000/126920000/126918400/126918397/w2559h1706x1y1-7e70ad4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/127000000/126920000/126918400/126918397/w2559h1707x0y0-8c953355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Paeonian Springs [](https://www.expedia.ca/Hamilton-Hotels-Cozy-Haven-Cottage-Wedding-And-Winery-Retreat-LeesburgPurcellville-Area.h126918397.Hotel-Information) CA $275 CA $622 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Hamilton-Hotels-Cozy-Haven-Cottage-Wedding-And-Winery-Retreat-LeesburgPurcellville-Area.h126918397.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/90000000/89150000/89145600/89145580/f515f3a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89150000/89145600/89145580/f166d1d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/90000000/89150000/89145600/89145580/74329033.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89150000/89145600/89145580/31dbe26c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Harpers Ferry [](https://www.expedia.ca/Harpers-Ferry-Hotels-NEW-Woodsy-Retreat-With-A-Hot-Tub-And-Seasonal-Views-Of-The-Valley.h89145580.Hotel-Information) 9.8/10 Exceptional (25 reviews) "Great house. Comfortable beds, had everything we needed. Loved the hot tube and wood burner. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Amy P. CA $136 CA $467 total includes taxes & fees Mar 19 - Mar 20 [](https://www.expedia.ca/Harpers-Ferry-Hotels-NEW-Woodsy-Retreat-With-A-Hot-Tub-And-Seasonal-Views-Of-The-Valley.h89145580.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/86000000/85250000/85242000/85241973/5709e3b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/86000000/85250000/85242000/85241973/b18e03f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/86000000/85250000/85242000/85241973/ca2f5746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/86000000/85250000/85242000/85241973/346044b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Harpers Ferry [](https://www.expedia.ca/Harpers-Ferry-Hotels-NEW-Peaceful-Lakefront-Cottage-With-Blue-Mountain-Views.h85241973.Hotel-Information) 10/10 Exceptional (32 reviews) "Great location. Beautiful scenery. House was clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brandon H. CA $283 CA $701 total includes taxes & fees Mar 29 - Mar 30 [](https://www.expedia.ca/Harpers-Ferry-Hotels-NEW-Peaceful-Lakefront-Cottage-With-Blue-Mountain-Views.h85241973.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113890000/113882000/113881924/06517d45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113890000/113882000/113881924/d6f1c9e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/114000000/113890000/113882000/113881924/9341fc15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113890000/113882000/113881924/76e1ebf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Harpers Ferry [](https://www.expedia.ca/Harpers-Ferry-Hotels-Spacious-Mtn-Pet-Friendly-Home-Hottub-Firepit.h113881924.Hotel-Information) 9.6/10 Exceptional (10 reviews) "We had a great stay " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lauren O. CA $306 CA $957 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Harpers-Ferry-Hotels-Spacious-Mtn-Pet-Friendly-Home-Hottub-Firepit.h113881924.Hotel-Information) ![House (Multiple Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956400/94956322/3037b62c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (Multiple Bedrooms) | Front of property](https://images.trvl-media.com/lodging/95000000/94960000/94956400/94956322/06cf4e8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (Multiple Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956400/94956322/1bc8e0bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (Multiple Bedrooms) | Interior](https://images.trvl-media.com/lodging/95000000/94960000/94956400/94956322/51da24ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cottage in Leesburg [](https://www.expedia.ca/Leesburg-Hotels-Thomson-Farm-Classic-Home-10-Mi-To-Vineyards.h94956322.Hotel-Information) CA $1,475 CA $2,482 total includes taxes & fees Mar 12 - Mar 13 [](https://www.expedia.ca/Leesburg-Hotels-Thomson-Farm-Classic-Home-10-Mi-To-Vineyards.h94956322.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=2026-03-25&endDate=2026-03-26®ionId=6351200&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.ca/deals?rfrr=AA_SPRING_PROMO_6351200) ## Find vacation rentals that suit your style Cabins [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Maryland%2C+United+States+of+America®ionId=6351200&latLong=39.443714%2C-77.544708&adults=2&startDate=2026-06-09&d1=2026-06-09&endDate=2026-06-12&d2=2026-06-12&lodging=CABIN) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Maryland%2C+United+States+of+America®ionId=6351200&latLong=39.443714%2C-77.544708&adults=2&startDate=2026-06-09&d1=2026-06-09&endDate=2026-06-12&d2=2026-06-12&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Maryland%2C+United+States+of+America®ionId=6351200&latLong=39.443714%2C-77.544708&adults=2&startDate=2026-06-09&d1=2026-06-09&endDate=2026-06-12&d2=2026-06-12&lodging=COTTAGE) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Maryland%2C+United+States+of+America®ionId=6351200&latLong=39.443714%2C-77.544708&adults=2&startDate=2026-06-09&d1=2026-06-09&endDate=2026-06-12&d2=2026-06-12&lodging=APARTMENT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Maryland%2C+United+States+of+America®ionId=6351200&latLong=39.443714%2C-77.544708&adults=2&startDate=2026-06-09&d1=2026-06-09&endDate=2026-06-12&d2=2026-06-12&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Maryland%2C+United+States+of+America®ionId=6351200&latLong=39.443714%2C-77.544708&adults=2&startDate=2026-06-09&d1=2026-06-09&endDate=2026-06-12&d2=2026-06-12&lodging=VILLA) Chalets [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Maryland%2C+United+States+of+America®ionId=6351200&latLong=39.443714%2C-77.544708&adults=2&startDate=2026-06-09&d1=2026-06-09&endDate=2026-06-12&d2=2026-06-12&lodging=CHALET) ![](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%2FMiddletown-Cottages.d6351200-aaCottages.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Cottages.d6351200-aaCottages.Travel-Guide-Accommodation) ## Top Middletown Hotel Reviews ![The Inn at Charles Town - Hollywood Casino](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/6291b142_y.jpg) ### The Inn at Charles Town - Hollywood Casino 4/10 Poor "We did not have a bar in the room we had 2 bottles of water. We did not need A/C." [](https://expedia.ca/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.Hotel-Information) ![Best Western Historic Frederick](https://images.trvl-media.com/lodging/1000000/30000/23100/23097/b50eba38_y.jpg) ### Best Western Historic Frederick 8/10 Good " Nice hotel for a stay close to downtown. The staff are friendly and caring and the breakfast is above average. " [](https://expedia.ca/Frederick-Hotels-Best-Western-Historic-Frederick.h23097.Hotel-Information) ![Country Inn & Suites by Radisson, Frederick, MD](https://images.trvl-media.com/lodging/1000000/60000/59600/59588/1aff68d6_y.jpg) ### Country Inn & Suites by Radisson, Frederick, MD 8/10 Good "Room was nice and clean" [](https://expedia.ca/Frederick-Hotels-Country-Inn-Suites-By-Radisson.h59588.Hotel-Information) ![Holiday Inn Express & Suites Leesburg - Historic District by IHG](https://images.trvl-media.com/lodging/1000000/600000/596500/596430/c6a38a54_y.jpg) ### Holiday Inn Express & Suites Leesburg - Historic District by IHG 10/10 Excellent "The room was clean and spacious. I was very happy with the quick and easy check-in/check-out process too. Would totally recommend. 5 stars!" [](https://expedia.ca/Leesburg-Hotels-Holiday-Inn-Express-And-Suites-Leesburg-Historic-District.h596430.Hotel-Information) ![SpringHill Suites by Marriott Frederick](https://images.trvl-media.com/lodging/62000000/61640000/61631900/61631879/e35ce686_y.jpg) ### SpringHill Suites by Marriott Frederick 10/10 Excellent "Only a short drive to historic downtown Frederick." [](https://expedia.ca/Frederick-Hotels-SpringHill-Suites-By-Marriott-Frederick.h61631879.Hotel-Information) ![Hilton Garden Inn Frederick](https://images.trvl-media.com/lodging/2000000/1610000/1608200/1608110/6e2ddf4e_y.jpg) ### Hilton Garden Inn Frederick 2/10 Terrible "Clogged bathtub, no toilet paper, no TV signal" [](https://expedia.ca/Frederick-Hotels-Hilton-Garden-Inn-Frederick.h1608110.Hotel-Information) ![Hampton Inn Hagerstown](https://images.trvl-media.com/lodging/1000000/60000/59800/59778/w3840h2557x0y3-59fd052e_y.jpg) ### Hampton Inn Hagerstown 10/10 Excellent "Good breakfast, good parking, convenient to the interstate." [](https://expedia.ca/Hagerstown-Hotels-Hampton-Inn-Hagerstown.h59778.Hotel-Information) ![Holiday Inn Express Charles Town by IHG](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/d75699e6_y.jpg) ### Holiday Inn Express Charles Town by IHG 10/10 Excellent "The shuttle to anywhere in a 2 mile radius was a real bonus! Best yet, the shuttle was "on demand" and we walked right on it once and had a very short wait for the return trip. The breakfast buffet was plentiful for a good start to the morning! We enjoyed our short stay and likely will be back!" [](https://expedia.ca/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.Hotel-Information) ![Hillside Inn & Suite](https://images.trvl-media.com/lodging/117000000/116910000/116906500/116906499/92bdcb24_y.jpg) ### Hillside Inn & Suite 10/10 Excellent "Everything worked, staff friendly and helpful. Quiet location." [](https://expedia.ca/Martinsburg-Hotels-Hillside-Inn-And-Suite.h116906499.Hotel-Information) ## Find out more about Middletown ## Middletown Cottages information | Number of reviews | 327 | | ----------------- | ----------- | | Accommodation | 84 Cottages | | Lowest Price | CA $219 | | Highest Price | CA $2,482 | ## Frequently asked questions ### Why book your cottage in Middletown with Expedia? ### How can I find cheap cottages in Middletown? ### What is there to do in Middletown near my cottage? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [3 Star Hotels in Downtown Frederick ](https://www.expedia.ca/3Star-Downtown-Frederick-Frederick-Hotels.s30-n553248635976468745-0.Travel-Guide-Filter-Hotels) - [B&B in Appletown ](https://www.expedia.ca/Appletown-Bed-And-Breakfast.d553248635975847049-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Pet-Friendly Hotels in Ballenger Creek ](https://www.expedia.ca/Ballenger-Creek-Hotels-Pet-Friendly-Hotel.0-0-d553248634999437684-tPetfriendlyHotel.Travel-Guide-Filter-Hotels) - 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