Title: Middletown Cottages from CA $323 | Expedia.ca [Hotels in Middletown](https://expedia.ca/Middletown-Hotels.d6049360.Travel-Guide-Hotels)[Vacation Rentals in Middletown](https://expedia.ca/Middletown-Vacation-Rentals.d6049360.Travel-Guide-VacationRentals)[Middletown Car Rentals](https://expedia.ca/Car-Rentals-In-Middletown.d6049360.Car-Rental-Guide)[Middletown Vacation Packages](https://expedia.ca/Middletown.d6049360.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/697e15ad381471699191df07d69a3619.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Michelle Gonzalez # Search Middletown Cottage Rentals from CA $323 - ![](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 [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6049360&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=6049360&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6049360&startDate=2025-12-19&endDate=2025-12-21&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6049360&startDate=2026-01-16&endDate=2026-01-18&adults=2&lodging=COTTAGE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Middletown Cottages ![Property grounds](https://images.trvl-media.com/lodging/83000000/82890000/82880900/82880842/4791e965.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/83000000/82890000/82880900/82880842/c1ae5468.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/83000000/82890000/82880900/82880842/a5883b4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/83000000/82890000/82880900/82880842/acf287f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Quarry Landing - Center of Town & River View - 3 Bedroom Port Deposit 10/10 Exceptional (11) "Great stay in a relaxing community. We loved to be able to walk to places from the house! The hosts were very helpful and easy to communicate with 💙" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elise E. CA $207 CA $323 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Port-Deposit-Hotels-Cheerful-3-Bedroom-Cottage-In-The-Center-Of-Town-Located-On-High-Street.h82880842.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/92000000/91020000/91010800/91010763/0195b285.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/92000000/91020000/91010800/91010763/e088966c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91020000/91010800/91010763/37adc979.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/92000000/91020000/91010800/91010763/c21874fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Thunder Hill Retreat - Spacious/Deck/Hot tub Lincoln University 10/10 Exceptional (16) "Our stay was perfect! We had a wonderful time with family celebrating our daughter's UD graduation." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Heidi Z. CA $270 CA $659 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Thunder-Hill-Retreat-Peaceful-Sleeps-12.h91010763.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/114000000/113590000/113586700/113586648/w1536h2048x598y0-350049dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/114000000/113590000/113586700/113586648/w1536h2048x598y0-479799f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/114000000/113590000/113586700/113586648/w1536h2048x598y0-a7dcc44d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113590000/113586700/113586648/w1536h2048x598y0-de4eba85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Grandma’s Cottage will wrap around you like a warm hug Betterton CA $315 CA $586 total includes taxes & fees Dec 1 - Dec 2 [](https://www.expedia.ca/Betterton-Hotels-Grandmas-Cottage-Will-Wrap-Around-You-Like-A-Warm-Hug.h113586648.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/106000000/105620000/105613900/105613889/0d4a4309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/106000000/105620000/105613900/105613889/2a80bf3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/106000000/105620000/105613900/105613889/a10af6f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace](https://images.trvl-media.com/lodging/106000000/105620000/105613900/105613889/ba6c2c65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Long Beach Cottage, (romantic couple’s getaway) Charlestown 10/10 Exceptional (4) "Loved the property and the decor. Very well done and luxurious!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Elisheva K. CA $428 CA $671 total includes taxes & fees Nov 30 - Dec 1 [](https://www.expedia.ca/Perryville-Hotels-Long-Beach-Cottage.h105613889.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=2025-12-03&endDate=2025-12-04®ionId=6049360&adults=2&lodging=COTTAGE&sort=RECOMMENDED&openPlayBack=true) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Delaware%2C+United+States+of+America®ionId=6049360&latLong=39.449638%2C-75.716667&adults=2&startDate=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=VACATION_HOME) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Delaware%2C+United+States+of+America®ionId=6049360&latLong=39.449638%2C-75.716667&adults=2&startDate=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=CABIN) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Delaware%2C+United+States+of+America®ionId=6049360&latLong=39.449638%2C-75.716667&adults=2&startDate=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=APARTMENT) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Delaware%2C+United+States+of+America®ionId=6049360&latLong=39.449638%2C-75.716667&adults=2&startDate=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=COTTAGE) Condos [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Delaware%2C+United+States+of+America®ionId=6049360&latLong=39.449638%2C-75.716667&adults=2&startDate=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Delaware%2C+United+States+of+America®ionId=6049360&latLong=39.449638%2C-75.716667&adults=2&startDate=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=VILLA) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Middletown%2C+Delaware%2C+United+States+of+America®ionId=6049360&latLong=39.449638%2C-75.716667&adults=2&startDate=2026-02-17&d1=2026-02-17&endDate=2026-02-20&d2=2026-02-20&lodging=HOUSE_BOAT) ![](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.d6049360-aaCottages.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMiddletown-Cottages.d6049360-aaCottages.Travel-Guide-Accommodation) ## Top Middletown Hotel Reviews ![Comfort Inn & Suites Newark - Wilmington](https://images.trvl-media.com/lodging/1000000/20000/12000/11904/ea219a4a_y.jpg) ### Comfort Inn & Suites Newark - Wilmington 10/10 Excellent "staff is always amazing - so accommodating… rooms are always very clean" [](https://expedia.ca/Wilmington-Hotels-Comfort-Inn-Suites-Newark-Wilmington.h11904.Hotel-Information) ![Red Roof Inn & Suites Newark - University](https://images.trvl-media.com/lodging/1000000/10000/8500/8462/a9782baa_y.jpg) ### Red Roof Inn & Suites Newark - University 10/10 Excellent "Clean " [](https://expedia.ca/Wilmington-Hotels-Red-Roof-Inn-Suites-Newark-University.h8462.Hotel-Information) ![DoubleTree by Hilton Downtown Wilmington - Legal District](https://images.trvl-media.com/lodging/1000000/30000/20900/20863/e5b5d679_y.jpg) ### DoubleTree by Hilton Downtown Wilmington - Legal District 10/10 Excellent "T" [](https://expedia.ca/Wilmington-Hotels-DoubleTree-By-Hilton-Downtown-Wilmington-Legal-District.h20863.Hotel-Information) ![DoubleTree by Hilton Hotel Wilmington](https://images.trvl-media.com/lodging/1000000/10000/3800/3787/w1282h829x4y3-c0934553_y.jpg) ### DoubleTree by Hilton Hotel Wilmington 10/10 Excellent "The room was spacious and clean. One lamp was missing a bulb, and the engineer rectified that promptly. This was a quick overnight stay. " [](https://expedia.ca/Wilmington-Hotels-DoubleTree-By-Hilton-Hotel-Wilmington.h3787.Hotel-Information) ![Sonesta ES Suites Wilmington - Newark](https://images.trvl-media.com/lodging/1000000/20000/19100/19062/98de1f1c_y.jpg) ### Sonesta ES Suites Wilmington - Newark 10/10 Excellent "Good " [](https://expedia.ca/Wilmington-Hotels-Sonesta-ES-Suites-Wilmington-Newark.h19062.Hotel-Information) ![Sonesta Select Newark Christiana Mall](https://images.trvl-media.com/lodging/1000000/10000/2100/2091/5b01ae08_y.jpg) ### Sonesta Select Newark Christiana Mall 10/10 Excellent "Clean" [](https://expedia.ca/Wilmington-Hotels-Sonesta-Select-Newark.h2091.Hotel-Information) ![Bally's Dover Casino Resort](https://images.trvl-media.com/lodging/2000000/1580000/1573000/1572988/b37bb6df_y.jpg) ### Bally's Dover Casino Resort 10/10 Excellent "Great stay...thanks" [](https://expedia.ca/Dover-Hotels-Dover-Downs-Hotel-Casino.h1572988.Hotel-Information) ![Embassy Suites by Hilton Newark Wilmington South](https://images.trvl-media.com/lodging/1000000/330000/327600/327586/b7951f6a_y.jpg) ### Embassy Suites by Hilton Newark Wilmington South 10/10 Excellent "The rooms were clean and customer service was good " [](https://expedia.ca/Wilmington-Hotels-Embassy-Suites-Newark-WilmingtonSouth.h327586.Hotel-Information) ![Red Roof Inn Perryville](https://images.trvl-media.com/lodging/1000000/20000/11300/11260/a62f5bd3_y.jpg) ### Red Roof Inn Perryville 10/10 Excellent "Cleaner modern room and helpful staff." [](https://expedia.ca/Perryville-Hotels-Red-Roof-Inn-Perryville.h11260.Hotel-Information) ## Find out more about Middletown ## Middletown Cottages information | Number of reviews | 29 | | --- | --- | | Accommodation | 32 Cottages | | Lowest Price | CA $323 | | Highest Price | CA $659 | ## Frequently asked questions ### Why book your cottage in Middletown with Expedia? > Expedia has some terrific cottages in Middletown, so start planning for a memorable vacay close to nature. If you have a set budget, select how much you'd like to spend and the preferred star rating of your property. Or, make use of our filters to search for cottages with a kitchen or a pool. We'll help you find the perfect fit whatever your plans or style of travel. ### How can I find cheap cottages in Middletown? > Expedia can help you locate cheap cottages in Middletown. To lock in a fantastic stay in a few quick clicks, try out our convenient filter tool to tailor your search results by budget, star rating and amenities. ### What is there to do in Middletown near my cottage? > Once you've unpacked your bags, venture out and discover the wonderful things Middletown has on offer. [Frog Hollow Golf Club](https://www.expedia.ca/Frog-Hollow-Golf-Club-Middletown.d6187475.Vacation-Attraction) is a top attraction to add to your must-do list. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [3 Star Hotels in Townsend](https://www.expedia.ca/3Star-Townsend-Hotels.s30-0-d553248634999377505.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Smyrna](https://www.expedia.ca/4Star-Smyrna-Hotels.s40-0-d159243.Travel-Guide-Filter-Hotels) - [Apartments in Bear](https://www.expedia.ca/Bear-Apartments.d602387-aaApartments.Travel-Guide-Accommodation) - [B&B in Bear](https://www.expedia.ca/Bear-Bed-And-Breakfast.d602387-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Bear](https://www.expedia.ca/Bear-Chalets.d602387-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Bear](https://www.expedia.ca/Bear-Guest-Houses.d602387-aaGuestHouses.Travel-Guide-Accommodation) - [Boutique Hotels in Bear](https://www.expedia.ca/Bear-Hotels-Boutique-Hotel.0-0-d602387-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - 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