Title: Massey Vacation Home Rentals from CA $387: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Massey](https://expedia.ca/Massey-Hotels.d3000440702.Travel-Guide-Hotels)[Vacation Rentals in Massey](https://expedia.ca/Massey-Vacation-Rentals.d3000440702.Travel-Guide-VacationRentals)[Massey Car Rentals](https://expedia.ca/Car-Rentals-In-Massey.d3000440702.Car-Rental-Guide)[Massey Vacation Packages](https://expedia.ca/Massey.d3000440702.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) ![](https://a.travel-assets.com/travel-assets-manager/fallback-images-brand/bex_lodging_v2.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 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=3000440702&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=3000440702&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=3000440702&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=3000440702&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Massey vacation homes ![Interior](https://images.trvl-media.com/lodging/113000000/112770000/112768900/112768841/17b445ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112770000/112768900/112768841/542ae8cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/113000000/112770000/112768900/112768841/d72c7004.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/113000000/112770000/112768900/112768841/184e980a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Elkton [](https://www.expedia.ca/Elkton-Hotels-Charming-3-Bedroom-House-With-WiFi.h112768841.Hotel-Information) 8.6/10 Excellent (14 reviews) "Great hole for our family to visit local family and celebrate Thanksgiving. Beds were comfortable house was clean and there were even Christmas lights and a tree up. So sweet. We enjoyed the fire pit and just hanging out. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tiffany T. CA $184 CA $387 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Elkton-Hotels-Charming-3-Bedroom-House-With-WiFi.h112768841.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101540000/101539300/101539294/86c67d62.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/102000000/101540000/101539300/101539294/76b495fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101540000/101539300/101539294/02f199f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/102000000/101540000/101539300/101539294/1afdcb86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Smyrna [](https://www.expedia.ca/Smyrna-Hotels-Amazing-Modern-House-With-A-Full-Kitchen-And-Parking.h101539294.Hotel-Information) 9.2/10 Wonderful (9 reviews) "The house is a beautiful place to stay. The location was ideal for going to attractions and stores. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Laurie S. CA $246 CA $484 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Smyrna-Hotels-Amazing-Modern-House-With-A-Full-Kitchen-And-Parking.h101539294.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/35000000/34020000/34013500/34013405/w800h599x0y1-14614b8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34020000/34013500/34013405/269a9c3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34020000/34013500/34013405/c3a4247f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/35000000/34020000/34013500/34013405/03e12ed5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Perryville [](https://www.expedia.ca/Perryville-Hotels-Top-Of-The-Chesapeake-Minutes-From-Historic-Charlestown.h34013405.Hotel-Information) 9.8/10 Exceptional (148 reviews) "Magical and made tons of family wedding memories. What a perfect house on the river!! We will be booking again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mary D. CA $352 CA $722 total includes taxes & fees Mar 5 - Mar 6 [](https://www.expedia.ca/Perryville-Hotels-Top-Of-The-Chesapeake-Minutes-From-Historic-Charlestown.h34013405.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/123000000/122590000/122582500/122582410/df095a99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/123000000/122590000/122582500/122582410/9b7a87a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/123000000/122590000/122582500/122582410/6d809621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/123000000/122590000/122582500/122582410/dc2f3672.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Middletown [](https://www.expedia.ca/Middletown-Hotels-Heated-Pool-Private-Backyard-Home-Theater.h122582410.Hotel-Information) CA $95 CA $645 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/Middletown-Hotels-Heated-Pool-Private-Backyard-Home-Theater.h122582410.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/125000000/124760000/124756400/124756307/a6d68a69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/125000000/124760000/124756400/124756307/b2f28606.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/125000000/124760000/124756400/124756307/799a626d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/125000000/124760000/124756400/124756307/8efdc094.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in New Castle [](https://www.expedia.ca/New-Castle-Hotels-Elegant-Family-Stay-Quiet-Neighborhood-Comfort.h124756307.Hotel-Information) CA $344 CA $397 total includes taxes & fees Mar 4 - Mar 5 [](https://www.expedia.ca/New-Castle-Hotels-Elegant-Family-Stay-Quiet-Neighborhood-Comfort.h124756307.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/120000000/119080000/119071400/119071307/b3e8d5f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/120000000/119080000/119071400/119071307/4d8cbe20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/120000000/119080000/119071400/119071307/a373d2a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Private kitchen](https://images.trvl-media.com/lodging/120000000/119080000/119071400/119071307/9d90598c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Smyrna [](https://www.expedia.ca/Smyrna-Hotels-JVA-LUXURY-HOUSING.h119071307.Hotel-Information) 10/10 Exceptional (1 review) "The house was clean and wonderful. I highly recommend!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daryl C. CA $546 CA $801 total includes taxes & fees Mar 9 - Mar 10 [](https://www.expedia.ca/Smyrna-Hotels-JVA-LUXURY-HOUSING.h119071307.Hotel-Information) ![Smart TV, stereo](https://images.trvl-media.com/lodging/118000000/117980000/117978600/117978555/ce0c44cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/118000000/117980000/117978600/117978555/e95ff09d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117980000/117978600/117978555/0fe4877e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, stereo](https://images.trvl-media.com/lodging/118000000/117980000/117978600/117978555/109ffaae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Middletown [](https://www.expedia.ca/Middletown-Hotels-Spacious-4-Bedroom-House-With-Backyard-Oasis.h117978555.Hotel-Information) 9.0/10 Wonderful (2 reviews) "We had a nice stay at this gorgeous house! Very comfortable and nicely appointed." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jordan K. CA $307 CA $1,547 total includes taxes & fees Mar 28 - Mar 29 [](https://www.expedia.ca/Middletown-Hotels-Spacious-4-Bedroom-House-With-Backyard-Oasis.h117978555.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=2026-03-17&endDate=2026-03-18®ionId=3000440702&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_3000440702) ## Find vacation rentals that suit your style Apartments [](https://www.expedia.ca/Hotel-Search?destination=Massey%2C+Maryland%2C+United+States+of+America®ionId=3000440702&latLong=39.30983%2C-75.825211&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Massey%2C+Maryland%2C+United+States+of+America®ionId=3000440702&latLong=39.30983%2C-75.825211&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=CABIN) Condos [](https://www.expedia.ca/Hotel-Search?destination=Massey%2C+Maryland%2C+United+States+of+America®ionId=3000440702&latLong=39.30983%2C-75.825211&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=CONDO) Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Massey%2C+Maryland%2C+United+States+of+America®ionId=3000440702&latLong=39.30983%2C-75.825211&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Massey%2C+Maryland%2C+United+States+of+America®ionId=3000440702&latLong=39.30983%2C-75.825211&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=COTTAGE) ![](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%2FMassey-Private-Vacation-Homes.d3000440702-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FMassey-Private-Vacation-Homes.d3000440702-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Massey Hotel Reviews ![Fairfield Inn & Suites by Marriott Middletown](https://images.trvl-media.com/lodging/82000000/81270000/81261300/81261283/52c8cc19_y.jpg) ### Fairfield Inn & Suites by Marriott Middletown 10/10 Excellent "Excellent check on—the gentleman at the front desk was really nice and very attentive. Room was spotless. Very quiet. I loved the ambiance. Checkout was equally smooth. Location was perfect. I’ll stay here again." [](https://expedia.ca/Middletown-Hotels-Fairfield-Inn-Suites-By-Marriott-Middletown.h81261283.Hotel-Information) ![Quality Inn](https://images.trvl-media.com/lodging/2000000/1790000/1781300/1781239/817be2e3_y.jpg) ### Quality Inn 10/10 Excellent "Yes" [](https://expedia.ca/Dover-Hotels-Quality-Inn.h1781239.Hotel-Information) ![Residence Inn Marriott Dover](https://images.trvl-media.com/lodging/2000000/1720000/1710800/1710788/b77a1ac6_y.jpg) ### Residence Inn Marriott Dover 10/10 Excellent "We stayed here 2 nights because we had a power outage after a snowstorm. Room was clean, the guy on the front desk was helpful and courteous. I think his name is Taylor or Naylor (i might be wrong). Breakfast was delicious. The housekeeping lady (I wish I had remember her name) she was so nice! Unfortunately, the pool was closed for renovations. 😢 Definitely will be staying here again. " [](https://expedia.ca/Dover-Hotels-Residence-Inn-Marriott-Dover.h1710788.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 "Good" [](https://expedia.ca/Dover-Hotels-Dover-Downs-Hotel-Casino.h1572988.Hotel-Information) ![Days Inn by Wyndham Dover Downtown](https://images.trvl-media.com/lodging/1000000/20000/18100/18065/0eefa1fb_y.jpg) ### Days Inn by Wyndham Dover Downtown 8/10 Good "❤️❤️❤️" [](https://expedia.ca/Dover-Hotels-Days-Inn-By-Wyndham-Dover-Downtown.h18065.Hotel-Information) ![Holiday Inn Express & Suites Middletown by IHG](https://images.trvl-media.com/lodging/35000000/34800000/34796100/34796045/82e4e131_y.jpg) ### Holiday Inn Express & Suites Middletown by IHG 10/10 Excellent "The room was clean, the staff was friendly. " [](https://expedia.ca/Wilmington-Hotels-Holiday-Inn-Express-And-Suites-Middletown.h34796045.Hotel-Information) ![Red Roof Inn & Suites Dover Downtown](https://images.trvl-media.com/lodging/1000000/890000/888000/887960/473c4e31_y.jpg) ### Red Roof Inn & Suites Dover Downtown 10/10 Excellent "The room was very clean and the staff was wonderful. " [](https://expedia.ca/Dover-Hotels-Red-Roof-Inn-Suites-Dover-Downtown.h887960.Hotel-Information) ![Hampton Inn Middletown](https://images.trvl-media.com/lodging/2000000/1490000/1485700/1485615/50463ffe_y.jpg) ### Hampton Inn Middletown 10/10 Excellent "Clean and modern " [](https://expedia.ca/Wilmington-Hotels-Hampton-Inn-Middletown.h1485615.Hotel-Information) ![Home2 Suites by Hilton Dover, DE](https://images.trvl-media.com/lodging/1000000/30000/26700/26691/w3837h2558x3y3-b9ccd77d_y.jpg) ### Home2 Suites by Hilton Dover, DE 10/10 Excellent "Excellent Stay with plenty towels, I requested extra pillows and 5 minutes later room service arrived with them! Amazing service. " [](https://expedia.ca/Dover-Hotels-Home2-Suites-By-Hilton-Dover.h26691.Hotel-Information) ## Find out more about Massey ## Massey Vacation Homes information | Number of reviews | 172 | | ----------------- | ----------------- | | Accommodation | 87 Vacation Homes | | Lowest Price | CA $387 | | Highest Price | CA $1,547 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in Chesapeake City ](https://www.expedia.ca/4Star-Chesapeake-City-Hotels.s40-0-d177517.Travel-Guide-Filter-Hotels) - [Best Western Hotels in Aberdeen Proving Ground ](https://www.expedia.ca/Aberdeen-Proving-Ground-Hotels-Best-Western.0-0-d553248634999428212--bBestWestern.Travel-Guide-Filter-Hotels) - [Aberdeen Proving Ground Hotels ](https://www.expedia.ca/Aberdeen-Proving-Ground-Hotels.d553248634999428212.Travel-Guide-Hotels) - [Apartments in Betterton ](https://www.expedia.ca/Betterton-Apartments.d3000440429-aaApartments.Travel-Guide-Accommodation) - 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