Title: Trappe Vacation Home Rentals from CA $379: Search Top Private Vacation Homes for Rent | Expedia.ca [Hotels in Trappe](https://expedia.ca/Trappe-Hotels.d3000440930.Travel-Guide-Hotels)[Vacation Rentals in Trappe](https://expedia.ca/Trappe-Vacation-Rentals.d3000440930.Travel-Guide-VacationRentals)[Trappe Car Rentals](https://expedia.ca/Car-Rentals-In-Trappe.d3000440930.Car-Rental-Guide)[Trappe Vacation Packages](https://expedia.ca/Trappe.d3000440930.Destination-Travel-Guides) ![Rural Maryland Farm Landscape with long Dirt Road leading to a Red Barn](https://images.trvl-media.com/place/3000440930/91468d6f-daf9-4c50-ae6a-5540c47b7c4f.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/3000440930/91468d6f-daf9-4c50-ae6a-5540c47b7c4f.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=3000440930&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=3000440930&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=3000440930&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=3000440930&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 Trappe vacation homes ![Dining](https://images.trvl-media.com/lodging/100000000/99840000/99830400/99830322/2a64ee56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/100000000/99840000/99830400/99830322/23f1d475.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99840000/99830400/99830322/30ebd57e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99840000/99830400/99830322/737f2153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Grasonville [](https://www.expedia.ca/Spacious-2-Bedroom-Duplex-Located-Conveniently-Near-Route-50-East-And-West.h99830322.Hotel-Information) 9.6/10 Exceptional (12 reviews) "Had a short getaway for a couple this location was perfect for our visit to Chestertown and the local establishments in Grasonville. Will definitely book this again. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joe C. CA $341 CA $575 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Spacious-2-Bedroom-Duplex-Located-Conveniently-Near-Route-50-East-And-West.h99830322.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/69bef312.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/3651a7b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/7cf0d433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/7f132b5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cambridge [](https://www.expedia.ca/Cambridge-Hotels-Cozy-2-Bedroom.h99684191.Hotel-Information) 9.6/10 Exceptional (20 reviews) "Very nice place in a great location. We would definitely stay there again " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Traci C. CA $225 CA $519 total includes taxes & fees Mar 18 - Mar 19 [](https://www.expedia.ca/Cambridge-Hotels-Cozy-2-Bedroom.h99684191.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71760000/71756700/71756692/a1d87464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/72000000/71760000/71756700/71756692/w1170h1577x0y0-bbbe5be2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/72000000/71760000/71756700/71756692/164dc219.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/72000000/71760000/71756700/71756692/dd899134.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Denton [](https://www.expedia.ca/Denton-Hotels-Turnbridge-Manor.h71756692.Hotel-Information) 9.8/10 Exceptional (12 reviews) "Really nice place and you can walk to everything.Will stay again!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Glenn S. CA $491 CA $843 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Denton-Hotels-Turnbridge-Manor.h71756692.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/104000000/103760000/103759100/103759056/9ec17f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/104000000/103760000/103759100/103759056/a01170f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/104000000/103760000/103759100/103759056/4239f612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/104000000/103760000/103759100/103759056/62242b9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cambridge [](https://www.expedia.ca/Cambridge-Hotels-WATERFRONT-HOT-TUB-4-BED4-BATH-CHARMING-HOME-IN-THE-HEART-OF-CAMBRIDGE.h103759056.Hotel-Information) 8.8/10 Excellent (10 reviews) "Clean, cozy, and lovely - a winter cabin stay to remember. Kids already wanted to go back 5 days later. 10 out of 10 stars! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mr. CA $424 CA $842 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Cambridge-Hotels-WATERFRONT-HOT-TUB-4-BED4-BATH-CHARMING-HOME-IN-THE-HEART-OF-CAMBRIDGE.h103759056.Hotel-Information) ![Pool](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341595/w952h953x0y0-b52c439e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341595/081bdf14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341595/abb760b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341595/b3688b5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Chesapeak beach [](https://www.expedia.ca/Chesapeake-Beach-Hotels-Family-Beach-House-Spacious-Deck.h96341595.Hotel-Information) 9.0/10 Wonderful (6 reviews) "Everything was great. The owner was extremely helpful. Couldn't ask for anything better." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bryan P. CA $232 CA $604 total includes taxes & fees Mar 16 - Mar 17 [](https://www.expedia.ca/Chesapeake-Beach-Hotels-Family-Beach-House-Spacious-Deck.h96341595.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/81000000/80030000/80024200/80024112/w507h683x258y0-d94bdb39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/81000000/80030000/80024200/80024112/w904h683x60y0-e98964a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/81000000/80030000/80024200/80024112/w509h683x258y0-2cb187b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/81000000/80030000/80024200/80024112/w506h683x259y0-9b301d23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Woolford [](https://www.expedia.ca/Woolford-Hotels-Waterfront-Getaway-With-Dock.h80024112.Hotel-Information) 10/10 Exceptional (53 reviews) "Great place, will stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Matt S. CA $314 CA $379 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Woolford-Hotels-Waterfront-Getaway-With-Dock.h80024112.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/64000000/63650000/63641700/63641659/a9c3170d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, DVD player, stereo](https://images.trvl-media.com/lodging/64000000/63650000/63641700/63641659/ba3c3f81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/64000000/63650000/63641700/63641659/d63040da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/64000000/63650000/63641700/63641659/f39074a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Dorchester County [](https://www.expedia.ca/Cambridge-Hotels-Sunset-Breezes-Quiet-Waterfront-Retreat.h63641659.Hotel-Information) 10/10 Exceptional (43 reviews) "Clean, quiet, comfy" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Deborah V. CA $316 CA $396 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Cambridge-Hotels-Sunset-Breezes-Quiet-Waterfront-Retreat.h63641659.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/3f6b4c84.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/d0df96b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/d811e5a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83070000/83066200/83066154/fcc4baa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cambridge [](https://www.expedia.ca/Cambridge-Hotels-WATERFRONT-3-Bed-Oasis-On-2-Acres-Sleeps-8.h83066154.Hotel-Information) 10/10 Exceptional (14 reviews) "Second time staying at this lovely, serene home/property. It’s the perfect getaway if you’re looking to escape into some peace! Highly recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jill C. CA $358 CA $726 total includes taxes & fees Mar 15 - Mar 16 [](https://www.expedia.ca/Cambridge-Hotels-WATERFRONT-3-Bed-Oasis-On-2-Acres-Sleeps-8.h83066154.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=2026-03-28&endDate=2026-03-29®ionId=3000440930&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_3000440930) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Trappe%2C+Maryland%2C+United+States+of+America®ionId=3000440930&latLong=38.658451%2C-76.057999&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Trappe%2C+Maryland%2C+United+States+of+America®ionId=3000440930&latLong=38.658451%2C-76.057999&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=COTTAGE) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Trappe%2C+Maryland%2C+United+States+of+America®ionId=3000440930&latLong=38.658451%2C-76.057999&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=APARTMENT) Cabins [](https://www.expedia.ca/Hotel-Search?destination=Trappe%2C+Maryland%2C+United+States+of+America®ionId=3000440930&latLong=38.658451%2C-76.057999&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=CABIN) Villas [](https://www.expedia.ca/Hotel-Search?destination=Trappe%2C+Maryland%2C+United+States+of+America®ionId=3000440930&latLong=38.658451%2C-76.057999&adults=2&startDate=2026-06-12&d1=2026-06-12&endDate=2026-06-15&d2=2026-06-15&lodging=VILLA) ![](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%2FTrappe-Private-Vacation-Homes.d3000440930-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FTrappe-Private-Vacation-Homes.d3000440930-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Trappe Hotel Reviews ![The Wildset](https://images.trvl-media.com/lodging/65000000/64420000/64410600/64410566/391fbabf_y.jpg) ### The Wildset 10/10 Excellent "Beautiful and pristine modern room with every you need. Properties have plenty of parking. Front desk staff was a delight." [](https://expedia.ca/St-Michaels-Hotels-The-Wildset.h64410566.Hotel-Information) ![The Tidewater Inn](https://images.trvl-media.com/lodging/2000000/1110000/1105600/1105532/1969a1ee_y.jpg) ### The Tidewater Inn 10/10 Excellent "The property was beautiful and we enjoyed the room, the bar and the restaurant for breakfast. It is also in a great location in a very walkable town area." [](https://expedia.ca/Easton-Hotels-The-Tidewater-Inn.h1105532.Hotel-Information) ![St Michaels Inn](https://images.trvl-media.com/lodging/1000000/20000/10300/10281/ee980eab_y.jpg) ### St Michaels Inn 4/10 Poor "Continental breakfast was unavailable. When asked why breakfast was not available was told due to remodeling and that we should have been told when we checked in. Should have been informed long before check in! Bed was extremely uncomfortable, well past needing to be replaced." [](https://expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information) ![Hyatt Regency Chesapeake Bay](https://images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg) ### Hyatt Regency Chesapeake Bay 10/10 Excellent "The pools were warm and relaxing " [](https://expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![Best Western Plus Easton Inn & Suites](https://images.trvl-media.com/lodging/7000000/6850000/6846100/6846089/bedcc35b_y.jpg) ### Best Western Plus Easton Inn & Suites 6/10 Okay "This was my fifth stay at the Best Western in Easton. I was sad to discover that since my last visit several months ago, the hotel has started using very strong scented products for cleaning and/or air freshening. I’ve kept coming back because I love the rooms, the staff, the hot breakfast and free bottles of water. The lobby is perfect for me: a small business area, snack shop, seating, tastefully decorated. But I have asthma. Seriously, I thought I’d found a place I could breathe in. But this time, from the lobby to the elevator, to the hall, and (darn) in the room, the scent was really strong. In the room, I sat for about 15 minutes before breathing became uncomfortable. So I grabbed a damp washcloth and scrubbed the table and nightstand until the washcloth stank. It helped, but even still, when I got home and unpacked, my pajamas were saturated with this scent. Even at breakfast, I happened to be standing at the coffee counter when staff came through and wiped down. That same perfume. Guys, please please please go back to the cleaning products you used before, or at least block off a section of rooms that are neutrally scented. I promise it’s not just me. This new stuff is toxic." [](https://expedia.ca/Easton-Hotels-Best-Western-Plus-Easton-Inn-Suites.h6846089.Hotel-Information) ![Quality Inn](https://images.trvl-media.com/lodging/1000000/20000/11400/11364/fbc96e63_y.jpg) ### Quality Inn 10/10 Excellent "Friendly helpful staff" [](https://expedia.ca/Easton-Hotels-Quality-Inn.h11364.Hotel-Information) ![Knapps Narrows Marina & Inn](https://images.trvl-media.com/lodging/10000000/9330000/9323700/9323601/e01c273a_y.jpg) ### Knapps Narrows Marina & Inn 10/10 Excellent "The staff were very accommodating for our late check-in. The room was clean, the view was beautiful. It was only an overnight trip but I can't wait to come back when it's warmer." [](https://expedia.ca/Tilghman-Hotels-Knapps-Narrows-Marina-Inn.h9323601.Hotel-Information) ![Hampton Inn Easton](https://images.trvl-media.com/lodging/2000000/1440000/1432500/1432437/8260c7a9_y.jpg) ### Hampton Inn Easton 10/10 Excellent "Breakfast was excellent, the kitchen staff was courteous and efficient. Housekeeping was excellent, desk staff was pleasant " [](https://expedia.ca/Easton-Hotels-Hampton-Inn-Easton.h1432437.Hotel-Information) ![The Tilghman Island Inn](https://images.trvl-media.com/lodging/60000000/59860000/59854400/59854328/w2877h1800x0y0-f772721c_y.jpg) ### The Tilghman Island Inn 10/10 Excellent "Spacious room and very clean" [](https://expedia.ca/Tilghman-Hotels-The-Tilghman-Island-Inn.h59854328.Hotel-Information) ## Find out more about Trappe ## Trappe Vacation Homes information | Number of reviews | 170 | | ----------------- | ------------------ | | Accommodation | 225 Vacation Homes | | Lowest Price | CA $379 | | Highest Price | CA $843 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [4 Star Hotels in Algonquin ](https://www.expedia.ca/4Star-Algonquin-Hotels.s40-0-d553248635975860123.Travel-Guide-Filter-Hotels) - [Farmstay in Algonquin ](https://www.expedia.ca/Algonquin-Agritourism.d553248635975860123-aaAgritourism.Travel-Guide-Accommodation) - 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