Title: Secretary Vacation Rentals from CA $351: Short-Term Rentals for 2025 | Expedia.ca [Hotels in Secretary](https://expedia.ca/Secretary-Hotels.d3000440876.Travel-Guide-Hotels)[Secretary Car Rentals](https://expedia.ca/Car-Rentals-In-Secretary.d3000440876.Car-Rental-Guide)[Secretary Vacation Packages](https://expedia.ca/Secretary.d3000440876.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) # Secretary 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=3000440876&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=3000440876&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In three months [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=3000440876&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In four months [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=3000440876&startDate=2026-01-16&endDate=2026-01-18&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Secretary ## Our top choices for Secretary vacation rentals ![Marina](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/51cd6ca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/b3c1fc85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/c7785aa6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/1792ceb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina Cambridge 9.6/10 Exceptional (15) "Vacationed here with our family of 5. Very cute and nice layout. Perfect walk to downtown and the docks. " CA $221 CA $511 total includes taxes & fees Sep 30 - Oct 1 [](https://www.expedia.ca/Cambridge-Hotels-Cozy-2-Bedroom.h99684191.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/77000000/76260000/76259800/76259762/75c5aef6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Golf](https://images.trvl-media.com/lodging/77000000/76260000/76259800/76259762/c73dd104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76260000/76259800/76259762/6355b849.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/77000000/76260000/76259800/76259762/2e4f627e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### RANCH AT ROYAL OAK- Exclusive waterfront pool pier Royal Oak 10/10 Exceptional (26) "Wow, what a homerun of a vacation house - it had everything we needed and more. We had the best time and hope to be back soon." [](https://www.expedia.ca/Royal-Oak-Hotels-RANCH-AT-ROYAL-OAK-Exclusive-Waterfront-Pool-Pier.h76259762.Hotel-Information) ![Private kitchen](https://images.trvl-media.com/lodging/82000000/81260000/81259300/81259255/b3fc30c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/82000000/81260000/81259300/81259255/9a71ab46.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/82000000/81260000/81259300/81259255/0251fd8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/82000000/81260000/81259300/81259255/3d19a740.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sailwinds Loft at Cambridge Creek Cambridge 10/10 Exceptional (15) "The location and apartment were perfect. " CA $214 CA $351 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Cambridge-Hotels-Sailwinds-Loft-At-Cambridge-Creek.h81259255.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/93000000/92010000/92008700/92008639/0809820d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92010000/92008700/92008639/8a60f7ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/93000000/92010000/92008700/92008639/1a21e043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/93000000/92010000/92008700/92008639/0310a691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly) Cambridge 10/10 Exceptional (11) "Really nice property. Relaxing weekend. Stayed here with my daughter for two nights. We had a great time. " [](https://www.expedia.ca/Cambridge-Hotels-Cozy-Cottage-With-Private-Dock-Chesapeake-Bay-Cambridge.h92008639.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33506200/33506110/1dc9ddc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/34000000/33510000/33506200/33506110/c5d1df22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor banquet area](https://images.trvl-media.com/lodging/34000000/33510000/33506200/33506110/d6f3062d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33510000/33506200/33506110/b73afede.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Family and Pet-Friendly, Waterfront with Pier Cambridge 10/10 Exceptional (257) "It is a perfect spot to relax and enjoy the water. We will book again if we are back that way. " [](https://www.expedia.ca/Cambridge-Hotels-Family-And-Pet-Friendly.h33506110.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/90000000/89180000/89179200/89179147/d6394886.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/90000000/89180000/89179200/89179147/c299076c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89180000/89179200/89179147/c8bcbd97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89180000/89179200/89179147/c261da12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock Cambridge 9.8/10 Exceptional (7) "Great House " [](https://www.expedia.ca/Cambridge-Hotels-NEW-Gorgeous-Waterfront-Estate-In-Cambridge-Md.h89179147.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/34000000/33550000/33549200/33549150/w1624h1084x0y2-ec718b23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33550000/33549200/33549150/afb6f363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers, beach towels](https://images.trvl-media.com/lodging/34000000/33550000/33549200/33549150/580dc6a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33550000/33549200/33549150/f9c952d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chesapeake Waterfront- 7bd/5ba, Beach, Pool, Pets, Dock Woolford 9.8/10 Exceptional (74) "We sought a large home for a special family birthday, with multiple bedrooms, roomy eating and living areas, and water access for recreation. This house met all our requirements and more. Our grandchildren, from teen to preschool, loved the multiple kayaks, the crab traps, roasting marshmallows at the fire pit, swimming in the heated pool, finding oyster shells along the shoreline. We visited Annapolis for a sail and sightseeing, even though it meant driving back over the Bay bridge, and we... [](https://www.expedia.ca/Woolford-Hotels-Newer-Luxury-Waterfront-Beach.h33549150.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/120000000/119340000/119331500/119331473/61e8c463.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119340000/119331500/119331473/2793baeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/120000000/119340000/119331500/119331473/a4a8578b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119340000/119331500/119331473/868b127d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Station House East: Upscale Loft in the Historic District Cambridge, MD Downtown Cambridge CA $103 CA $373 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Cambridge-Hotels-Station-House-East-Upscale-Loft-In-The-Historic-District-Cambridge.h119331473.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96970000/96966700/96966609/361161dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player](https://images.trvl-media.com/lodging/97000000/96970000/96966700/96966609/5e527d61.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/97000000/96970000/96966700/96966609/f46875bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/97000000/96970000/96966700/96966609/4e8dc08e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront property with private boat ramp and new dock! Cambridge 9.2/10 Wonderful (16) "Thoroughly enjoyed our stay! Cottage was comfortable and very clean with everything we could have needed! " [](https://www.expedia.ca/Cambridge-Hotels-Waterfront-Property-With-Private-Boat-Ramp-And-New-Dock.h96966609.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/86000000/85390000/85383900/85383832/4ec52bf9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/86000000/85390000/85383900/85383832/bc027eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/86000000/85390000/85383900/85383832/42f3eb31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/86000000/85390000/85383900/85383832/cc7de88d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Thorneton Point Estate Easton 9.6/10 Exceptional (20) "Beautiful, well-maintained property in a gorgeous waterside setting. " [](https://www.expedia.ca/Easton-Hotels-Thorneton-Point-Estate.h85383832.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) ![Dining](https://images.trvl-media.com/lodging/81000000/80030000/80024200/80024112/w508h683x258y0-7ad5c2e6.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/81000000/80030000/80024200/80024112/w506h683x259y0-568e095d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/81000000/80030000/80024200/80024112/w507h683x259y0-684aae50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Getaway with Dock Woolford 10/10 Exceptional (50) "We appreciated the cleanliness of the home and the location was beautiful and convenient to the state/national park, town and Harriet Tubman museum." CA $317 CA $384 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Woolford-Hotels-Waterfront-Getaway-With-Dock.h80024112.Hotel-Information) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/58000000/57390000/57380300/57380268/w1620h1079x0y1-94bd03c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/58000000/57390000/57380300/57380268/w1619h1079x1y1-d535d16e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/58000000/57390000/57380300/57380268/w1620h1079x0y1-85393533.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57390000/57380300/57380268/w1620h1079x0y1-30cacfcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Downtown St. Michaels | Bikes | Kayaks | Private Pier Saint Michaels 10/10 Exceptional (33) "Lovely home in a beautiful location. Super convenient to everything and very well-appointed and comfortable. Would definitely stay here again!" [](https://www.expedia.ca/St-Michaels-Hotels-Riverview-Retreat-Charming-Waterfront-Cottage-In-St-Michaels.h57380268.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/23000000/22520000/22517000/22516965/e2c769bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/23000000/22520000/22517000/22516965/222bc55f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22520000/22517000/22516965/25d629df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/23000000/22520000/22517000/22516965/w1920h3058x0y162-7ccbc3fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful, Open floor plan, amazing sunset views,Waterside Pool, Pier, 6+ac Easton 10/10 Exceptional (93) "Beautiful home in a quiet community. " [](https://www.expedia.ca/Easton-Hotels-Beautiful.h22516965.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32840000/32831300/32831251/9b2e9a60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32840000/32831300/32831251/b27dc72d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/33000000/32840000/32831300/32831251/801623f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/33000000/32840000/32831300/32831251/26a2e7e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxurious and Extremely Private Waterfront Estate (SORRY - NO WEDDINGS) Royal Oak 10/10 Exceptional (89) "This property is even prettier in person!! We have a huge extended family and there was plenty of space for everyone. The host and property manager both made themselves available to answer any questions and responded very quickly. Excellent trip - we would love to stay again in the future!" [](https://www.expedia.ca/Royal-Oak-Hotels-Luxurious-And-Extremely-Private-Waterfront-Estate.h32831251.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/e8133ca5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/aece230b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/e11d1711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/dea9ce41.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Station House West: Upscale Condo in Historic Downtown Cambridge, Maryland Downtown Cambridge 8.8/10 Excellent (5) "The place was very clean and in the most perfect spot in downtown Cambridge. We had a wedding walking distance from this place. Jen is a very responsive and accommodating host!" CA $165 CA $408 total includes taxes & fees Sep 23 - Sep 24 [](https://www.expedia.ca/Cambridge-Hotels-Upscale-Condo-In-Historic-Downtown-Cambridge.h103584811.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/90000000/89710000/89709700/89709654/241abfd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, video games, foosball](https://images.trvl-media.com/lodging/90000000/89710000/89709700/89709654/50397bdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/90000000/89710000/89709700/89709654/8f2f5dc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/90000000/89710000/89709700/89709654/8ddfe0a5_edited_28f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Short drive to Downtown Cambridge | Private Dock | Pool | 16.5 Acres | Guest Hou Cambridge 9.4/10 Exceptional (3) "Very beautiful property with clean rooms. Very responsive property management. Unfortunately the Outdoor grill and the dock light was not functional and the owner did bot resolve it during our stay. Hopefully they will take care of them before the next guest arrives." [](https://www.expedia.ca/Cambridge-Hotels-Oyster-Haven-An-ESVR-Property.h89709654.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/97000000/96120000/96117900/96117871/e7ff4058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96120000/96117900/96117871/5ae97cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Game room](https://images.trvl-media.com/lodging/97000000/96120000/96117900/96117871/c3524691.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis](https://images.trvl-media.com/lodging/97000000/96120000/96117900/96117871/4d65add6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Waterfront Retreat in Cambridge! Cambridge 10/10 Exceptional (47) "Beautifully decorated home, clean and spacious. We really enjoyed the private waterfront and kayak. Would love to come back. " CA $293 CA $600 total includes taxes & fees Sep 24 - Sep 25 [](https://www.expedia.ca/Cambridge-Hotels-Beautiful-Waterfront-Retreat-In-Cambridge.h96117871.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/88000000/87680000/87670600/87670535/1dd4917f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87680000/87670600/87670535/ca0bb24f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/88000000/87680000/87670600/87670535/322a42dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lake](https://images.trvl-media.com/lodging/88000000/87680000/87670600/87670535/04cfc6f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Stylish Home on the Choptank River (with Tidal Beach) Preston 10/10 Exceptional (38) "We really enjoyed our stay. The house has everything needed and the sunrises are beautiful." [](https://www.expedia.ca/Preston-Hotels-Stylish-Home-On-The-Choptank-River.h87670535.Hotel-Information) ![Smart TV, books, printers](https://images.trvl-media.com/lodging/96000000/95860000/95854100/95854099/60be688f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95860000/95854100/95854099/c09f4ad6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/96000000/95860000/95854100/95854099/de3dd7f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/96000000/95860000/95854100/95854099/32d5fc72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Blue Heron-Spacious Waterfront Eastern Shore getaway with kayaks Woolford 9.4/10 Exceptional (20) "The house was very nice, the host was very responsive! The outside was nice, only down side lots of mosquitos but that’s expected. " [](https://www.expedia.ca/Woolford-Hotels-The-Blue-Heron-Spacious-Waterfront-Eastern-Shore-Getaway-With-Kayaks.h95854099.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/112000000/111520000/111519900/111519844/32b4bc07.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111520000/111519900/111519844/cf000467.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/112000000/111520000/111519900/111519844/d64adabb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/112000000/111520000/111519900/111519844/7dc04b9e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Minutes from Downtown Easton and St. Michaels | Pool Easton 10/10 Exceptional (2) "House was perfect for 5 adults and infant. Everyone had ample space but could come together. Property was spotless. Pool and dock were wonderful. Landscaping needs attention and it would have been nice to have a fire pit for the evenings. Otherwise a great place and space!!" [](https://www.expedia.ca/Easton-Hotels-Minutes-From-Downtown-Easton-And-St-Michaels-Pool.h111519844.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=2025-10-06&endDate=2025-10-07®ionId=3000440876&adults=2&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%2FSecretary-Vacation-Rentals.d3000440876.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FSecretary-Vacation-Rentals.d3000440876.Travel-Guide-VacationRentals) ## Top Secretary Hotel Reviews ![Best Western Plus Easton Inn & Suites](//images.trvl-media.com/lodging/7000000/6850000/6846100/6846089/bedcc35b_y.jpg) ### Best Western Plus Easton Inn & Suites 10/10 Excellent "Staff was friendly and helpful. Property was clean. Close to St. Michaels and Easton. " [](https://expedia.ca/Easton-Hotels-Best-Western-Plus-Easton-Inn-Suites.h6846089.Hotel-Information) ![Quality Inn](//images.trvl-media.com/lodging/1000000/20000/11400/11364/fbc96e63_y.jpg) ### Quality Inn 10/10 Excellent "Front desk person friendly. Room clean but smelled like cleaning fluid. " [](https://expedia.ca/Easton-Hotels-Quality-Inn.h11364.Hotel-Information) ![Hyatt Regency Chesapeake Bay](//images.trvl-media.com/lodging/1000000/900000/890500/890486/6000a351_y.jpg) ### Hyatt Regency Chesapeake Bay 10/10 Excellent "Beautiful place" [](https://expedia.ca/Cambridge-Hotels-Hyatt-Regency-Chesapeake-Bay.h890486.Hotel-Information) ![Holiday Inn Express Cambridge by IHG](//images.trvl-media.com/lodging/1000000/480000/471400/471331/7b3d3d17_y.jpg) ### Holiday Inn Express Cambridge by IHG 10/10 Excellent "Great stay! Clean room, comfy beds, looked recently updated, and nice breakfast included. One complaint was that the listing said their was a hot tub, but there was not." [](https://expedia.ca/Cambridge-Hotels-Holiday-Inn-Express-Cambridge.h471331.Hotel-Information) ![Hampton Inn Easton](//images.trvl-media.com/lodging/2000000/1440000/1432500/1432437/w1504h992x0y8-f18eeee9_y.jpg) ### Hampton Inn Easton 10/10 Excellent "Front desk staff very helpful and hospitable. Clean room and accommodations. " [](https://expedia.ca/Easton-Hotels-Hampton-Inn-Easton.h1432437.Hotel-Information) ![Family and Pet-Friendly, Waterfront with Pier](//images.trvl-media.com/lodging/34000000/33510000/33506200/33506110/1dc9ddc9_y.jpg) ### Family and Pet-Friendly, Waterfront with Pier 10/10 Excellent "Beautiful experience. The property was right on the bay with spectacular views and sunsets. The house itself was wonderful. It was comfortable and beautifully appointed with high quality furnishings and antiques.The kitchen had everything needed. AC and overhead fans provided excellent comfort. Kayaks and a canoe were great for cruising on the bay. They also had bikes available (we brought our own). Biking is a pleasure on the rural and flat terrain of the Eastern shore. Lastly (but not least) our hosts, Rob and Clarise were wonderful. Always accessable, helpful and friendly. Kudos all around.l" [](https://expedia.ca/Cambridge-Hotels-Family-And-Pet-Friendly.h33506110.Hotel-Information) ![Sandaway Suites & Beach](//images.trvl-media.com/lodging/4000000/3510000/3503100/3503039/c47b7f6e_y.jpg) ### Sandaway Suites & Beach 10/10 Excellent "Stunning property and a wonderful place to stay in Oxford. We will be back soon. " [](https://expedia.ca/Oxford-Hotels-Sandaway-Suites-Beach.h3503039.Hotel-Information) ![St Michaels Inn](//images.trvl-media.com/lodging/1000000/20000/10300/10281/6601016b_y.jpg) ### St Michaels Inn 10/10 Excellent "Easy Check In & quite area" [](https://expedia.ca/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information) ![Days Inn by Wyndham Easton](//images.trvl-media.com/lodging/1000000/30000/21800/21787/5882e31c_y.jpg) ### Days Inn by Wyndham Easton 8/10 Good "The tv was difficult to operate. There were no cups in the room. The soap is too small. But I do like the value of the property." [](https://expedia.ca/Easton-Hotels-Days-Inn-By-Wyndham-Easton.h21787.Hotel-Information) ## Find out more about Secretary **Everything you need to know about** **Secretary** **vacation rentals** Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Secretary vacation rental for you. At Expedia, you can take your pick from [private vacation homes](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... The list goes on, and on… and on! There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Secretary vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Secretary vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Secretary. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in .  Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Secretary vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Secretary vacation rentals we have selected for you start as low as CA $351 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Secretary rentals** At Expedia, we put the best Secretary vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.  To find some top Secretary rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Secretary vacation. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Secretary. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.  ## Explore a world of travel with Expedia - Trending destinations on Expedia.ca - All accommodation types in Secretary ### Trending destinations on Expedia.ca - [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals) - [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals) - [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals) - [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals) - [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations) - [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals) - [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals) - [Palm Springs Vacation Rentals](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals) - [Tofino Vacation Rentals](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals) - [Calgary Vacation Rentals](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals) - [Costa Rica Vacation Rentals](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations) - [Vancouver Island Vacation Rentals](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals) - [Puerto Vallarta Vacation Rentals](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals) - [Hawaii Vacation Rentals](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations) - [Toronto Vacation Rentals](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals) - [Banff Vacation Rentals](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals) - [Penticton Vacation Rentals](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals) - [Osoyoos Vacation Rentals](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals) - [Mont Tremblant Vacation Rentals](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals) - [Big White Ski Resort Vacation Rentals](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals) - [Ontario Vacation Rentals](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations) - [British Columbia Vacation Rentals](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations) - [Prince Edward Island Vacation Rentals](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations) - [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals) - [Vacation Homes in Secretary](https://expedia.ca/Secretary-Private-Vacation-Homes.d3000440876-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Cottages in Secretary](https://expedia.ca/Secretary-Cottages.d3000440876-aaCottages.Travel-Guide-Accommodation) - [Apartments in Secretary](https://expedia.ca/Secretary-Apartments.d3000440876-aaApartments.Travel-Guide-Accommodation) - [B&B in Secretary](https://expedia.ca/Secretary-Bed-And-Breakfast.d3000440876-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Rentals in Secretary](https://expedia.ca/Secretary-Condos.d3000440876-aaCondos.Travel-Guide-Accommodation) - [Farmstay in Secretary](https://expedia.ca/Secretary-Agritourism.d3000440876-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Secretary](https://expedia.ca/Secretary-Apart-Hotels.d3000440876-aaApartHotels.Travel-Guide-Accommodation) - [Cabin Rentals in Secretary](https://expedia.ca/Secretary-Cabins.d3000440876-aaCabins.Travel-Guide-Accommodation) - [Guest Houses in Secretary](https://expedia.ca/Secretary-Guest-Houses.d3000440876-aaGuestHouses.Travel-Guide-Accommodation) - [Inns in Secretary](https://expedia.ca/Secretary-Inns.d3000440876-aaInns.Travel-Guide-Accommodation) - [Motels in Secretary](https://expedia.ca/Secretary-Motels.d3000440876-aaMotels.Travel-Guide-Accommodation) - [Resorts in Secretary](https://expedia.ca/Secretary-Resort-Hotels.d3000440876-aaResortHotels.Travel-Guide-Accommodation) - [Lodges in Secretary](https://expedia.ca/Secretary-Lodges.d3000440876-aaLodges.Travel-Guide-Accommodation) ## Frequently asked questions ### Are there vacation rentals in Secretary? > Yes, there are vacation rentals near well known local attractions in Secretary, or you can go with a secluded option if you'd like a relaxing place to stay. ### What's the top vacation rental in Secretary? > [NEW! Gorgeous Waterfront Estate with Saltwater pool, beach and dock](https://www.expedia.ca/Cambridge-Hotels-NEW-Gorgeous-Waterfront-Estate-In-Cambridge-Md.h89179147.Hotel-Information): Visitors like this Secretary vacation home rental. It is located on a river and has an outdoor pool, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 7 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and an arcade game room. ### What’s there to see and do in Secretary? > While exploring the area, visit family-friendly sights like Easton Cycle and Sport, or get outside and enjoy nature at Long Wharf Park. In the larger area, you’ll find Dorchester County Visitors Center and Choptank River Lighthouse. ### What’s a vacation rental in Secretary like? > Vacation rentals are private properties you can book for short or long periods in Secretary. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll feel right at home. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for families. ### Expedia's Latest Trends Hotels - [Best Hotels in Ocean City](https://expedia.ca/Ocean-City-Hotels.d9151.Travel-Guide-Hotels) - [Downtown Washington D.C. 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Vacation Packages](https://expedia.ca/Downtown-Washington-DC.d800144.Destination-Travel-Guides) - [Lincoln Memorial](https://expedia.ca/Lincoln-Memorial-Washington.d503267.Vacation-Attraction) - [Oriole Park at Camden Yards](https://expedia.ca/Oriole-Park-At-Camden-Yards-Baltimore.d6077414.Vacation-Attraction) - [Ocean City Vacation Packages](https://expedia.ca/Ocean-City.d9151.Destination-Travel-Guides) Vacation Rentals - [Vacation Rental Ocean City](https://expedia.ca/Ocean-City-Vacation-Rentals.d9151.Travel-Guide-VacationRentals) General - [Visit Downtown Washington D.C.](https://expedia.ca/Washington-Downtown-Washington-DC.dx800144) - [Visit Old Town Alexandria](https://expedia.ca/Washington-Old-Town-Alexandria.dx6163859) - [Visit Ocean City](https://expedia.ca/Ocean-City.dx9151) - [Visit Annapolis](https://expedia.ca/Annapolis.dx6034082) - [Visit Havre De Grace](https://expedia.ca/Havre-De-Grace.dx55750) - [Visit Bethesda](https://expedia.ca/Bethesda.dx6057493) - [Visit Capitol Hill](https://expedia.ca/Washington-Capitol-Hill.dx800142) - [Visit Georgetown](https://expedia.ca/Washington-Georgetown.dx107820) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app ![QR code to download the app](data:image/png;base64,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)