Title: Upper Hooper Island Vacation Rentals from CA $351: Short-Term Rentals for 2025 | Expedia.ca [Upper Hooper Island Travel Guide](https://expedia.ca/Upper-Hooper-Island.dx553248635975748379)[Hotels in Upper Hooper Island](https://expedia.ca/Upper-Hooper-Island-Hotels.d553248635975748379.Travel-Guide-Hotels)[Flights to Upper Hooper Island](https://expedia.ca/Cheap-Flights-To-Upper-Hooper-Island.d553248635975748379.Travel-Guide-Flights)[Upper Hooper Island Car Rentals](https://expedia.ca/Car-Rentals-In-Upper-Hooper-Island.d553248635975748379.Car-Rental-Guide)[Upper Hooper Island Vacation Packages](https://expedia.ca/Upper-Hooper-Island.d553248635975748379.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) # Upper Hooper Island 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=553248635975748379&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=553248635975748379&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=553248635975748379&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=553248635975748379&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Vacation Rentals in Upper Hooper Island ## Our top choices for Upper Hooper Island 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) ![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99690000/99684200/99684191/9ab957a1.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) ### 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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24040000/24035300/24035221/cb15e38e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24040000/24035300/24035221/888612d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/25000000/24040000/24035300/24035221/60426231.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/25000000/24040000/24035300/24035221/d0a55e15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### \*\*FAMILY FRIENDLY CREEKSIDE GETAWAY - HIDEAWAY AND ENJOY THE FAMILY MOMENTS\*\* Point Lookout 10/10 Exceptional (192) "Great for our group of 2 families. Plenty of beds, nice gathering space, access to the creek, played in the grassy field. Would/will likely return! " [](https://www.expedia.ca/Ridge-Hotels-Family-Friendly-Creekside-Getaway-Hideaway-AND-Enjoy-THE-Family-Moments.h24035221.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) ![Property grounds](https://images.trvl-media.com/lodging/93000000/92010000/92008700/92008639/d6081e49.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) ![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) ![Interior](https://images.trvl-media.com/lodging/82000000/81260000/81259300/81259255/3d19a740.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/82000000/81260000/81259300/81259255/e94dd853.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) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70870000/70865600/70865593/b0a22573.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70870000/70865600/70865593/5f77380d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/71000000/70870000/70865600/70865593/ef1b8570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/71000000/70870000/70865600/70865593/03762651.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Cottage in Beautiful Hoopers Island Fishing Creek 10/10 Exceptional (78) "We had a very nice stay and enjoyed the quiet environment and the amenities of the property. Lots of great area for walking. " [](https://www.expedia.ca/Fishing-Creek-Hotels-Waterfront-Cottage-In-Beautiful-Hoopers-Island.h70865593.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) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33510000/33506200/33506110/b73afede.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) ![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) ### 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) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/79000000/78350000/78345000/78344935/c50d42e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/79000000/78350000/78345000/78344935/0201d1d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78350000/78345000/78344935/32d27d9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78350000/78345000/78344935/93838390.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bay view from Calvert Cliffs, Solomons Island & State Park nearby Lusby 10/10 Exceptional (54) "Such a beautiful place to stay. Had absolutely everything you could need. Comfy beds and tons of space. Definitely recommend staying here!" [](https://www.expedia.ca/Lusby-Hotels-Bay-View-From-Calvert-Cliffs.h78344935.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22130000/22121200/22121103/1445eb3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from property](https://images.trvl-media.com/lodging/23000000/22130000/22121200/22121103/61116c9f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22130000/22121200/22121103/79d27909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, table tennis, books](https://images.trvl-media.com/lodging/23000000/22130000/22121200/22121103/74187b21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Hideaway in Hays Beach: Chesapeake Bay, 5G WiFi, 60 Second Walk to Beach Point Lookout 10/10 Exceptional (122) "We are not strangers to the area, my wife having grown up in the area, but each time we stay on the Chesapeake we feel at home. The Hideaway is so nice that you don't want to go back your actual home! It is furnished as if it is a year-round residence, no cheap or mismatched furniture and appliances. We enjoy cooking and the kitchen is has everything you need and it works. The yard and amenities are top notch. If you enjoy bird watching, sit in the back yard and take in the bird activity... [](https://www.expedia.ca/Scotland-Hotels-Enjoy-The-Hideaway-In-Hays-Beach-On-Chesapeake-Bay-With-Internet-301-250-8384.h22121103.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/66000000/65380000/65377200/65377150/656bbb21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach](https://images.trvl-media.com/lodging/66000000/65380000/65377200/65377150/4d1548ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/66000000/65380000/65377200/65377150/w1431h960x0y0-4fb5495b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/66000000/65380000/65377200/65377150/8dd36ff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious Waterfront Home secluded on 60 ac with Beach and Boat Ramp Drayden 9.8/10 Exceptional (73) "What a great property, wildlife abounds!!! We had a fantastic weekend with family and friends!" [](https://www.expedia.ca/Drayden-Hotels-Spacious-Waterfront-Home-Secluded-On-60-Ac-With-Beach-And-Boat-Ramp.h65377150.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90330000/90322700/90322698/9eee613a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/91000000/90330000/90322700/90322698/30cbcc0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/91000000/90330000/90322700/90322698/6d64a64c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/91000000/90330000/90322700/90322698/69536ff0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### El Camino Ridge 10/10 Exceptional (48) "Awesome location and accommodations. Very clean and comfortable. " [](https://www.expedia.ca/Ridge-Hotels-El-Camino.h90322698.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) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33550000/33549200/33549150/28ff1584.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) ![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) ### 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) ![Terrace/patio](https://images.trvl-media.com/lodging/114000000/113770000/113762700/113762622/f894c631.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113770000/113762700/113762622/e4dc58d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113770000/113762700/113762622/587fc9a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113770000/113762700/113762622/35085b13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### High River Bank with $1M Sunset View, 3 min to College Lexington Park 10/10 Exceptional (2) "This was our second time staying at this beautiful home, and it was just as wonderful as we remembered. The house is impeccably maintained, tastefully decorated, and incredibly comfortable. The beds are cozy, and every detail has been thoughtfully considered—from the clear labels throughout the home to the fully stocked kitchen and amenities. It truly feels like a home away from home. We had a fantastic stay and are already looking forward to our next visit!" CA $284 CA $578 total includes taxes & fees Sep 23 - Sep 24 [](https://www.expedia.ca/Lexington-Park-Hotels-High-River-Bank-With-1M-View.h113762622.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107130000/107125200/107125181/1b7f2d33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107130000/107125200/107125181/e37ba28e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/108000000/107130000/107125200/107125181/1e6435f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107130000/107125200/107125181/d70fcf10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 4BDRM River front house with Private Beach in Hollywood Hollywood 9.8/10 Exceptional (14) "This house was just what we needed for our business associates. " [](https://www.expedia.ca/Hollywood-Hotels-4BDRM-River-Front-House-With-Private-Beach-In-Hollywood.h107125181.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/71000000/70480000/70478400/70478395/944f3972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70480000/70478400/70478395/fda5f50c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, foosball, books](https://images.trvl-media.com/lodging/71000000/70480000/70478400/70478395/93712141.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/71000000/70480000/70478400/70478395/74758364.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Renovated, Waterfront, Large Private Deep Water Dock, Cowboy Pool, Fire Pit Lusby 10/10 Exceptional (51) "Just what we needed for an extended weekend getaway with family. The view of the water was do nice. House was very clean on arrival " [](https://www.expedia.ca/Lusby-Hotels-Welcome-To-The-Boathouse-On-Mill-Creek.h70478395.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) ![Interior](https://images.trvl-media.com/lodging/97000000/96970000/96966700/96966609/4e8dc08e.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) ![Exterior](https://images.trvl-media.com/lodging/97000000/96970000/96966700/96966609/b9fba245.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/110000000/109980000/109977800/109977749/w506h683x258y0-cd0997d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109980000/109977800/109977749/w906h683x59y0-c873d7ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109980000/109977800/109977749/c5bfacab_edited_b796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/110000000/109980000/109977800/109977749/w509h683x257y0-cf384e61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Solomons Apartment Solomons 9.2/10 Wonderful (12) "Very clean, awesome location and amazing hosts!! " CA $227 CA $414 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Solomons-Hotels-Waterfront-Solomons-Apartment.h109977749.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) ![Property grounds](https://images.trvl-media.com/lodging/81000000/80030000/80024200/80024112/w508h683x258y0-88a539de.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) ![Beach](https://images.trvl-media.com/lodging/101000000/100950000/100947500/100947429/w1024h594x0y46-983bc29c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/101000000/100950000/100947500/100947429/c7a4f52a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/101000000/100950000/100947500/100947429/w1024h571x0y57-8ccdcfd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100950000/100947500/100947429/w1024h597x0y43-62488131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Belle of the Chesapeake Bay Lusby 9.2/10 Wonderful (15) "This was a great place to stay in a quiet neighborhood, a short drive from Calvert Cliffs State Park. Plenty of space for four adults. We could have stayed longer and would not hesitate to book again." [](https://www.expedia.ca/Lusby-Hotels-Belle-Of-The-Chesapeake-Bay.h100947429.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71790000/71784000/71783953/4cf82495.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/72000000/71790000/71784000/71783953/f7b98672.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/72000000/71790000/71784000/71783953/33ddd167.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games, books](https://images.trvl-media.com/lodging/72000000/71790000/71784000/71783953/cf8d88cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Single family home with screened porch. Fishing Creek 10/10 Exceptional (13) "The house was very nicely done and extremely well stocked and the host was very friendly and super easy to deal with. We especially like the location for sunrise walks with the dogs and easy access to the national parks. " [](https://www.expedia.ca/Fishing-Creek-Hotels-Single-Family-Home-With-Screened-Porch.h71783953.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103590000/103584900/103584811/70d83c34.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) ### 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) 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=553248635975748379&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%2FUpper-Hooper-Island-Vacation-Rentals.d553248635975748379.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FUpper-Hooper-Island-Vacation-Rentals.d553248635975748379.Travel-Guide-VacationRentals) ## Top Upper Hooper Island Hotel Reviews ![Hilton Garden Inn Solomons](//images.trvl-media.com/lodging/2000000/1650000/1644700/1644617/7fd50c6e_y.jpg) ### Hilton Garden Inn Solomons 10/10 Excellent "Nice and clean with sum good food to come with it !!!" [](https://expedia.ca/Solomons-Hotels-Hilton-Garden-Inn-Solomons.h1644617.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) ![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) ![Solomons Inn Resort & Marina](//images.trvl-media.com/lodging/1000000/30000/24900/24812/d9855215_y.jpg) ### Solomons Inn Resort & Marina 10/10 Excellent "Great place rude bike to get around town" [](https://expedia.ca/Solomons-Hotels-Solomons-Inn-Resort-Marina.h24812.Hotel-Information) ![Comfort Inn & Suites](//images.trvl-media.com/lodging/6000000/5100000/5098400/5098394/11804ad4_y.jpg) ### Comfort Inn & Suites 10/10 Excellent "Nothing to say" [](https://expedia.ca/Lexington-Park-Hotels-Comfort-Inn-Suites.h5098394.Hotel-Information) ![Quality Inn Solomons - Beacon Marina](//images.trvl-media.com/lodging/1000000/30000/22800/22769/e6e80a26_y.jpg) ### Quality Inn Solomons - Beacon Marina 10/10 Excellent " A" [](https://expedia.ca/Solomons-Hotels-Quality-Inn-Solomons-Beacon-Marina.h22769.Hotel-Information) ![Holiday Inn Express & Suites Lexington Park-California by IHG](//images.trvl-media.com/lodging/10000000/9750000/9742000/9741955/ff412f6a_y.jpg) ### Holiday Inn Express & Suites Lexington Park-California by IHG 10/10 Excellent "Excellent stay for the price Good breakfast and quiet " [](https://expedia.ca/California-Hotels-Holiday-Inn-Express-Suites-Lexington-Park-California.h9741955.Hotel-Information) ![La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent](//images.trvl-media.com/lodging/3000000/2160000/2158700/2158611/e92cb1b2_y.jpg) ### La Quinta Inn & Suites by Wyndham Lexington Park - Patuxent 10/10 Excellent "Great time and staff" [](https://expedia.ca/California-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Lexington-Park-Patuxent.h2158611.Hotel-Information) ## Find out more about Upper Hooper Island **Everything you need to know about** **Upper Hooper Island** **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 Upper Hooper Island 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 Upper Hooper Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Upper Hooper Island vacation rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Upper Hooper Island. 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 Upper Hooper Island 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 Upper Hooper Island 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 Upper Hooper Island rentals** At Expedia, we put the best Upper Hooper Island 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 Upper Hooper Island 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 Upper Hooper Island 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 Upper Hooper Island. 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 Upper Hooper Island ### 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 Upper Hooper Island](https://expedia.ca/Upper-Hooper-Island-Private-Vacation-Homes.d553248635975748379-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Cottages in Upper Hooper Island](https://expedia.ca/Upper-Hooper-Island-Cottages.d553248635975748379-aaCottages.Travel-Guide-Accommodation) - [Apartments in Upper Hooper Island](https://expedia.ca/Upper-Hooper-Island-Apartments.d553248635975748379-aaApartments.Travel-Guide-Accommodation) - [Cabin Rentals in Upper Hooper Island](https://expedia.ca/Upper-Hooper-Island-Cabins.d553248635975748379-aaCabins.Travel-Guide-Accommodation) - [Farmstay in Upper Hooper Island](https://expedia.ca/Upper-Hooper-Island-Agritourism.d553248635975748379-aaAgritourism.Travel-Guide-Accommodation) - [B&B in Upper Hooper Island](https://expedia.ca/Upper-Hooper-Island-Bed-And-Breakfast.d553248635975748379-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Condo Rentals in Upper Hooper Island](https://expedia.ca/Upper-Hooper-Island-Condos.d553248635975748379-aaCondos.Travel-Guide-Accommodation) - [Resorts in Upper Hooper Island](https://expedia.ca/Upper-Hooper-Island-Resort-Hotels.d553248635975748379-aaResortHotels.Travel-Guide-Accommodation) - [Houseboats in Upper Hooper Island](https://expedia.ca/Upper-Hooper-Island-Houseboats.d553248635975748379-aaHouseboats.Travel-Guide-Accommodation) - [Motels in Upper Hooper Island](https://expedia.ca/Upper-Hooper-Island-Motels.d553248635975748379-aaMotels.Travel-Guide-Accommodation) ### Expedia's Latest Trends Hotels - [Best Hotels in Tokyo](https://expedia.ca/Tokyo-Hotels.d179900.Travel-Guide-Hotels) - [Humber River Hospital hotels](https://expedia.ca/Humber-River-Hospital-Hotels.0-l652823674275520512-0.Travel-Guide-Filter-Hotels) - [Kawaguchiko Hotel](https://expedia.ca/Kofu-Hotels-Kawaguchiko-Hotel.h12991356.Hotel-Information) - [Rodd Royalty](https://expedia.ca/Charlottetown-Hotels-Rodd-Royalty.h8001.Hotel-Information) - [Best Hotels in Watertown](https://expedia.ca/Watertown-Hotels.d417.Travel-Guide-Hotels) - [Compass Cove Resort](https://expedia.ca/Myrtle-Beach-Hotels-Compass-Cove-Resort.h916929.Hotel-Information) - [Serenity Island Resort](https://expedia.ca/Bounty-Island-Hotels-Serenity-Island-Resort.h24105137.Hotel-Information) - [Darien Lake Lodge on the Lake](https://expedia.ca/Corfu-Hotels-Darien-Lake-Lodge-On-The-Lake.h13279584.Hotel-Information) - [Fairmont Hotels in Mont-Tremblant](https://expedia.ca/Mont-Tremblant-Hotels-Fairmont.0-0-d55374--bFairmont.Travel-Guide-Filter-Hotels) - [DoubleTree by Hilton Montreal Airport](https://expedia.ca/Montreal-Hotels-DoubleTree-By-Hilton-Montreal-Airport.h22619021.Hotel-Information) - [Adults Only Resorts & Hotels in Saskatchewan](https://expedia.ca/Destinations-In-Saskatchewan-Adults-Only-Resorts.0-0-d11191-tAdultsOnlyResorts.Hotel-Filter-Destinations) - [Downtown Toronto Hotels with Hot Tubs](https://expedia.ca/Downtown-Toronto-Toronto-Hotels-Hotels-With-Hot-Tubs.0-n6057934-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Nanaimo Hotels with Waterslides](https://expedia.ca/Nanaimo-Hotels-Hotels-With-Waterslides.0-0-d3908-tHotelswithWaterslides.Travel-Guide-Filter-Hotels) - [Canadas Best Value Inn Valemount](https://expedia.ca/Valemount-Hotels-Canadas-Best-Value-Inn-Valemount.h79184.Hotel-Information) - [BestWestern Hotels in Collingwood](https://expedia.ca/Collingwood-Melbourne-Hotels-Best-Western.0-n6134272-0--bBestWestern.Travel-Guide-Filter-Hotels) - [Hotels in San Marco](https://expedia.ca/San-Marco-Venice-Hotels.0-n6005315-0.Travel-Guide-Filter-Hotels) - [Super 8 by Wyndham Cornwall ON](https://expedia.ca/Cornwall-Hotels-Super-8-By-Wyndham-Cornwall-ON.h896723.Hotel-Information) Flights - [YYZ to MCO flights](https://expedia.ca/lp/flights/yyz/mco/toronto-to-orlando) - [CPH to BER flights](https://expedia.ca/lp/flights/cph/ber/copenhagen-to-berlin) - [YHM to YVR flights](https://expedia.ca/lp/flights/yhm/yvr/hamilton-to-vancouver) - [Cheap Flights to California](https://expedia.ca/Destinations-In-California.d206.Flight-Destinations) - [SFO to LAX flights](https://expedia.ca/lp/flights/sfo/lax/san-francisco-to-los-angeles) - [YHZ to PHX flights](https://expedia.ca/lp/flights/yhz/phx/halifax-to-phoenix) - [YQM to YYZ flights](https://expedia.ca/lp/flights/yqm/yyz/moncton-to-toronto) - [YVR to ILO flights](https://expedia.ca/lp/flights/yvr/ilo/vancouver-to-iloilo) - [YUL to PHX flights](https://expedia.ca/lp/flights/yul/phx/montreal-to-phoenix) Cars - [Car rental Fort Myers Airport (RSW)](https://expedia.ca/Car-Rentals-In-Southwest-Florida-Intl.d5722962.Car-Rental-Guide) - [Car rentals in Toronto](https://expedia.ca/Car-Rentals-In-Toronto.d178314.Car-Rental-Guide) Activities - [Things to do in Peachland](https://expedia.ca/Things-To-Do-In-Peachland.d181784.Travel-Guide-Activities) General - [Visit Grace-Hollogne](https://expedia.ca/Grace-Hollogne.dx6053122) ![](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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)