Title: Kent Island Vacation Home Rentals from CA $172: Search Top Private Vacation Homes for Rent | Expedia.ca [Kent Island Travel Guide](https://expedia.ca/Kent-Island.dx553248635077608788)[Hotels in Kent Island](https://expedia.ca/Kent-Island-Hotels.d553248635077608788.Travel-Guide-Hotels)[Vacation Rentals in Kent Island](https://expedia.ca/Kent-Island-Vacation-Rentals.d553248635077608788.Travel-Guide-VacationRentals)[Flights to Kent Island](https://expedia.ca/Cheap-Flights-To-Kent-Island.d553248635077608788.Travel-Guide-Flights)[Kent Island Car Rentals](https://expedia.ca/Car-Rentals-In-Kent-Island.d553248635077608788.Car-Rental-Guide)[Kent Island Vacation Packages](https://expedia.ca/Kent-Island.d553248635077608788.Destination-Travel-Guides) ![Kent Narrows Maryland, USA, the narrows are just north of the Chesapeake bay and about an hour from Washington DC. Here the crabs are abundant and we had a great pick and peel crab dinner and Harrah's Crab house. Boats along this area go out each morning and pick the crabs out of the crab cages and get the catch of the day out in the Chesapeake bay . The Route 50 bridge is directly straight ahead, it the route into the Chesapeake bay bridge which is at least 3 miles long.](https://images.trvl-media.com/place/3000440455/ea96dd54-4b86-4885-83c9-585f6f8e1fb2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Patricia Knorr # Kent Island Vacation Rentals - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635077608788&startDate=2026-01-02&endDate=2026-01-04&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635077608788&startDate=2026-01-09&endDate=2026-01-11&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=553248635077608788&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Feb 20 - Feb 22](https://www.expedia.ca/Hotel-Search?regionId=553248635077608788&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Kent Island vacation homes ![Exterior](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/57f188cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/12356e9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/c77382da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/80cf0fdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Stevensville [](https://www.expedia.ca/Stevensville-Hotels-Relax-On-Kent-Island-In-3-Bedroom-Home-WWaterview.h84063656.Hotel-Information) 9.8/10 Exceptional (42) "We had a great stay! The property has everything we needed and host was easy to communicate with " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie S. CA $126 CA $379 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Stevensville-Hotels-Relax-On-Kent-Island-In-3-Bedroom-Home-WWaterview.h84063656.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/85000000/84070000/84063900/84063895/a71c8e39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/85000000/84070000/84063900/84063895/e9f923a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/85000000/84070000/84063900/84063895/7d796cd2.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/85000000/84070000/84063900/84063895/w1024h678x0y5-f3e384c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Stevensville [](https://www.expedia.ca/Stevensville-Hotels-Charming-CoastalCountry-Home-W3-Acres-Sauna.h84063895.Hotel-Information) 9.6/10 Exceptional (32) "Very nice house! We had 3 people in our party and didn't want to rent 2 hotel rooms, this is a great way to save money and enjoy time together. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Pamela CA $141 CA $392 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Stevensville-Hotels-Charming-CoastalCountry-Home-W3-Acres-Sauna.h84063895.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76340000/76334800/76334762/8ecde71f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/77000000/76340000/76334800/76334762/3cde8305.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/77000000/76340000/76334800/76334762/07025aca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/77000000/76340000/76334800/76334762/41402a18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Stevensville [](https://www.expedia.ca/Stevensville-Hotels-New-Stylish-Downtown-Home-Wawesome-Outdoor-Area.h76334762.Hotel-Information) 9.8/10 Exceptional (26) "The house was spacious, clean, and in a great location. The owners were available, and easy to communicate with." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Marjorie N. CA $304 CA $693 total includes taxes & fees Dec 25 - Dec 26 [](https://www.expedia.ca/Stevensville-Hotels-New-Stylish-Downtown-Home-Wawesome-Outdoor-Area.h76334762.Hotel-Information) ![Beach nearby](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/3f3bd4d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/457a4a48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/42bbbfcb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/70000000/69550000/69541400/69541327/bf60932b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in North Beach [](https://www.expedia.ca/North-Beach-Hotels-Plant-Filled-Oasis-Near-Beach-Town-With-Passes-Tips.h69541327.Hotel-Information) 10/10 Exceptional (17) "We loved our stay! The property was just as advertised and had everything we needed. Quiet area and felt very safe. The owners provided excellent communication as well!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer B. CA $111 CA $443 total includes taxes & fees Jan 11 - Jan 12, 2026 [](https://www.expedia.ca/North-Beach-Hotels-Plant-Filled-Oasis-Near-Beach-Town-With-Passes-Tips.h69541327.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/d0edf916.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/993af54b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/b40492dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83970000/83966500/83966408/e5b3706d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in North Beach [](https://www.expedia.ca/North-Beach-Hotels-Huge-Beach-Bungalow-WYard.h83966408.Hotel-Information) 10/10 Exceptional (31) "Perfect place to spend quality time with our three adult children and their significant others. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Malarkey F. CA $132 CA $560 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/North-Beach-Hotels-Huge-Beach-Bungalow-WYard.h83966408.Hotel-Information) ![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) ![Property grounds](https://images.trvl-media.com/lodging/97000000/96120000/96117900/96117871/eab3107c.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) ![Interior](https://images.trvl-media.com/lodging/97000000/96120000/96117900/96117871/e7ff4058.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cambridge [](https://www.expedia.ca/Cambridge-Hotels-Beautiful-Waterfront-Retreat-In-Cambridge.h96117871.Hotel-Information) 10/10 Exceptional (50) "Beautiful place! Loved all the activities, will return in the future! Our family and friends had a blast! Thank you so much!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karen L. CA $217 CA $512 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Cambridge-Hotels-Beautiful-Waterfront-Retreat-In-Cambridge.h96117871.Hotel-Information) ![Fridge, microwave, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/103000000/102640000/102631200/102631144/3bbc0763.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102640000/102631200/102631144/ee0975c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102640000/102631200/102631144/3c8498e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/103000000/102640000/102631200/102631144/d4ed594e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Centreville [](https://www.expedia.ca/Centreville-Hotels-Private.h102631144.Hotel-Information) 10/10 Exceptional (8) "Such a great property. Second time coming and planning to come back next summer as well! Highly recommend! Amazing host!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Renee P. CA $271 CA $612 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Centreville-Hotels-Private.h102631144.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/100000000/99840000/99830400/99830322/2a64ee56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, foosball](https://images.trvl-media.com/lodging/100000000/99840000/99830400/99830322/44a64359.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) ![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) "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 $344 CA $573 total includes taxes & fees Dec 24 - Dec 25 [](https://www.expedia.ca/Spacious-2-Bedroom-Duplex-Located-Conveniently-Near-Route-50-East-And-West.h99830322.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112910000/112909100/112909050/cfc4be94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/113000000/112910000/112909100/112909050/5dcece96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/113000000/112910000/112909100/112909050/34ec1acb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/113000000/112910000/112909100/112909050/7c4173a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Pasadena [](https://www.expedia.ca/Pasadena-Hotels-Modern-New-Townhouse-Close-To-US-Capital-And-BWI-Airport.h112909050.Hotel-Information) 7.0/10 Good (2) "Check in was super easy and he was very nice and accommodating. Location was easy enough to find and his instructions were very clear. Thank you! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Brittnie A. CA $110 CA $218 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Pasadena-Hotels-Modern-New-Townhouse-Close-To-US-Capital-And-BWI-Airport.h112909050.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/84000000/83070000/83066200/83066154/960e2739.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) "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 $361 CA $726 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Cambridge-Hotels-WATERFRONT-3-Bed-Oasis-On-2-Acres-Sleeps-8.h83066154.Hotel-Information) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/115000000/114590000/114588800/114588703/708da323.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114590000/114588800/114588703/da238afd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/115000000/114590000/114588800/114588703/e360a10f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114590000/114588800/114588703/e33942cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Glen Burnie [](https://www.expedia.ca/Cozy-Private-Suite-Gated-Entry.h114588703.Hotel-Information) 8.0/10 Very good (2) "No problems close to everything, only gripe was it being a basement and little feet upstairs tend to be a bit lohd. However, just the bathroom alone made this property worth another stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) James D. CA $124 CA $172 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Cozy-Private-Suite-Gated-Entry.h114588703.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101900000/101897400/101897342/dc0187f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101900000/101897400/101897342/3f9288e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/102000000/101900000/101897400/101897342/bb91d7f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/102000000/101900000/101897400/101897342/ea596829.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Cape Saint Claire [](https://www.expedia.ca/Annapolis-Hotels-Neptune-By-The-Water.h101897342.Hotel-Information) 9.8/10 Exceptional (11) "Very nice home, location, close to our family and activities. Enjoyed our stay and would recommend to other renters looking for spaciousness and holiness that a hotel cannot provide! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lisa S. CA $282 CA $837 total includes taxes & fees Jan 20 - Jan 21, 2026 [](https://www.expedia.ca/Annapolis-Hotels-Neptune-By-The-Water.h101897342.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/114000000/113280000/113272300/113272210/c81ba3f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113280000/113272300/113272210/733d81ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/114000000/113280000/113272300/113272210/4ec9c7d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/114000000/113280000/113272300/113272210/85376bca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Annapolis [](https://www.expedia.ca/Annapolis-Hotels-Cozy-Retreat-Near-The-Bay.h113272210.Hotel-Information) 10/10 Exceptional (6) "Very clean and very convenient location for our trip. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg S. CA $323 CA $768 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Annapolis-Hotels-Cozy-Retreat-Near-The-Bay.h113272210.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/93000000/92090000/92080200/92080111/w4000h1746x0y0-fc1adaf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92090000/92080200/92080111/w4000h1729x0y0-ae4201db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/93000000/92090000/92080200/92080111/2b0352ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/93000000/92090000/92080200/92080111/0017edf6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Rock Hall [](https://www.expedia.ca/Rock-Hall-Hotels-BAYSIDE-BUNGALOW.h92080111.Hotel-Information) 10/10 Exceptional (52) "Very quaint and quiet place to stay. Very relaxing." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Roger CA $248 CA $382 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Rock-Hall-Hotels-BAYSIDE-BUNGALOW.h92080111.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) ![Exterior](https://images.trvl-media.com/lodging/97000000/96350000/96341600/96341595/b3688b5d.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/ae401628.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) ### Vacation Home in Chesapeake Beach [](https://www.expedia.ca/Chesapeake-Beach-Hotels-Beach-Front-Chesapeake-Views-Family-Getaway.h96341595.Hotel-Information) 9.0/10 Wonderful (6) "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 $234 CA $594 total includes taxes & fees Jan 21 - Jan 22, 2026 [](https://www.expedia.ca/Chesapeake-Beach-Hotels-Beach-Front-Chesapeake-Views-Family-Getaway.h96341595.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/93000000/92310000/92309300/92309210/w1100h506x0y137-5f725067.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/93000000/92310000/92309300/92309210/w642h780x229y0-93850baa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/93000000/92310000/92309300/92309210/w1100h506x0y137-97b0328a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/93000000/92310000/92309300/92309210/w1100h574x0y103-120745ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Glen Burnie [](https://www.expedia.ca/Glen-Burnie-Hotels-The-Hideaway-Spot-Waterfront-W-Dock-On-Long-Cove.h92309210.Hotel-Information) 8.6/10 Excellent (8) "This place had everything we needed for a great family Christmas. Responsive host. Fun times! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tammy A. CA $150 CA $479 total includes taxes & fees Dec 26 - Dec 27 [](https://www.expedia.ca/Glen-Burnie-Hotels-The-Hideaway-Spot-Waterfront-W-Dock-On-Long-Cove.h92309210.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/90000000/89060000/89057700/89057630/e5c30638.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89060000/89057700/89057630/a70d4b32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/90000000/89060000/89057700/89057630/3a482076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89060000/89057700/89057630/86c425c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Arnold [](https://www.expedia.ca/Arnold-Hotels-Large-2-Bedroom-House-Private-Parking-Nice-Neighborhood.h89057630.Hotel-Information) 9.2/10 Wonderful (37) "This place was perfect place to stay while visiting the area. Everything was clean and the location was great for visiting Annapolis. Will stay again when we are back out this way." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jim G. CA $192 CA $462 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Arnold-Hotels-Large-2-Bedroom-House-Private-Parking-Nice-Neighborhood.h89057630.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/d00ee2e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/48c7542a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/a72fcd9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/100000000/99480000/99470800/99470706/8156a7b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Hillsmere [](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Retreat-7-Mins-From-Downtown-Annapolis.h99470706.Hotel-Information) 10/10 Exceptional (4) "Great house in cute neighborhood. Thanks for a very comfortable stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul C. CA $232 CA $727 total includes taxes & fees Jan 19 - Jan 20, 2026 [](https://www.expedia.ca/Annapolis-Hotels-Annapolis-Retreat-7-Mins-From-Downtown-Annapolis.h99470706.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110590000/110587800/110587715/dab63ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/111000000/110590000/110587800/110587715/99c8bbb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110590000/110587800/110587715/4fa5385d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110590000/110587800/110587715/d0b78f7b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in Edgewater [](https://www.expedia.ca/Edgewater-Hotels-New-Golden-Anchor-Retreat-Lux-Living.h110587715.Hotel-Information) 10/10 Exceptional (2) "The property was beautiful with plenty of space to have a getaway with friends. The host was super communicative when we had issues with check in. Would highly recommend staying here!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sam A. CA $333 CA $966 total includes taxes & fees Jan 13 - Jan 14, 2026 [](https://www.expedia.ca/Edgewater-Hotels-New-Golden-Anchor-Retreat-Lux-Living.h110587715.Hotel-Information) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88430000/88428300/88428230/cf93c0d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88430000/88428300/88428230/b5ec6469.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/89000000/88430000/88428300/88428230/48399769.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/89000000/88430000/88428300/88428230/cec3d3af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Vacation Home in South Gate [](https://www.expedia.ca/Millersville-Hotels-Adorable-Studio-Apt-Near-BWI.h88428230.Hotel-Information) 9.4/10 Exceptional (13) "This was great for our stay. Nice place to come back to at the end of the day. It’s in a quiet neighborhood and being a lower level there is no traffic noise either. Great communication with the host and the description of the listing is accurate. Enjoy!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jack B. CA $91 CA $174 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Millersville-Hotels-Adorable-Studio-Apt-Near-BWI.h88428230.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=2026-01-06&endDate=2026-01-07®ionId=553248635077608788&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ## Find vacation rentals that suit your style Private vacation homes [](https://www.expedia.ca/Hotel-Search?destination=Kent+Island%2C+Maryland%2C+United+States+of+America®ionId=553248635077608788&latLong=38.93734%2C-76.328995&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=VACATION_HOME) Cottages [](https://www.expedia.ca/Hotel-Search?destination=Kent+Island%2C+Maryland%2C+United+States+of+America®ionId=553248635077608788&latLong=38.93734%2C-76.328995&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=COTTAGE) Apartments [](https://www.expedia.ca/Hotel-Search?destination=Kent+Island%2C+Maryland%2C+United+States+of+America®ionId=553248635077608788&latLong=38.93734%2C-76.328995&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=APARTMENT) Houseboats [](https://www.expedia.ca/Hotel-Search?destination=Kent+Island%2C+Maryland%2C+United+States+of+America®ionId=553248635077608788&latLong=38.93734%2C-76.328995&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=HOUSE_BOAT) Condos [](https://www.expedia.ca/Hotel-Search?destination=Kent+Island%2C+Maryland%2C+United+States+of+America®ionId=553248635077608788&latLong=38.93734%2C-76.328995&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&lodging=CONDO) Villas [](https://www.expedia.ca/Hotel-Search?destination=Kent+Island%2C+Maryland%2C+United+States+of+America®ionId=553248635077608788&latLong=38.93734%2C-76.328995&adults=2&startDate=2026-03-23&d1=2026-03-23&endDate=2026-03-26&d2=2026-03-26&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%2FKent-Island-Private-Vacation-Homes.d553248635077608788-aaPrivateVacationHomes.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FKent-Island-Private-Vacation-Homes.d553248635077608788-aaPrivateVacationHomes.Travel-Guide-Accommodation) ## Top Kent Island Hotel Reviews ![Microtel Inn & Suites by Wyndham Gambrills](https://images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/b7d11ace_y.jpg) ### Microtel Inn & Suites by Wyndham Gambrills 10/10 Excellent "." [](https://expedia.ca/Gambrills-Hotels-Microtel-Inn-Suites-By-Wyndham-Gambrills.h52802235.Hotel-Information) ![Hilton Garden Inn Annapolis Downtown](https://images.trvl-media.com/lodging/1000000/900000/892300/892213/4fdee6d5_y.jpg) ### Hilton Garden Inn Annapolis Downtown 10/10 Excellent "The room was very clean and comfortable, the staff was super friendly in helping make suggestions, i really appreciated their willingness to engage and help" [](https://expedia.ca/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis-Downtown.h892213.Hotel-Information) ![DoubleTree by Hilton Hotel Annapolis](https://images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116_y.jpg) ### DoubleTree by Hilton Hotel Annapolis 10/10 Excellent "We stayed there for 7 days and loved it. The breakfast was so good (the bagel with bacon, cheddar cheese, and egg was delicious)! We loved the large TV in the room, the beds were very comfy, the room was spacious and we were so grateful that the staff wiped off the cars after it snowed. The fire roaring in the common room's fireplace added a festive and cozy atmosphere. But the biggest standout was the front desk staff. They were all incredibly friendly, kind, always smiling, and very efficient and accommodating. I usually don't leave reviews but this hotel came to feel like a second home and the front desk staff made me smile, so I had to leave a review. I highly recommend staying here." [](https://expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information) ![Country Inn & Suites by Radisson, Annapolis, MD](https://images.trvl-media.com/lodging/1000000/150000/140400/140359/d2b7f950_y.jpg) ### Country Inn & Suites by Radisson, Annapolis, MD 10/10 Excellent "It was clean, quiet and comfortable. Will definitely come back if in the area again." [](https://expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information) ![Historic Inns of Annapolis](https://images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1_y.jpg) ### Historic Inns of Annapolis 10/10 Excellent "Awesone place to stay. Clean, comfortable, great location, courteous staff." [](https://expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) ![The Inn at Chesapeake Bay Beach Club](https://images.trvl-media.com/lodging/13000000/12410000/12402300/12402244/986ce82e_y.jpg) ### The Inn at Chesapeake Bay Beach Club 10/10 Excellent "We had a wonderful stay at the Chesapeake Bay Beach Club and couldn’t have asked for a better place to celebrate our 3rd anniversary. From the moment we arrived, the staff was fantastic—friendly, welcoming, and genuinely attentive throughout our stay. Our room was very nice, clean, and well maintained, making it easy to relax and enjoy the experience. While the bed was a little softer than my personal preference, it certainly didn’t take away from our stay and isn’t something I’d count as a negative. The restaurant was outstanding. The food was excellent, beautifully prepared, and truly elevated the entire experience. It was the perfect complement to an already memorable getaway. Overall, we thoroughly enjoyed our time here and would absolutely recommend the Chesapeake Bay Beach Club to anyone looking for a relaxing, high-quality stay—especially for a special occasion. We’re already looking forward to coming back." [](https://expedia.ca/Annapolis-Hotels-The-Inn-At-Chesapeake-Bay-Beach-Club.h12402244.Hotel-Information) ![Crowne Plaza Annapolis by IHG](https://images.trvl-media.com/lodging/1000000/10000/7700/7668/6084a9f0_y.jpg) ### Crowne Plaza Annapolis by IHG 10/10 Excellent "Amenities and staff were good for our stay. Thanks to the housekeeping staff for staying on our requests. " [](https://expedia.ca/Annapolis-Hotels-Crowne-Plaza-Annapolis.h7668.Hotel-Information) ![Graduate by Hilton Annapolis](https://images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20_y.jpg) ### Graduate by Hilton Annapolis 10/10 Excellent "The room decor is unique and focuses completely on the United States Naval Academy. Decorated with bright colors and memorabilia from the over 200 year old academy, it feels personal. The beds are very comfortable, the shower head has good pressure and there is a frig in each room. The Valet staff are very helpful and accommodating. The restaurant in the lobby serves delicious food but has a limited menu. The restaurant was closed for private parties 2 nights of my 5 night stay for private parties, which was quite inconvenient; a notification sent to each room would have permitted us to make other plans in advance. The front desk and restaurant are “cashless” so bring a selection of denominations for tips and small purchases. ATM in lobby. The one oddity of the hotel design is that the hotel is in a rectangular shape with all of rooms bordering the perimeter: the outermost rooms have windows that look outside but the innermost rooms around the perimeter have windows that overlook a ballroom/dining/entertainment area that can be loud in the evenings. 2 of my 4 pillowcases were ripped." [](https://expedia.ca/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information) ![Candlewood Suites Annapolis by IHG](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/f27fb62d_y.jpg) ### Candlewood Suites Annapolis by IHG 10/10 Excellent "The staff was extremely pleasant and enjoyable to work with!! " [](https://expedia.ca/Annapolis-Hotels-Homestyle-Suites.h1160798.Hotel-Information) ## Find out more about Kent Island ## Kent Island Vacation Homes information | Number of reviews | 367 | | ----------------- | ------------------ | | Accommodation | 708 Vacation Homes | | Lowest Price | CA $172 | | Highest Price | CA $966 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - More ways to book - [4 Star Hotels in Anchorage ](https://www.expedia.ca/4Star-Anchorage-Annapolis-Hotels.s40-n553248635976473602-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Stevensville ](https://www.expedia.ca/5Star-Stevensville-Hotels.s50-0-d162393.Travel-Guide-Filter-Hotels) - [Adults Only Resorts & in Anchorage ](https://www.expedia.ca/Anchorage-Annapolis-Hotels-Adults-Only-Resorts.0-n553248635976473602-0-tAdultsOnlyResorts.Travel-Guide-Filter-Hotels) - [Boutique Hotels in Anchorage ](https://www.expedia.ca/Anchorage-Annapolis-Hotels-Boutique-Hotel.0-n553248635976473602-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - 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