Title: Holiday Rentals Kent Island from £65: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk [Kent Island Travel Guide](https://expedia.co.uk/Kent-Island.dx553248635077608788)[Hotels in Kent Island](https://expedia.co.uk/Kent-Island-Hotels.d553248635077608788.Travel-Guide-Hotels)[Flights to Kent Island](https://expedia.co.uk/Cheap-Flights-To-Kent-Island.d553248635077608788.Travel-Guide-Flights)[Kent Island Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Kent-Island.d553248635077608788.Car-Hire-Guide)[Kent Island Holidays](https://expedia.co.uk/Kent-Island.d553248635077608788.Holidays-City-Breaks) ![](https://mediaim.expedia.com/destination/2/43a9579ca6b27aad6faa82d08f434807.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Jennifer Crim # Search Holiday Rentals in Kent Island ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__price_find.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Save instantly and earn perks with One Key [Learn about One Key](https://www.expedia.co.uk/welcome-one-key) ![](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 Tonight [11 Oct - 12 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635077608788&startDate=2025-10-11&endDate=2025-10-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [12 Oct - 13 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635077608788&startDate=2025-10-12&endDate=2025-10-13&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [17 Oct - 19 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635077608788&startDate=2025-10-17&endDate=2025-10-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [24 Oct - 26 Oct](https://www.expedia.co.uk/Hotel-Search?regionId=553248635077608788&startDate=2025-10-24&endDate=2025-10-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Holiday Rentals in Kent Island ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101280000/101278100/101278078/4d0e4029.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101280000/101278100/101278078/17ceb4eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101280000/101278100/101278078/bcee5e8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101280000/101278100/101278078/f88ec2fa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. Stevensville 10/10 Exceptional (14) "The host was amazing. The property was as described and was perfect for our group. " [](https://www.expedia.co.uk/Stevensville-Hotels-Woodland-Retreat-On-Kent-Island-5-Beds.h101278078.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/106000000/105760000/105758700/105758639/9f651e90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/106000000/105760000/105758700/105758639/57c49178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/106000000/105760000/105758700/105758639/7cf6f375.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/106000000/105760000/105758700/105758639/30aed7f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Floating 2 bed 2 bath condo stunning views of the bay Stevensville 7.0/10 Good (6) "Beautiful view! Could hear the tiki bar music from the top. Easy to get to woth lots of things to do nearby. " [](https://www.expedia.co.uk/Stevensville-Hotels-Floating-2-Bed-2-Bath-Condo-Stunning-Views-Of-The-Bay.h105758639.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/34000000/33510000/33508900/33508826/dd69d3f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33510000/33508900/33508826/63fd99b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33510000/33508900/33508826/9bd6e47e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33508900/33508826/38b2c9f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 240' Private Beachfront @Kent Island Love Point - Great for Large Groups stevensville 10/10 Exceptional (194) "We all had wonderful stay at Love point! " [](https://www.expedia.co.uk/Stevensville-Hotels-240-Private-Beachfront-Kent-Island-Love-Point-Great-For-Large-Groups.h33508826.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/c77382da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/99582f9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/85000000/84070000/84063700/84063656/b482bb5d.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) ### Relax on Kent Island in 3 Bedroom Home w/Waterview Stevensville 9.8/10 Exceptional (41) "We had a great stay! The property has everything we needed and host was easy to communicate with " £205 includes taxes & fees 19 Oct - 20 Oct [](https://www.expedia.co.uk/Stevensville-Hotels-Relax-On-Kent-Island-In-3-Bedroom-Home-WWaterview.h84063656.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/98000000/97560000/97553100/97553068/c2f460cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97560000/97553100/97553068/22d8a3b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/98000000/97560000/97553100/97553068/5d59a8a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/98000000/97560000/97553100/97553068/033d6fd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 25-50% Off~Private Beach~Hot Tub~Fire Table~ Stevensville 10/10 Exceptional (30) "Excellent property, great communication with the hosts. Quite and relaxing" [](https://www.expedia.co.uk/Chesapeake-Waterfront-With-Hot-Tub.h97553068.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/66000000/65400000/65393500/65393442/a4e7ac6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/66000000/65400000/65393500/65393442/2cd0f39c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/65400000/65393500/65393442/c47dc30b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/66000000/65400000/65393500/65393442/bd6766c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Circa 1700 Chesapeake Colonial home on the National Register. Stevensville 9.8/10 Exceptional (57) "We had a wonderful time staying at your farmhouse! We found it easy to navigate to and the house is as charming as ever. We really enjoyed the private pool during the day and walking down to the deep water dock to take in the picturesque scenery in the evenings. Would absolutely stay here again." [](https://www.expedia.co.uk/Stevensville-Hotels-Circa-1700-Chesapeake-Colonial-Home-On-The-National-Register.h65393442.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33700000/33691100/33691023/bb559863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33700000/33691100/33691023/cfc6a700.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/34000000/33700000/33691100/33691023/1d518931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33700000/33691100/33691023/6beced05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Home on the Chesapeake Bay with Pier only 30 min from naval academy Stevensville 10/10 Exceptional (41) "House was beautiful! Right on the bay and easily accommodated our group. " [](https://www.expedia.co.uk/Stevensville-Hotels-Waterfront-Home-On-The-Chesapeake-Bay-With-Pier-Only-30-Min-From-Naval-Academy.h33691023.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83760000/83759400/83759327/8ef85715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83760000/83759400/83759327/c9b4e203.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83760000/83759400/83759327/7203703b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/84000000/83760000/83759400/83759327/11f83fc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Kent Island Waterfront Cottage Stevensville 8.8/10 Excellent (11) "My husband and I and our bunny stayed here the hottest week of the year for 4 nights and we were grateful to have been kept cool with no issues. The A/C in this unit has been well tested. The condo is secluded and private with all types of wildlife present. We saw deer, a black squirrel, a bunny, birds galore, etc. The unit was clean and cool when we checked in. Check-in was super easy as was check out. The pictures of this condo are 100% accurate. The view is so beautiful you won't want to... [](https://www.expedia.co.uk/Stevensville-Hotels-Chester-River-Waterfront-Cottage.h83759327.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/100000000/99720000/99712900/99712854/949304ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/100000000/99720000/99712900/99712854/0569c639.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/100000000/99720000/99712900/99712854/897979fd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun-loungers, beach towels](https://images.trvl-media.com/lodging/100000000/99720000/99712900/99712854/84be30a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chesapeake Houseboat Getaway on Kent Island, Maryland Stevensville 9.8/10 Exceptional (43) "Just perfect for a 4 night stay." [](https://www.expedia.co.uk/Stevensville-Hotels-Chesapeake-Houseboat-Getaway-On-Kent-Island.h99712854.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/98000000/97090000/97083900/97083848/0d1709c4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/98000000/97090000/97083900/97083848/fdf0212d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/98000000/97090000/97083900/97083848/02bfe381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/98000000/97090000/97083900/97083848/c48aeb69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly Stevensville 10/10 Exceptional (54) "My wife and I have stayed at many different places over the years but this may be one of the most well maintained properties I've ever seen. It was a great place for us to unwind with our dog and we would certainly recommend this location for anyone looking to stay in the area" [](https://www.expedia.co.uk/Stevensville-Hotels-Accessible.h97083848.Hotel-Information) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/34000000/33560000/33554400/33554342/409af264.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, toys, books](https://images.trvl-media.com/lodging/34000000/33560000/33554400/33554342/bd18dcc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33560000/33554400/33554342/13042673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33560000/33554400/33554342/3ade8441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets! Chester 10/10 Exceptional (126) "This was a lovely property and the owners are very attentive and communicate well. The location is perfect for peaceful days/evenings enjoying the Bay, and it’s also a perfect launching spot for day trips to other attractions in the Eastern shore and Annapolis. I am very glad we stayed here. " [](https://www.expedia.co.uk/Chester-Hotels-Waterfront-Home-On-3-Acres-Fish.h33554342.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32570000/32562400/32562385/c5bdec51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/33000000/32570000/32562400/32562385/afb23ce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32570000/32562400/32562385/c9d30e18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/33000000/32570000/32562400/32562385/0d1878e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels! Saint Michaels 9.6/10 Exceptional (121) "Always a great stay at the John Bruff house! Location is perfect, great view of the harbor and even saw a free concert in the park!!" [](https://www.expedia.co.uk/St-Michaels-Hotels-John-Bruff-Waterview-Cottage-On-Harbor-And-On-Park-In-Town-St-Michaels.h32562385.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103320000/103319200/103319197/201547af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![6 bedrooms, iron/ironing board, travel cot, WiFi](https://images.trvl-media.com/lodging/104000000/103320000/103319200/103319197/585f0b18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103320000/103319200/103319197/1629612c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, printers](https://images.trvl-media.com/lodging/104000000/103320000/103319200/103319197/ba566cbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably Cape Saint Claire 10/10 Exceptional (36) "Fabulous place. We’ll be booking again next year. " [](https://www.expedia.co.uk/Annapolis-Hotels-Turning-Point-On-The-Little-Magothy-Large-Private-Estate.h103319197.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/35000000/34300000/34297800/34297781/3dba8eb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/35000000/34300000/34297800/34297781/8a65e5c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/35000000/34300000/34297800/34297781/w696h464x4y4-e7980281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/35000000/34300000/34297800/34297781/c1ec7de3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Directly Across from USNA Gate One & Steps from the Waterfront and Main Street! Historic District 10/10 Exceptional (236) "This was a wonderful historic home to vacation in" [](https://www.expedia.co.uk/Annapolis-Hotels-Directly-Across-From-Gate-One-Steps-From-The-Waterfront.h34297781.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/97000000/96310000/96305200/96305189/60e252be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96310000/96305200/96305189/d7bd9b55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/97000000/96310000/96305200/96305189/7e1ea789.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96310000/96305200/96305189/a4a9eedd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Getaway, Dock Your Boat & Play! Edgewater 10/10 Exceptional (2) "Lovely stay, don't let the RV aspect.of it scare you. Nicer than most other bnbs ice stayed in. Quiet, clean and beautiful view of the water. " £245 includes taxes & fees 21 Oct - 22 Oct [](https://www.expedia.co.uk/Edgewater-Hotels-Waterfront-Getaway.h96305189.Hotel-Information) ![Marina](https://images.trvl-media.com/lodging/95000000/94680000/94672700/94672644/w1799h1199x1y1-608c1c0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/95000000/94680000/94672700/94672644/w1799h1199x1y1-bea6e8a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/95000000/94680000/94672700/94672644/w1799h1199x1y1-8b0bbec7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/95000000/94680000/94672700/94672644/w1799h1199x1y1-75aef492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cass-N-Reel Luxury Houseboat Grasonville 10/10 Exceptional (41) "We really enjoyed our stay. Looking forward to staying again!" [](https://www.expedia.co.uk/Grasonville-Hotels-Cass-N-Reel-Luxury-Houseboat.h94672644.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/85000000/84360000/84356100/84356021/6651f277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/85000000/84360000/84356100/84356021/f2dfd0b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/85000000/84360000/84356100/84356021/b6ac87da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/85000000/84360000/84356100/84356021/8acee54b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub Tracys Landing 9.8/10 Exceptional (48) "Our large family of adults and two one-year-olds and a dog had a perfect week. The hosts were kind and responsive, and the home was spacious with lots of room for privacy and being all together. Looking forward to going again!" [](https://www.expedia.co.uk/Spacious-5-Bedroom-Waterfront-Oasis-With-Private-Dock.h84356021.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57940000/57931900/57931801/47c309cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/58000000/57940000/57931900/57931801/14b0b3e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/58000000/57940000/57931900/57931801/c472e480.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/58000000/57940000/57931900/57931801/86338eda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to Everything House Saint Michaels 10/10 Exceptional (83) "Clean and nice place to stay" [](https://www.expedia.co.uk/St-Michaels-Hotels-Walk-To-Everything-House.h57931801.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/115000000/114870000/114860800/114860783/9fa9bbb9_edited_c64a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, coffee/tea maker, paper towels](https://images.trvl-media.com/lodging/115000000/114870000/114860800/114860783/7ad4ef3d_edited_7dcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114870000/114860800/114860783/894b3d2e_edited_0cae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/115000000/114870000/114860800/114860783/e9860d8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming townhome with AC and WiFi in delightful Annapolis Historic District 3.0/10 (2) "This is a room, property owner will be there during your stay. Mattress on The floor. Single pillow, comforter, no top sheet. No curtans, and in a mildly questionable part of town. Owner was very " £65 includes taxes & fees 2 Nov - 3 Nov [](https://www.expedia.co.uk/Annapolis-Hotels-Charming-Townhome-With-AC-And-WiFi-In-Delightful-Annapolis.h114860783.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33490000/33484100/33484012/2805f849.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33490000/33484100/33484012/209add81.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children’s area](https://images.trvl-media.com/lodging/34000000/33490000/33484100/33484012/33ccf6d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33490000/33484100/33484012/437108b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! ! Pasadena 9.4/10 Exceptional (89) "This property was a great place for a family to all relax together, play games, and enjoy the water!" [](https://www.expedia.co.uk/Pasadena-Hotels-Firepit.h33484012.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.co.uk/Hotel-Search?startDate=2025-10-25&endDate=2025-10-26®ionId=553248635077608788&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&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.co.uk/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FKent-Island-Holiday-Rentals.d553248635077608788.Travel-Guide-HolidayRentals)[Sign up, it's free](https://expedia.co.uk/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FKent-Island-Holiday-Rentals.d553248635077608788.Travel-Guide-HolidayRentals) ## Top Kent Island Hotel Reviews ![Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. ](//images.trvl-media.com/lodging/102000000/101280000/101278100/101278078/4d0e4029_y.jpg) ### Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres. 10/10 Excellent "Very nice setup for larger groups, secluded and private setting . Really enjoyed our stay. " [](https://expedia.co.uk/Stevensville-Hotels-Woodland-Retreat-On-Kent-Island-5-Beds.h101278078.Hotel-Information) ![DoubleTree by Hilton Hotel Annapolis](//images.trvl-media.com/lodging/1000000/10000/3100/3040/f77b4116_y.jpg) ### DoubleTree by Hilton Hotel Annapolis 10/10 Excellent "The staff were uniformly attentive and friendly." [](https://expedia.co.uk/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information) ![Graduate by Hilton Annapolis](//images.trvl-media.com/lodging/1000000/10000/900/846/dcb23c20_y.jpg) ### Graduate by Hilton Annapolis 10/10 Excellent "Spacious room, very clean and comfortable lots of eclectic nautical furniture. We did not have breakfast. Easy parking in and out right in the heart of restaurants, & bars and a short walk to the harbor." [](https://expedia.co.uk/Annapolis-Hotels-Graduate-By-Hilton-Annapolis.h846.Hotel-Information) ![Microtel Inn & Suites by Wyndham Gambrills](//images.trvl-media.com/lodging/53000000/52810000/52802300/52802235/b7d11ace_y.jpg) ### Microtel Inn & Suites by Wyndham Gambrills 10/10 Excellent "Clean and spacious room. Friendly staff. Elevator needs maintenance due to extreme squeaky sounds. " [](https://expedia.co.uk/Gambrills-Hotels-Microtel-Inn-Suites-By-Wyndham-Gambrills.h52802235.Hotel-Information) ![St Michaels Inn](//images.trvl-media.com/lodging/1000000/20000/10300/10281/6601016b_y.jpg) ### St Michaels Inn 10/10 Excellent "Room was clean, Staff was very friendly and welcoming. " [](https://expedia.co.uk/St-Michaels-Hotels-St-Michaels-Inn.h10281.Hotel-Information) ![The Westin Annapolis](//images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/w3998h2667x0y0-54f847ff_y.jpg) ### The Westin Annapolis 10/10 Excellent "The hotel is conveniently located near town and the football stadium. The staff were professional, courteous and friendly. " [](https://expedia.co.uk/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information) ![Historic Inns of Annapolis](//images.trvl-media.com/lodging/1000000/50000/42100/42068/bf4c0cc1_y.jpg) ### Historic Inns of Annapolis 10/10 Excellent "Excellent stay but I never received my wine " [](https://expedia.co.uk/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information) ![Hilton Garden Inn Annapolis](//images.trvl-media.com/lodging/2000000/1650000/1641200/1641168/f7bcd5fc_y.jpg) ### Hilton Garden Inn Annapolis 10/10 Excellent "Derek was 👍" [](https://expedia.co.uk/Annapolis-Hotels-Hilton-Garden-Inn-Annapolis.h1641168.Hotel-Information) ![Best Western Annapolis](//images.trvl-media.com/lodging/1000000/10000/2900/2882/ff227afc_y.jpg) ### Best Western Annapolis 10/10 Excellent "very friendly personel" [](https://expedia.co.uk/Annapolis-Hotels-Best-Western-Annapolis.h2882.Hotel-Information) ## Find out more about Kent Island **Everything you need to know about** **Kent Island** **holiday rentals** Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kent Island holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/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 Kent Island holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.  **Kent Island holiday rentals: An excellent choice for every season** Whenever you want to travel, a warm welcome awaits you in Kent 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 Kent Island holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Kent Island holiday rentals we have selected for you start as low as £65 per night. Entering your travel dates in the search wizard you might find even better deals! **How to find incredible deals on Kent Island rentals** At Expedia, we put the best Kent Island holiday 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 Kent 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 Kent Island holiday. If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kent 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.co.uk - All accommodation types in Kent Island ### Trending destinations on Expedia.co.uk - [Holiday Rentals in the Cotswold](https://www.expedia.co.uk/lp/b/vr/cotswold) - [Holiday Rentals in Lake District](https://www.expedia.co.uk/lp/b/vr/lake-district) - [Devon Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Devon.d6046196.Holiday-Rental-Destinations) - [Norfolk Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Norfolk.d6046223.Holiday-Rental-Destinations) - [Bedfordshire Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Bedfordshire.d6046189.Holiday-Rental-Destinations) - [Dorset Holiday Rentals](https://www.expedia.co.uk/Destinations-In-Dorset.d6046198.Holiday-Rental-Destinations) - [Northumberland Holiday Rentals](https://www.expedia.com/Destinations-In-Northumberland.d6046225.Vacation-Rental-Destinations) - 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[Hotels in Anna Maria Island](https://expedia.co.uk/Anna-Maria-Island-Hotels.d553248622847118534.Travel-Guide-Hotels) - [Hotels in Maui](https://expedia.co.uk/Maui-Hotels.d180073.Travel-Guide-Hotels) - [Hotels in Cape Cod](https://expedia.co.uk/Cape-Cod-Hotels.d180061.Travel-Guide-Hotels) - [Hotels in Hunt Valley](https://expedia.co.uk/Hunt-Valley-Hotels.d6004.Travel-Guide-Hotels) - [Boutique Hotels in Georgetown](https://expedia.co.uk/Georgetown-Washington-Hotels-Boutique-Hotel.0-n107820-0-tBoutiqueHotel.Travel-Guide-Filter-Hotels) - [Downtown Washington D.C. Hotels](https://expedia.co.uk/Downtown-Washington-DC-Washington-Hotels.0-n800144-0.Travel-Guide-Filter-Hotels) - [Hotels in Martha's Vineyard](https://expedia.co.uk/Marthas-Vineyard-Hotels.d6047691.Travel-Guide-Hotels) - [Hotels in Columbia](https://expedia.co.uk/Columbia-Hotels.d10363.Travel-Guide-Hotels) - [Georgetown Hotels](https://expedia.co.uk/Georgetown-Washington-Hotels.0-n107820-0.Travel-Guide-Filter-Hotels) Flights - [Flights to Norfolk - Virginia Beach](https://expedia.co.uk/Cheap-Flights-To-Norfolk-Virginia-Beach.d602904.Travel-Guide-Flights) - [Flights to Washington](https://expedia.co.uk/Cheap-Flights-To-Ronald-Reagan-Washington-National.d4277060.Travel-Guide-Flights) - [Flights to Maui](https://expedia.co.uk/Cheap-Flights-To-Maui.d180073.Travel-Guide-Flights) - [Flights to Outer Banks](https://expedia.co.uk/Cheap-Flights-To-Outer-Banks.d602135.Travel-Guide-Flights) - [Flights to Nantucket Island](https://expedia.co.uk/Cheap-Flights-To-Nantucket-Island.d6047676.Travel-Guide-Flights) - [Flights to Mount Rainier](https://expedia.co.uk/Cheap-Flights-To-Mount-Rainier.d6338402.Travel-Guide-Flights) - [Flights to Hawaii Island](https://expedia.co.uk/Cheap-Flights-To-Hawaii-Island.d180074.Travel-Guide-Flights) Cars - [Car hire in Kauai](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Kauai.d180075.Car-Hire-Guide) - [Car hire in Downtown Washington D.C.](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Downtown-Washington-DC.d800144.Car-Hire-Guide) - [Car hire in Baltimore](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Baltimore-Washington-Intl-Thurgood-Marshall.d4806466.Car-Hire-Guide) Activities - [Things to do in South Florida](https://expedia.co.uk/Things-To-Do-In-South-Florida.d6233792.Travel-Guide-Activities) - [Things to do in Bethesda](https://expedia.co.uk/Things-To-Do-In-Bethesda.d6057493.Travel-Guide-Activities) Packages - [Cape Cod Holidays](https://expedia.co.uk/Cape-Cod.d180061.Holidays-City-Breaks) - [Oriole Park at Camden Yards](https://expedia.co.uk/Oriole-Park-At-Camden-Yards-Baltimore.d6077414.Attraction) - [Maui Holidays](https://expedia.co.uk/Maui.d180073.Holidays-City-Breaks) - [Hamptons Holidays](https://expedia.co.uk/Hamptons.d6056452.Holidays-City-Breaks) - [Niagara Falls - Western New York Holidays](https://expedia.co.uk/Niagara-Falls-Western-New-York.d6056506.Holidays-City-Breaks) General - [Visit Downtown Baltimore](https://expedia.co.uk/Baltimore-Downtown-Baltimore.dx6057529) - [Visit Bethesda](https://expedia.co.uk/Bethesda.dx6057493) - [Visit Downtown Washington D.C.](https://expedia.co.uk/Washington-Downtown-Washington-DC.dx800144) ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in 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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)