Title: Kent Island Vacation Rentals from CA $368: Short-Term Rentals for 2025 | 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)[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)

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Photo by Jennifer Crim

# Kent Island Vacation Rentals

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## Check prices for these dates

In two weeks

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=553248635077608788&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=553248635077608788&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=553248635077608788&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Mar 6 - Mar 8](https://www.expedia.ca/Hotel-Search?regionId=553248635077608788&startDate=2026-03-06&endDate=2026-03-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation 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)

![Property grounds](https://images.trvl-media.com/lodging/102000000/101280000/101278100/101278078/f88ec2fa.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)

### Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.

Stevensville

10/10

Exceptional

(14)

"Very clean beautiful house! We stayed there for a wedding weekend and it was perfect. Great location. The hosts were wonderful and got back to us right away! Would love to go back one day."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tammy S.

[](https://www.expedia.ca/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)

![Marina](https://images.trvl-media.com/lodging/106000000/105760000/105758700/105758639/30aed7f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105760000/105758700/105758639/5a48c8aa.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)

### Floating 2 bed 2 bath condo stunning views of the bay

Stevensville

6.4/10

(7)

"Beautiful view! Could hear the tiki bar music from the top. Easy to get to woth lots of things to do nearby. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Natalia F.

[](https://www.expedia.ca/Stevensville-Hotels-Floating-2-Bed-2-Bath-Condo-Stunning-Views-Of-The-Bay.h105758639.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)

"This is a great place for a small family and friends' weekend reunion."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Paul G.

CA $110

CA $368 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Stevensville-Hotels-Relax-On-Kent-Island-In-3-Bedroom-Home-WWaterview.h84063656.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)

![Exterior](https://images.trvl-media.com/lodging/34000000/33510000/33508900/33508826/38b2c9f2.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)

![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)

### 240' Private Beachfront @Kent Island Love Point - Great for Large Groups

stevensville

10/10

Exceptional

(196)

"We had a great time with friends on our annual MD golf trip. Hal was great and the place was perfect for our group."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jason R.

[](https://www.expedia.ca/Stevensville-Hotels-240-Private-Beachfront-Kent-Island-Love-Point-Great-For-Large-Groups.h33508826.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)

![Outdoor dining](https://images.trvl-media.com/lodging/98000000/97090000/97083900/97083848/c48aeb69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/98000000/97090000/97083900/97083848/4ad81af5.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)

### Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly

Stevensville

10/10

Exceptional

(55)

"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"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nick B.

[](https://www.expedia.ca/Stevensville-Hotels-Accessible.h97083848.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)

![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)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33700000/33691100/33691023/996d9ced.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

9.8/10

Exceptional

(44)

"Great for our purposes"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Glenn F.

[](https://www.expedia.ca/Stevensville-Hotels-Waterfront-Home-On-The-Chesapeake-Bay-With-Pier-Only-30-Min-From-Naval-Academy.h33691023.Hotel-Information)

![Smart TV, fireplace, books, printers](https://images.trvl-media.com/lodging/109000000/108010000/108008600/108008595/d04c7b73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/109000000/108010000/108008600/108008595/37ea1a39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/109000000/108010000/108008600/108008595/d98176c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, printers](https://images.trvl-media.com/lodging/109000000/108010000/108008600/108008595/dcb17a56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi

Stevensville

10/10

Exceptional

(6)

"This VRBO was very clean. Since it is a fairly new addition to VRBO, we thought it could use a little more info, like a portfolio with the combination to the bike locks, where to go to eat and visit, etc. Also, the only coffeemaker was a Keurig and we didn’t bring any K-cups. The 4 of us had a nice 50th Anniversary long weekend."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sharon M.

CA $559

CA $1,226 total

includes taxes & fees

Dec 1 - Dec 2

[](https://www.expedia.ca/Stevensville-Hotels-Charming-2-Bedroom-Waterfront-Cottage-In-Peaceful-Stevensville-With-AC.h108008595.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99720000/99712900/99712854/17709d3a.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

(45)

"First time on a houseboat, very relaxing, enjoyed our stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Frank P.

[](https://www.expedia.ca/Stevensville-Hotels-Chesapeake-Houseboat-Getaway-On-Kent-Island.h99712854.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)

![Dining](https://images.trvl-media.com/lodging/34000000/33560000/33554400/33554342/3ade8441.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/34000000/33560000/33554400/33554342/9a50943e.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)

### Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!

Chester

10/10

Exceptional

(126)

"Family lives 1 mile from this property and we needed a little bit larger place to accommodate 5 adults for family traveling to the area for KI High School graduation. Everyone was extremely happy with the location, the house and the water front views."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Stephanie S.

[](https://www.expedia.ca/Chester-Hotels-Waterfront-Home-On-3-Acres-Fish.h33554342.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)

![Outdoor pool](https://images.trvl-media.com/lodging/66000000/65400000/65393500/65393442/c0094437.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)

![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)

### 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."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Peggs111

[](https://www.expedia.ca/Stevensville-Hotels-Circa-1700-Chesapeake-Colonial-Home-On-The-National-Register.h65393442.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)

![Dining](https://images.trvl-media.com/lodging/98000000/97560000/97553100/97553068/033d6fd3.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)

![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)

### 25-50% Off~Private Beach~Hot Tub~Fire Table~

Stevensville

10/10

Exceptional

(31)

"Cute little cottage with great views and very comfortable for a small family. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Susie S.

[](https://www.expedia.ca/Stevensville-Hotels-Chesapeake-Waterfront-With-Hot-Tub.h97553068.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/121000000/120860000/120855800/120855751/1e2f03eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120860000/120855800/120855751/df58aec5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oven, stovetop](https://images.trvl-media.com/lodging/121000000/120860000/120855800/120855751/009658d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Miscellaneous](https://images.trvl-media.com/lodging/121000000/120860000/120855800/120855751/d1409783.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 40' Bristol sailboat with spectacular views

Stevensville

CA $421

CA $612 total

includes taxes & fees

Nov 22 - Nov 23

[](https://www.expedia.ca/Stevensville-Hotels-40-Bristol-Sailboat-With-Spectacular-Views.h120855751.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99230000/99230000/99229951/5203d265.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99230000/99230000/99229951/e3e394be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/100000000/99230000/99230000/99229951/664908bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/100000000/99230000/99230000/99229951/e238ed6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Historic District

10/10

Exceptional

(31)

"The location is fabulous. We could walk wherever we wanted to go. The room to bathroom ration was also great. We would stay here again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Diana L.

[](https://www.expedia.ca/Annapolis-Hotels-Historic-AnnapolisNew-Interior5-Parking-Spaces6BR.h99229951.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/105000000/104010000/104005300/104005223/b4e88275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/105000000/104010000/104005300/104005223/fac6f131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/105000000/104010000/104005300/104005223/26511092.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/105000000/104010000/104005300/104005223/daf32ef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

Rock Hall

10/10

Exceptional

(17)

"I loved the welcome basket! This place was extremely clean and had all the amenities that we needed. Much larger in person than even in the pictures. Walkable to town! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tracy S.

CA $165

CA $399 total

includes taxes & fees

Nov 13 - Nov 14

[](https://www.expedia.ca/Rock-Hall-Hotels-Walk-To-Everything-Rock-Hall-From-This-1st-Floor-Apartment-Sleeps-4.h104005223.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)

![Marina](https://images.trvl-media.com/lodging/34000000/33490000/33484100/33484012/a92027fe.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)

"What a wonderful vacation we had everything you want is there. All you have to bring is food . The trampoline will keep everyone occupied for hours. Looking forward to staying there in the future."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tom S.

[](https://www.expedia.ca/Pasadena-Hotels-Firepit.h33484012.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101200000/101190100/101190049/w1646h1094x1y0-5465a8de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![6 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/102000000/101200000/101190100/101190049/7087bd89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/102000000/101200000/101190100/101190049/576585f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/102000000/101200000/101190100/101190049/w1296h1091x4y3-c34e5260.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!

Historic District

9.4/10

Exceptional

(18)

"The gigantic house was perfect for our quick Army-Navy Football game weekend. We hope to come back when it’s warm to take advantage of the great gathering spaces outdoors. Go Navy! Beat Army!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elizabeth B.

CA $886

CA $1,628 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Annapolis-Hotels-Grand.h101190049.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)

![Exterior](https://images.trvl-media.com/lodging/97000000/96310000/96305200/96305189/7e1ea789.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)

![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

(3)

"Great place to stay. It is clean, comfortable, and not lacking convenience.Quick communication with the host. We would definitely recommend!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daniel K.

CA $139

CA $431 total

includes taxes & fees

Nov 13 - Nov 14

[](https://www.expedia.ca/Edgewater-Hotels-Waterfront-Getaway.h96305189.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)

![Property grounds](https://images.trvl-media.com/lodging/93000000/92010000/92008700/92008639/d6081e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/93000000/92010000/92008700/92008639/8a60f7ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/93000000/92010000/92008700/92008639/1a21e043.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Cottage with Private Dock- Chesapeake Bay/ Cambridge (Pet-Friendly)

Cambridge

10/10

Exceptional

(14)

"Really nice property. Relaxing weekend. Stayed here with my daughter for two nights. We had a great time. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Dara M.

[](https://www.expedia.ca/Cambridge-Hotels-Cozy-Cottage-With-Private-Dock-Chesapeake-Bay-Cambridge.h92008639.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)

![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/85000000/84360000/84356100/84356021/743380de.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)

### Spacious 5-Bedroom Waterfront Oasis with Private Dock, Pool and Hot Tub

Tracys Landing

9.8/10

Exceptional

(50)

"The house was so beautiful from top to bottom! It was incredibly well stocked on everything that we needed and we had an incredible weekend! The hosts were very responsive when needed and we can't speak higher about how wonderful this property is! We will certainly be back! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julie S.

[](https://www.expedia.ca/Spacious-5-Bedroom-Waterfront-Oasis-With-Private-Dock.h84356021.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)

![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)

![6 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/104000000/103320000/103319200/103319197/585f0b18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, printers](https://images.trvl-media.com/lodging/104000000/103320000/103319200/103319197/302865e8.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

(38)

"Fabulous week! Our family of 3 generations had a blast and appreciated the outstanding accommodations. House and outdoor areas are beautiful and well-maintained. Excellent location close to amenities and just minutes from Annapolis. Everything was great!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Melissa K.

[](https://www.expedia.ca/Annapolis-Hotels-Turning-Point-On-The-Little-Magothy-Large-Private-Estate.h103319197.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=2025-11-26&endDate=2025-11-27&regionId=553248635077608788&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Find vacation rentals that suit your style

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Kent+Island%2C+Maryland%2C+United+States+of+America&regionId=553248635077608788&latLong=38.93734%2C-76.328995&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-13&d2=2026-02-13&lodging=APARTMENT)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Kent+Island%2C+Maryland%2C+United+States+of+America&regionId=553248635077608788&latLong=38.93734%2C-76.328995&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-13&d2=2026-02-13&lodging=VACATION_HOME)

Condos

[](https://www.expedia.ca/Hotel-Search?destination=Kent+Island%2C+Maryland%2C+United+States+of+America&regionId=553248635077608788&latLong=38.93734%2C-76.328995&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-13&d2=2026-02-13&lodging=CONDO)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Kent+Island%2C+Maryland%2C+United+States+of+America&regionId=553248635077608788&latLong=38.93734%2C-76.328995&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-13&d2=2026-02-13&lodging=COTTAGE)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Kent+Island%2C+Maryland%2C+United+States+of+America&regionId=553248635077608788&latLong=38.93734%2C-76.328995&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-13&d2=2026-02-13&lodging=VILLA)

Houseboats

[](https://www.expedia.ca/Hotel-Search?destination=Kent+Island%2C+Maryland%2C+United+States+of+America&regionId=553248635077608788&latLong=38.93734%2C-76.328995&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-13&d2=2026-02-13&lodging=HOUSE_BOAT)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Kent+Island%2C+Maryland%2C+United+States+of+America&regionId=553248635077608788&latLong=38.93734%2C-76.328995&adults=2&startDate=2026-02-10&d1=2026-02-10&endDate=2026-02-13&d2=2026-02-13&lodging=CABIN)

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[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FKent-Island-Vacation-Rentals.d553248635077608788.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FKent-Island-Vacation-Rentals.d553248635077608788.Travel-Guide-VacationRentals)

## Top Kent Island Hotel Reviews

![The Westin Annapolis](//images.trvl-media.com/lodging/2000000/1680000/1678800/1678710/w3998h2667x0y0-54f847ff_y.jpg)

### The Westin Annapolis

10/10 Excellent

"Spotless and comfortable"

[](https://expedia.ca/Annapolis-Hotels-The-Westin-Annapolis.h1678710.Hotel-Information)

![Sonesta ES Suites Annapolis](//images.trvl-media.com/lodging/1000000/10000/3000/2982/e773fcbe_y.jpg)

### Sonesta ES Suites Annapolis

10/10 Excellent

"Friendly staff. Love the room and its layout. "

[](https://expedia.ca/Annapolis-Hotels-Sonesta-ES-Suites-Annapolis.h2982.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. Can’t wait to return. "

[](https://expedia.ca/Annapolis-Hotels-Historic-Inns-Of-Annapolis.h42068.Hotel-Information)

![Courtyard by Marriott Annapolis](//images.trvl-media.com/lodging/1000000/20000/11100/11049/122348e3_y.jpg)

### Courtyard by Marriott Annapolis

10/10 Excellent

"Good"

[](https://expedia.ca/Annapolis-Hotels-Courtyard-By-Marriott-Annapolis.h11049.Hotel-Information)

![Country Inn & Suites by Radisson, Annapolis, MD](//images.trvl-media.com/lodging/1000000/150000/140400/140359/d2b7f950_y.jpg)

### Country Inn & Suites by Radisson, Annapolis, MD

10/10 Excellent

"Came in late at night and left early the Inn was quiet, safe, comfortable and clean. Ice maker on 1st floor was out of order but there is a second one. Staff was attentive and helpful when we came in and check in was quick and easy. Would stay here again for other local sporting events. "

[](https://expedia.ca/Annapolis-Hotels-Country-Inn-Suites-By-Radisson.h140359.Hotel-Information)

![Hampton Inn & Suites Annapolis](//images.trvl-media.com/lodging/1000000/70000/64200/64115/23865424_y.jpg)

### Hampton Inn & Suites Annapolis

10/10 Excellent

"Clean calm"

[](https://expedia.ca/Annapolis-Hotels-Hampton-Inn-Suites-Annapolis.h64115.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 rooms!!"

[](https://expedia.ca/Gambrills-Hotels-Microtel-Inn-Suites-By-Wyndham-Gambrills.h52802235.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 room was clean and had plenty of space. The staff was amazing. The young lady that checked me in was very kind and professional. The bartender was funny and very attentive to all the patrons. "

[](https://expedia.ca/Annapolis-Hotels-DoubleTree-By-Hilton-Hotel-Annapolis.h3040.Hotel-Information)

![240' Private Beachfront @Kent Island Love Point - Great for Large Groups](//images.trvl-media.com/lodging/34000000/33510000/33508900/33508826/dd69d3f4_y.jpg)

### 240' Private Beachfront @Kent Island Love Point - Great for Large Groups

10/10 Excellent

"The property is beautiful!! The host definitely went over and beyond . His communication was timely and accommodated our special needs. I can’t recommend this property and the host (Hal) enough. I will definitely be neck and gave already have begun spreading the word to family and friends"

[](https://expedia.ca/Stevensville-Hotels-240-Private-Beachfront-Kent-Island-Love-Point-Great-For-Large-Groups.h33508826.Hotel-Information)

## Find out more about Kent Island

**Everything you need to know about** **Kent 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 Kent 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 Kent Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Kent Island vacation 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 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 Kent Island vacation rentals we have selected for you start as low as CA $368 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 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 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 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 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.ca
-   All accommodation types in Kent Island

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-   [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

-   [Vacation Homes in Kent Island](https://expedia.ca/Kent-Island-Private-Vacation-Homes.d553248635077608788-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Cottages in Kent Island](https://expedia.ca/Kent-Island-Cottages.d553248635077608788-aaCottages.Travel-Guide-Accommodation)
-   [Apartments in Kent Island](https://expedia.ca/Kent-Island-Apartments.d553248635077608788-aaApartments.Travel-Guide-Accommodation)
-   [B&B in Kent Island](https://expedia.ca/Kent-Island-Bed-And-Breakfast.d553248635077608788-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Houseboats in Kent Island](https://expedia.ca/Kent-Island-Houseboats.d553248635077608788-aaHouseboats.Travel-Guide-Accommodation)
-   [Condo Rentals in Kent Island](https://expedia.ca/Kent-Island-Condos.d553248635077608788-aaCondos.Travel-Guide-Accommodation)
-   [Guest Houses in Kent Island](https://expedia.ca/Kent-Island-Guest-Houses.d553248635077608788-aaGuestHouses.Travel-Guide-Accommodation)
-   [Motels in Kent Island](https://expedia.ca/Kent-Island-Motels.d553248635077608788-aaMotels.Travel-Guide-Accommodation)
-   [Farmstay in Kent Island](https://expedia.ca/Kent-Island-Agritourism.d553248635077608788-aaAgritourism.Travel-Guide-Accommodation)
-   [Inns in Kent Island](https://expedia.ca/Kent-Island-Inns.d553248635077608788-aaInns.Travel-Guide-Accommodation)
-   [Villas in Kent Island](https://expedia.ca/Kent-Island-Villas.d553248635077608788-aaVillas.Travel-Guide-Accommodation)
-   [Aparthotels in Kent Island](https://expedia.ca/Kent-Island-Apart-Hotels.d553248635077608788-aaApartHotels.Travel-Guide-Accommodation)
-   [Cabin Rentals in Kent Island](https://expedia.ca/Kent-Island-Cabins.d553248635077608788-aaCabins.Travel-Guide-Accommodation)
-   [Lodges in Kent Island](https://expedia.ca/Kent-Island-Lodges.d553248635077608788-aaLodges.Travel-Guide-Accommodation)

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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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)