Photo by Jennifer Crim

Holiday Homes in Kent Island

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Featured Holiday Homes in Kent Island

Relax on Kent Island in 3 Bedroom Home w/Waterview

Stevensville
9.8 out of 10, Exceptional, (41)
"This is a great place for a small family and friends' weekend reunion."
United States
Paul G.
The price is NZ$454
includes taxes & fees
16 Nov - 17 Nov
Relax on Kent Island in 3 Bedroom Home w/Waterview

❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

Stevensville
9.6 out of 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
Pamela
The price is NZ$429
includes taxes & fees
16 Nov - 17 Nov
❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️

HGTV quality, private guest suite, country getaway with hot tub & fire pit

Centreville
10.0 out of 10, Exceptional, (7)
"Such a great property. Second time coming and planning to come back next summer as well! Highly recommend! Amazing host!"
United States
Renee P.
The price is NZ$787
includes taxes & fees
17 Nov - 18 Nov
HGTV quality, private guest suite, country getaway with hot tub & fire pit

Beautiful Waterfront Retreat in Cambridge!

Cambridge
10.0 out of 10, Exceptional, (49)
"Wonderful stay. The Crab Shack and dock were the highlights. We spent most of our time there. It was awesome. Highly recommend. "
United States
Christopher D.
The price is NZ$706
includes taxes & fees
16 Nov - 17 Nov
Beautiful Waterfront Retreat in Cambridge!

Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

Shady Side
10.0 out of 10, Exceptional, (4)
"Very comfortable bedrooms and sitting area. Perfect location for the event we were attending. Very clean. Friendly host. "
United States
Mark E.
The price is NZ$757
includes taxes & fees
15 Nov - 16 Nov
Peaceful 2-bedroom / 2-bathroom house with WiFi and AC in serene Shady Side

Chesapeake Bay Harbor View in a central location to events/restaurants

2.5 star property
Rock Hall
10.0 out of 10, Exceptional, (1)
"House was clean, great location. Furniture needs a little updating but overall our stay was great! Would definitely stay here again."
United States
Todd W.
The price is NZ$481
includes taxes & fees
15 Nov - 16 Nov
Chesapeake Bay Harbor View in a central location to events/restaurants

Walk to Beach! King Bed & Free Beach Passes

North Beach
10.0 out of 10, Exceptional, (16)
"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
Jennifer B.
The price is NZ$624
includes taxes & fees
1 Dec - 2 Dec
Walk to Beach! King Bed & Free Beach Passes

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Grasonville
9.6 out of 10, Exceptional, (12)
"I was impressed with how spacious and clean the house was."
United States
Susan M.
The price is NZ$740
includes taxes & fees
20 Nov - 21 Nov
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

Cambridge
10.0 out of 10, Exceptional, (14)
"very serene, peaceful home on the bay! Amazing getaway! "
United States
Jill C.
The price is NZ$950
includes taxes & fees
16 Nov - 17 Nov
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Arundel on the Bay
9.8 out of 10, Exceptional, (11)
"Very clean - well equipped - perfect for our relaxing weekend."
United States
Chris J.
The price is NZ$865
includes taxes & fees
19 Nov - 20 Nov
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach

Large 2 bedroom house with private parking in a nice neighborhood

Arnold
9.4 out of 10, Exceptional, (31)
"This was a great place to stay with everything you needed. I loved the furniture in the house and it was well decorated, not to mention the neighborhood was quiet and close to all these good restaurants. Parking was a breeze for us since we drove in two cars. We parked in the wrap around driveway. There is a small fenced in back yard so it was perfect to let the dog run around and do his business. The host was great and couldn’t have asked for a better stay. "
United States
Mateusz K.
The price is NZ$542
includes taxes & fees
20 Nov - 21 Nov
Large 2 bedroom house with private parking in a nice neighborhood

Charming Pet-Friendly Stay - Near Bay & Beaches.

Annapolis
10.0 out of 10, Exceptional, (6)
"Tons of space with lots of amenities! Super nice neighbor hood and neighbors. Very clean as well!"
United States
Kayle W.
The price is NZ$934
includes taxes & fees
17 Nov - 18 Nov
Charming Pet-Friendly Stay - Near Bay & Beaches.

Beach Front, Bay View, Fishing, chesapeake,Family Getaway

Chesapeake Beach
9.0 out of 10, Wonderful, (6)
"This house could not have a better location. There’s a gorgeous beach right across the street. My family and I spent many hours walking the beach looking for beach glass and shark teeth, which were surprisingly plentiful. There was even a nice dock to fish on. The house is very well kept. The upstairs table on the patio was a favorite of mine. The owner was in constant contact. We had a blast."
United States
Jeff B.
The price is NZ$762
includes taxes & fees
14 Dec - 15 Dec
Beach Front, Bay View, Fishing, chesapeake,Family Getaway

Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

North Beach
10.0 out of 10, Exceptional, (31)
"Perfect place to spend quality time with our three adult children and their significant others. "
United States
Malarkey F.
The price is NZ$853
includes taxes & fees
9 Dec - 10 Dec
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Neptune by the Water - Pet Friendly Fenced Yard

Cape Saint Claire
9.8 out of 10, Exceptional, (11)
"The house had everything we needed for a comfortable stay. We would definitely recommend this place."
United States
Kelly D.
The price is NZ$981
includes taxes & fees
18 Nov - 19 Nov
Neptune by the Water - Pet Friendly Fenced Yard

Annapolis Retreat - 7 mins from downtown Annapolis!

Hillsmere
10.0 out of 10, Exceptional, (4)
"Property was perfect for my regatta crew. Loved it."
United States
Michael Q.
The price is NZ$954
includes taxes & fees
8 Dec - 9 Dec
Annapolis Retreat - 7 mins from downtown Annapolis!

Holly Hill Haven - Sleeps 10

Edgewater
10.0 out of 10, Exceptional, (3)
"Only thing is I would better stock the kitchen. Other than that NO COMPLAINTS! Great location, great clean and comfortable home to host thanksgiving "
United States
Brittany B.
The price is NZ$897
includes taxes & fees
9 Dec - 10 Dec
Holly Hill Haven - Sleeps 10

NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

Homewood
9.8 out of 10, Exceptional, (8)
"This house was perfect for us! We love the ease of getting into town without having to drive and park in a parking garage. I would 10/10 recommend this house!"
United States
Elaina H.
The price is NZ$927
includes taxes & fees
18 Nov - 19 Nov
NEW Charming Historic Home <.75mile to Navy Stadium, 1mile to USNA and Downtown

Edgewater/Mayo Gateaway w/ Hot Tub

Edgewater
9.8 out of 10, Exceptional, (24)
"We had a very good time. Fenced backyard for the pet was a great added value. We could relax and visit the beach and the towns around. We really enjoyed our stay."
United States
Mireia A.
The price is NZ$1,013
includes taxes & fees
18 Nov - 19 Nov
Edgewater/Mayo Gateaway w/ Hot Tub

The Hideaway Spot- Waterfront w/ Dock on Long Cove

Glen Burnie
8.4 out of 10, Very good, (7)
"We were in town for a family wedding and needed a peaceful "home base" to relax and get ready. "The Hideaway Spot" was absolutely perfect! It is an upscale nautical cabin-like interior with plenty of room for 2 couples. The outside deck was great for coffee and chilling together. Peaceful getaway from hustle and bustle of the city. Plenty of fabulous seafood in Glen Burnie nearby. Communication with host was easy with prompt responses and attention to any requests/questions we had. The family...
United States
Ashlee H.
The price is NZ$614
includes taxes & fees
16 Nov - 17 Nov
The Hideaway Spot- Waterfront w/ Dock on Long Cove
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Kent Island Hotel Reviews

Find out more about Kent Island

Kent Island Holiday Homes information

Number of reviews
Accommodation
Holiday Homes
Lowest Price
Highest Price

Explore a world of travel with Expedia