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Our top choices for Kent Island vacation homes

Relax on Kent Island in a 4 Bedroom Home w/Waterview!

Relax on Kent Island in a 4 Bedroom Home w/Waterview!
Stevensville
9.8 out of 10, Exceptional, (42)
"We had a great stay! The property has everything we needed and host was easy to communicate with "
United States
Stephanie S.
The price is ¥14,403
¥43,208 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Relax on Kent Island in a 4 Bedroom Home w/Waterview!

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

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 ¥16,098
¥44,673 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Charming Coastal/Country Home w/3 Acres & Sauna!

New! Stylish downtown home w/awesome outdoor area!

New! Stylish downtown home w/awesome outdoor area!
Stevensville
9.8 out of 10, Exceptional, (26)
"The house was spacious, clean, and in a great location. The owners were available, and easy to communicate with."
United States
Marjorie N.
The price is ¥34,784
¥79,176 total
includes taxes & fees
Dec 25 - Dec 26
New! Stylish downtown home w/awesome outdoor area!

Walk to Beach! King Bed & Free Beach Passes

Walk to Beach! King Bed & Free Beach Passes
North Beach
10.0 out of 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
Jennifer B.
The price is ¥12,709
¥50,596 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Walk to Beach! King Bed & Free Beach Passes

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

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 ¥15,081
¥63,933 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Beach House w/Yard, Beach Passes, Firepit, King Beds near Boardwalk, Restaurants

Beautiful Waterfront Retreat in Cambridge!

Beautiful Waterfront Retreat in Cambridge!
Cambridge
10.0 out of 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
Karen L.
The price is ¥24,712
¥58,460 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Beautiful Waterfront Retreat in Cambridge!

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

HGTV quality, private guest suite, country getaway with hot tub & fire pit
Centreville
10.0 out of 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
Renee P.
The price is ¥30,925
¥69,869 total
includes taxes & fees
Jan 5 - Jan 6, 2026
HGTV quality, private guest suite, country getaway with hot tub & fire pit

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

Spacious 2 bedroom duplex located conveniently near Route 50 East and West.
Grasonville
9.6 out of 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
Joe C.
The price is ¥39,225
¥64,530 total
includes taxes & fees
Dec 26 - Dec 27
Spacious 2 bedroom duplex located conveniently near Route 50 East and West.

Modern New Suite Close to US Capital and BWI Airport

Modern New Suite Close to US Capital and BWI Airport
Pasadena
7.0 out of 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
Brittnie A.
The price is ¥12,552
¥24,862 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Modern New Suite Close to US Capital and BWI Airport

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

WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8
Cambridge
10.0 out of 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
Jill C.
The price is ¥41,163
¥82,883 total
includes taxes & fees
Jan 2 - Jan 3, 2026
WATERFRONT!! **HOT TUB** 3 bedroom Oasis on 2+ acres - Sleeps 8

Cozy Private Suite Gated Entry, Driveway Parking & Quiet Stay

Cozy Private Suite Gated Entry, Driveway Parking & Quiet Stay
Glen Burnie
8.0 out of 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
James D.
The price is ¥14,121
¥19,675 total
includes taxes & fees
Dec 27 - Dec 28
Cozy Private Suite Gated Entry, Driveway Parking & Quiet Stay

Neptune by the Water - Pet Friendly Fenced Yard

Neptune by the Water - Pet Friendly Fenced Yard
Cape Saint Claire
9.8 out of 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
Lisa S.
The price is ¥32,165
¥95,560 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Neptune by the Water - Pet Friendly Fenced Yard

Charming Pet-Friendly Stay - Near Bay & Beaches.

Charming Pet-Friendly Stay - Near Bay & Beaches.
Annapolis
10.0 out of 10, Exceptional, (6)
"Very clean and very convenient location for our trip. "
United States
Greg S.
The price is ¥36,813
¥87,578 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Charming Pet-Friendly Stay - Near Bay & Beaches.

BAYSIDE BUNGALOW

BAYSIDE BUNGALOW
Rock Hall
10.0 out of 10, Exceptional, (52)
"Very quaint and quiet place to stay. Very relaxing."
United States
Roger
The price is ¥31,380
¥47,399 total
includes taxes & fees
Jan 1 - Jan 2, 2026
BAYSIDE BUNGALOW

Family Beach House: Spacious Deck, Grill & Views

Family Beach House: Spacious Deck, Grill & Views
Chesapeake Beach
9.0 out of 10, Wonderful, (6)
"Everything was great. The owner was extremely helpful. Couldn't ask for anything better."
United States
Bryan P.
The price is ¥26,673
¥67,806 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Family Beach House: Spacious Deck, Grill & Views

The Hideaway Spot- Waterfront w/ Dock on Long Cove

The Hideaway Spot- Waterfront w/ Dock on Long Cove
Glen Burnie
8.6 out of 10, Excellent, (8)
"This place had everything we needed for a great family Christmas. Responsive host. Fun times! "
United States
Tammy A.
The price is ¥17,086
¥54,714 total
includes taxes & fees
Jan 5 - Jan 6, 2026
The Hideaway Spot- Waterfront w/ Dock on Long Cove

Large 2 bedroom house with private parking in a nice neighborhood

Large 2 bedroom house with private parking in a nice neighborhood
Arnold
9.2 out of 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
Jim G.
The price is ¥21,966
¥52,765 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Large 2 bedroom house with private parking in a nice neighborhood

Annapolis Retreat - 7 mins from downtown Annapolis!

Annapolis Retreat - 7 mins from downtown Annapolis!
Hillsmere
10.0 out of 10, Exceptional, (4)
"Great house in cute neighborhood. Thanks for a very comfortable stay!"
United States
Paul C.
The price is ¥26,516
¥82,994 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Annapolis Retreat - 7 mins from downtown Annapolis!

Golden Anchor Retreat; Lux Living! - Sleeps 7

Golden Anchor Retreat; Lux Living! - Sleeps 7
Edgewater
10.0 out of 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
Sam A.
The price is ¥40,226
¥113,611 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Golden Anchor Retreat; Lux Living! - Sleeps 7

Lower Level Loft - Adorable Studio Apt. Near BWI

Lower Level Loft - Adorable Studio Apt. Near BWI
South Gate
9.4 out of 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
Jack B.
The price is ¥10,355
¥19,854 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Lower Level Loft - Adorable Studio Apt. Near BWI
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.
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Top Kent Island Hotel Reviews

Find out more about Kent Island

Kent Island Vacation Homes information

Number of reviews
367
Accommodation
708 Vacation Homes
Lowest Price
¥19,675
Highest Price
¥113,611

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