Vacation Homes in Kent County

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Our top choices for Kent County holiday homes

Rooftop Deck Escape! Free Parking!

Rooftop Deck Escape! Free Parking!
South Baltimore
8.4 out of 10, Very good, (41 reviews)
"Great place, great location. Amazing rooftop"
United States
Ernesto C.
The price is HK$731
HK$2,180 total
includes taxes & fees
2 Feb - 3 Feb
Rooftop Deck Escape! Free Parking!

Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront

Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront
Perryville
10.0 out of 10, Exceptional, (21 reviews)
"The house was the perfect retreat for our family vacation. Breathtaking views of the Chesapeake Bay from the great room and hot tub are unmatched! The host was also extremely responsive to everything we needed. Highly recommend!"
United States
Amy C.
Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront

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

Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA
Historic District
10.0 out of 10, Exceptional, (35 reviews)
"Beautiful home in a great central location for walking to most downtown and USNA destinations. "
United States
Hunter S.
Historic Annapolis~New interior~5+ parking spaces~6BR, 4BA

Beachfront Sunsets on the Water at Oakwood Beach

Beachfront Sunsets on the Water at Oakwood Beach
Salem
10.0 out of 10, Exceptional, (45 reviews)
"Excellent property and outstanding hosts. Peaceful, relaxing, and a wonderful spot to finish out the summer. The provided amenities exceeded expectations. The house has everything needed for a home away from home vacation rental. "
United States
Craig F.
Beachfront Sunsets on the Water at Oakwood Beach

Charming 3-bedroom Ranch in delightful Dover with AC

Charming 3-bedroom Ranch in delightful Dover with AC
Dover
10.0 out of 10, Exceptional, (1 review)
"Host was great"
United States
mark o.
Charming 3-bedroom Ranch in delightful Dover with AC

Large 2 bedroom house with private parking in a nice neighborhood

Large 2 bedroom house with private parking in a nice neighborhood
Arnold
9.4 out of 10, Exceptional, (36 reviews)
"This house was perfect for my husband and I, plus two daughters! We loved the location and how clean the unit was. The beds were comfortable and there were plenty of towels and all the things we needed for our weekend. We will definitely stay here again!"
United States
Emily B.
The price is HK$985
HK$2,485 total
includes taxes & fees
2 Feb - 3 Feb
Large 2 bedroom house with private parking in a nice neighborhood

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

Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!
Historic District
9.4 out of 10, Exceptional, (20 reviews)
"Great place, excellent location!"
United States
Joseph C.
The price is HK$5,595
HK$9,932 total
includes taxes & fees
2 Feb - 3 Feb
Spacious historic home downtown Annapolis Main St. Book for Commissioning Week!

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!
Eastport
10.0 out of 10, Exceptional, (129 reviews)
"Great property and location. "
United States
Steve N.
421 Irie: Simply Charming 2 Story COTTAGE!! Private Pool!! 1 Off Street Parking!

Charming garden row home, easy 4 block walk to the heart of Annapolis.

Charming garden row home, easy 4 block walk to the heart of Annapolis.
Historic District
10.0 out of 10, Exceptional, (127 reviews)
"Great location, very clean house, wonderful stay"
United States
Kathryn O.
Charming garden row home, easy 4 block walk to the heart of Annapolis.

Walk to the Naval Academy and Historic Annapolis. Private parking at the home.

Walk to the Naval Academy and Historic Annapolis. Private parking at the home.
Historic District
10.0 out of 10, Exceptional, (41 reviews)
"Perfect location and parking was a big bonus!"
United States
Angela H.
Walk to the Naval Academy and Historic Annapolis. Private parking at the home.

BEAUTIFULLY FURNISHED COZY ENSUITE 2BR3 BA IN UPPER FELLS POINT, BALTIMORE

BEAUTIFULLY FURNISHED COZY ENSUITE 2BR3 BA IN UPPER FELLS POINT, BALTIMORE
Upper Fells Point
9.4 out of 10, Exceptional, (10 reviews)
"Amazing property Located in a great areaWell managed and maintained Everything is close by and super safe too"
United States
Mayank G.
BEAUTIFULLY FURNISHED COZY ENSUITE 2BR3 BA IN UPPER FELLS POINT, BALTIMORE

Charming 2-bedroom townhome in beautiful Baltimore with central AC/Free internet

Charming 2-bedroom townhome in beautiful Baltimore with central AC/Free internet
Canton
2.0 out of 10, (1 review)
"I couldn’t get a hold of the house till a few hours before check in, just to be told he didn’t know who I was and wasn’t going to be having a rental available for me. I was basically stuck having to pay 500 more for a last minute accommodation."
United States
Alexander D.
Charming 2-bedroom townhome in beautiful Baltimore with central AC/Free internet

Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !

Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !
Pasadena
9.4 out of 10, Exceptional, (90 reviews)
"This property was a great place for a family to all relax together, play games, and enjoy the water!"
United States
Armando V.
Firepit, Beach, Pier and Gorgeous views without leaving your home ! ! !

*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay

*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay
Perryville
9.2 out of 10, Wonderful, (182 reviews)
"An amazing time and great family memories it simply was a delight and was very relaxing. So many things around to do. Definitely would stay again. "
United States
Stacey W.
*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay

Waterfront Oasis w/ Private Dock, Firepit, Arcade & Sunset Views

Waterfront Oasis w/ Private Dock, Firepit, Arcade & Sunset Views
Middle River
9.4 out of 10, Exceptional, (41 reviews)
"Perfect place, close to the park and the most amazing sunset "
United States
Nicoleta E.
Waterfront Oasis w/ Private Dock, Firepit, Arcade & Sunset Views

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife
Downtown St. Michaels
9.8 out of 10, Exceptional, (48 reviews)
"Conveniently located!"
United States
Jennifer E.
Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife

Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore

Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore
Crofton
9.8 out of 10, Exceptional, (103 reviews)
"Great stay visiting with family in the area. Very quiet neighborhood and close to lots of shopping and restaurants. Clean home with well appointed kitchen and linen closet."
United States
Donald E.
Beautiful family sized townhouse with deck. Close to Washington DC and Baltimore

200 steps to the beach!

200 steps to the beach!
Rock Hall
10.0 out of 10, Exceptional, (93 reviews)
"Beautiful, comfortable home in a great location. "
United States
Stephanie C.
200 steps to the beach!

Cozy Private Family Palace near BWI, Pet-Friendly

Cozy Private Family Palace near BWI, Pet-Friendly
Glen Burnie
9.8 out of 10, Exceptional, (23 reviews)
"Nice place and good location "
United States
FRANKLIN S.
The price is HK$1,336
HK$3,305 total
includes taxes & fees
2 Feb - 3 Feb
Cozy Private Family Palace near BWI, Pet-Friendly

Fall Season in Chesapeake City, MD 'Old Lock View' @ C&D Canal

Fall Season in Chesapeake City, MD 'Old Lock View' @ C&D Canal
Chesapeake City
10.0 out of 10, Exceptional, (73 reviews)
"My family and I had an absolutely wonderful stay at this beautiful home! The location was perfect — close to everything yet peaceful and relaxing. The house was spotless, thoughtfully stocked with every amenity we could need, and filled with so many little touches that made our stay extra special. We loved that it was pet-friendly too, so our whole family could enjoy the trip together. We made such wonderful memories here and would love to return!"
United States
Christine C.
Fall Season in Chesapeake City, MD 'Old Lock View' @ C&D Canal
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 County Hotel Reviews

Find out more about Kent County

Kent County Vacation Homes information

Number of reviews
1,136
Accommodation
976 Vacation Homes
Lowest Price
HK$2,180
Highest Price
HK$9,932

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