Photo by Assya A

Vacation Rentals in Kent County

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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Top Vacation Rentals in Kent County

Exterior
Guest Suite for up to 2 in a Victorian on the Chester River

Guest Suite for up to 2 in a Victorian on the Chester River

Millington
9.6 out of 10, Exceptional, (19)
"It was very clean and cozy! My partner and I loved staying here! "
United States
Tyaunna W.
The price is ￥10,476
￥19,270 total
includes taxes & fees
Nov 13 - Nov 14
Guest Suite for up to 2 in a Victorian on the Chester River
Fridge, microwave, oven, stovetop
Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown

Chestertown
9.8 out of 10, Exceptional, (27)
"Extremely clean, beautifully updated, and very comfortable. Perfect location—easy to walk to shops and restaurants. Would absolutely stay again!""
United States
Maggie D.
The price is ￥50,870
￥73,883 total
includes taxes & fees
Nov 14 - Nov 15
Newly restored apartment in the heart of Chestertown
Outdoor dining
Chesapeake Bay Harbor View in a central location to events/restaurants

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 ￥34,664
￥41,970 total
includes taxes & fees
Nov 13 - Nov 14
Chesapeake Bay Harbor View in a central location to events/restaurants
Interior
Chesapeake Bay Retreat W/Breathtaking Views

Chesapeake Bay Retreat W/Breathtaking Views

Rock Hall
10.0 out of 10, Exceptional, (1)
"Beautiful home situated right on the water with everything we could need. Would not hesitate to return! "
United States
josh b.
The price is ￥57,580
￥123,473 total
includes taxes & fees
Dec 1 - Dec 2
Chesapeake Bay Retreat W/Breathtaking Views
Property grounds
First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown

Chestertown
9.6 out of 10, Exceptional, (105)
"Wonderful stay in a beautiful location convenient to everything. Host was outstanding."
United States
Randy B.
The price is ￥15,252
￥24,471 total
includes taxes & fees
Nov 17 - Nov 18
First Floor Studio Apartment in Historic Chestertown
Beach
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!

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

Rock Hall
10.0 out of 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
Tracy S.
The price is ￥18,159
￥43,880 total
includes taxes & fees
Nov 13 - Nov 14
Walk to everything Rock Hall from this 1st floor apartment. Sleeps 4!
Beach
Waterfront Retreat with Private Dock and Beach

Waterfront Retreat with Private Dock and Beach

Worton
10.0 out of 10, Exceptional, (25)
"Loved sitting on the dock, peaceful, quiet; house has everything you need"
United States
jackie r.
The price is ￥26,961
￥47,978 total
includes taxes & fees
Nov 13 - Nov 14
Waterfront Retreat with Private Dock and Beach
Terrace/patio
Grandma’s Cottage will wrap around you like a warm hug

Grandma’s Cottage will wrap around you like a warm hug

Betterton
The price is ￥34,664
￥64,505 total
includes taxes & fees
Nov 13 - Nov 14
Grandma’s Cottage will wrap around you like a warm hug
Terrace/patio
High Tide Haven Suite

High Tide Haven Suite

Kent County
The price is ￥26,691
￥30,758 total
includes taxes & fees
Nov 17 - Nov 18
High Tide Haven Suite
Outdoor dining
Luxe Houseboat with Epic 360 Views of Baltimore Harbor

Luxe Houseboat with Epic 360 Views of Baltimore Harbor

Canton
10.0 out of 10, Exceptional, (11)
"My partner and I loved our stay on this houseboat. It’s incredibly clean and has all you need, including the views and vibes. The host, Brian, was so responsive and accommodating too. Would definitely recommend staying here!"
United States
Yeeli M.
The price is ￥40,441
￥93,301 total
includes taxes & fees
Nov 19 - Nov 20
Luxe Houseboat with Epic 360 Views of Baltimore Harbor
Terrace/patio
Luxe Houseboat: Breathtaking Skyline 360 Views

Luxe Houseboat: Breathtaking Skyline 360 Views

Inner Harbor
10.0 out of 10, Exceptional, (20)
"This is a must try experience. So much different than a "normal" VRBO. Great sites and views."
United States
William K.
The price is ￥62,117
￥122,507 total
includes taxes & fees
Nov 24 - Nov 25
Luxe Houseboat: Breathtaking Skyline 360 Views
Interior
40' Bristol sailboat with spectacular views

40' Bristol sailboat with spectacular views

2.0 star property
Stevensville
The price is ￥46,218
￥67,281 total
includes taxes & fees
Nov 23 - Nov 24
40' Bristol sailboat with spectacular views
Front of property
Hudson house

Hudson house

3.5 star property
Canton
The price is ￥23,168
￥50,332 total
includes taxes & fees
Nov 13 - Nov 14
Hudson house
Property grounds
Country Get Away 1 Bedroom Apartment

Country Get Away 1 Bedroom Apartment

Elkton
9.8 out of 10, Exceptional, (40)
"The hosts were amazing and enjoyed talking with them. We look forward to coming back soon. Sean and Paula "
United States
Michael B.
The price is ￥10,784
￥17,147 total
includes taxes & fees
Nov 24 - Nov 25
Country Get Away 1 Bedroom Apartment
Fridge, microwave, oven, stovetop
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City

Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City

2.0 star property
Chesapeake City
9.4 out of 10, Exceptional, (3)
"Cozy and very suitable. No issues, quiet and clean. "
United States
Rich D.
The price is ￥27,731
￥50,788 total
includes taxes & fees
Nov 23 - Nov 24
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City
1 bedroom, WiFi, bed sheets, wheelchair access
Restful Non-Shared Basement Suite In Harford MD

Restful Non-Shared Basement Suite In Harford MD

Bel Air
10.0 out of 10, Exceptional, (2)
"This is a fantastic location! While it is definitely basic accommodations, it was very thoughtfully set up and would make a perfect place to stay for anyone who doesn't need something fancy. The room was super clean and comfortable. The host communicated regularly leading up to and during our stay. He was super friendly and accommodating. The room is well set up with everything you might need including a water dispenser, coffee maker (with coffee pods, sugar, powdered creamer, and disposable...
United States
Marika B.
The price is ￥8,473
￥17,147 total
includes taxes & fees
Nov 18 - Nov 19
Restful Non-Shared Basement Suite In Harford MD
Smart TV, fireplace, books, printers
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi

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

2.0 star property
Stevensville
10.0 out of 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
Sharon M.
The price is ￥61,470
￥134,721 total
includes taxes & fees
Dec 1 - Dec 2
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
Fridge, microwave, oven, stovetop
Small House on Gentleman’s Farm

Small House on Gentleman’s Farm

Bel Air
10.0 out of 10, Exceptional, (12)
"Great little getaway, very clean, and the bedding was so comfy! "
United States
Joan F.
The price is ￥15,021
￥43,356 total
includes taxes & fees
Dec 2 - Dec 3
Small House on Gentleman’s Farm
Fridge, microwave, oven, stovetop
family-friendly 2-bedroom home in Baltimore with WiFi, AC, Pool table, Poker

family-friendly 2-bedroom home in Baltimore with WiFi, AC, Pool table, Poker

2.0 star property
Berea
9.6 out of 10, Exceptional, (4)
"Crystal was a wonderful host with great communication! The check in process was simple and the house was tidy; would definitely recommend. "
United States
Mekiyah H.
The price is ￥15,122
￥31,710 total
includes taxes & fees
Nov 17 - Nov 18
family-friendly 2-bedroom home in Baltimore with WiFi, AC, Pool table, Poker
Apartment | Private kitchen | Toaster
Entire House 1BD King Bed near Downtown

Entire House 1BD King Bed near Downtown

3.0 star property
Hollins Market
7.2 out of 10, Good, (5)
"I had a great stay at this place. The house was clean and had all amenities described, such as kitchen, laundry machine, TV, and free parking. Check-in was smooth with the door entry codes. Exploring Baltimore was easy because the downtown was like 10 mins walking distance and public transportation options were nearby. Well spent dollars. "
United States
Nathan
The price is ￥12,365
￥17,606 total
includes taxes & fees
Nov 16 - Nov 17
Entire House 1BD King Bed near Downtown
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kent County Hotel Reviews

Hotel Indigo Baltimore Downtown by IHG

Hotel Indigo Baltimore Downtown by IHG

10/10 Excellent
"Great location. The room was very clean, quiet and comfortable. The staff was very friendly and helpful. Will stay again."
Ayasha 2-night trip
Posted 15 hours ago
Hotel Indigo Baltimore Downtown by IHG

Find out more about Kent County

Vacation Apartments in Kent County

Search for Vacation rentals in Kent County on Expedia! You can easily find your home rentals, villas, Vacation apartments in Kent County using one of the methods below:

  • View our selection of featured Vacation rentals in Kent County
  • Use the map to find apartments and other Vacation homes in the Kent County neighbourhood you prefer
  • Enter your travel dates to view the best deals on Vacation rentals in Kent County while they last

Look no further and take a look at our great range of rental properties in Kent County!