Vacation Rentals in Kent County

Top cities in Kent County

Check prices for these dates

Our top choices for Kent County vacation rentals

1. Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.

Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.
Dover
10.0 out of 10, Exceptional, (12 reviews)
"Nice clean place. Highly recommended."
United States
Richard B.
$143 nightly
The price is $147
Nov 29 - Nov 30
Total with taxes and fees
Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.

2. Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
Frederica
9.6 out of 10, Exceptional, (25 reviews)
"We enjoy this place!!!"
United States
nahum f.
$239 nightly
The price is $244
Nov 11 - Nov 12
Total with taxes and fees
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

3. 5 Minutes from Bally’s Casino, Charming 3-bed 2-bath Ranch in Dover

5 Minutes from Bally’s Casino, Charming 3-bed 2-bath Ranch in Dover
Dover
10.0 out of 10, Exceptional, (5 reviews)
"Host was great"
United States
mark o.
$564 nightly
The price is $575
Nov 20 - Nov 21
Total with taxes and fees
5 Minutes from Bally’s Casino, Charming 3-bed 2-bath Ranch in Dover

4. Walk to Bowers Beach! Peaceful Coastal Retreat

Walk to Bowers Beach! Peaceful Coastal Retreat
3.0 star property
Frederica
$732 nightly
The price is $732
Nov 11 - Nov 12
Total with taxes and fees
Walk to Bowers Beach! Peaceful Coastal Retreat

5. Poe Themed Home Close to Beaches and DE Turf

Poe Themed Home Close to Beaches and DE Turf
Milford
8.6 out of 10, Excellent, (17 reviews)
"The owner thought of many amenities that I haven't seen before like breakfast bars and oatmeal packets. Very much appreciated."
United States
Sharon
$248 nightly
The price is $255
Nov 11 - Nov 12
Total with taxes and fees
Poe Themed Home Close to Beaches and DE Turf

6. Cozy Unit in Milford, Delaware -Close to DE Turf

Cozy Unit in Milford, Delaware -Close to DE Turf
Milford
9.6 out of 10, Exceptional, (4 reviews)
"Perfect place for my son and I that had a lacrosse tourney that was only 8 minutes away at the Delaware turf fields Cat was awesome and replied very fast and was super accommodating!! "
United States
Shaine L.
$203 nightly
The price is $208
Nov 11 - Nov 12
Total with taxes and fees
Cozy Unit in Milford, Delaware -Close to DE Turf

7. Stunning Home: DE Turf Complex 2 min away and Gateway to the Beaches!

Stunning Home: DE Turf Complex 2 min away and Gateway to the Beaches!
Milford
9.6 out of 10, Exceptional, (14 reviews)
"Great experience! I had a few questions, and the owners responded within MINUTES!"
United States
Jenn K.
$269 nightly
The price is $277
Nov 11 - Nov 12
Total with taxes and fees
Stunning Home: DE Turf Complex 2 min away and Gateway to the Beaches!

8. Spacious 5 Bedroom w/Pool, Patio and Theater

Spacious 5 Bedroom w/Pool, Patio and Theater
Magnolia
9.2 out of 10, Wonderful, (12 reviews)
"The host was very accommodating and the house was excellent and served our needs perfectly."
United States
John K.
$626 nightly
The price is $639
Nov 11 - Nov 12
Total with taxes and fees
Spacious 5 Bedroom w/Pool, Patio and Theater

9. Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5

Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5
Kitts Hummock
10.0 out of 10, Exceptional, (1 review)
"Our time here was an attraction in itself. There were so many small details. I won't mention all of them as I don't want to spoil the surprise but one of our favorites was a telescope pointed towards an ocean piling where birds frequently perch. The house felt interactive and playful. There were snacks and beverage options (including tea, coffee, water, and even other surprises) available. Very clean. One consideration is the stairscase. I would advise caution for those with mobility issues (bad...
United States
Alex L.
$333 nightly
The price is $342
Nov 15 - Nov 16
Total with taxes and fees
Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5

10. Walk to Bowers Beach! Peaceful Coastal Retreat

Walk to Bowers Beach! Peaceful Coastal Retreat
Frederica
$676 nightly
The price is $693
Nov 11 - Nov 12
Total with taxes and fees
Walk to Bowers Beach! Peaceful Coastal Retreat

11. Luxury 2 bedroom Apt. Near DE Turf & Beaches!

Luxury 2 bedroom Apt. Near DE Turf & Beaches!
Milford
10.0 out of 10, Exceptional, (1 review)
"This property was perfect for our family while at a lacrosse tournament. It was close to the field and very comfortable. Having two full bathrooms to get ready for the day was a treat! The property was clean and spacious. Also, the host was also extremely responsive. We will definitely return."
United States
Jill M.
$289 nightly
The price is $309
Nov 16 - Nov 17
Total with taxes and fees
Luxury 2 bedroom Apt. Near DE Turf & Beaches!

12. Come stay at our beautiful 3 bedroom home located in rural Milford De.

Come stay at our beautiful 3 bedroom home located in rural Milford De.
Milford
9.8 out of 10, Exceptional, (8 reviews)
"The guys went to the race and they were very happy with the location the price and the people were very nice to deal with"
United States
debra h.
$460 nightly
The price is $475
Nov 11 - Nov 12
Total with taxes and fees
Come stay at our beautiful 3 bedroom home located in rural Milford De.

13. A pleasant 3-bedroom house in a peaceful, quiet neighborhood in Milford

A pleasant 3-bedroom house in a peaceful, quiet neighborhood in Milford
Milford
$268 nightly
The price is $274
Dec 1 - Dec 2
Total with taxes and fees
A pleasant 3-bedroom house in a peaceful, quiet neighborhood in Milford

14. The Sandpiper Beach Club

The Sandpiper Beach Club
4.0 star property
Cape May Historic District
9.6 out of 10, Exceptional, (445 reviews)
"Beautiful spacious condo across the street from the beach & within walking distance to shops & restaurants."
United States
Eva
$290 nightly
The price is $332
Nov 22 - Nov 23
Total with taxes and fees
The Sandpiper Beach Club

15. 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
9.8 out of 10, Exceptional, (32 reviews)
"Convenient, clean, super friendly host, loved it. Highly recommend!!!"
United States
Quinton
$108 nightly
The price is $114
Nov 11 - Nov 12
Total with taxes and fees
Guest Suite for up to 2 in a Victorian on the Chester River

16. Coastal Estate

Coastal Estate
2.0 star property
Cold Spring
9.2 out of 10, Wonderful, (124 reviews)
"Nice and quiet, great for solo traveling!"
United States
Emily
$203 nightly
The price is $233
Nov 29 - Nov 30
Total with taxes and fees
Coastal Estate

17. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (133 reviews)
"A beautiful and comfortable accomodations."
United States
John R.
$133 nightly
The price is $147
Nov 16 - Nov 17
Total with taxes and fees
First Floor Studio Apartment in Historic Chestertown

18. Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.2 out of 10, Wonderful, (31 reviews)
"Cute place. Clean, comfortable, and convenient to the soccer complex. I wasn’t familiar with Chesapeake City but we had a great time at the waterfront restaurants."
United States
John P.
$270 nightly
The price is $286
Nov 11 - Nov 12
Total with taxes and fees
Historic Chesapeake City Stay

19. Lokal Hotel Cape May

Lokal Hotel Cape May
3.5 star property
Cape May Historic District
10.0 out of 10, Exceptional, (76 reviews)
"We only had two days but it was a fantastic two days. We absolutely love this location and the accommodations are so well thought out… down to the coffee cups! The pool is wonderful. We had a great stay."
United States
Jennifer
$340 nightly
The price is $387
Nov 11 - Nov 12
Total with taxes and fees
Lokal Hotel Cape May

20. Quiet Farmhouse on 4 acres, 2 Bedroom, close to town, Denton MD

Quiet Farmhouse on 4 acres, 2 Bedroom, close to town, Denton MD
Denton
10.0 out of 10, Exceptional, (15 reviews)
"The house was perfect, welcoming and comfortable, will be coming back again"
United States
Dallas S.
$320 nightly
The price is $339
Dec 1 - Dec 2
Total with taxes and fees
Quiet Farmhouse on 4 acres, 2 Bedroom, close to town, Denton MD
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.

Find vacation rentals that suit your style

Top Kent County Hotel Reviews

Frequently Asked Questions

How many vacation rentals are available in Kent County?

Expedia has plenty of vacation rentals to choose from in and around Kent County, so you’re guaranteed to find the right one for you.


How much is a vacation rental in Kent County?

The selection of Kent County vacation rentals we have selected for you start as low as $100 per night. Entering your travel dates in the search wizard you might find even better deals!


What type of vacation rental can I get in Kent County?

Vacation rentals in Kent County come in all shapes and sizes, and your options depend on your chosen travel dates. You could entertain in a blissful vacation home, chill in a private apartment, or find family fun at a resort. Expedia offers a superb choice of Kent County vacation rentals to suit everyone.


Why should I choose a vacation rental in Kent County?

Expedia’s vacation rentals provide cozy comforts you can sink into on your own schedule. You’ll enjoy your own space in a property with a kitchen, a pool, a garden etc. Maybe you’ll prefer somewhere with a spa or kids activities. A Kent County 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.


How do I find the best deal on a vacation rental in Kent County?

Find vacation rentals in Kent County by viewing Expedia’s latest deals, or enter your travel dates and use the filters to select by amenities, price, or rating. Dive into the reviews to get a true feeling of which is your favorite vacation rental in Kent County.


What amenities are available in a vacation rental in Kent County?

The choice is yours! Perhaps you love cooking in a well-equipped kitchen. Or maybe a late breakfast and a swimming pool is more your thing. Of course, there’s always the treat of having your own hot tub. Expedia has a vast range of amenities in Kent County vacation rentals designed to suit every budget and trip type.


When is the best time to stay in a vacation rental in Kent County?

Everytime is a great time to head to Kent County! Staying in a Kent County vacation rentals you will always find lots going on to keep you entertained.


Why book a vacation rental with Expedia?

Expedia has locked in amazing deals on a huge selection of impressive vacation rentals in Kent County. We give you the information and inspiration you need all in one place. With so many properties to choose from, you know you can book your perfect Kent County vacation rental with confidence. ANd don’t forget, if you bundle with a flight or a car rental in Kent County, you can save even more.


Can I cancel my vacation rental through Expedia?

Yes, you can cancel or change your Kent County vacation rental by contacting your property manager directly. Contact details are easy to find on your itinerary in Trips. For more information, check out our Customer Service Portal and we’ll help you get everything sorted.


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