A marshland with tall grasses and water.

Kent County Holiday Rentals

  • 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

Our top choices for Kent County holiday 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
9.8 out of 10, Exceptional, (10 reviews)
"Nice clean place. Highly recommended."
United States
Richard B.
The price is AU$267
includes taxes & fees
4 Oct - 5 Oct
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.
The price is AU$274
includes taxes & fees
30 Sept - 1 Oct
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

3. Mini Aruba RV/Glamping Tent

Mini Aruba RV/Glamping Tent
Dover
10.0 out of 10, Exceptional, (6 reviews)
"My son and I had a great stay here for the weekend, camper was clean and had everything we needed and the family was happy to join us or let us have our privacy. All you could ask for and the backyard pool area is as good as it looks in the pictures. Would go back anytime we are in the area."
United States
Robert N.
The price is AU$363
includes taxes & fees
12 Oct - 13 Oct
Mini Aruba RV/Glamping Tent

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

Cozy Unit in Milford, Delaware -Close to DE Turf
Milford
10.0 out of 10, Exceptional, (3 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.
The price is AU$328
includes taxes & fees
27 Sept - 28 Sept
Cozy Unit in Milford, Delaware -Close to DE Turf

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, (16 reviews)
"Good for what we needed. House was a little too themey but served the purpose for us."
United States
Vincent F.
The price is AU$396
includes taxes & fees
27 Oct - 28 Oct
Poe Themed Home Close to Beaches and DE Turf

6. 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.
The price is AU$492
includes taxes & fees
7 Oct - 8 Oct
Luxury 2 bedroom Apt. Near DE Turf & Beaches!

7. Walk to Bowers Beach! Peaceful Coastal Retreat

Walk to Bowers Beach! Peaceful Coastal Retreat
3.0 star property
Frederica
The price is AU$1,044
includes taxes & fees
27 Sept - 28 Sept
Walk to Bowers Beach! Peaceful Coastal Retreat

8. 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
9.2 out of 10, Wonderful, (9 reviews)
"Awesome property! Great price! Excellent communication!"
United States
Krista L.
Stunning Home: DE Turf Complex 2 min away and Gateway to the Beaches!

9. 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, (4 reviews)
"Host was great"
United States
mark o.
The price is AU$774
includes taxes & fees
29 Sept - 30 Sept
5 Minutes from Bally’s Casino, Charming 3-bed 2-bath Ranch in Dover

10. 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.
The price is AU$537
includes taxes & fees
11 Oct - 12 Oct
Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5

11. 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
10.0 out of 10, Exceptional, (6 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.
The price is AU$700
includes taxes & fees
10 Oct - 11 Oct
Come stay at our beautiful 3 bedroom home located in rural Milford De.

12. Walk to Bowers Beach! Peaceful Coastal Retreat

Walk to Bowers Beach! Peaceful Coastal Retreat
Frederica
The price is AU$1,028
includes taxes & fees
27 Sept - 28 Sept
Walk to Bowers Beach! Peaceful Coastal Retreat

13. 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, (28 reviews)
"The stay was wonderful Just the weekend getaway we needed. Plus a wonderful host being so attentive when needed 10/10 will stay again!"
United States
Riley B.
The price is AU$181
includes taxes & fees
28 Sept - 29 Sept
Guest Suite for up to 2 in a Victorian on the Chester River

14. Coastal Estate

Coastal Estate
2.0 star property
Cold Spring
9.0 out of 10, Wonderful, (106 reviews)
"Great location. Nice layout . Great experience"
United States
hodan
The price is AU$366
includes taxes & fees
29 Sept - 30 Sept
Coastal Estate

15. Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.2 out of 10, Wonderful, (29 reviews)
"The rental was perfect for what we needed. The bed and living room furniture were very comfortable and the kitchen well stocked. The host was quick to respond to questions I had. I will definitely see if this rental if available the next time I’m in the area."
United States
Martha J.
The price is AU$400
includes taxes & fees
5 Oct - 6 Oct
Historic Chesapeake City Stay

16. First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.8 out of 10, Exceptional, (125 reviews)
"A beautiful and comfortable accomodations."
United States
John R.
The price is AU$229
includes taxes & fees
5 Oct - 6 Oct
First Floor Studio Apartment in Historic Chestertown

17. Hot Tub Fenced Yard Bayview Sunsets Fire Pit Bayview Sunset

Hot Tub Fenced Yard Bayview Sunsets Fire Pit Bayview Sunset
villas
10.0 out of 10, Exceptional, (18 reviews)
"We loved our stay hereThe house is perfect and right next to the beach,Host was very communicative Highly recommended "
United States
usher f.
The price is AU$611
includes taxes & fees
28 Sept - 29 Sept
Hot Tub Fenced Yard Bayview Sunsets Fire Pit Bayview Sunset

18. The Shore House

The Shore House
3.5 star property
North Wildwood
9.8 out of 10, Exceptional, (77 reviews)
"I loved that Janet was so accommodating and allowing us to check in early since we needed to leave our dog before my daughter’s local performance. Everyone on staff was super accommodating."
United States
Jean
The price is AU$155
includes taxes & fees
4 Oct - 5 Oct
The Shore House

19. Cozy Cabin Getaway at Gum Branch Acres – Perfect for a Quiet Escape

Cozy Cabin Getaway at Gum Branch Acres – Perfect for a Quiet Escape
Lincoln
10.0 out of 10, Exceptional, (2 reviews)
"Thank you, we had a very pleasant stay"
United States
andy O.
The price is AU$437
includes taxes & fees
27 Sept - 28 Sept
Cozy Cabin Getaway at Gum Branch Acres – Perfect for a Quiet Escape

20. OSPREY NEST • Peaceful & Secluded Cape May Garden Escape• 275 Five-Star Reviews

OSPREY NEST • Peaceful & Secluded Cape May Garden Escape• 275 Five-Star Reviews
North Cape May
9.8 out of 10, Exceptional, (294 reviews)
"Perfect for our getaway. Very quiet place."
United States
Lisa R.
The price is AU$348
includes taxes & fees
12 Oct - 13 Oct
OSPREY NEST • Peaceful & Secluded Cape May Garden Escape• 275 Five-Star Reviews
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 County Hotel Reviews

Find out more about Kent County

Everything you need to know about Kent County holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Kent County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Kent County holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Kent County holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Kent County. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Kent County holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Kent County holiday rentals we have chosen for you start as low as AU$155 per night. Entering your travel dates in the search wizard you might find even better deals.

How to find incredible deals on Kent County rentals

At Expedia, we put the best Kent County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Kent County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Kent County holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Kent County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.