Kent County Vacation Rentals from CA $80: Short-Term Rentals for 2026

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Top cities in Kent County

A red brick building with a sign reading 'LEGISLATIVE HALL' and a staircase leading to the entrance.

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Our top choices for Kent County vacation rentals

A room with a wooden bench, a vase with flowers, and a door leading to an outdoor area with trees.

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

Dover

Richard B.

CA $216 total

includes taxes & fees

Nov 29 - Nov 30

A bedroom with a bunk bed, a single bed, a desk, and a chair.

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

Frederica

nahum f.

CA $347 total

includes taxes & fees

Nov 23 - Nov 24

A modern kitchen with white cabinets, stainless steel appliances, and a marble island with bar stools.

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

Dover

mark o.

CA $850 total

includes taxes & fees

Dec 5 - Dec 6

4. Walk to Bowers Beach! Peaceful Coastal Retreat

Frederica

CA $1,044 total

includes taxes & fees

Nov 16 - Nov 17

A patio area with outdoor seating, string lights, and potted plants.

5. Poe Themed Home Close to Beaches and DE Turf

Milford

Sharon

CA $379 total

includes taxes & fees

Nov 16 - Nov 17

A bedroom with a bed, a dresser, a mirror, and a door leading to another room.

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

Milford

Shaine L.

CA $307 total

includes taxes & fees

Nov 16 - Nov 17

A modern kitchen with a large island, bar stools, and pendant lighting.

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

Magnolia

John K.

CA $993 total

includes taxes & fees

Nov 18 - Nov 19

A modern kitchen with a central island, stainless steel appliances, and a dining area with a chandelier.

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

Milford

Jenn K.

CA $404 total

includes taxes & fees

Nov 16 - Nov 17

A modern living space with a dining area, sofa, and kitchen.

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

Milford

Jill M.

CA $414 total

includes taxes & fees

Nov 18 - Nov 19

A round window with a view of a garden, a tree, and a building in the background.

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

Kitts Hummock

"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...

Alex L.

CA $512 total

includes taxes & fees

Nov 16 - Nov 17

11. Walk to Bowers Beach! Peaceful Coastal Retreat

Frederica

CA $1,010 total

includes taxes & fees

Nov 16 - Nov 17

A kitchen with wooden cabinets, a microwave, a stove, a refrigerator, and a sink.

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

Milford

debra h.

CA $696 total

includes taxes & fees

Nov 16 - Nov 17

A single-story house with a garage, a front lawn, and a driveway.

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

Milford

CA $406 total

includes taxes & fees

Nov 16 - Nov 17

An aerial view of a beach with rows of pink and white umbrellas and beach chairs, and people enjoying the beach and the ocean.

14. The Sandpiper Beach Club

Cape May Historic District

Eva

CA $436 total

includes taxes & fees

Nov 22 - Nov 23

A two-story house with a gabled roof, a front porch, and a front door with a decorative surround.

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

Millington

Quinton

CA $166 total

includes taxes & fees

Nov 18 - Nov 19

A swimming pool with a waterfall feature, surrounded by trees and outdoor seating.

16. Coastal Estate

Cold Spring

Emily

CA $340 total

includes taxes & fees

Nov 22 - Nov 23

A house with a swimming pool, surrounded by a fence, and two red umbrellas.

17. First Floor Studio Apartment in Historic Chestertown

Chestertown

John R.

CA $215 total

includes taxes & fees

Nov 16 - Nov 17

A riverside dock with boats, a covered seating area, and a bridge in the background.

18. Historic Chesapeake City Stay

Chesapeake City

John P.

CA $408 total

includes taxes & fees

Nov 16 - Nov 17

A boat interior with a white leather sofa, a cushioned bench, a television, and a view of the outside.

19. Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail

Bear

Justin M.

CA $404 total

includes taxes & fees

Nov 17 - Nov 18

20. Bohemia Manor Farm

Chesapeake City

CA $539 total

includes taxes & fees

Nov 16 - Nov 17

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Top Kent County Hotel Reviews

A modern building with a central fountain, surrounded by landscaped garden beds and a covered walkway.

Cambria Hotel Rehoboth Beach

Bayside

10/10 Excellent

Naval

An outdoor patio area with a wooden pergola, string lights, a fire pit, seating, and tables.

Home2 Suites by Hilton Lewes Rehoboth Beach

Lewes

10/10 Excellent

Terry

A large, historic house with a prominent tower and a wrap-around porch.

Angel of the Sea

Cape May

10/10 Excellent

We arrived early evening. We were surprised to find that all the guests were treated to wine, cheese, cold cuts and cakes, tea and coffee. The 150 year old house is full of interesting photos, decorations and furniture. We had a comfortable sleep. The next morning we had a full breakfast including our choice of 3 different entrees. After checking out, we were able to use the bicycles to visit the outdoor pedestrian shopping mall in Cape May. Altogether it was a memorable stay!

Allan

Avondale by the Sea Motel

Cape May Historic District

10/10 Excellent

Hotel was immaculate & very well maintained. No smoking at all on the property, so just went for a little walk to light up! All staff were friendly & helpful. All rooms have ocean view, so from my bed I enjoyed watching the dolphins jumping ! No elevators, but we were contacted by phone the day after making reservation to determine our physical ability to handle steps. And we had an offer to help take our bags to the 3rd floor when we arrived. Lovely stay!

Robin

A modern living room with a gray sofa, two wooden dining tables, and black chairs.

The Beach House

Wildwood

10/10 Excellent

Les chambres sont propres et la cuisine est bien équipée. Cet établissement a été rénové récemment. Le personnel de la réception et le service aux chambres est excellent. Sandy est vraiment efficace. Elle s'assure que la clientèle ne manque de rien. On a parfois l'impression quelle a des parts dans l'établissement. C'est notre deuxième visite à cet endroit et nous n'hésiterons pas à y retourner si nous passons par Wildwood à nouveau.

Claude

A beachside walkway lined with palm trees and tables, leading to the beach.

ICONA Diamond Beach

Diamond Beach

10/10 Excellent

This is a great resort hotel, located right on the beach with fantastic view of the waves, sun and surf. Great to wake up to this view from your spacious bedroom each morning. Even in the cool days of fall.... the room balconies provide plenty of warm sunshine so that you can sit outside and enjoy a coffee. If you need a place to relax and take in the peaceful moments of life - this is it! The staff and the facilities are excellent. Doesn't get much better!

Rick & Cathy

A lobby area with seating, a reception desk, and a refrigerator stocked with beverages.

Holiday Inn Express & Suites Middletown by IHG

Middletown

10/10 Excellent

Cat

Find out more about Kent County

Everything you need to know about Kent County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Kent County vacation rental for you. At Expedia, you can take your pick from private vacation 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kent County vacation 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 depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. 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.  The selection of Kent County vacation rentals we have selected for you start as low as CA $72 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 vacation 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 vacation.

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.

Kent County Vacation Rentals

Change your mind

Treat yourself

Be picky

Top cities in Kent County

Dover

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.

2. 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

4. Walk to Bowers Beach! Peaceful Coastal Retreat

5. Poe Themed Home Close to Beaches and DE Turf

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

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

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

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

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

11. Walk to Bowers Beach! Peaceful Coastal Retreat

12. 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

14. The Sandpiper Beach Club

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

16. Coastal Estate

17. First Floor Studio Apartment in Historic Chestertown

18. Historic Chesapeake City Stay

19. Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail

20. Bohemia Manor Farm

Find vacation rentals that suit your style

Top Kent County Hotel Reviews

Cambria Hotel Rehoboth Beach

10/10 Excellent

Find out more about Kent County

Kent County vacation rentals: An excellent choice for every season

How to find incredible deals on Kent County rentals