Kenton Vacation Rentals

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Vacation Rentals in Kenton

Our top choices for Kenton vacation rentals

Captain's Quarters

9.8 out of 10, Exceptional, (97)
"This our second time staying here and we absolutely love it! Looking forward to staying here again in May 2026. "
Captain's Quarters

Peaceful living just outside of town

9.8 out of 10, Exceptional, (9)
"We really enjoyed our time there! The children enjoyed the playground set. We truly recommend! We are so grateful. Thank you! "
Peaceful living just outside of town

NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!

10.0 out of 10, Exceptional, (25)
"Nice stay… good family home…. Lots of sleeping accommodations…. A few steps from the beach!!!!! Great host!!!!!"
NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!

Mini Aruba Glamper in Dover with WiFi, AC and guest access to backyard oasis

10.0 out of 10, Exceptional, (2)
"My husband and I stayed for two nights. The oasis makes you feel like you’re vacationing in the Caribbean. The camper is clean and comfortable for two people. Everything was perfect and cannot wait to return!"
Mini Aruba Glamper in Dover with WiFi, AC and guest access to backyard oasis

Charming bungalow w water views in Bowers Beach AC WiFi Dover Downs AFB DE Turf

9.4 out of 10, Exceptional, (3)
"Adorable cottage. Excellent location. We will definitely rent again. "
Charming bungalow w water views in Bowers Beach AC WiFi Dover Downs AFB DE Turf

Lark's Nest on the Chester River. Spacious, waterfront home with private dock.

9.6 out of 10, Exceptional, (21)
"a great place to unwind. "
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.

The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE

9.8 out of 10, Exceptional, (9)
"Had a very comfortable stay here. Very clean and the towels to kill for (ha). Ms. Lynn kept in touch at all times. I would stay here again for sure."
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE

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

10.0 out of 10, Exceptional, (16)
"The staff was great"
$111 nightly
The price is $118
Sep 2 - Sep 3
Total with taxes and fees
Guest Suite for up to 2 in a Victorian on the Chester River

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

10.0 out of 10, Exceptional, (14)
"Place was newly decorated, very clean, very comfortable. It had all the amenities listed, a comfortable bed and was just very pleasant."
$225 nightly
The price is $230
Sep 19 - Sep 20
Total with taxes and fees
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Spacious 4 bedroom house with 2 and a half baths in Kennedyville, Maryland.

2.0 star property
8.8 out of 10, Excellent, (3)
"Would I stay here again? No. Would I recommend it to a friend? Also no.While the unit was clean, it felt quite tired and in need of a refresh. The kitchen was minimally equipped, with very few pots and pans, making it difficult to cook meals. Additionally, there were air fresheners and purifiers in every room, which made us wonder if they were masking an underlying issue. Overall, the space could benefit from some updates and better preparation for guests."
Spacious 4 bedroom house with 2 and a half baths in Kennedyville, Maryland.

Wind Song Getaway on the Beach

9.8 out of 10, Exceptional, (30)
"We enjoyed the home and the quiet town. The screened porch was a great place to relax and watch the tide come in and go out. "
Wind Song Getaway on the Beach

Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!

10.0 out of 10, Exceptional, (6)
"My family and I had the best time at the Outrange. The house is super cool. But the access to hiking, kayaking and even goats made it perfect. Ben is super good at communication. He responded to any of my questions quickly. I can't say enough about it. Just a really lovely property. "
Outrange at Blue Heron Farm. Pet friendly cabin at waterfront farm!

Luxurious and spacious townhome with all necessary amenities awaits your stay.

9.4 out of 10, Exceptional, (9)
"Great experience all around! "
Luxurious and spacious townhome with all necessary amenities awaits your stay.

Bowers Beach Vacation Rental: 2 Blocks Away!

9.8 out of 10, Exceptional, (8)
"The property was well kept."
Bowers Beach Vacation Rental: 2 Blocks Away!

Spacious 5 Bedroom w/Pool, Patio and Theater

9.8 out of 10, Exceptional, (7)
"Great house for a large family "
$760 nightly
The price is $775
Sep 4 - Sep 5
Total with taxes and fees
Spacious 5 Bedroom w/Pool, Patio and Theater

Countryside Cottage in Sassafras

2.0 star property
Countryside Cottage in Sassafras

Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.

9.8 out of 10, Exceptional, (20)
"Perfect setting for our family get together. Plenty of space and beautifully decorated. Spent most of our time on the screened in porch.Beautiful sunset in the evening and lovely view of the river.Several family members used the kayaks and enjoyed the experience.Host was very helpful and went all out to make sure we had everything we needed."
Riverfront Country House on Sassafras River. Kayak and Paddleboard. So peaceful.

Relaxation Haven on the Shore near Choptank River

9.2 out of 10, Wonderful, (7)
"The property is very quiet and peaceful! No issues at all! Helen was wonderful and very kind!"
Relaxation Haven on the Shore near Choptank River

Captain's Cottage- Walking distance to beach, 10 Mins to DE Turf

10.0 out of 10, Exceptional, (14)
"This was a great place to stay while we were at a tournament at the DE turf sports complex. "
Captain's Cottage- Walking distance to beach, 10 Mins to DE Turf

Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf

9.8 out of 10, Exceptional, (10)
"Perfect rental for our family of 6 adults! Great location on the water with a fun restaurant just steps away. Highly recommend!!"
Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf
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 Kenton Hotel Reviews

Find out more about Kenton

Find out more about Kenton

Everything you need to know about Kenton 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 Kenton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Kenton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Kenton vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $118 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Kenton rentals

At Expedia, we put the best Kenton 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 Kenton 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 Kenton 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 Kenton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Kenton?

Yes, you can find vacation rentals close to the most popular attractions in Kenton, or you can choose a more secluded option if you're looking for relaxation.

What are some of the best vacation home rentals that Kenton has to offer?

Captain's Quarters: Visitors like this Kenton vacation home rental. It is located near the beach and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

What can I see and do in Kenton?

Explore the area and family-friendly sights such as Crumpton Auction, or get out into nature at a spot like Wheel of Fortune. In the larger area, you’ll find Dover Mall and Delaware State University.

What are vacation rentals like in Kenton?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Kenton. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have everything you need. If you're concerned about cleanliness, a vacation rental can offer a sense of safety away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular choice for family trips.