Kenton Holiday Rentals

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Holiday Rentals in Kenton

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

Spacious and luxurious 3 bed/1.5 bath townhome with free parking, sleeps 6

10.0 out of 10, Exceptional, (1)
"Property is beautiful, host answered our questions in a timely manner. Would stay again "
Spacious and luxurious 3 bed/1.5 bath townhome with free parking, sleeps 6

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

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.

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

Wind Song Getaway on the Beach

9.8 out of 10, Exceptional, (30)
"This home is beautiful! Host was responder quickly "
Wind Song Getaway on the Beach

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

10.0 out of 10, Exceptional, (3)
"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

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

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!

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

10.0 out of 10, Exceptional, (17)
"The staff was great"
The price is HK$531
HK$976 total
includes taxes & fees
8 Sept - 9 Sept
Guest Suite for up to 2 in a Victorian on the Chester River

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 "
The price is HK$2,493
HK$5,874 total
includes taxes & fees
7 Sept - 8 Sept
Spacious 5 Bedroom w/Pool, Patio and Theater

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

2.0 star property
8.6 out of 10, Excellent, (4)
"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.

Countryside Cottage in Sassafras

2.0 star property
Countryside Cottage in Sassafras

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

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

9.8 out of 10, Exceptional, (21)
"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.

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

Fishermen's Catch

9.4 out of 10, Exceptional, (10)
"Great place, close to the beach"
Fishermen's Catch
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

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

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Frequently asked questions

Can I find a holiday rental in Kenton?

Yes, there are holiday rentals close to the most popular sights in Kenton, or you can select a more secluded option if you're looking for a relaxing stay.

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

Captain's Quarters: This holiday home rental outside of Kenton is located near the beach, and has a balcony, a garden and a BBQ 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 that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as 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 wider area, you’ll find Dover Mall and Delaware State University.

What are holiday rentals like in Kenton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kenton. Holiday rentals offer extras like laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, a holiday rental can offer a sense of safety away from shared hotel lifts and busy concierge desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for a family trip or a small group gathering.