Clayton Holiday Rentals

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Holiday Rentals in Clayton

NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!
Aerial view
NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!
10.0 out of 10, Exceptional, (13)
"We stayed here while our son’s tournament was at DE Turf. It was very convenient and plenty of space. The fields are about 13 min away. The restaurant in the parking lot was convenient after being at the fields all day. "
NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!
First Floor Studio Apartment in Historic Chestertown
Property grounds
First Floor Studio Apartment in Historic Chestertown
9.6 out of 10, Exceptional, (75)
"EasyvPeasy place."
The price is HK$763
HK$1,228 total
includes taxes & fees
30 Nov - 1 Dec
First Floor Studio Apartment in Historic Chestertown
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Beach nearby, sun-loungers
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
9.8 out of 10, Exceptional, (44)
"it being off season,very quiet. the people in the surrounding neighborhood were very friendly, we had a great time, ash and christine were awsome host. we will deffinately go back again!"
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Wind Song Getaway on the Beach
Interior
Wind Song Getaway on the Beach
10.0 out of 10, Exceptional, (24)
"This is a beautiful beach house, right on the water. Lots of amenities and upgrades. We loved the screened porch and upstairs deck. We were fine with the spiral stairs but they may be potentially challenging for some guests. The area is a little isolated and the beach was quiet in mid-October, which was perfect for us! I highly recommend this property."
Wind Song Getaway on the Beach
Beachfront Sunsets on the Water at Oakwood Beach
On the beach, sun-loungers, beach towels
Beachfront Sunsets on the Water at Oakwood Beach
10.0 out of 10, Exceptional, (28)
"This house exceeded our expectations! From the pictures, we knew it would be beautiful, but once we got there it seemed so much bigger and brighter than what the pictures show. Its so light and airy and was perfect for what we came for. It was VERY clean, each bedroom came with towels and makeup wipes. You can tell the hosts put a lot of thought into this home. We went in the fall, but was still such a wonderful time walking along the quiet beach and having drinks on the patio. Would highly...
Beachfront Sunsets on the Water at Oakwood Beach
Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf
Aerial view
Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf
10.0 out of 10, Exceptional, (5)
"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
Stunning waterfront villa with indoor pool and kids swing set and play area.
Spa
Stunning waterfront villa with indoor pool and kids swing set and play area.
9.8 out of 10, Exceptional, (10)
"Couple little things were annoying. Overall a place/property we love. This was our third visit and plan for another."
Stunning waterfront villa with indoor pool and kids swing set and play area.
Quiet beach escape. Close to DE TURF fields.<br>TAX FREE SHOPPING!
Fridge, microwave, oven, stovetop
Quiet beach escape. Close to DE TURF fields.<br>TAX FREE SHOPPING!
9.6 out of 10, Exceptional, (26)
"Was perfect for our needs. "
Quiet beach escape. Close to DE TURF fields.<br>TAX FREE SHOPPING!
Bowers Beach Vacation Rental: 2 Blocks Away!
Beach nearby
Bowers Beach Vacation Rental: 2 Blocks Away!
9.6 out of 10, Exceptional, (5)
"The easy of check-in was the best I have had in all my VRBO rentals. The home was clean and well appointed. They provided all linens/towels and extra were available in a linen closet. The kitchen was well stocked. Great place. Can't wait to stay again. "
Bowers Beach Vacation Rental: 2 Blocks Away!
Historic Chesapeake City Stay
Pool
Historic Chesapeake City Stay
9.0 out of 10, Wonderful, (8)
"Property was clean and close to everything in Chesapeake City"
The price is HK$2,335
HK$3,985 total
includes taxes & fees
25 Nov - 26 Nov
Historic Chesapeake City Stay
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
Beach nearby, sun-loungers, beach towels
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
9.6 out of 10, Exceptional, (35)
"This house had the most amazing views and was clean and tidy. It was perfect for us and the dogs. The yard was clean and mowed and provided plenty of room for frisbee play which is part of my german shepherd's job. The kitchen was very adequate for our needs! As expected, the upstairs bedrooms were "historic" and the staircase was steep also "historic". The showers were perfect. We had a great visit and would love to come back here!"
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
Chesapeake City Quiet Overlook
Outdoor dining
Chesapeake City Quiet Overlook
10.0 out of 10, Exceptional, (12)
"This home was absolutely magnificent! Location and scenery were wonderful. Just so much to keep our attention and kept us in awe. This was a family trip with siblings and soooo many wonderful memories were made. We are older now and it means more than ever before. Thank you to our host Jane who kept in touch and was so very attentive. Most gracious. We are already talking about going back. Cannot say enough it thank you from the bottom of our hearts.♥️"
Chesapeake City Quiet Overlook
BEACH WITHOUT THE BUSTLE
Beach nearby, sun-loungers, beach towels
BEACH WITHOUT THE BUSTLE
10.0 out of 10, Exceptional, (26)
"We enjoyed our stay. Condo was comfortable and very clean. It provided convenient access for our weekend plans in Kennedyville and Chestertown."
BEACH WITHOUT THE BUSTLE
Captain's Quarters
Fridge, microwave, oven, stovetop
Captain's Quarters
9.8 out of 10, Exceptional, (80)
"Great house and excellent communications with the host. We are frequently in the area for sports at DE Turf and love Bowers Beach! "
Captain's Quarters
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
Outdoor pool
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
10.0 out of 10, Exceptional, (61)
"Great!"
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
Captain's Cottage- Walking distance to beach, 10 Mins to DE Turf
Miscellaneous
Captain's Cottage- Walking distance to beach, 10 Mins to DE Turf
10.0 out of 10, Exceptional, (6)
"The Captain's Cottage was the perfect place for our visit to Delaware. We were a quick drive to events at the Woodlands at Dover Speedway, and less than an hour away from Rehoboth Beach, which is highly recommended. Bowers beach in town was also great, clean, and never busy. The property was very clean, fully equipped, and in a very safe and quiet neighborhood. Check in was simple, communicating w/ host was easy and host was quick to respond. Host left details and helpful info about the home,...
Captain's Cottage- Walking distance to beach, 10 Mins to DE Turf
Country Get Away 1 Bedroom Apartment
Property grounds
Country Get Away 1 Bedroom Apartment
9.8 out of 10, Exceptional, (29)
"We were attending my niece's wedding. Our stay was located in the beautiful countryside yet quick access to places to eat. Our apartment was decorated so cute and for the season. Very, Very clean and I would stay again!"
The price is HK$545
HK$866 total
includes taxes & fees
23 Dec - 24 Dec
Country Get Away 1 Bedroom Apartment
A cottage on the shore of the Delaware River
On the beach
A cottage on the shore of the Delaware River
9.8 out of 10, Exceptional, (59)
"The coziest house we have ever stayed at ! The host went above and beyond to have everything we could need! Would definitely recommend ! "
A cottage on the shore of the Delaware River
Waterfront Home & Dock, sleeps 8 Max. Eastern shore, Betterton Chestertown MD.
Miscellaneous
Waterfront Home & Dock, sleeps 8 Max. Eastern shore, Betterton Chestertown MD.
9.8 out of 10, Exceptional, (87)
"The house and location on Still Pond Maryland was great!! House was clean and tiddy. Caught perch, catfish and bass off their dock!! Area is beautiful and quiet! "
Waterfront Home & Dock, sleeps 8 Max. Eastern shore, Betterton Chestertown MD.
Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows
Exterior
Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows
10.0 out of 10, Exceptional, (51)
"The house is roomy and was clean and well stocked."
Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows
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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Other types of properties in Clayton you may be interested in

Bally's Dover Casino Resort
Front of property
Bally's Dover Casino Resort
4.0 star property
8.8 out of 10, Excellent, (1936)
"Easy check in, friendly staff, clean room, nice view of the Downs."
The price is HK$483
HK$653 total
includes taxes & fees
24 Nov - 25 Nov
Bally's Dover Casino Resort
Comfort Inn & Suites
Lobby
Comfort Inn & Suites
2.5 star property
8.8 out of 10, Excellent, (1000)
"The room was clean and the manager at the front desk was very friendly and efficient."
The price is HK$610
HK$677 total
includes taxes & fees
16 Dec - 17 Dec
Comfort Inn & Suites
Microtel Inn & Suites by Wyndham Dover
Exterior
Microtel Inn & Suites by Wyndham Dover
2.0 star property
8.0 out of 10, Very good, (1000)
"Check in i had to wait a while. The water pressure was not great. And the pillows were lumpy and not very comfortable "
The price is HK$560
HK$617 total
includes taxes & fees
24 Nov - 25 Nov
Microtel Inn & Suites by Wyndham Dover
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.
Beautiful view of the beach with palm trees

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Frequently asked questions

Are there holiday rentals in Clayton?

Yes, there are holiday rentals close to the most popular sights in Clayton, 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 Clayton has to offer?

Beachfront Sunsets on the Water at Oakwood Beach: This holiday home rental outside of Clayton is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Clayton?

While exploring the area, visit family-friendly sights like Frightland, or get outside and enjoy nature at Wheel of Fortune. In the wider area, you’ll find Dover Mall and Delaware State University.

What’s a holiday rental in Clayton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Clayton. Holiday rentals feature amenities such as patios, hot tubs and fire pits so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from shared hotel lifts and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental an attractive choice for a family trip or a small group gathering.