Clayton Vacation Rentals

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Vacation Rentals in Clayton

Captain's Quarters

9.8 out of 10, Exceptional, (84)
"This place was large enough to accommodate my family size of 10. There was plenty of room to spread around and not to mention, the house was fully stocked with anything and everything you could need. Sean communicates quickly and is very attentive to details. Thank you Sean."
Captain's Quarters

Beachfront Sunsets on the Water at Oakwood Beach

10.0 out of 10, Exceptional, (31)
"We had a nice visit to this beautiful, waterfront home, and appreciated the host very much. The views from the beach were lovely. Unfortunately, we were woken several times overnight one night by ships’ foghorns as they passed by- every few hours. Even the white noise machines (a thoughtful touch) didn’t help. Not sure how to predict when the ships come through, but we slept soundly the second of our two nights there. The area is otherwise very quiet- we barely saw anyone else around. The...
Beachfront Sunsets on the Water at Oakwood Beach

Guest Lodge | Private Pool | Outdoor Dining | Game Room

Guest Lodge | Private Pool | Outdoor Dining | Game Room

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

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

10.0 out of 10, Exceptional, (9)
"Everything was absolutely perfect. Quick and easy communication with the host gave me tremendous peace of mind. He worked with me on whatever concerns or needs I had. Highly recommend "
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Fishermen's Catch

10.0 out of 10, Exceptional, (7)
"it was super close to the DE turf fields. place was small but cute. perfect for me and my teenage daughter. upstairs are steep so maybe not ideal for someone elderly. "
Fishermen's Catch

Wind Song Getaway on the Beach

9.8 out of 10, Exceptional, (25)
"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

Modern Family Retreat – Roomy, Chic, and Close to DE Turf, Casino & the Beaches!

The price is ¥45,354
¥57,978 total
includes taxes & fees
Feb 28 - Mar 1
Modern Family Retreat – Roomy, Chic, and Close to DE Turf, Casino & the Beaches!

Stunning waterfront villa with indoor pool and kids swing set and play area.

9.8 out of 10, Exceptional, (13)
"The house was beautiful. We enjoyed the pool. The kitchen was wonderful. We did wish we could warm up the house a little more. We loved that the house had so many bathrooms. The only improvement would be to state that there are 5 bedrooms with en-suites."
Stunning waterfront villa with indoor pool and kids swing set and play area.

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (78)
"Very clean, excellent communications,"
The price is ¥14,654
¥23,585 total
includes taxes & fees
Feb 26 - Feb 27
First Floor Studio Apartment in Historic Chestertown

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 ¥10,467
¥16,643 total
includes taxes & fees
Mar 3 - Mar 4
Country Get Away 1 Bedroom Apartment

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

Cozy House, in the Historic Bowers Beach. Pet Friendly and Quiet.

10.0 out of 10, Exceptional, (3)
"A nice place to stay with everything we needed to cook an early Thanksgiving dinner for our family living from Felton. Grand kids loved the game room and the neighbors are friendly and quiet.The beach is really nice to walk off season and the full moon rising over the bay was beautiful Joseph made sure we had everything we needed and checked to make sure we were happy with the stay."
The price is ¥38,130
¥44,931 total
includes taxes & fees
Mar 9 - Mar 10
Cozy House, in the Historic Bowers Beach. Pet Friendly and Quiet.

Spacious 5 Bedroom w/Pool, Patio and Theater

9.6 out of 10, Exceptional, (4)
"The house had everything for our family’s stay. It was perfect even on the rainy days."
The price is ¥35,588
¥89,525 total
includes taxes & fees
Feb 23 - Feb 24
Spacious 5 Bedroom w/Pool, Patio and Theater

Chesapeake Retreat with hot tub. Charming 2 Bed, 1 Bath Home in Chesapeake City

2.0 star property
10.0 out of 10, Exceptional, (2)
"Our stay was an abundant blessing. The hot tub was just the added bonus for those chilly winter evenings. Communication with Jon was superb and his kindness and consideration go above and beyond a 5 Star review!!! Thanks for allowing our family an awesome Christmas!! We can’t wait to be back!!"
Chesapeake Retreat with hot tub. Charming 2 Bed, 1 Bath Home in Chesapeake City

Cozy tiny home with a loft, located at Bowers Beach

8.8 out of 10, Excellent, (3)
"Very sweet cottage. Clean with beach decor in every room. The neighborhood is clean & safe to take walks. Had seafood dinner at JP's Wharf & the crab cakes were yummy! Was a short walk down the street. . "
The price is ¥19,439
¥23,304 total
includes taxes & fees
Feb 26 - Feb 27
Cozy tiny home with a loft, located at Bowers Beach

Saybrook Hall | Pickleball + Pool + Hot Tub

Saybrook Hall | Pickleball + Pool + Hot Tub

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

10.0 out of 10, Exceptional, (17)
"This was a last minute booking for New Years with my family. From the onset, all communication with Scott was prompt and professional. The property was beautiful and clean while also being close to eateries and groceries if you want to cook/bbq. Will definitely return in the future for a longer stay. "
NEW! Bowers Retreat - Sleeps 10 - Steps to beach! 10 Minutes to DE Turf!

Chesapeake City Quiet Overlook

10.0 out of 10, Exceptional, (13)
"This home was amazing. Nicely decorated for the holiday. Labels on kitchen cavinets. Host was easy to communicate with. Fast responses. doors made it easy to find things (huge kitchen). "
Chesapeake City Quiet Overlook

Pet-Friendly Home on Chester River w/ Dock!

2.0 star property
9.6 out of 10, Exceptional, (4)
"An absolute stunning view from the four season enclosed porch. This beautiful home is well equiped and a perfect location for Fall and Winter hunting trips near Chestertown/Kennedyville. Plenty of rooms/bathrooms/beds. Highly recommend!!!"
Pet-Friendly Home on Chester River w/ Dock!
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

4.0 star property
8.8 out of 10, Excellent, (2271)
"The workout area was a little underwhelming. The hot tub was not working."
The price is ¥9,388
¥13,293 total
includes taxes & fees
Feb 23 - Feb 24
Bally's Dover Casino Resort

Microtel Inn & Suites by Wyndham Dover

2.0 star property
8.0 out of 10, Very Good, (1001)
"The receptionist is welcoming. The room is nice and clean. "
The price is ¥11,822
¥12,994 total
includes taxes & fees
Feb 23 - Feb 24
Microtel Inn & Suites by Wyndham Dover

Fairfield Inn & Suites by Marriott Middletown

2.5 star property
9.2 out of 10, Wonderful, (198)
"Everything "
The price is ¥14,504
¥16,099 total
includes taxes & fees
Mar 6 - Mar 7
Fairfield Inn & Suites by Marriott Middletown
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.

Frequently asked questions

Are there vacation rentals in Clayton?

Yes, we offer vacation rentals close to the most popular sights in Clayton, or you can go with a secluded option if you're looking for relaxation.

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

Captain's Quarters: This vacation home rental near Clayton 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’s there to see and do in Clayton?

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

What’s a vacation rental in Clayton like?

Vacation rentals are private properties you can stay in for several days or longer in Clayton. Vacation rentals feature extras like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a great option for a small group gathering.