Clayton Vacation Rentals

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Check prices for these dates

Tonight
Mar 28 - Mar 29
Tomorrow
Mar 29 - Mar 30
This weekend
Mar 28 - Mar 30
Next weekend
Apr 4 - Apr 6

Vacation Rentals in Clayton

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Fridge, microwave, oven, stovetop

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

The price is ￥20,291
￥42,060 total
includes taxes & fees
Apr 3 - Apr 4
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
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, (60)
"What an amazing and cozy little cottage with awesome views of the Delaware river. Beth was wonderful and thought of everything! From the comfortable beds to the fine linens and bedding, Beth had it covered. The home is well appointed, very clean, and located towards the end of a quiet and peaceful dead-end street. Our three dogs felt right at home; we were thrilled to find such a quaint place that allowed us to bring them along. We highly recommend Beth’s cottage and we would definitely book...
A cottage on the shore of the Delaware River
First Floor Studio Apartment in Historic Chestertown
Property grounds

First Floor Studio Apartment in Historic Chestertown

9.6 out of 10, Exceptional, (79)
"This property is located in a excellent neighborhood overlooking a golf course and a short distance to the Chester river. The room was immaculate and ideal for all ages, especially Senior citizens. We booked this room for our 67th wedding anniversary in the first week in February with unfavorable weather, but the room was very cozy. We will defiently return later this year."
The price is ￥16,533
￥25,709 total
includes taxes & fees
Apr 1 - Apr 2
First Floor Studio Apartment in Historic Chestertown
Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!
Terrace/patio

Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!

10.0 out of 10, Exceptional, (75)
"Spacious, extremely well maintained and appointed home on the Chester River. We would definitely stay here again. "
Private Waterfront Paradise w/ Pier - Kayak to Historic Chestertown!
Bungalow by the Bay. Minutes to DE Turf Fields. 30 minutes to resort beaches.
Fridge, microwave, oven, stovetop

Bungalow by the Bay. Minutes to DE Turf Fields. 30 minutes to resort beaches.

Bungalow by the Bay. Minutes to DE Turf Fields. 30 minutes to resort beaches.
SOBO Beach House
Property grounds

SOBO Beach House

9.6 out of 10, Exceptional, (12)
"We had a great stay for a lacrosse tournament we were in town for and would stay again in the future. The house had everything we needed for our stay. Sierra was great to work with. The only down side to the stay was that we did not feel the beach/bay was swimmable, but still enjoyed our walks on the beach and searching for shells."
SOBO Beach House
Chesapeake Romantic Waterfront Home with Private Pool
Interior

Chesapeake Romantic Waterfront Home with Private Pool

8.8 out of 10, Excellent, (5)
"Great communication, easy to access, accommodations true to listing. Spacious, renovated living space. Great outdoor pool."
Chesapeake Romantic Waterfront Home with Private Pool
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, (45)
"Great little home away from home. A small orientation list for newcomers would be helpful. Closest groceries, gas and such. Outside of that all and all VERY pleasing. "
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
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, (33)
"We travel in the winter in an RV. We had a friend and nephew who we wanted to spend time with and this house was perfect. The weather was very windy but having the beach right out the door was.perfect motovation to "
Beachfront Sunsets on the Water at Oakwood Beach
Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest
Fridge, microwave, oven, stovetop

Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest

10.0 out of 10, Exceptional, (10)
"This house is very nice and conveniently close to Washington College. Teddi was responsive to our last minute rental. "
Lovely Home in Chestertown Which Sleeps 7 - Free EV Charging for guest
Chesapeake Bay House with Dock & Private Beach
Outdoor dining

Chesapeake Bay House with Dock & Private Beach

10.0 out of 10, Exceptional, (154)
"Great place for a long weekend. Easy travel to surrounding areas to explore."
Chesapeake Bay House with Dock & Private Beach
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
Fridge, microwave, oven, stovetop

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

9.8 out of 10, Exceptional, (12)
"I booked this house for a week as a quiet fishing trip get away. For starters Leone is awesome, always responds quick and is an amazing host.The house itself: was very clean, cozy, and had everything needed for a very comfortable stay. Other reviews said furniture was uncomfortable but I thought it was fine. Location was 3 min to foodlion, 10ish min to gas station, and about 16 min to large store for fishing gear. TV has netflix and lots of other shows to watch if thats what you want but most of...
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
3 Mi to Dover Motor Speedway: Pet-Friendly Retreat
Fridge, microwave, stovetop, dishwasher

3 Mi to Dover Motor Speedway: Pet-Friendly Retreat

3 Mi to Dover Motor Speedway: Pet-Friendly Retreat
Captain's Quarters
Fridge, microwave, oven, stovetop

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
Guest Lodge | Private Pool | Outdoor Dining | Game Room
Exterior

Guest Lodge | Private Pool | Outdoor Dining | Game Room

Guest Lodge | Private Pool | Outdoor Dining | Game Room
Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!
A heated pool

Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!

9.4 out of 10, Exceptional, (33)
"This was the best Christmas yet and on top of that, the home was amazing, great amenities, great view, great time. Thank you to the host! "
Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!
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, (37)
"This is the second time my husband and I have stayed here. Despite a mixed bag of weather ranging from snow, rain, winds, and sunshine, the visit did not disappoint. We were still able to walk on the beach, view the resident bald eagle, immerse ourselves in the ever changing water views and visit surrounding towns.The house was warm and welcoming."
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
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, (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!
Waterfront Home & Dock,Remodel Kitchen,Eastern shore, Betterton,Chestertown MD.
Miscellaneous

Waterfront Home & Dock,Remodel Kitchen,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,Remodel Kitchen,Eastern shore, Betterton,Chestertown MD.
Welcome to the waterfront oasis in the serene community of Kitts Hummock Beach!
Exterior

Welcome to the waterfront oasis in the serene community of Kitts Hummock Beach!

8.0 out of 10, Very Good, (2)
"This property was perfect for our family. There was plenty of room, the house was very clean, and the location gave us a quiet oasis from the hustle and bustle of the lacrosse tournament. The owner was responsive and fantastic. I think my favorite part was getting to listen to the bay noise at night while going to sleep. Extremely peaceful. Would definitely recommend and hope to stay there again when we are back in the area."
Welcome to the waterfront oasis in the serene community of Kitts Hummock Beach!
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
Interior detail

Bally's Dover Casino Resort

4.0 star property
8.8 out of 10, Excellent, (2426)
"Clean rooms! Friendly staff. Places to eat were great. "
The price is ￥7,973
￥11,719 total
includes taxes & fees
Apr 1 - Apr 2
Bally's Dover Casino Resort
Microtel Inn & Suites by Wyndham Dover
Exterior

Microtel Inn & Suites by Wyndham Dover

2.0 star property
8.0 out of 10, Very Good, (1048)
"The staff were very nice and sociable. Their property was very clean overall 10 out of 10."
The price is ￥10,400
￥11,459 total
includes taxes & fees
Apr 1 - Apr 2
Microtel Inn & Suites by Wyndham Dover
Fairfield Inn & Suites by Marriott Middletown
Lobby

Fairfield Inn & Suites by Marriott Middletown

2.5 star property
9.2 out of 10, Wonderful, (210)
"The staff was courteous and professional, made you feel welcome and the property was clean. A pleasure to stay there"
The price is ￥17,134
￥19,018 total
includes taxes & fees
Mar 31 - Apr 1
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?

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck: This vacation home near Clayton offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the books in this rental home to help you unwind.

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.