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Find properties with these dates

Tonight
May 3 - May 4
Tomorrow
May 4 - May 5
This weekend
May 3 - May 5

Top Holiday Rentals in Clayton

Smart TV, DVD player, ping pong, music library
Hidden gem with water and golf course views! Bike ride to downtown!
10.0 out of 10, Exceptional, (24)
"Good location, cute village. Bright and open house, nicely furnished."
Hidden gem with water and golf course views! Bike ride to downtown!
Property grounds
Waterfront w/Deepwater Pier Walking Distance to Downtown Chestertown
10.0 out of 10, Exceptional, (83)
"2 Family vacation stay was excellent. The house is nicely set up for lots of people to be together in and outside. The yard is big and open with trees for shade and nice fire pit and hammock. If you love fishing and boating like we do, you'll love it here as there is a large dock and plenty of fish to catch. We caught catfish all day and my son caught the largest fish ever right from the yard. Blue catfish that had to be about 48" and roughly 4- to 50 lbs. Neighborhood is very nice and there is...
Waterfront w/Deepwater Pier Walking Distance to Downtown Chestertown
Private kitchen
Retreat Near Dover
10.0 out of 10, Exceptional, (1)
"This house was the perfect affordable option for a coaching staff taking a team to the DE sport complex. Way more affordable than the hotels in the area and definitely cleaner. Beautiful field view in the back yard that reminded us of home. Will definitely go back!"
The price is £368
includes taxes & fees
3 Jun - 4 Jun
Retreat Near Dover
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Property grounds
Beachfront Sunsets At Oakwood Beach
10.0 out of 10, Exceptional, (19)
"The location was great for us because it was relatively close to Newark, DE and Philadelphia. Water views were great from so much of the house and owners had thought of every possible touch to make people feel at home. There were plenty of outlets, chargers, TVs, tables & chairs, hooks in bathrooms, nightlights, etc. The fridge was free of all sorts of open condiments that are probably supposed to be helpful for guests but that drive my husband crazy as they've taken up half the fridge in the...
Beachfront Sunsets At Oakwood Beach
Beach nearby
Bowers Beach Vacation Rental: 2 Blocks Away!
10.0 out of 10, Exceptional, (1)
"Great place for us. Appreciate the bottled water dispenser and extra water bottle. Only thing I could say that was negative was the master bed mattress was way too soft and gave my wife and I some neck soreness. All in all we really enjoyed our stay."
Bowers Beach Vacation Rental: 2 Blocks Away!
Property grounds
Family-Friendly Cottage, Walk to the Beach!
10.0 out of 10, Exceptional, (13)
"The cottage exceeded our expectations. Everything is as pictured. The place is sparkling clean and stocked with everything you need and more. Communication was excellent. Loved the location and the private beach access was a real plus. Great location to use as home base and take day trips in the area."
Family-Friendly Cottage, Walk to the Beach!
Fridge, microwave, oven, stovetop
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
10.0 out of 10, Exceptional, (3)
"Lark’s Nest was a cute little place! Very clean! The view from the patio was stunning, and if you’re a bird lover you will be in your glory! Bring your binoculars and sit on the deck and wait! House was well equipped with most everything you would need! Host was very quick to write back when asked a question! First time in this area and hopefully be back again in the future!"
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
Exterior
Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows
10.0 out of 10, Exceptional, (49)
"Dennis’s property was everything we needed. We had plenty of room for our 14 people. The separate houses were nice to give the infants and their parents a place to retreat to. The older kids loved the great room with the juke box where they could look out for boats. The house was well stocked which made it perfect for preparing our Thanksgiving dinner! Thanks Dennis!!"
Exceptional River Front Family Retreat! - Dock, Private Beach & Bungalows
Beach nearby, sun-loungers, beach towels
Rambling Victorian Beach House on Maryland's Eastern Shore
10.0 out of 10, Exceptional, (13)
"Our group of couples + kids enjoyed our getaway to the Eastern Shore. Betterton was a great home base to visit our alma mater, Washington College, in Chestertown. There, we visited the farmers market and waterfront park & playground with the kids. Back in Betterton, the house fit our group well. Plenty of bedrooms, bathrooms and space for each family. The kids & adults enjoyed spending time lounging in the third floor living room. We were pleased that the house had plenty of games, kids toys,...
Rambling Victorian Beach House on Maryland's Eastern Shore
Beach nearby, sun-loungers
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
9.8 out of 10, Exceptional, (36)
"Nicely redone two BR cottage, lots of space in LR for pull out couch (my son found it was decent quality 👍). Wonderful to have a water view from both the front and back decks - short walk to the water (6 houses back?). Treats on arrival were a kind bonus. Even though it rained a few days, found things to do (wineries, Amish Market, Chesapeake City). No stores very close, so bring food - but also ate at the local Beach Bar — Fun group of neighbors around the bar (like Cheers!). Next door...
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Property grounds
Waterfront Home with Private Dock, Eastern shore, Betterton Chestertown MD.
9.8 out of 10, Exceptional, (80)
"House was fine. Odd they did not provide sheets. Was difficult for folks who came from far away. But the house was lovely and we enjoyed our time there!!"
Waterfront Home with Private Dock, Eastern shore, Betterton Chestertown MD.
Property grounds
First Floor Studio Apartment in Historic Chestertown
9.8 out of 10, Exceptional, (56)
"This was our second stay and we will most definitely be repeat visitors. Spacious room, easy check in and communication with owner, lovely property and area!"
The price is £124
includes taxes & fees
6 May - 7 May
First Floor Studio Apartment in Historic Chestertown
Fridge, microwave, oven, stovetop
Captain's Quarters
9.8 out of 10, Exceptional, (62)
"We stayed with 2 other families for a field hockey tournament. It was a short drive to the turf complex in Frederica. We were able to cook our meals instead of eating out, and had a comfortable place to rest when there were breaks. It was a close walk to the beach, though we only went for short times to walk since it was in April and cold outside. There were plenty of bedrooms and places for us to hang out where we weren't on top of each other. I would stay there again if we had another event to...
Captain's Quarters
On the beach
A cottage on the shore of the Delaware River
9.8 out of 10, Exceptional, (54)
"Although weather was unsettled there was still much to do. Home clean and safe."
A cottage on the shore of the Delaware River
Pool | Outdoor pool, a heated pool
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
9.6 out of 10, Exceptional, (154)
"The property was beautiful and just as described. The property managers were quick to respond and very helpful. We truly enjoyed our stay."
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
Beach nearby, beach towels
-Sunset River Shack-Amazing water views of the upper Chesapeake bay
9.6 out of 10, Exceptional, (15)
"Beautiful river views. Really clean and nicely maintained property. I liked the location which was close to Chesapeake City and reasonable to Elk Neck. We had five and it held us well. It is on the small side but with great outdoor spaces . Hot tub was a nice addition. The host was easy to get a hold of. Wouldn't hesitate to go again"
-Sunset River Shack-Amazing water views of the upper Chesapeake bay
Beach nearby, sun-loungers, beach towels
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
9.4 out of 10, Exceptional, (26)
"This was our second stay here. The property is well appointed for a relaxing stay with 5-star views! Lots of room for family to spread out and relax, and the kitchen has everything you need to make delicious meals. Betterton is extra relaxing with its beautiful views and quiet stillness. We'll be back!"
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach
A heated pool
Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!
9.4 out of 10, Exceptional, (30)
"The property is well appointed, near several nice features (Chesapeake City, hiking, wineries etc.) and has beautiful views of the bay. Overall, we really enjoyed!"
Veazey Cove | 8,000 sq ft Waterfront Home w/ Pool + Hot Tub!
Property grounds
Be persuaded to experience this vintage cottage by the Sassa
9.0 out of 10, Wonderful, (6)
"We planned a 40th birthday get a way for a friend - three couples total stayed at this wonderful home. There was plenty of space for everyone, room to hang out and a great table to playing card games. At first, we were concerned about the shared dock - but there is more than enough room for everyone out there and what a beautiful space it is. We floated in the water each day and prepared meals each night. The kitchen is very well stocked. The house was extremely clean and the hosts are so...
Be persuaded to experience this vintage cottage by the Sassa
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
Don't see what you're looking for?
See all available properties in Clayton
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.

Other types of properties in Clayton you may be interested in

Lobby
Comfort Inn & Suites
2.5 star property
8.8 out of 10, Excellent, (1000)
"Quality convenient night's stay. Chef's kiss to the jacuzzi."
The price is £78
includes taxes & fees
21 May - 22 May
Comfort Inn & Suites
Front of property
Bally's Dover Casino Resort
4.0 star property
8.6 out of 10, Excellent, (1265)
"Everything was great at Bally’s. I would definitely stay again."
The price is £74
includes taxes & fees
6 May - 7 May
Bally's Dover Casino Resort
Accessible bathroom
Microtel Inn & Suites by Wyndham Dover
2.0 star property
8.0 out of 10, Very good, (1002)
"The stay was fine. I was a little skeptical at first reading the reviews. The hotel seemed like it was refurbished. Carpets seemed new and clean, beds were comfortable. There was still a smell of new construction. The stay was fine for one night. "
The price is £75
includes taxes & fees
5 May - 6 May
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.

Everything you need to know about Clayton holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Clayton holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 Clayton holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Clayton holiday rentals: An excellent choice for every season

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

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Clayton holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Clayton holiday rentals we have selected for you start as low as £124 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Clayton rentals

At Expedia, we put the best Clayton holiday 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 Clayton 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 Clayton holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Clayton. 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

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?

Waterfront Home with Private Dock, Eastern shore, Betterton Chestertown MD.: This holiday home rental outside of Clayton is located on the waterfront, and has a private balcony, a private garden 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. Make the most of games 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 Woodland Beach. 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.

Recent reviews of Clayton properties
Expedia verified reviews

Red Roof Inn & Suites Dover Downtown

Red Roof Inn & Suites Dover Downtown

5/5 Excellent
"Staff was very courteous, attentive, and helpful. I had a pleasant stay. "
A verified traveller stayed at Red Roof Inn & Suites Dover Downtown
Posted 1 day ago
Red Roof Inn & Suites Dover Downtown