Clayton Vacation Rentals

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Vacation Rentals in Clayton

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, (36)
"Waterview cottage is comfortable and very clean. The accommodations look new and we had good sleep. The kitchen has most of the necessary equipment for meal preparation. A baking sheet pan is needed. WiFi and Roku TV was excellent. The primary bedroom bed was so tall/high my wife could not get in or out of it. That necessitated sleeping in the 2 twins. Plus, one of the twins was missing the top mini mattress. The view is mostly of the neighborhood street, nearby homes and their roofs and a small...
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
Fridge, microwave, oven, stovetop
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
10.0 out of 10, Exceptional, (20)
"Thoroughly enjoyed our stay! Betty is such a great host. Beautiful area...GREAT sunsets and close to the beach! Very comfortable weekend stay! Also close to some great wineries and Alpaca farms!"
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
Wind Song Getaway on the Beach
Property grounds
Wind Song Getaway on the Beach
10.0 out of 10, Exceptional, (14)
"Was the most relaxing vacation ever. The best front porch and great bay views. Loved all the spawning horseshoe crabs! Will definitely come again."
Wind Song Getaway on the Beach
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Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf
Smart TV, fireplace, stereo, computer monitors
Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf
The price is CA $959
CA $1,408 total
includes taxes & fees
Jul 6 - Jul 7
Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf
Rambling Victorian Beach House on Maryland's Eastern Shore
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
Family-Friendly Cottage, Walk to the Beach!
Property grounds
Family-Friendly Cottage, Walk to the Beach!
10.0 out of 10, Exceptional, (14)
"Great location "
Family-Friendly Cottage, Walk to the Beach!
First Floor Studio Apartment in Historic Chestertown
Property grounds
First Floor Studio Apartment in Historic Chestertown
9.8 out of 10, Exceptional, (60)
"It was a nice room in a nice neighborhood. Only complaint would be the coffee maker was awful."
The price is CA $151
CA $225 total
includes taxes & fees
Jul 4 - Jul 5
First Floor Studio Apartment in Historic Chestertown
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.
9.6 out of 10, Exceptional, (4)
"Tv channels were sparse"
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
Captain's Quarters
Fridge, microwave, oven, stovetop
Captain's Quarters
9.8 out of 10, Exceptional, (67)
"We had a wonderful time at Sean's house - it was clean, spacious and well equipped. And an easy walk to the beach! Sean was super responsive and helpful."
Captain's Quarters
Chesapeake City Overlook: Breathtaking View!
Property grounds
Chesapeake City Overlook: Breathtaking View!
10.0 out of 10, Exceptional, (5)
"Lovely home and hostess! Very clean and responsive. Beautiful water views. Excellent vacation home"
Chesapeake City Overlook: Breathtaking View!
Dog-friendly townhouse with enclosed backyard, grill, streaming, fireplace, AC
Fridge, microwave, oven, stovetop
Dog-friendly townhouse with enclosed backyard, grill, streaming, fireplace, AC
10.0 out of 10, Exceptional, (3)
"Couldn’t have asked for a better place for us. Lots of room and quiet neighborhood."
Dog-friendly townhouse with enclosed backyard, grill, streaming, fireplace, AC
Beachfront Sunsets on the Water at Oakwood Beach
Property grounds
Beachfront Sunsets on the Water 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 on the Water at Oakwood Beach
Bowers Beach Vacation Rental: 2 Blocks Away!
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!
Waterfront Home with Private Dock, Eastern shore, Betterton Chestertown MD.
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.
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
Pool
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
9.6 out of 10, Exceptional, (155)
"This River property is a little bit of Paradise away from home! It is everything and more as advertised! My husband and I leased the property for 5 nights for a family reunion, ages 1 to 89 years old! My family of 5, my Mom, Dad and Grandmother, my brothers family of 4 and my nieces family of 3. The house was big enough for all of us to be together or everyone could have their own space. We enjoyed the pool, the hot tub, the playground and the sunsets across the river were amazing. My...
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
Private pier and pool at this waterfront Chestertown home
Aerial view
Private pier and pool at this waterfront Chestertown home
9.8 out of 10, Exceptional, (22)
"We stayed at Peir Pleaseure for Washington college homecoming weekend. We had a BBQ by the pool for our son and his friends. We enjoyed the views of the Chester Riiver from the pier. The house was clean and easiliy accomodates 2 families ."
Private pier and pool at this waterfront Chestertown home
Home away from home
Interior
Home away from home
7.6 out of 10, Good, (5)
"Nice place to stay for quick weekend. Close to everything."
Home away from home
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
Pool
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
10.0 out of 10, Exceptional, (53)
"Good location. House well stocked. Great pool. Short hike to river. Lots of kayaks ,a canoe and paddle boards"
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
BEACH WITHOUT THE BUSTLE
Beach nearby, sun loungers, beach towels
BEACH WITHOUT THE BUSTLE
10.0 out of 10, Exceptional, (22)
"The condo was nicely decorated and comfortable, Except for the bunkbeds. The bunkbeds are probably great for kids, but we had an adult sleeping in one of them and, Despite the wider width, The mattress was not comfortable for a heavier body. A massive amount of little bugs made sitting outside in the dark Difficult. Kitchen was very well equipped and bathrooms Were lovely. There is not much around Betterton Beach, except the beach, which is on the river. The compound had a pool, but it was not...
BEACH WITHOUT THE BUSTLE
Blue Room in Delaware
1 bedroom, iron/ironing board, internet
Blue Room in Delaware
8.0 out of 10, Very good, (1)
"If you are looking for just a room at a reasonable price, this is for you. The bathroom is very tiny and in need of a remodel. The bedroom and bath were both very clean. The bed was comfortable, but the pullout single bed is not at all. Most pullouts aren’t, but this goes to a new level. This unit was fine for myself for a couple of nites because I was looking for an inexpensive option. But when my 15 yr old son spent the last nite there with me, I got the pullout which was not good at all. I...
Blue Room in Delaware
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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

Bally's Dover Casino Resort
Front of property
Bally's Dover Casino Resort
4.0 star property
8.6 out of 10, Excellent, (1405)
"The pool not working was a disappointment and the hot tub. Been to the same hotel a lot of times now and still not fixed!! People pay a lot of money to stay at the hotel!! "
The price is CA $92
CA $123 total
includes taxes & fees
Jul 1 - Jul 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, (1002)
"It was a good place to stay for a couple of nights. "
The price is CA $122
CA $134 total
includes taxes & fees
Jun 23 - Jun 24
Microtel Inn & Suites by Wyndham Dover
Red Roof Inn & Suites Dover Downtown
Exterior
Red Roof Inn & Suites Dover Downtown
2.5 star property
7.4 out of 10, Good, (1003)
"This was a very clean and comfortable place to stay. Extra bonus that they do not charge for pets. Staff was friendly and helpful. I would definitely recommend this place "
The price is CA $111
CA $121 total
includes taxes & fees
Jun 23 - Jun 24
Red Roof Inn & Suites Dover Downtown
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 vacation rentals

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

Clayton vacation 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Clayton vacation rentals we have selected for you start as low as CA $151 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 vacation 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 vacation.

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 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?

Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf: This vacation home near Clayton is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease 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 spa tub 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 Frightland, or get outside and enjoy nature at Woodland Beach. 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.

Recent reviews of Clayton properties
Expedia verified reviews

Microtel Inn & Suites by Wyndham Dover

Microtel Inn & Suites by Wyndham Dover

5/5 Excellent
"It was a good place to stay for a couple of nights. "
A verified traveller from BOWIE stayed at Microtel Inn & Suites by Wyndham Dover
Posted 1 day ago
Microtel Inn & Suites by Wyndham Dover