Clayton Vacation Rentals

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Our top choices for Clayton vacation rentals

First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown
Chestertown
9.6 out of 10, Exceptional, (111 reviews)
"Every thing was great"
United States
lesia k.
The price is CA $137
CA $219 total
includes taxes & fees
May 25 - May 26
First Floor Studio Apartment in Historic Chestertown

Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.0 out of 10, Wonderful, (21 reviews)
"Cleaned, beautifully decorated, not like a rental but more like a home!"
United States
Manjetjola P.
The price is CA $149
CA $388 total
includes taxes & fees
May 25 - May 26
Historic Chesapeake City Stay

Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (42 reviews)
"Wonderful place and host, very peaceful and quiet with plenty of nature !!!"
United States
Daniel V.
The price is CA $97
CA $154 total
includes taxes & fees
Jun 8 - Jun 9
Country Get Away Studio Apartment

Guest Suite for up to 2 in a Victorian on the Chester River

Guest Suite for up to 2 in a Victorian on the Chester River
Millington
9.6 out of 10, Exceptional, (23 reviews)
"Good place, clean and a good location."
United States
Bernard S.
The price is CA $94
CA $173 total
includes taxes & fees
May 25 - May 26
Guest Suite for up to 2 in a Victorian on the Chester River

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!
Frederica
10.0 out of 10, Exceptional, (21 reviews)
"Super cute and clean place, the host was very responsive to my questions. "
United States
Gosha R.
The price is CA $124
CA $294 total
includes taxes & fees
Jun 22 - Jun 23
Totally Remodeled Cozy Apartment. 2.5 miles to Delaware Turf!

Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.

Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.
Dover
10.0 out of 10, Exceptional, (2 reviews)
"Nice clean place. Highly recommended."
United States
Richard B.
The price is CA $124
CA $213 total
includes taxes & fees
Jun 10 - Jun 11
Woodland Hideaway: Cozy 1 bedroom apartment tucked away in a quiet neighborhood.

Nature's Haven Tiny Home

Nature's Haven Tiny Home
Bear
10.0 out of 10, Exceptional, (4 reviews)
"Great place to relax after a while on the go. Karin was very friendly and informative about places to see in the area. Everything was great "
United States
Maxwell
The price is CA $261
CA $323 total
includes taxes & fees
May 25 - May 26
Nature's Haven Tiny Home

Tiny Home Tranquil Oasis

Tiny Home Tranquil Oasis
Bear
The price is CA $261
CA $331 total
includes taxes & fees
May 25 - May 26
Tiny Home Tranquil Oasis

Mini Aruba RV/Glamping Tent

Mini Aruba RV/Glamping Tent
Dover
10.0 out of 10, Exceptional, (5 reviews)
"My husband and I stayed for two nights. The oasis makes you feel like you’re vacationing in the Caribbean. The camper is clean and comfortable for two people. Everything was perfect and cannot wait to return!"
United States
Marleen M.
The price is CA $249
CA $387 total
includes taxes & fees
Jun 2 - Jun 3
Mini Aruba RV/Glamping Tent

Turtle Cove Room

Turtle Cove Room
Kent County
The price is CA $209
CA $257 total
includes taxes & fees
May 26 - May 27
Turtle Cove Room

Right in the center of everywhere in Dover

Right in the center of everywhere in Dover
Dover
8.6 out of 10, Excellent, (4 reviews)
"Destination wedding location. Family, fun, and fellowship in this comfortable home with all the amenities! We played pool, enjoyed the central location, and used all the beds. Check in was easy and host was supportive. It met our needs and we felt right at home. "
United States
Linda K.
The price is CA $260
CA $599 total
includes taxes & fees
May 25 - May 26
Right in the center of everywhere in Dover

Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5

Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5
Dover
The price is CA $331
CA $539 total
includes taxes & fees
May 31 - Jun 1
Tiny Bay House on Delaware Bay / 2 min walk to the beach / Sleeps 5

Beachcomber Suite

Beachcomber Suite
Kent County
The price is CA $201
CA $249 total
includes taxes & fees
Jun 1 - Jun 2
Beachcomber Suite

Elegant Family Stay • Quiet Neighborhood • Comfort

Elegant Family Stay • Quiet Neighborhood • Comfort
New Castle
10.0 out of 10, Exceptional, (7 reviews)
The price is CA $348
CA $492 total
includes taxes & fees
May 26 - May 27
Elegant Family Stay • Quiet Neighborhood • Comfort

Newly restored apartment in the heart of Chestertown

Newly restored apartment in the heart of Chestertown
Chestertown
9.8 out of 10, Exceptional, (28 reviews)
"Wonderful spot in the center of historical Chestertown,"
United States
Anonymous traveller
The price is CA $345
CA $532 total
includes taxes & fees
Jun 22 - Jun 23
Newly restored apartment in the heart of Chestertown

Sunset River Cottage

Sunset River Cottage
Elkton
8.6 out of 10, Excellent, (16 reviews)
"The property was just what we needed. Very quiet, laid back and the pier was great for fishing!"
United States
Ray D.
The price is CA $421
CA $666 total
includes taxes & fees
Jun 11 - Jun 12
Sunset River Cottage
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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Top Clayton Hotel Reviews

Find out more about Clayton

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Clayton. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

Chesapeake Bay House with Dock & Private Beach: This vacation home rental near Clayton is located on the beach and has a fireplace, a patio, 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 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.