Clayton Vacation Rentals

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Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Rentals in Clayton

1 bedroom, bed sheets
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE

The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE

Clayton
9.8 out of 10, Exceptional, (9)
"From the time we checked in til we checked out was a pleasure."
United States
sharon P.
The She Shed a Cozy Country Setting to relax! 15 min to Dover, DE
Interior
Charming 3-bedroom Ranch in delightful Dover with AC

Charming 3-bedroom Ranch in delightful Dover with AC

Dover
10.0 out of 10, Exceptional, (1)
"Host was great"
United States
mark o.
Charming 3-bedroom Ranch in delightful Dover with AC
Interior
Charming 2-bedroom cabin close to Fair Hill on horse farm

Charming 2-bedroom cabin close to Fair Hill on horse farm

Elkton
9.6 out of 10, Exceptional, (13)
"Good experience"
United States
Thomas Z.
Charming 2-bedroom cabin close to Fair Hill on horse farm
Outdoor dining
Chesapeake Bay House with Dock & Private Beach

Chesapeake Bay House with Dock & Private Beach

Elkton
10.0 out of 10, Exceptional, (177)
"We loved this house and had the best time!!"
United States
Laura C.
Chesapeake Bay House with Dock & Private Beach
Property grounds
First Floor Studio Apartment in Historic Chestertown

First Floor Studio Apartment in Historic Chestertown

Chestertown
9.6 out of 10, Exceptional, (106)
"Amazing and neat and very private "
United States
Alexander M.
The price is ￥15,397
￥24,704 total
includes taxes & fees
Nov 26 - Nov 27
First Floor Studio Apartment in Historic Chestertown
Smart TV, books
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Earleville
9.8 out of 10, Exceptional, (59)
"Lovely cottage, well-equipped, immaculately clean. "
United States
Mary
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Property grounds
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

Elkton
9.8 out of 10, Exceptional, (14)
"It was a lovely home and we very much enjoyed our stay. Clean, comfortable beds and great location. "
United States
Deborah M.
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC
Interior
Wind Song Getaway on the Beach

Wind Song Getaway on the Beach

Frederica
9.8 out of 10, Exceptional, (33)
"Location was nice, beautiful sunrises. Plenty of room, beds were super comfy and communication with owner was wondering!"
United States
Lisa K.
Wind Song Getaway on the Beach
Fridge, microwave, oven, stovetop
Captain's Quarters

Captain's Quarters

Frederica
9.8 out of 10, Exceptional, (102)
"Great communication, the house was extremely well equipped, very short walk to the beach. Perfect place to sit & unwind."
United States
Joseph L.
Captain's Quarters
On the beach, sun loungers, beach towels
Beachfront Sunsets on the Water at Oakwood Beach

Beachfront Sunsets on the Water at Oakwood Beach

Salem
10.0 out of 10, Exceptional, (43)
"Excellent property and outstanding hosts. Peaceful, relaxing, and a wonderful spot to finish out the summer. The provided amenities exceeded expectations. The house has everything needed for a home away from home vacation rental. "
United States
Craig F.
Beachfront Sunsets on the Water at Oakwood Beach
Fridge, microwave, oven, stovetop
Summer Season in Chesapeake City, MD 'Old Lock View' @ C&D Canal

Summer Season in Chesapeake City, MD 'Old Lock View' @ C&D Canal

Chesapeake City
10.0 out of 10, Exceptional, (72)
"It was great and very relaxing "
United States
John R.
Summer Season in Chesapeake City, MD 'Old Lock View' @ C&D Canal
Private kitchen
Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!!

Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!!

Chestertown
10.0 out of 10, Exceptional, (2)
"Overall a beautiful and well maintained place to stay! The location was perfect…within walking distance to everything! A very charming home! We were so happy we chose this property!"
United States
Dawn B.
Stunning Historic Downtown Home!! Within 2 Blocks of Fountain Park!!
Fridge, microwave, oven, stovetop
Tiny Home Tranquil Oasis

Tiny Home Tranquil Oasis

Bear
The price is ￥29,395
￥37,562 total
includes taxes & fees
Nov 21 - Nov 22
Tiny Home Tranquil Oasis
Marina
Historic Chesapeake City Stay

Historic Chesapeake City Stay

Chesapeake City
9.0 out of 10, Wonderful, (18)
"The property was clean and simply appointed w just the bare essentials for a short stay. Location was convenient for our purposes and the host was communicative"
United States
Melvin P.
The price is ￥16,797
￥43,358 total
includes taxes & fees
Nov 22 - Nov 23
Historic Chesapeake City Stay
Fridge, microwave, oven, stovetop
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

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

Elkton
8.0 out of 10, Very Good, (9)
"Nice and quiet place to stay"
United States
Gary M.
The price is ￥20,997
￥43,689 total
includes taxes & fees
Nov 24 - Nov 25
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
On the beach
A cottage on the shore of the Delaware River

A cottage on the shore of the Delaware River

Salem
9.8 out of 10, Exceptional, (68)
"For a long weekend it was good. The home itself was updated and very clean. "
United States
Cameron D.
A cottage on the shore of the Delaware River
Interior
Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf

Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf

Frederica
10.0 out of 10, Exceptional, (11)
"Very Interesting place to stayGood time had by all"
United States
Gregory H.
Oceanview Riverfront retreat w/ hot tub and private dock! - 10 min from DE Turf
Terrace/patio
Nature's Haven Tiny Home

Nature's Haven Tiny Home

Bear
10.0 out of 10, Exceptional, (4)
"Nature’s Haven Tiny Home worked great for us. Karin was a great communicator and we really enjoyed ourselves. "
United States
James S.
The price is ￥29,395
￥36,629 total
includes taxes & fees
Nov 25 - Nov 26
Nature's Haven Tiny Home
Property grounds
Circa 1900 Home in the Heart of Historic Downtown Chestertown

Circa 1900 Home in the Heart of Historic Downtown Chestertown

Chestertown
10.0 out of 10, Exceptional, (76)
"Great house, will stay again in the future. "
United States
Gary N.
Circa 1900 Home in the Heart of Historic Downtown Chestertown
Fireplace
Chesapeake City Pool Retreat – Waterfront Stay in the Woods

Chesapeake City Pool Retreat – Waterfront Stay in the Woods

Elkton
8.8 out of 10, Excellent, (15)
"Lovely place. We really enjoyed our stay"
United States
Renae R.
Chesapeake City Pool Retreat – Waterfront Stay in the Woods
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

Red Roof Inn & Suites Dover Downtown

Red Roof Inn & Suites Dover Downtown

10/10 Excellent
"Parking was good. Room was fine Breakfast could have been a little better with more protein options. Overall good stay"
William 1-night trip
Posted 3 days ago
Red Roof Inn & Suites Dover Downtown

Find out more about Clayton

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Look no further and take a look at our great range of rental properties in Clayton!

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 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.