Holiday rentals in Clayton

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Top-rated holiday rentals in Clayton

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Superhost
Guest suite in Smyrna
4.8 out of 5 average rating, 138 reviews

King's Landing, Simple & Unique

Our charming home, built circa 1800's, updated with addition's in the 1930's and brought into the 21st century, totally revamped and modernized, 2020. Located within walking distance of downtown Historical Smyrna, where charming pubs and stores await you. Enter your quarters, through the 'Milk Room', pass your private full bath, by the spiral staircase to your spacious private bedroom suite, nestled below a cathedral ceiling on the second floor. Oh, Dover Downs and Wesley college are close by

Guest favourite
An updated kitchen features modern appliances, including a stainless steel refrigerator and microwave. Quartz countertops are complemented by stylish cabinetry. Above, track lighting enhances the workspace, while a striped rug adds texture to the laminated flooring.
Townhouse in Middletown
4.98 out of 5 average rating, 57 reviews

Luxury Townhome w/free parking

Welcome to this luxurious, updated and stylish home that is centrally located, yet tucked away in a peaceful area with inside & outside dining. This 2 bed/1.5 bath home is has beautiful lighting, laminated floors, high ceilings, large rooms w/king bed & comfortable sofa for reading or relaxing in the master bedroom. The second room has 2 full beds. The kitchen is updated with all the necessary appliances and utensils that even a chef would enjoy and flows into the classy living/dining area.

Superhost
The exterior of the house features a single-story design with light-colored siding. Large windows provide ample natural light. A pathway leads to the entrance, and a well-kept lawn surrounds the property, contributing to an inviting curb appeal.
Home in Smyrna
4.73 out of 5 average rating, 75 reviews

Entire house sleeps 8 with parking, Wi-fi, kitchen

Welcome to our home! Located in the heart of DE, in front of Smyrna rest stop on exit 119 on route 1, making it convenient to explore North or South: Dover Airforce 16 miles away, Ballys Dover casino is 11 miles away, DE Turf complex 29 miles away, Harrington Casino 36 miles away, Smyrna downtown 3 miles away full of shops and restaurants, Middletown downtown 11 miles away, Bay health hospital 13 miles away, Neumorus Children Hospital 38 miles away, Wilmington River front 35 miles away.

Top guest favourite
A charming two-story cottage is framed by tall trees and a grassy yard. The light siding contrasts with the darker roof, while the front steps lead to a welcoming door. Clouds fill the sky, and the surrounding greenery complements the tranquil setting.
Home in Galena
5 out of 5 average rating, 11 reviews

Hunter's Lodge

Escape to our charming countryside cottage nestled on a picturesque farm on the Eastern Shore and just a stone’s throw from Delaware. Surrounded by rolling fields, this cozy retreat offers the perfect blend of rustic charm and modern comfort. Enjoy morning coffee on the porch, explore nearby towns and outdoor experiences. With easy access to local attractions, you can experience farm life while being close to charming towns and beautiful landscapes. Your serene getaway awaits!

Guest favourite
Two individuals are pictured in a grassy area with a backdrop of a farm. One person kneels while holding a small dog, and the other reclines on the ground with another dog in their lap. A vibrant sign reading 'Huck Buck Farm' is visible in the background.
Campsite in Smyrna
4.95 out of 5 average rating, 39 reviews

Tiny Home on a Farm

Escape to nature in our cozy 12x12 A-Frame tiny home cabin at Huck and Buck Farm, perfect for two guests. Enjoy a queen bed, mini fridge, microwave, and Keurig for your convenience. Relax in your private hot tub, lounge in the hammocks, or gather by the fire pit under the stars. A short walk leads to a luxury bathhouse with a hot shower and flushing toilets. Pet-friendly with free parking, surrounded by farm animals, gardens, and fresh seasonal food for a peaceful getaway.

Top guest favourite
Cottage in Charlestown
4.96 out of 5 average rating, 281 reviews

Long Beach Cottage, Hot Tub, Beachfront

The cottage is waterfront and is a PERFECT spot for a romantic couple's getaway! honeymoon/celebrations Designed with that in mind, a kitchen w/ espresso machine, living room with wood burning fire and a romantic luxurious suite with a king bed & cozy ambiance complete w/ water views and a stunning bathroom that features a double vanity, a large soaking tub, a tile shower with a soothing 3 function rain shower is complete with luxury linens, cozy robes & soft towels...

Top guest favourite
A sunlit sunroom features three comfortable armchairs arranged around a small table, offering expansive views of the water through large glass windows. Natural light floods the space, accentuating the serene atmosphere in this inviting seating area.
Home in Bozman
5 out of 5 average rating, 40 reviews

The Cottage at Broad Creek

Your Private Waterfront Escape on Maryland's Eastern Shore Wake up to panoramic water views from your soaking tub. Kayak from the private dock, cook your catch in the chef's kitchen, then gather at your waterside fire pit and grill as the sun sets over the bay. Minutes from historic St. Michaels yet secluded enough to feel like your own sanctuary. Perfect for couples seeking both adventure and relaxation, whether celebrating a milestone or simply unplugging together.

Superhost
A seating area features a plush sofa adorned with patterned pillows, accompanied by a wooden coffee table. Soft lighting is provided by two side tables with lamps, while a mounted TV and electric fireplace add warmth to the space. A sliding barn door is visible in the background.
Home in Smyrna
4.92 out of 5 average rating, 48 reviews

Heart of Smyrna 3 bd near all

3 bedroom sleeps 7, next to acme shopping center. walk to downtown Smyrna and many restaurants. Easy access to route 13 and route 1. Close to Dover and Middletown. This is a unique commercial property that contains a 3 bedroom 1 full bath living area and attached office with 1/2 bath. We also run a yoga studio in the detached pole barn behind the house and offer discounts to classes. Only you will have access to the home and attached office space.

Guest favourite
A comfortable living area features a cozy gray sofa facing a stone fireplace. A wooden coffee table sits on a decorative rug, while a flat-screen TV is mounted on the wall. Light enters through a nearby window, illuminating the space.
Guest house in Dover
4.85 out of 5 average rating, 194 reviews

Country Guest House

Relax with the whole family at this peaceful place to stay on the farm. You will see horses, cows, goats, chickens & ducks. Family friendly. Animals roam the property & are safe to pet. You will hear many farm noises such as roosters crowing, cows mooing & more. This home is located in the country & a min of 5 miles from stores and shopping. Full kitchen, 1 full bathroom & 1 queen bed included. Upon request Queen Air Mattress or Twin Bed can be provided.

Top guest favourite
A welcoming porch features white adirondack chairs and a small blue table. A lantern and a decorative container are placed nearby, with the house's yellow exterior and orange shutters providing a cheerful backdrop. The view includes trees and street activity.
Cottage in Chesapeake City
5 out of 5 average rating, 121 reviews

Bohemia Bungalow

Experience this charming 1940's cottage nestled on bustling Bohemia Avenue in the heart of picturesque Chesapeake City. Enjoy porch-sitting "on the Avenue", or visit numerous local eclectic shops, restaurants, a brew pub, and even a yoga studio, all only steps away. Marvel at massive cargo ships navigating the C&D Canal, just a 2-minute walk from your doorstep. Private off street parking for 2 cars.

Guest favourite
A comfortable living area features two dark brown sofas positioned around a glass-top coffee table. Natural light filters through sheer curtains, illuminating the space. A potted plant and decorative wall art enhance the ambiance, while a wall clock adds a functional element.
Flat in Dover
4.89 out of 5 average rating, 193 reviews

Cozy apartment in a quiet Amish country setting

Relax in our fully furnished 1 bedroom (and a spare room with a futon for extra bedding ) 1 bath, living room, and kitchenette apartment, with a private ground level entrance, in a peaceful Amish country setting. The unit is 5 miles away from the Dover city limits. While here, be sure to enjoy shopping at Byler’s Store, a local destination stop featuring a deli, bakery, grocery and gift shop.

Top guest favourite
A spacious room features a king bed with crisp white linens and a vibrant red accent pillow. Natural light is welcomed through a window beside a mirror. A cozy seating area with two chairs is visible, along with a kitchenette efficiency and a colorful rug on the floor.
Flat in Chesapeake City
4.98 out of 5 average rating, 63 reviews

Private entrance King Suite

Forget your worries in this spacious and serene space. Brand new private room on historic waterfront Chesapeake City Farm. You will have a private entrance to your roomy king suite, complete with luxurious bathroom, kitchenette efficiency, and coffee bar. You will have access to the Bohemia River, and a 200 acre horse farm, where wildlife abounds and the views are spectacular.

Popular amenities for Clayton holiday rentals

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