Holiday houses in Clayton

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Top-rated holiday rentals in Clayton

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Guest suite in Smyrna
4.8 out of 5 average rating, 136 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

Top Guest favourite
Home in Middletown
5 out of 5 average rating, 17 reviews

Private Guest Suite

Our suite features a 3-speed ceiling fan with dimmable overhead lighting, a kitchenette, a bidet toilet, an office nook, and more. While this space is most comfortable for 2 people, up to 2 additional people may be added to your reservation for a fee and we will provide an air mattress. Please note: our home shares a small mud room-style entrance with the guest suite, however the suite has a lock and is private with its own bedroom, bathroom, and kitchenette. We look forward to hosting you!

Guest favourite
A two-story house is set amidst lush greenery, featuring a garage and a sloped roof. The structure is flanked by trees and bushes, offering a sense of privacy. A paved driveway leads up to the garage, enhancing accessibility.
Apartment in Clayton
4.97 out of 5 average rating, 31 reviews

Horse Haven

Equestrian decor flavors this cozy second floor apartment. You will find a brand new walk-in shower, coffee bar, carpet, furniture, freshly-painted walls and fast fios internet. We technically live just outside of the town limits yet are only two miles from Route 1, which gives you quick access to Wilmington and Dover. Ten acres of woods and pastures surround our bucolic property. Our eventual goal is to host traveling nurses and military as we are close to several hospitals and DAFB.

Guest favourite
An open layout showcases a dining area with a light-colored table set for six, adjacent to a cozy living space featuring a neutral-toned sofa and armchairs. A horse-themed artwork is displayed on the wall, while soft curtains frame the windows allowing natural light in.
Guesthouse in Elkton
4.91 out of 5 average rating, 193 reviews

Countryside-Stablehouse-Cozy for 2-Summer Getaway!

Get out of the city and stay here. 3+ acre historic Fair Hill horse farm and 590 sq. ft. stable house! Minutes from trails, wineries, orchards, golfing, and scenic small towns! Highlights - Newly renovated! - No checkout chores! - Traditional farmhouse sink - Dine in the garden - Roku TV: Netflix, Hulu - Stables: 6 stalls & 2 paddocks available Lowlights - Two narrow interior doorways - Kitchen minus a conventional oven. A mini-oven/air fryer, microwave, & hotplate provided

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, 38 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, 278 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, 39 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.
Guesthouse in Dover
4.85 out of 5 average rating, 191 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.

A game room lounge features a green-felt pool table positioned near large glass doors. A circular, patterned rug anchors a round dining table with metal chairs. The walls are painted in a calming blue hue, and natural light floods the space through the doors.
Guest suite in Smyrna
4.73 out of 5 average rating, 30 reviews

Private Suite Close To Casino/DSU/Racetrack

Cozy guest suite in Smyrna, DE, perfect for solo travelers or couples seeking a relaxing getaway. Unwind in the comfortable living room with a TV, challenge friends to games in the dedicated game room lounge, and enjoy a restful sleep in the well-appointed bedroom. The suite also includes a private bathroom for your convenience. Located in a peaceful neighborhood, you'll be close to local attractions while enjoying the tranquility of the area.

Superhost
An exterior view of the entryway is presented, featuring a white door with an oval window set against a brown wooden structure. The entrance is framed by green shrubbery and grass, with stairs leading down from the door. Soft outdoor lighting is visible above.
Guest suite in Dover
4.75 out of 5 average rating, 63 reviews

Mom’s Basement: A Slice of Paradise

PLEASE READ DESCRIPTION BEFORE INQUIRING. No long term stays. Internet and cell service is VERY limited in our area. No wifi, limited TV. NO bully/aggressive breed pets. Damage or extra cleaning from pets is independently assessed by our cleaning staff. The ceilings are very low in some areas. Safety padding has been installed but proceed at your own discretion. If you have any questions about the space, just ask!

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.
Apartment in Chesapeake City
4.98 out of 5 average rating, 62 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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