Holiday rentals in Clayton

4.98 out of 5 average rating, 568 reviews

Cottage in North East

Persimmon Pastures

A quiet country setting in North East MD..located on a 7 acre horse farm with easy access to I95. Enjoy all the serenity of the country yet close to the shopping, marinas, and within 50 mile access to Baltimore, Wilmington and Philadelphia. The property is also within 30 minutes of Fair Hill Natural Resources Area with 5,500+acres and 80+ miles of trails for hiking, biking, and beautiful scenery. Pets are allowed. A pet (dog/cat) fee of $5/night/pet will be requested the day of your arrival.

5 out of 5 average rating, 26 reviews

Townhouse in Middletown

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.

4.77 out of 5 average rating, 57 reviews

Guest suite in Dover

A Slice of Paradise: Mom’s Island Basement Retreat

NO LONG TERM STAYS WE CANNOT OFFER WIFI CELL SERVICE IN OUR AREA IS LIMITED NO CELL SERVICE INSIDE LISTING NO BULLY/AGGRESSIVE BREED PETS - NO EXCEPTIONS ANY DAMAGE OR EXTRA CLEANING ASSESSED BY OUR CLEANING CONTRACTOR. Welcome to Mom’s Basement! We cannot offer wifi or cable, and the ceilings are quite low in some areas (mind your head!) but we have a cozy and comfortable space completely equipped with many amenities and spacious parking. If you have any questions about the space, just ask!

4.97 out of 5 average rating, 583 reviews

Flat in Greenwood

Beach Highway Hobby Farm

We are a hobby farm with pygmy goats and free-range hens located along Beach Highway near Greenwood, Delaware, in the heart of the Mennonite Community (not to be confused with the Amish). We are centrally located in southern Delaware with many attractions within easy driving distance: Rehoboth Beach (35 minutes) Delaware State Fairgrounds (10 minutes) Dover Downs/Firefly (30 minutes) Ocean City, MD (50 minutes) Cape May/Lewes Ferry Terminal (30 minutes) DE Turf Sports Complex (20 minutes)

4.92 out of 5 average rating, 52 reviews

Flat in Clayton

Quaint 1st floor 1 BR apt in Historic Firehouse

1 bedroom apt. in historic building in town (1800's Firehouse). Newly remodeled for those looking for quaint getaway. Within sight of small park with gazebo, coffee shop (old Town hall), 1 block to local pizza shop. Just a short drive to Smyrna where you will find anything else you are needing. Central to the beach, the bay, Baltimore, Philadelphia, Lancaster, and so many small towns along the way. Anything you dont find in Smyrna we have Dover to the south or Middletown to the north.

4.76 out of 5 average rating, 37 reviews

Home in Smyrna

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.

4.96 out of 5 average rating, 305 reviews

Flat in Frederica

Smokefree Lakeside Relaxation

Quiet smoke free lakefront Carriage House studio over garage with separate entrance. Mini Fridge, microwave, dishes. Use of fire pits, canoe, SUP, dock. Lake is fishable and swimmable. Flatscreen HDTV with Premium Channels. WiFi to use with your own device or use my laptop in unit. 45 min from beach. 20 minutes to Dover. 4 parks with walking paths within 10 miles. Close to Dover Air Force Base but not in flight path. Well behaved social pets with responsible owners are welcome!

4.97 out of 5 average rating, 33 reviews

Barn in Dover

The Barn

Welcome to the Barn. It can host up to 4 guests. The bedroom is private with a queen size bed, a closet and a tv. In the living room there is a sleeper sofa that converts to a queen size bed. The living room tv can be enjoyed throughout as the space is open. Step out onto the porch and enjoy the sunrise in the morning and the horses throughout the day. The barn is only 35 miles to the beaches and only 12 miles to DE Turf. Within 1 mile you will find stores, dog parks and playgrounds.

4.87 out of 5 average rating, 267 reviews

Flat in Dover

Cozy Apartment B 5GWiFi SmartTV Netflix

Private newly remodeled apartment with Cottage Style decore. Large bathroom with tub. Double fully encased bed with fresh white linens Smart TVs with Hulu, Netflix and local channels. 5G WiFi and smart chargers on night stands Very clean and sanitized bathroom. Full outdoor grill and fire pit Back yard has a small container pond, bird bath and feeder note: The apartments are separated by a locked door on both sides in the front bedroom Each apartment has a separate entrance

4.68 out of 5 average rating, 41 reviews

Farm stay in Townsend

NBR Farms Guest House

Serene Farm Getaway. Escape to a peaceful retreat on a private estate. Immerse yourself in the tranquility of nature as you explore the sprawling grounds, featuring picturesque apple orchards and peaceful fishing ponds. Enjoy 3-bedroom guest house. Relax and unwind in the rejuvenating hot tub or indulge in a luxurious soak in the Jacuzzi. This serene farm getaway offers the perfect retreat. Bring your furry friend along to enjoy the scenic surroundings together

5 out of 5 average rating, 18 reviews

Home in Smyrna

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.

4.88 out of 5 average rating, 120 reviews

Guest house in Dover

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.

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Other great holiday rentals in Clayton

4.82 out of 5 average rating, 11 reviews

Private room in Smyrna

Privatebedroom/kitchenette/Wi-Fi

TakaRating, 5 stars2 weeks ago

Clara was very helpful and the place was a great stay, quiet and very clean! Thanks again for being a great host

4.91 out of 5 average rating, 22 reviews

Private room in Smyrna

Private suite with own entrance/Bathroom

DorborRating, 5 stars1 week ago

Beautiful home just as the pictures. I enjoyed my time there. Very quiet neighborhood.

5 out of 5 average rating, 12 reviews

Private room in Smyrna

Luxury Full Bed w/ Gym & Arcade

TaylorRating, 5 stars1 week ago

Place was clean and super close to the highway so I could hop right back on and continue my journey. Only downside was the neighbors across the street woke me up a few times during the night as they were loud, but you can’t really do anything about that. Other than the neighbors the place was perfect for what I needed!