Nicknamed the diamond town of the diamond state, Middletown, Delaware is a charming, lesser-known vacation spot. Nearly equidistant from Baltimore and Philadelphia, this town, with its red brick shops lining the streets of downtown, will reconnect you with American history away from the hubbub of the city. If you plan to pass through in August, you can enjoy the Olde Tyme Peach Festival and savor the delicious bites perfected by local restaurants. While it may be small, Middletown has a whole lot of heart that would be a shame to pass up. Check out these quintessential Airbnb vacation rentals in Middletown, Delaware.
A thoughtfully decorated and modern accommodation, this private room and bath is located in the suburbs and conveniently close to the art and culture of downtown Middletown. Amenities include TV, Wi-Fi and free parking. Despite being a basement, this host has refurbished it into a warm and spacious space, complete with modern bathroom fixtures and plenty of lighting. Guests speak highly of the host’s friendliness, communication skills and attention to detail.
Spacious bsmt w a private bdrm and bath (shower)Townsend, Delaware, United States
Perfect for large groups, this stunning manor has 10 bedrooms - each with a private bathroom and access to the pool and patio - and can comfortably accommodate up to 16 guests. The Anchorage is located between Georgetown, Chesapeake City and Middletown. The scenic views of the surrounding farmland make for beautiful sunsets and tranquility. This rental also includes a full kitchen and common spaces to accommodate large groups.
The AnchorageEarleville, Maryland, United States
The rustic touches at this ranch bed and breakfast remind you to enjoy the simpler things in life. Relish the fresh air of the surrounding farmlands, and feel at home knowing you can rest easy in the hospitality of your hosts, Bill and Cheryl. Additional sleeping arrangements can accommodate two more guests, who will also have their own private bathroom. Amenities such as heating, AC, TV, a washer and dryer, parking and Wi-Fi, are provided.
Private Room & Private Bath for 3Townsend, Delaware, United States
If you’re looking for a wallet-friendly accommodation but don’t want to lower your standards, this is the place for you. A simple bedroom with a private bathroom, this Airbnb is clean, spacious and located equidistant from Delaware and New Jersey beaches. The shared kitchen is fully stocked to meet your needs, and toiletry essentials are provided. Your host, Jessie, is quick to respond and happy to take your travel plans into consideration.
Chiefess 1Bear, Delaware, United States
This traditional 1910 Victorian home is full of charm and warmth. Walk inside and you’ll pick up the scent of white sage, which the hosts burn in their home before every guest arrives to fill the home with positive energy. The private room has lots of natural light and access to a private bathroom. Enjoy the gorgeous scenery surrounding this rural abode on your way to explore the capitol, Dover, or nearby beaches in Rehoboth. If you’re in the area for the Firefly Musical Festival or NASCAR, know that this little town is only an hour and fifteen minutes to the Philadelphia airport, or one and a half hours to the Baltimore airport. Do note that the hosts have two cats so additional pets cannot be accommodated. As a bonus, your host Michele offers Reiki sessions on essential oils if that’s up your alley!
Lovely Victorian in Rural Townsend - SunroomTownsend, Delaware, United States
Another budget-friendly Airbnb accommodation, this no-frills private room is located five minutes from the US 40 highway. It is also near several restaurants and Christiana Mall. The host, Vivian, is well-informed about the area and happy to provide recommendations. This is a great option if you are looking for somewhere to lay your head down for a night.
The people's house.Bear, Delaware, United States
A quick 10 miles (16 km) from the University of Delaware, this private bedroom and bath boast a private entrance and parking availability. A microwave, refrigerator and toaster oven are available in the mini kitchen and living area adjacent to the bedroom. This is a comfortable, clean and quiet option for those needing easy access to interstate highways and nearby facilities.
Cheery private roomMiddletown, Delaware, United States
This private master bedroom is the picture of elegance. You can rest easy knowing you’ll have access to amenities such as a shared kitchen, Wi-Fi, a laptop workstation and a washer and dryer. This high-tech suite includes a flat-screen TV and your own private bathroom. Self check-in is a breeze with the building’s doorman, and your host is responsive to guests’ needs.
Elegant and High-Tech Master's Bedroom (Queen Bed)Middletown, Delaware, United States
This economical accommodation includes a private bathroom, a second bedroom and a twin sofa bed so it can accommodate additional guests. It is easy to visit local attractions such as the Chesapeake Bay and the Elk Neck State Park of Turkey Point lighthouse from this centrally-located home. You can also grab a bite at one of the restaurants nearby in North East, Chesapeake City and Elkton. If you feel like staying closer to home, take advantage of the spacious outdoor pool during the summer, or relax in the shared living space.
Stay and Relax rooms
With a central location, this modern bedroom is close to local restaurants and shops. High ceilings let in copious amounts of natural light, providing for a comfortable stay. Whether you are traveling for business or pleasure, amenities such as heating, AC, Wi-Fi, ironing board and a laptop workspace will cover all your needs.
Room # 2 in a beautiful home
A breath of fresh air in Middletown
These options represent the best of small-town hospitality. Conveniently located along your travel route, or perhaps a bit off the beaten path, each is reflective of the heart its host put into ensuring you enjoyed your stay. If you’re tired of the humdrum of the nine to five routine, Middletown offers a refreshing respite. Next time you are craving the fresh air of the rolling countryside, check out one of these reliable Airbnb accommodations.
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