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
Top guest reviewsThe basement was very comfortable for our group of fourThe bed was comfortable and that is perhaps the most important thingspacious and quiet One of the queen beds is behind a privacy curtain so it does not have its own roomAn amazing space for the priceBathroom was stocked with everything we needed and the beds were comfyThe rooms are well kept and very cleanThe residence was very clean and and very spaciousPlace was clean very spaciousHis house is very beautiful and clean and we really enjoyed our stay
Host:Vannie was super friendly and an all around great hostVannie was awesome and friendly and helpfulHe is a very good hostHe was very accommodating to our crazy schedule and made us feel at homeVannie is quick to respond and a great hostRead more reviewsLocated in a safe neighborhoodThere is a musty smell from the dampnessOurs was a late arrival followed by a pre-dawn departure we needed a place to get a good night's sleepreasonable price and ease to carry out the transaction - from reservation to departure Thank you againVannie's place was a great stop
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
Top guest reviewsgreat kitchen and eating spaceThe kitchen also has a commercial sized refrigerator and a separate commercial sized freezeryou expect to have multiple cooks in the kitchenThe kitchen is on the tighter side if you're planning on cooking with more than 3 people at a timeAll the bedrooms are large and very comfortable All in all a 5 star experienceVery beautiful house with large poolThe check-in was super easy and the bedrooms were clean and interesting Very uniqueHaving a bath for every bedroom was the bestIt is beautifully decorated very clean and extremely spacious Truly a really fun experienceThe bedrooms are large with 4 out of the 7 bedrooms having en-suite bathrooms
Host:This property is great especially for family reunions or other gatherings with many peopleHannah is a wonderful host and very responsive to my many questionsHannah was a fantastic host and very responsiveHannah was very helpful and responsive through the entire process - reservations pre-planning questions check-in and check out We will definitely be coming backand we couldn't think more highly of our hosts who went out of their way to show us around the propertyRead more reviewsWhat a great place Lots of space and loved the views Very quick response time tooI just mention it in casee several families and a number of other adults)The Anchorage is a great place to gather with friends and visit Eastern Shore Maryland HannahPerfect is the right way to describe our time here
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
Top guest reviewsThe room itself was just like the picture onlineThe view from our bedroom window was a farm field frequented by deer in the eveningThe bed is extremely comfortable and to top it all offOur room was very comfortableand like the other guest rooms is set off from the rest of the homeThe house and room were clean and spacious
Host:and they made us breakfast in the morningVery kind and friendly hostsCheryl met us in the driveway as we arrived and invited us inAlthough the location was remote the hospitality and comfort more than made up for the distance from townI cant say enough about this gorgeous country home and most of all the beautiful people that share it as an AirbnbRead more reviewsmaps to get to the houseThis was a great place - a supremely comfortable and homely farmhouse in a very peaceful rural setting but close enough to sights and amenitiesBill and Cheryl made my daughter andBill and Cheryl were wonderful
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
Top guest reviewsThe room was very spacious and comfortable although the air conditioner had a hard time keeping up with the very hot weatherIt was very nice to have a mini fridge in the bedroomThe room I was in was a bit dark but bearable Bathroom was fairly standardThe hotel-sized refrigerator in the room was perfectThe WiFi was spontaneously fastquiet clean and convenientThe house is clean and organized quite neighborhoodThis location has two separate rooms each with a private bath
Host:very accommodating and in all interactionsUpon arrival she warmly welcomed us with an open smile later onShe was caring and very welcomingShe is a wonderfull PersonJessie made me feel very welcome in her home and the rest of her family was kind and politeRead more reviewsThe location of Jessie's house is in a beautiful quite neighborhoodReally quite neighborhood and very easy to get aroundGood neighborhood away from hustle and bustle House could be noisy at times as the voices carryA beautiful home in a very nice neighborhoodI loved every minute of my stay at Jessie's home
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
Top guest reviewsThe sunroom was beautiful and the hot tub was right there in the roomThe bed was amazingly comfy-- would never guess it was an air mattressThis space is so much larger than it looks in the photosThe glass enclosed patio offers an evening under the starsit really felt like a home away from homeThe room was spacious and beautifully decoratedIt was definitively a pleasure to be their guests
Host:They were helpful providing us some food for the late mornings and they helped us to find convenient transportationSuper cool falling asleep and waking up with the glass ceilingMichelle made us feel completely at homeShe gave us very good recommendations on places to eat and visitMichelle and Sean were the greatest hosts we could have We were visiting Dover for the Firefly festival and they made our experience so easyRead more reviewsMy husband was leery of going to "just a random persons house"We stayed here for our first time going to Firefly Music Festival and it was a great location from the venue and made us feel right at homeThe neighborhood was very safe and the accommodations were better than the pictures showed
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
Top guest reviewsPrivate room with tv and bathroomVery nice private room in houseThe place was easy to findLovely place comfortable roomBathroom was adjacent to room and will be all your ownThe house was sparkling clean and everything was placed with thought and perfectionVivian's place was so clean and comfyVivian's accommodations are very cleanMy room and bathroom were very clean and her and her husband were very welcomingIt was a good place to rest after a long day working
Host:and she was extremely accommodatingSuper host and nice and respectShe's very welcoming and can hold a great conversationHomey with informative good conversation(she showed me some of her beautiful quilt work )Read more reviewsand I did not bother looking anywhere elseHer home in Bear is in a great location easily accessible to anywhereFor travelers it is easy to get to and if you need something or want to go out and eat options are nearbyeverything provided easy to get to Great locationThe location was great for my trip to Chesapeake City Vivian is pleasant and responsive
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
Top guest reviewsdining area bathroom with all amenitiesEasy access to the spaceyet I had plenty of quiet and undisturbed timecomfortable private and peacefulHer home is beautiful and the space was spacious
Host:she responded quickly to my questionsCynthia was easy to work with humoring my requests with charmCynthia is a wonderful and gracious hostCynthia was a great hostThe location was great for me easy access to both DE-1 and 301 to I-95 as I needed to head both north and south during my stay Cynthia made sure I had what I neededRead more reviewsThe neighborhood is lovely and very quiet tooGreat location great space and cleanThis was the perfect place and location to stay before/after a century ride; I did not want to get up the next morning Peaceful area with great scenery Quite beautifulSpace was exactly as advertised Super convenient and close to Chesapeake City
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
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
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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