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Search Cottages in Middletown

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Compare 21 Cottages in Middletown with updated reviews, rates, and availability.

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
9.8 out of 10, Exceptional, (36)
"Waterview cottage is comfortable and very clean. The accommodations look new and we had good sleep. The kitchen has most of the necessary equipment for meal preparation. A baking sheet pan is needed. WiFi and Roku TV was excellent. The primary bedroom bed was so tall/high my wife could not get in or out of it. That necessitated sleeping in the 2 twins. Plus, one of the twins was missing the top mini mattress. The view is mostly of the neighborhood street, nearby homes and their roofs and a small...
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Family-Friendly Cottage, Walk to the Beach!
10.0 out of 10, Exceptional, (14)
"Great location "
Family-Friendly Cottage, Walk to the Beach!
Quarry Landing - Center of Town & River View - 3 Bedroom
10.0 out of 10, Exceptional, (5)
"What a beautiful home. The host was attentive to the small details in the house, and my friend and I greatly enjoyed our stay."
Quarry Landing - Center of Town & River View - 3 Bedroom
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A cottage on the shore of the Delaware River
9.8 out of 10, Exceptional, (55)
"Such a nice little property on a great beach- was very private, great sunsets, Beth is awesome- def would recommend!"
A cottage on the shore of the Delaware River
Private Carriage House Retreat on a 33 Acre Historic Working Estate
10.0 out of 10, Exceptional, (8)
"It was me, my son and my sister staying. The grounds were beautiful, and we fed the goats too! It was late season, so no pool or any relaxing outdoors. Brrr. Traffic is light in the area so it was easy to get in a 2+ mile walk and see the local neighborhoods. As it was mentioned in the listing (but not obvious in the photos), you have to walk through the bunk room to get to the master bedroom, and the door to the upstairs bath doesn't offer total privacy. No place is perfect, and we would...
Private Carriage House Retreat on a 33 Acre Historic Working Estate
Thunder Hill Retreat - Peaceful - sleeps 12
10.0 out of 10, Exceptional, (5)
"We had a five sibling reunion--the youngest was 78. We made extensive use of the Keurig single cup coffee maker and the four recliner chairs. The front door handle was broken, but it was promptly fixed while we went to dinner. The guest book with information regarding the area was missing so we used Google and recommendations from people we interacted with. All communication was through VRBO because we weren't given a direct phone number. The location is very beautiful and rural with Amish farms...
The price is SAR 814
SAR 1,918 total
includes taxes & fees
18 Jum. II - 19 Jum. II
Thunder Hill Retreat - Peaceful - sleeps 12
Chesapeake Romantic Waterfront Home with Private Pool
8.8 out of 10, Excellent, (5)
"Great communication, easy to access, accommodations true to listing. Spacious, renovated living space. Great outdoor pool."
Chesapeake Romantic Waterfront Home with Private Pool
Elsinboro Retreat I 3BR I 2BA I - enjoy fishing , hunting, jet skiing,& hiking.
6.0 out of 10, (1)
"Great location for our weekend. Rental property does not have shampoo or soap as advertised. This was really annoying, we had to run out and get some. There were Ants all over the house, in the kitchen, bathrooms, living room. We even found an ant in our shoe. Also the sheets weren’t that clean. There was hair in between the sheets. I ended up sleeping on the top blanket with a blanket I bought. Also not really 3 bedrooms. The one “bedroom” doesn’t even have a door and opens up to the dining...
Elsinboro Retreat I 3BR I 2BA I - enjoy fishing , hunting, jet skiing,& hiking.
Be persuaded to experience this vintage cottage by the Sassa
9.0 out of 10, Wonderful, (6)
"We planned a 40th birthday get a way for a friend - three couples total stayed at this wonderful home. There was plenty of space for everyone, room to hang out and a great table to playing card games. At first, we were concerned about the shared dock - but there is more than enough room for everyone out there and what a beautiful space it is. We floated in the water each day and prepared meals each night. The kitchen is very well stocked. The house was extremely clean and the hosts are so...
Be persuaded to experience this vintage cottage by the Sassa
Waterfront Cottage on the C&D Canal!
8.8 out of 10, Excellent, (3)
"Awesome"
Waterfront Cottage on the C&D Canal!
Ruby's Sea Glass Cottage near Betterton Beach
10.0 out of 10, Exceptional, (10)
"We had a lovely weekend stay at Ruby’s sea glass cottage. It is newly renovated, completely outfitted with every amenity you could want or need, and walking distance to the beach and park. We enjoyed playing pickleball on the park’s courts and riding bicycles, grilling out and eating on the back porch, and sleeping in the comfortable beds! We were even entertained on the rainy morning as we played games and worked puzzles that the owner has on hand. A fantastic home that we heartily recommend!"
Ruby's Sea Glass Cottage near Betterton Beach
Waterfront cottage in historic Charlestown, Maryland
10.0 out of 10, Exceptional, (2)
"Immaculate, well maintained property. Easy walking to historical sites. Market and deli near. Friendly neighborhood. Owner responsive and flexible. Lovely decor. Kitchen had everything. Enjoyed the porch."
Waterfront cottage in historic Charlestown, Maryland
Vintage Waterfront Cottage with Stunning Sunsets
10.0 out of 10, Exceptional, (2)
"My wife being a teacher needs a break by October. This vintage waterfront cottage renovated to exacting detail as she watches on her favorite ‘Reno-Shows’ was perfect. Located in a private neighborhood with dead end streets, it was quiet and peaceful. Sue the owner was quickly responsive when we had any questions. We are recommending the cottage to our family."
Vintage Waterfront Cottage with Stunning Sunsets
Waterfront Historical District Home Near River
3.0 star property
Waterfront Historical District Home Near River
Adorable 100-year-old tiny home in historic town. Gym membership included!
Adorable 100-year-old tiny home in historic town. Gym membership included!
Family-friendly Cottage, Walk to the Beach!
3.5 star property
Family-friendly Cottage, Walk to the Beach!
Wilmington Home ~ 28 Mi to Downtown Philadelphia!
2.5 star property
Wilmington Home ~ 28 Mi to Downtown Philadelphia!
Waterfront Millington Vacation Rental w/ Hot Tub!
3.0 star property
Waterfront Millington Vacation Rental w/ Hot Tub!
Cottage Elkton Maryland with Waterview
Cottage Elkton Maryland with Waterview
Spacious North East Home w/ Fenced Yard & Fire Pit
Spacious North East Home w/ Fenced Yard & Fire Pit
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See all available properties in Middletown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Middletown

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
9.8 out of 10, Exceptional, (36)
"Waterview cottage is comfortable and very clean. The accommodations look new and we had good sleep. The kitchen has most of the necessary equipment for meal preparation. A baking sheet pan is needed. WiFi and Roku TV was excellent. The primary bedroom bed was so tall/high my wife could not get in or out of it. That necessitated sleeping in the 2 twins. Plus, one of the twins was missing the top mini mattress. The view is mostly of the neighborhood street, nearby homes and their roofs and a small...
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
10.0 out of 10, Exceptional, (20)
"Thoroughly enjoyed our stay! Betty is such a great host. Beautiful area...GREAT sunsets and close to the beach! Very comfortable weekend stay! Also close to some great wineries and Alpaca farms!"
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
Historic Chesapeake City Stay
8.0 out of 10, Very Good, (1)
"The place overall is very simple and nice. The bed was a little uncomfortable And decided to not stay the extra night and come home and use my own bed. Overall, very clean very nice."
The price is SAR 450
SAR 907 total
includes taxes & fees
18 Jum. II - 19 Jum. II
Historic Chesapeake City Stay
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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