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Browse Select Middletown Holiday Homes

Villa with hot tub on Ash Lane
Smart TV, fireplace
Villa with hot tub on Ash Lane
Villa with hot tub on Ash Lane
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
Exterior
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
9.8 out of 10, Exceptional, (89)
"We always look forward to our stay at "Betsys Place"! Very clean, super comfy beds and lovely spacious backyard to relax in! Well appointed kitchen. Very quiet street, we always rest well here and enjoy our stay. Very close proximity to Fair Hill Natural Resource Area trailheads and stables."
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
Newly Renovated 4 bedroom home W/big yard and driveway
Fridge, microwave, oven, stovetop
Newly Renovated 4 bedroom home W/big yard and driveway
2.0 out of 10, (1)
"We pulled up to the neighborhood in the early evening and oh my it was not a safe place. We stayed the first night with few options to leave so late. The kitchen sink hot water was not hot and the dishes were not clean in the cabinets. We witnessed illicit activity on the street outside. Also there was people screaming and shining lights in windows all night. We obviously did not feel safe to stay and left terrified in the morning. Not a place to stay with children or if you value your vehicle...
Newly Renovated 4 bedroom home W/big yard and driveway
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Modern and Spacious townhome minutes from UDel
Fridge, microwave, oven, stovetop
Modern and Spacious townhome minutes from UDel
10.0 out of 10, Exceptional, (2)
"Met all expectations."
The price is £352
per night
19 Jun - 20 Jun
Modern and Spacious townhome minutes from UDel
Waterfront house with amazing views. Top of the Chesapeake
On the beach, sun-loungers, beach towels
Waterfront house with amazing views. Top of the Chesapeake
10.0 out of 10, Exceptional, (89)
"Our Family decided to take a last minute Spring Break trip and had a fantastic time. Matt was a great host and easy to communicate with. We were pleasantly surprised by all of the local dining options. Despite terrible weather that we experienced, we made the best of our trip and had a great time."
The price is £586
per night
23 Jun - 24 Jun
Waterfront house with amazing views. Top of the Chesapeake
Rambling Victorian Beach House on Maryland's Eastern Shore
Beach nearby, sun-loungers, beach towels
Rambling Victorian Beach House on Maryland's Eastern Shore
10.0 out of 10, Exceptional, (13)
"Our group of couples + kids enjoyed our getaway to the Eastern Shore. Betterton was a great home base to visit our alma mater, Washington College, in Chestertown. There, we visited the farmers market and waterfront park & playground with the kids. Back in Betterton, the house fit our group well. Plenty of bedrooms, bathrooms and space for each family. The kids & adults enjoyed spending time lounging in the third floor living room. We were pleased that the house had plenty of games, kids toys,...
Rambling Victorian Beach House on Maryland's Eastern Shore
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
Fridge, microwave, oven, stovetop
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
9.6 out of 10, Exceptional, (4)
"Tv channels were sparse"
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
Chesapeake City Overlook: Breathtaking View!
Property grounds
Chesapeake City Overlook: Breathtaking View!
10.0 out of 10, Exceptional, (5)
"Lovely home and hostess! Very clean and responsive. Beautiful water views. Excellent vacation home"
Chesapeake City Overlook: Breathtaking View!
Home Sweet Home @Trolley Square!<br><br>https://goo.gl/maps/f1XX68qiTRCU7eFk7<br>
Property grounds
Home Sweet Home @Trolley Square!<br><br>https://goo.gl/maps/f1XX68qiTRCU7eFk7<br>
9.6 out of 10, Exceptional, (12)
"Very comfortable and a nice neighborhood"
Home Sweet Home @Trolley Square!<br><br>https://goo.gl/maps/f1XX68qiTRCU7eFk7<br>
Beautiful Brick-Wall House in Historic Newcastle
Fridge, microwave, oven, stovetop
Beautiful Brick-Wall House in Historic Newcastle
8.0 out of 10, Very good, (7)
"I loved my stay at this house, it was as explained in the app. Host was so welcoming and receptive of feedback. He would respond immediately if a situation arose but we didn’t have any. House has all the basics you would need in the kitchen and bathroom. I would call it an emergency start up house kit. Loved the my stay and whole experience."
Beautiful Brick-Wall House in Historic Newcastle
Home Away from Home - Local Shops, Restaurants & Grocery stores within 4 miles!
Smart TV
Home Away from Home - Local Shops, Restaurants & Grocery stores within 4 miles!
The price is £301
per night
19 Jun - 20 Jun
Home Away from Home - Local Shops, Restaurants & Grocery stores within 4 miles!
Beachfront Sunsets on the Water at Oakwood Beach
Property grounds
Beachfront Sunsets on the Water at Oakwood Beach
10.0 out of 10, Exceptional, (19)
"The location was great for us because it was relatively close to Newark, DE and Philadelphia. Water views were great from so much of the house and owners had thought of every possible touch to make people feel at home. There were plenty of outlets, chargers, TVs, tables & chairs, hooks in bathrooms, nightlights, etc. The fridge was free of all sorts of open condiments that are probably supposed to be helpful for guests but that drive my husband crazy as they've taken up half the fridge in the...
Beachfront Sunsets on the Water at Oakwood Beach
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
Property grounds
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
9.8 out of 10, Exceptional, (36)
"House was very clean and in an excellent location. However the grounds were in need of weeding to the point that the advertised upper bay view was blocked or partially blocked from many areas. Host was prompt in responding when I reached out."
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
Waterfront Home with Private Dock, Eastern shore, Betterton Chestertown MD.
Property grounds
Waterfront Home with Private Dock, Eastern shore, Betterton Chestertown MD.
9.8 out of 10, Exceptional, (80)
"House was fine. Odd they did not provide sheets. Was difficult for folks who came from far away. But the house was lovely and we enjoyed our time there!!"
Waterfront Home with Private Dock, Eastern shore, Betterton Chestertown MD.
Top of the Chesapeake - Minutes from Historic Charlestown
View from property
Top of the Chesapeake - Minutes from Historic Charlestown
9.8 out of 10, Exceptional, (126)
"This house setting was a little slice of paradise. We saw a beaver swimming, blue herons, eagles, ducks in the water and yard. Would definitely come back again."
The price is £526
per night
19 Jun - 20 Jun
Top of the Chesapeake - Minutes from Historic Charlestown
Super cute 3 bedroom remodeled townhouse near downtown Wilmington
Interior
Super cute 3 bedroom remodeled townhouse near downtown Wilmington
9.6 out of 10, Exceptional, (8)
"Easy access to the location. Quiet property. Loved my kids had their own space. "
Super cute 3 bedroom remodeled townhouse near downtown Wilmington
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
Fridge, microwave, oven, stovetop
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
9.8 out of 10, Exceptional, (28)
"Pretty house with plenty of room. Easy check in and out."
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
Pool | Outdoor pool, a heated pool
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
9.6 out of 10, Exceptional, (155)
"This River property is a little bit of Paradise away from home! It is everything and more as advertised! My husband and I leased the property for 5 nights for a family reunion, ages 1 to 89 years old! My family of 5, my Mom, Dad and Grandmother, my brothers family of 4 and my nieces family of 3. The house was big enough for all of us to be together or everyone could have their own space. We enjoyed the pool, the hot tub, the playground and the sunsets across the river were amazing. My...
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
Historic home in the heart of Main Street- walkable to shops and restaurants
Interior
Historic home in the heart of Main Street- walkable to shops and restaurants
10.0 out of 10, Exceptional, (7)
"Way to make us feel welcome. From the accommodations to the amenities this property is a vrbo treasure. The owners exceeded our expectations in every way."
Historic home in the heart of Main Street- walkable to shops and restaurants
Wilmington Comfort 4 Min to Riverfront fenced yard
Fridge, microwave, oven, stovetop
Wilmington Comfort 4 Min to Riverfront fenced yard
9.4 out of 10, Exceptional, (15)
"The house is an older home but very clean and pleasant. Property manager was informative and sent messages through every step of the process which was great. I'm familiar with the location and it's great for those who don't mind a little city atmosphere. Thank you so much for a pleasant stay."
Wilmington Comfort 4 Min to Riverfront fenced yard
Don't see what you're looking for?
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
Beach nearby, sun-loungers
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
Fridge, microwave, oven, stovetop
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
Pool
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 £196
per night
19 Jun - 20 Jun
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.

Middletown Holiday Homes information

Number of reviews
Accommodation
 Holiday Homes
Lowest Price
Highest Price

Middletown Hotel Reviews
Expedia verified reviews

Super 8 by Wyndham Pennsville/Wilmington

Super 8 by Wyndham Pennsville/Wilmington

5/5 Excellent
"Check in was easy. Rooms are large. Coffee in the room. Bed was very comfortable."
A verified traveller from cranston stayed at Super 8 by Wyndham Pennsville/Wilmington
Posted 6 hours ago
Super 8 by Wyndham Pennsville/Wilmington