A steel arch bridge over a river with surrounding trees and buildings.

Search Holiday Homes in Middletown

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Middletown holiday homes

Coffee/tea maker, fridge, microwave, oven

1. Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Elkton
9.6 out of 10, Exceptional, (5 reviews)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
The price is £256
includes taxes & fees
18 Aug - 19 Aug
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Exterior

2. Elegant Family Stay • Quiet Neighborhood • Comfort

Elegant Family Stay • Quiet Neighborhood • Comfort
New Castle
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful well kept property with lots of room to relax."
United States
Daniel J.
The price is £317
includes taxes & fees
17 Aug - 18 Aug
Elegant Family Stay • Quiet Neighborhood • Comfort
Dining

3. Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Newark
9.6 out of 10, Exceptional, (24 reviews)
"Very nice property, just right size for our needs. Great neighborhood. Kitchen very nice, check in easy."
United States
Lori W.
The price is £242
includes taxes & fees
19 Aug - 20 Aug
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Property grounds

4. Sunset River Shack -amazing waterfront view

Sunset River Shack -amazing waterfront view
Elkton
9.6 out of 10, Exceptional, (9 reviews)
"The home is nice The view from the deck was wonderful But there wasn’t access to the water Easy to find and we really enjoyed the area"
United States
Hope D.
The price is £330
includes taxes & fees
9 Aug - 10 Aug
Sunset River Shack -amazing waterfront view
Property grounds

5. New Construction townhome close to everything downtown w/transparent pricing

New Construction townhome close to everything downtown w/transparent pricing
Hilltop
9.6 out of 10, Exceptional, (29 reviews)
"There were 3 of us ladies for the week. Lisa was a great host and recommendations were all perfect. We will definitely be back. Everything was clean and neat. We loved staying there. "
United States
Bonnie W.
The price is £145
includes taxes & fees
11 Aug - 12 Aug
New Construction townhome close to everything downtown w/transparent pricing
Interior

6. Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi

Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
Pennsville Township
The price is £234
includes taxes & fees
4 Sept - 5 Sept
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
Coffee/tea maker, fridge, microwave, oven

7. Cozy Pet Friendly House

Cozy Pet Friendly House
Wilmington
The price is £141
includes taxes & fees
24 Aug - 25 Aug
Cozy Pet Friendly House
Outdoor dining

8. Amish Countryside Escape at Forest Edge Farm

Amish Countryside Escape at Forest Edge Farm
Nottingham
8.8 out of 10, Excellent, (3 reviews)
"Property was close enough to stores and restaurants if needed. House is located in the rural area of the county (very peaceful). Property had all of the necessary kitchen utensil, pots, pans, and dishes that was needed for this trip. "
United States
jckglss6 G.
The price is £166
includes taxes & fees
24 Aug - 25 Aug
Amish Countryside Escape at Forest Edge Farm
Smart TV, fireplace, DVD player, books

9. Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group

Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group
Wilmington
9.8 out of 10, Exceptional, (6 reviews)
"We very much enjoyed resting in the house between our activities. The kids loved the large room for watching a soccer match. The dining area is exceptionally nice for kids."
United States
Emily M.
The price is £312
includes taxes & fees
12 Aug - 13 Aug
Harmony Family Estate A Beautiful 5-bedroom house in Wilmington for your group
Private kitchen

10. Entire Private Wilmington Home | Sleeps 6 | 2 Baths & Parking

Entire Private Wilmington Home | Sleeps 6 | 2 Baths & Parking
Wilmington
10.0 out of 10, Exceptional, (1 review)
"The property is very clean, recently updated and had more than enough room for the four of us staying. There was even an extra bedroom with 2 twin beds we didn't need. The neighborhood was super quiet and perfect to come back to after long days of adventure in the area."
United States
Grant S.
The price is £244
includes taxes & fees
10 Aug - 11 Aug
Entire Private Wilmington Home | Sleeps 6 | 2 Baths & Parking
Sun-loungers, beach towels

11. 5-bedroom vacation home 5 minutes from historic Charlestown

5-bedroom vacation home 5 minutes from historic Charlestown
Perryville
9.8 out of 10, Exceptional, (155 reviews)
"Kitchen was fully equipped for a large family, beautiful views and perfect family getaway! "
United States
Kshama C.
The price is £435
includes taxes & fees
1 Sept - 2 Sept
5-bedroom vacation home 5 minutes from historic Charlestown
Interior

12. New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi

New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi
Hilltop
10.0 out of 10, Exceptional, (1 review)
"If you are visiting the Chase fieldhouse for an event it is 10 minutes driving which is very convenient. The host was very accommodating for what me and my family needed. There was enough space for 5 of us to sleep comfortable."
United States
Alexis O.
The price is £182
includes taxes & fees
19 Aug - 20 Aug
New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi
Smart TV, fireplace, table football, ping pong

13. Woodland Retreat at Fair Hill- Hot Tub, Pool, and Sport Court

Woodland Retreat at Fair Hill- Hot Tub, Pool, and Sport Court
Elkton
10.0 out of 10, Exceptional, (13 reviews)
"Everything was as advertised, clean, neat & spacious. Great communicators and readily available to answer questions."
United States
Gary S.
The price is £1,199
includes taxes & fees
16 Aug - 17 Aug
Woodland Retreat at Fair Hill- Hot Tub, Pool, and Sport Court
Coffee/tea maker, fridge, microwave, oven

14. Entire two-unit four-story townhouse, for multi-family vacations; free parking

Entire two-unit four-story townhouse, for multi-family vacations; free parking
Downtown Wilmington
9.6 out of 10, Exceptional, (11 reviews)
"Good place to stay, well kept, spacious and updated. "
United States
Kevin L.
The price is £675
includes taxes & fees
16 Aug - 17 Aug
Entire two-unit four-story townhouse, for multi-family vacations; free parking
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middletown Hotel Reviews

Sheraton Suites Wilmington Downtown

Sheraton Suites Wilmington Downtown

10/10 Excellent
"Amazing room. King suite is what I had. Very clean will definitely come back!"
michael 1-night trip
Posted 7 hours ago
Sheraton Suites Wilmington Downtown

Find out more about Middletown

Middletown Holiday Homes information

Number of reviews
255
Accommodation
178 Holiday Homes
Lowest Price
£141
Highest Price
£1,199