Photo by Michelle Gonzalez

Holiday Homes in Middletown

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Featured Holiday Homes in Middletown

Charming 3rd floor Large bedroom inside townhome
Property grounds

Charming 3rd floor Large bedroom inside townhome

2.0 star property
The price is AU$742
includes taxes & fees
15 Oct - 16 Oct
Charming 3rd floor Large bedroom inside townhome
Room #2 in Elkton, MD – Easy Access to I-95
Interior

Room #2 in Elkton, MD – Easy Access to I-95

2.0 star property
The price is AU$165
includes taxes & fees
5 Oct - 6 Oct
Room #2 in Elkton, MD – Easy Access to I-95
Charming apartment in serene Wilmington with AC
Interior

Charming apartment in serene Wilmington with AC

8.0 out of 10, Very good, (1)
"The host and actual apartment are great - clean, nice bathroom, the host was so friendly and left amazing treats, including a surprise for breakfast. The neighborhood was not great, and unfortunately was the only bad part about this stay. Otherwise I'd give 5 stars and would definitely stay with this host again."
The price is AU$191
includes taxes & fees
9 Oct - 10 Oct
Charming apartment in serene Wilmington with AC
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Fridge, microwave, oven, stovetop

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

8.6 out of 10, Excellent, (8)
"Nice and quiet place to stay"
The price is AU$435
includes taxes & fees
16 Oct - 17 Oct
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Amazing Modern house with a full kitchen and parking
Dining

Amazing Modern house with a full kitchen and parking

9.8 out of 10, Exceptional, (8)
"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "
The price is AU$547
includes taxes & fees
14 Oct - 15 Oct
Amazing Modern house with a full kitchen and parking
Summer Rustic Camping with AC and King Bed
1 bedroom

Summer Rustic Camping with AC and King Bed

9.6 out of 10, Exceptional, (5)
"The owners were very attentive to our needs, and everything was exactly as advertised. We came up for a horse show in Maryland and the convenience to the grounds was exceptional, and everything was wonderful from the privacy to the beauty of the property."
The price is AU$277
includes taxes & fees
6 Oct - 7 Oct
Summer Rustic Camping with AC and King Bed
A Cool Place to Stay in Wilmington DE
Private kitchen

A Cool Place to Stay in Wilmington DE

The price is AU$204
includes taxes & fees
6 Oct - 7 Oct
A Cool Place to Stay in Wilmington DE
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Interior

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

9.8 out of 10, Exceptional, (19)
"Clean and comfortable stay in quiet neighborhood! Communication with the host was pleasant and prompt."
The price is AU$511
includes taxes & fees
5 Oct - 6 Oct
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
High Tide Haven Suite
1 bedroom, iron/ironing board, WiFi, bed sheets

High Tide Haven Suite

The price is AU$410
includes taxes & fees
5 Oct - 6 Oct
High Tide Haven Suite
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
Terrace/patio

Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware

2.0 star property
10.0 out of 10, Exceptional, (3)
"Enjoyed our stay."
The price is AU$447
includes taxes & fees
21 Oct - 22 Oct
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi
Interior

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

2.0 star property
The price is AU$381
includes taxes & fees
16 Oct - 17 Oct
New Construction 3-bedroom townhome 3 queen beds with central AC and WiFi
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (1)
"The house was clean and a nice place. The kitchen was nice. "
The price is AU$522
includes taxes & fees
6 Oct - 7 Oct
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Room #4 in Elkton, MD – Easy Access to I-95
Private kitchen

Room #4 in Elkton, MD – Easy Access to I-95

2.0 star property
The price is AU$194
includes taxes & fees
5 Oct - 6 Oct
Room #4 in Elkton, MD – Easy Access to I-95
Room #3 in Elkton, MD – Easy Access to I-95
Private kitchen

Room #3 in Elkton, MD – Easy Access to I-95

2.0 star property
The price is AU$176
includes taxes & fees
2 Nov - 3 Nov
Room #3 in Elkton, MD – Easy Access to I-95
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
Interior

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

The price is AU$481
includes taxes & fees
6 Oct - 7 Oct
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
Private townhouse near downtown and state park
2 bedrooms, WiFi

Private townhouse near downtown and state park

9.4 out of 10, Exceptional, (11)
"Great little spot in a perfect location for us"
The price is AU$470
includes taxes & fees
7 Oct - 8 Oct
Private townhouse near downtown and state park
JVA LUXURY HOUSING
Private kitchen

JVA LUXURY HOUSING

The price is AU$758
includes taxes & fees
14 Oct - 15 Oct
JVA LUXURY HOUSING
Entire two-unit four-story townhouse, for multi-family vacations; free parking
Fridge, microwave, oven, stovetop

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

9.6 out of 10, Exceptional, (10)
"Good place to stay, well kept, spacious and updated. "
The price is AU$1,225
includes taxes & fees
6 Oct - 7 Oct
Entire two-unit four-story townhouse, for multi-family vacations; free parking
5-bedroom vacation home 5 minutes from historic Charlestown
Sun-loungers, beach towels

5-bedroom vacation home 5 minutes from historic Charlestown

9.8 out of 10, Exceptional, (145)
"Nice property with amazing views. Celebrated college graduation with family. Young ones had fun looking at ducks. Plenty of room for a large group."
The price is AU$927
includes taxes & fees
8 Oct - 9 Oct
5-bedroom vacation home 5 minutes from historic Charlestown
New Construction townhome close to everything downtown w/transparent pricing
Property grounds

New Construction townhome close to everything downtown w/transparent pricing

9.8 out of 10, Exceptional, (17)
"Very nice and clean. We do work on Fire Apparatus in the area and this will be my go to spot when in the area."
The price is AU$334
includes taxes & fees
12 Oct - 13 Oct
New Construction townhome close to everything downtown w/transparent pricing
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
"It was very home feeling! "
Jennifer 1-night trip
Posted 2 hours ago
Sheraton Suites Wilmington Downtown

Find out more about Middletown

Find out more about Middletown

Middletown Holiday Homes information

Number of reviews
16,220
Accommodation
192 Holiday Homes
Lowest Price
AU$121
Highest Price
AU$254

Explore a world of travel with Expedia

Explore a world of travel with Expedia