Vacation rentals in Middletown

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Top-rated vacation rentals in Middletown

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guest suite in Smyrna

4.82 out of 5 average rating, 112 reviews

King's Landing, Simple & Unique

Our charming home, built circa 1800's, updated with addition's in the 1930's and brought into the 21st century, totally revamped and modernized, 2020. Located within walking distance of downtown Historical Smyrna, where charming pubs and stores await you. Enter your quarters, through the 'Milk Room', pass your private full bath, by the spiral staircase to your spacious private bedroom suite, nestled below a cathedral ceiling on the second floor. Oh, Dover Downs and Wesley college are close by

Apr 10 – 17

ﺩ.ﺇ524 per night
Guest favorite

Townhouse in Rising Sun

4.8 out of 5 average rating, 127 reviews

Small Town Vibes

Relax during your stay in a fully remodeled town home in the center of Small Town Rising Sun MD! There is so much to offer with the location and renovations of this town home… Local coffee shops, Grocery Store and restaurants in walking distance to quaint historical downtown Main Street. Also many actives are in the area like Ripken Stadium, an art studio and so much more! WiFi and basic necessity’s will always be included during your stay. We welcome you to come stay and relax while visiting!

Aug 27 – Sep 3

ﺩ.ﺇ376 per night
Guest favorite

Guest suite in Newark

4.99 out of 5 average rating, 166 reviews

Spacious, light filled studio 2 blocks from UDel

Our quiet, private studio is located in the historic Old Newark neighborhood, next to the Univ of Delaware, only a few minutes' walk to the center of downtown Newark. Newark is a thriving college town with restaurants, history museum, library, small stores erc. The studio is in a quiet, friendly, safe, historic and walkable neighborhood. If you are looking for privacy and serenity in this charming town, this is the place! Guests describe our studio as immaculately clean, private and calming.

Apr 21 – 28

ﺩ.ﺇ400 per night

Popular amenities for Middletown vacation rentals

Stay near Middletown's top sights

Texas Roadhouse11 locals recommend
Westown Movies5 locals recommend
Crooked Hammock Brewery8 locals recommend

Other great vacation rentals in Middletown

Guest favorite

Apartment in Chesapeake City

4.95 out of 5 average rating, 63 reviews

hygge haven: hygge= happy + cozy

Jun 19 – 26

ﺩ.ﺇ528 per night
Guest favorite

Home in Newark

4.97 out of 5 average rating, 71 reviews

2 BR/1 BA/Office University of DE

Aug 3 – 10

ﺩ.ﺇ523 per night
Guest favorite

Guest suite in Newark

5.0 out of 5 average rating, 56 reviews

Inviting, comfortable & private suite near Univ.

Sep 10 – 17

ﺩ.ﺇ415 per night
Guest favorite

Apartment in Elkton

4.98 out of 5 average rating, 53 reviews

Short Term Water Oriented Furnished Apartment

Aug 28 – Sep 4

ﺩ.ﺇ489 per night
Guest favorite

Guest suite in Newark

4.97 out of 5 average rating, 77 reviews

Fully equipped Basement suite - Near UD / Main St.

May 13 – 20

ﺩ.ﺇ389 per night
Guest favorite

Guesthouse in Elk Mills

4.97 out of 5 average rating, 37 reviews

Private Country Guesthouse Getaway Minutes from UD

Aug 6 – 13

ﺩ.ﺇ481 per night
Guest favorite

Home in Bear

4.94 out of 5 average rating, 18 reviews

Modern, Spacious & Great Location

Aug 13 – 20

ﺩ.ﺇ2,283 per night
Guest favorite

Guesthouse in Newark

5.0 out of 5 average rating, 27 reviews

Charming Fully Equipped Private Guesthouse

Jul 17 – 24

ﺩ.ﺇ380 per night
Guest favorite

Cottage in Charlestown

4.98 out of 5 average rating, 43 reviews

Long Beach Cottage, (romantic couple’s getaway)

Nov 26 – Dec 3

ﺩ.ﺇ1,699 per night
Guest favorite

Apartment in Kent County

4.92 out of 5 average rating, 73 reviews

Furnished country apartment!

Oct 24 – 31

ﺩ.ﺇ364 per night
Guest favorite

Home in Newark

4.93 out of 5 average rating, 55 reviews

Spacious House near Univ DE & Christiana 1894 Sqft

May 7 – 14

ﺩ.ﺇ679 per night
Guest favorite

Home in Delaware City

4.9 out of 5 average rating, 10 reviews

Delaware City Oasis|Indoor Heated Pool

Jan 14 – 21

ﺩ.ﺇ2,533 per night

Quick stats about vacation rentals in Middletown

Total rentals

10 properties

Local attractions

Walmart Supercenter, Texas Roadhouse, and Westown Movies

Popular amenities

Kitchen, Wifi, and Pool

Wifi availability

10 properties include access to wifi

Total number of reviews

70 reviews

Nightly prices starting at

ﺩ.ﺇ184 before taxes and fees

Destinations to explore

  1. Airbnb
  2. United States
  3. Delaware
  4. New Castle County
  5. Middletown