Middletown Vacation Rentals

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Check prices for these dates

In two weeks
Apr 10 - Apr 12
In two months
May 22 - May 24
In three months
Jun 19 - Jun 21
In four months
Jul 17 - Jul 19

Our top choices for Middletown vacation rentals

Interior

Heated Pool • Private Backyard • Home Theater

Heated Pool • Private Backyard • Home Theater
Middletown
The price is ￥23,749
￥92,150 total
includes taxes & fees
Apr 14 - Apr 15
Heated Pool • Private Backyard • Home Theater
Exterior

Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (40 reviews)
"This place is out in the country, but a short distance to lots of places we wanted to see, shop at, visit."
United States
Richard
The price is ￥11,108
￥17,662 total
includes taxes & fees
Apr 1 - Apr 2
Country Get Away Studio Apartment
Marina

Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.0 out of 10, Wonderful, (20 reviews)
"Cleaned, beautifully decorated, not like a rental but more like a home!"
United States
Manjetjola P.
The price is ￥17,139
￥43,399 total
includes taxes & fees
Apr 8 - Apr 9
Historic Chesapeake City Stay
1 bedroom

Summer Rustic Camping with AC and King Bed

Summer Rustic Camping with AC and King Bed
Elkton
9.8 out of 10, Exceptional, (6 reviews)
"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."
United States
Rees L.
The price is ￥11,914
￥24,856 total
includes taxes & fees
Mar 27 - Mar 28
Summer Rustic Camping with AC and King Bed
Fridge, microwave, oven, stovetop

Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
Wilmington
8.8 out of 10, Excellent, (20 reviews)
"Host was very responsive when emailed through the app. We had a very nice stay. Would stay here again. "
United States
Vinny C.
The price is ￥15,710
￥27,526 total
includes taxes & fees
Mar 29 - Mar 30
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
Exterior

Guest Suite for up to 2 in a Victorian on the Chester River

Guest Suite for up to 2 in a Victorian on the Chester River
Millington
9.6 out of 10, Exceptional, (20 reviews)
"So pleased with all aspects of my stay. Clean, Comfortable, Quiet, Amenities all beyond expectation."
United States
Cynthia C.
The price is ￥10,791
￥19,849 total
includes taxes & fees
Apr 1 - Apr 2
Guest Suite for up to 2 in a Victorian on the Chester River
Smart TV

Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
Elkton
9.8 out of 10, Exceptional, (8 reviews)
"Clean and comfortable. Very nice stay in the country!"
United States
Daniel B.
The price is ￥19,043
￥25,568 total
includes taxes & fees
Mar 27 - Mar 28
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
Dining

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, (21 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 ￥42,318
￥66,697 total
includes taxes & fees
Apr 8 - Apr 9
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Interior

Cozy loft above ink shop

Cozy loft above ink shop
Bear
9.6 out of 10, Exceptional, (9 reviews)
"Second time staying in as many weeks. Place is spot on for what we needed for our quick trips. Close to food and shopping as well as easy access to highways if needed."
United States
Jeffrey R.
The price is ￥15,710
￥19,592 total
includes taxes & fees
Apr 8 - Apr 9
Cozy loft above ink shop
Living area

Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace

Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace
Havre de Grace
10.0 out of 10, Exceptional, (5 reviews)
"It is a warm and welcoming little home away from home. We will be back!"
United States
Brittany C.
The price is ￥25,391
￥34,518 total
includes taxes & fees
Apr 9 - Apr 10
Cozy 2-bedroom apartment with WiFi, AC in charming Havre de Grace
Terrace/patio

Amazing Modern house with a full kitchen and parking

Amazing Modern house with a full kitchen and parking
Smyrna
9.2 out of 10, Wonderful, (9 reviews)
"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "
United States
Laurie S.
The price is ￥18,792
￥44,981 total
includes taxes & fees
Mar 30 - Mar 31
Amazing Modern house with a full kitchen and parking
Exterior

Thunder Hill Retreat - Spacious/Deck/Hot tub

Thunder Hill Retreat - Spacious/Deck/Hot tub
Lincoln University
10.0 out of 10, Exceptional, (19 reviews)
"The house is very spacious with comfortable beds and numerous activities and games for the family. The hot tub was a feature we all truly enjoyed, especially while watching the snow come down.The location is very tranquil and the views are beautiful!The owner is very responsive to messages and was understanding when one of us had an issue requiring a later checkout. We would definitely book a future stay at Thunderhill!"
United States
Heather W.
The price is ￥28,593
￥71,895 total
includes taxes & fees
Mar 31 - Apr 1
Thunder Hill Retreat - Spacious/Deck/Hot tub
Outdoor dining

Amish Countryside Escape at Forest Edge Farm

Amish Countryside Escape at Forest Edge Farm
Nottingham
10.0 out of 10, Exceptional, (1 review)
The price is ￥18,808
￥32,547 total
includes taxes & fees
Apr 13 - Apr 14
Amish Countryside Escape at Forest Edge Farm
Sun loungers, beach towels

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, (148 reviews)
"Magical and made tons of family wedding memories. What a perfect house on the river!! We will be booking again"
United States
Mary D.
The price is ￥40,990
￥82,811 total
includes taxes & fees
Mar 30 - Mar 31
5-bedroom vacation home 5 minutes from historic Charlestown
Property grounds

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, (23 reviews)
"Property was spacious with open kitchen/living room area and 2 bedrooms with their own baths."
United States
Mark F.
The price is ￥22,217
￥44,640 total
includes taxes & fees
Mar 30 - Mar 31
New Construction townhome close to everything downtown w/transparent pricing
Fridge, microwave, oven, stovetop

Quarry Landing - Center of Town & River View - 3 Bedroom

Quarry Landing - Center of Town & River View - 3 Bedroom
Port Deposit
10.0 out of 10, Exceptional, (11 reviews)
"Was a great stay would definitely stay again "
United States
jerel p.
The price is ￥27,893
￥41,224 total
includes taxes & fees
Apr 7 - Apr 8
Quarry Landing - Center of Town & River View - 3 Bedroom
Terrace/patio

High Tide Haven Suite

High Tide Haven Suite
Kent County
The price is ￥27,493
￥31,682 total
includes taxes & fees
Mar 31 - Apr 1
High Tide Haven Suite
Fridge, microwave, oven, stovetop

Welcome to the secluded waterfront oasis

Welcome to the secluded waterfront oasis
Millington
Welcome to the secluded waterfront oasis
Smart TV, fireplace, video games, books

Water front home on the Cohansey River

Water front home on the Cohansey River
Bridgeton
10.0 out of 10, Exceptional, (25 reviews)
"The stay was fantastic, it is right on the river, fishing was good (caught some huge catfish), the pool was A+ for hot days, and we had an overall wonderful time. Kitchen was extremely well stocked, plenty of space for sleeping and hanging out, and a fire under the stars is a special treat we were able to enjoy."
United States
James R.
The price is ￥56,414
￥119,635 total
includes taxes & fees
Mar 30 - Mar 31
Water front home on the Cohansey River
Property grounds

Entire place with private parking

Entire place with private parking
Hilltop
7.6 out of 10, Good, (10 reviews)
"great place very clean. Will stay again loved private parking "
United States
kennya J.
The price is ￥16,662
￥26,141 total
includes taxes & fees
Mar 31 - Apr 1
Entire place with private 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.
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Top Middletown Hotel Reviews

Red Roof Inn PLUS+ Wilmington - Newark

Red Roof Inn PLUS+ Wilmington - Newark

10/10 Excellent
"Inexpensive option "
Robert 1-night trip
Posted 23 hours ago
Red Roof Inn PLUS+ Wilmington - Newark

Find out more about Middletown

Search for holiday rentals in Middletown on Expedia! You can easily find your home rentals, villas, holiday apartments in Middletown using one of the methods below:

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Look no further and take a look at our great range of rental properties in Middletown!

Frequently asked questions

Can I find a vacation rental in Middletown?

Yes, you can find vacation rentals in Middletown close to Frightland, or you can choose a secluded option if you're looking for extra privacy while you relax. Our travelers say Middletown has a good selection of restaurants. Make sure you have time to check out the festivals and churches during your trip.

What are some of the best vacation rentals that Middletown has to offer?

Charming 2-bedroom house with WiFi, AC in marvelous Wilmington: This vacation home rental near Middletown offers a garden, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Middletown?

With 6 Expedia vacation rentals, you're sure to find just the right place for your Middletown stay.

What can I see and do in Middletown?

Cultural attractions include Everett Theatre and The Everett Annex, whereas Frightland is just one of the family-friendly sights. While here, Middletown Historic District and Middletown Town Hall are other places worth a visit.

What are vacation rentals like in Middletown?

Vacation rentals are private accommodations you can stay in for several days or more in Middletown. Vacation rentals provide amenities such as kitchens and laundry facilities so your stay will be comfortable. If you're concerned about a clean environment, vacation rentals can offer a sense of safety away from shared hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular choice for family gatherings.