Photo by Michelle Gonzalez

Search Vacation Homes in Middletown

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Compare 132 Vacation Homes in Middletown with updated reviews, rates, and availability.

New Construction townhome close to everything downtown w/transparent pricing

9.8 out of 10, Exceptional, (15)
"Beautiful home. Lisa was so lovely to specially set up a room for my 86 year old mother! We would not hesitate to stay again!!"
The price is SAR 619
SAR 771 total
includes taxes & fees
12 Feb - 13 Feb
New Construction townhome close to everything downtown w/transparent pricing

Cozy 5 bedroom house with attached guest suite

Cozy 5 bedroom house with attached guest suite

Beautiful Brick-Wall House in Historic Newcastle

7.6 out of 10, Good, (10)
"The location was ideal considering it was located at a reasonable distances to all places I had to go to. Short or moderate drive to about 5 different locations."
Beautiful Brick-Wall House in Historic Newcastle

Beachfront Sunsets on the Water at Oakwood Beach

10.0 out of 10, Exceptional, (31)
"We had a nice visit to this beautiful, waterfront home, and appreciated the host very much. The views from the beach were lovely. Unfortunately, we were woken several times overnight one night by ships’ foghorns as they passed by- every few hours. Even the white noise machines (a thoughtful touch) didn’t help. Not sure how to predict when the ships come through, but we slept soundly the second of our two nights there. The area is otherwise very quiet- we barely saw anyone else around. The...
Beachfront Sunsets on the Water at Oakwood Beach

Cozy Farmhouse in Greenville, DE

10.0 out of 10, Exceptional, (15)
"Our family absolutely loved this rental. We holed up here right after the New Year, and it was absolutely perfect for 6 of us! It was spacious enough for all of us to find our own space, while also being designed in a way that provided plenty of options for us to gather and be together. Everything was easy to operate (like the roaring fireplace, which we loved!), and the kitchen/all the rooms were well stocked with all the creature comforts. We'd gladly stay here again, and hope we have the...
Cozy Farmhouse in Greenville, DE

Spacious North East Home w/ Fenced Yard & Fire Pit

10.0 out of 10, Exceptional, (7)
"Very clean house. Great rooms, would stay again "
Spacious North East Home w/ Fenced Yard & Fire Pit

Wilmington Comfort 4 Min to Riverfront fenced yard

9.2 out of 10, Wonderful, (20)
"Host was helpful with great communication. Property was clean, spaceous and pet friendly. Great experience over all. Only negative feedback to provide is the neighborhood did not feel safe. "
Wilmington Comfort 4 Min to Riverfront fenced yard

Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

9.8 out of 10, Exceptional, (34)
"Our family stayed here for 5 nights. The house was updated and beautiful! It was stocked with all of our basic needs and the owners quickly responded to any questions, as well as provided suggestions for local places to check out. We especially enjoyed hiking area trails, including the lighthouse, and walking and shopping in North East. It was an enjoyable and relaxing stay. Thank you for your hospitality!"
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

Clean Sanitized upscale suite. One or two beds. Private Bath

9.4 out of 10, Exceptional, (10)
"Had a great stay. Host was very communicative and check in was a breeze. There’s a main bedroom with a tv and couch mini fridge coffee maker and microwave, a bathroom and then a side room with a couch (with a pull out bed) and tv. My only criticism is that the second room is attached to a shared kitchen with only a curtain for separation. If it had been a lockable door on our end it would be a perfect stay. "
The price is SAR 315
SAR 551 total
includes taxes & fees
11 Feb - 12 Feb
Clean Sanitized upscale suite. One or two beds. Private Bath

Chesapeake City Quiet Overlook

10.0 out of 10, Exceptional, (13)
"This home was amazing. Nicely decorated for the holiday. Labels on kitchen cavinets. Host was easy to communicate with. Fast responses. doors made it easy to find things (huge kitchen). "
Chesapeake City Quiet Overlook

Cozy 2-bedroom in downtown Wilmington, perfect for work-related or leisure stay.

5.0 out of 10, (2)
"First impression of the “hood” was scary. Unit is what appears to be part of a housing “project “. But, we decided to go in and check it out before making any rash decisions. We were delighted to walk into a cute little town house with nice furniture, a huge TV ! This is a split level unit and not at all ADA/wheelchair accessible. Unit has downstairs living room, dining room and kitchen. Up a very narrow and steep staircase are 2 bedrooms and the only bathroom. Unit is clean and appears to be...
Cozy 2-bedroom in downtown Wilmington, perfect for work-related or leisure stay.

Super cute 3 bedroom remodeled townhouse near downtown Wilmington

9.0 out of 10, Wonderful, (12)
"Easy to locate & use street parking. The neighborhood seemed a bit rough, most neighbors were welcoming. 3 large bedrooms rare find at this pricepoint. The bed were fine but springs poked a bit. were poking and not super comfy. "
Super cute 3 bedroom remodeled townhouse near downtown Wilmington

Luxurious and spacious townhome with all necessary amenities awaits your stay.

9.6 out of 10, Exceptional, (7)
"Awesome three weeks"
Luxurious and spacious townhome with all necessary amenities awaits your stay.

Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach

9.6 out of 10, Exceptional, (36)
"We had a great time at the house with friends from our apartment building and neighborhood for the long Thanksgiving weekend. Debbie and Bob had everything we needed to cook with, the porch overlooking the Bay was amazing, and the living room, TV room and dining room were all used frequently. We also played games, and had a nice fire in the portable fire pit outside. Weather got coooold but the house was always warm and cozy. It was a really fun stay. The bedrooms were great, too. They've taken...
Historic Waterfront Home with Chesapeake Bay View. Sleeps 9. Close to the Beach

Right in the center of everywhere in Dover

8.0 out of 10, Very Good, (3)
"Everything was nice enough space for everyone to sleep comfortably."
Right in the center of everywhere in Dover

Welcome to Your Perfect Getaway! Close to Wilmington, Newark, and Philadelphia!

2.0 star property
10.0 out of 10, Exceptional, (1)
"Stayed here with my 84 year old father and 4 teenagers. Dad enjoyed his space on the entry level, which also had it own half bath and thermostat. The rest of us had plenty of room upstairs. The location was great. We were able to get to our family in Wilmington in 20 minutes. The river park was merely a 5 minute walk away and the teenagers enjoyed it very much.....I felt it was safe enough for them to walk by themselves. The management was alsi very easy to communicate with. If we...
Welcome to Your Perfect Getaway! Close to Wilmington, Newark, and Philadelphia!

This house is a 3 bedroom(s), 2 bathrooms, located in Havre de Grace, MD.

10.0 out of 10, Exceptional, (1)
"We had a blast. The home is so beautiful, perfect location. Wonderful homeowners who are very kind. We will definitely be staying again. Thank you. "
This house is a 3 bedroom(s), 2 bathrooms, located in Havre de Grace, MD.

Upper Chesapeake Getaway - Newly Renovated

9.8 out of 10, Exceptional, (13)
"This home is beautifully decorated, making it most inviting and pleasant. The view of the bay was magical! Sitting on the sun porch was so wonderful! The kitchen was the most well equipped kitchen I’ve had the pleasure to use! Thank you for an amazing stay!!"
Upper Chesapeake Getaway - Newly Renovated

Charming 3-bedroom house with AC and WiFi in fabulous Newark

2.0 star property
10.0 out of 10, Exceptional, (1)
"This was a perfect place for family to stay during our wedding. The house was very clean and very well maintained. Would definitely recommend to anyone. Thanks again for letting us use your home. "
Charming 3-bedroom house with AC and WiFi in fabulous Newark

Convenient, spacious 3BR 2.5BA WITH PARKING

10.0 out of 10, Exceptional, (1)
"Very nice townhouse close to lots of stores and restaurants."
Convenient, spacious 3BR 2.5BA WITH 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.
Don't see what you're looking for?
See all available properties in Middletown
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Middletown

New Construction townhome close to everything downtown w/transparent pricing

9.8 out of 10, Exceptional, (15)
"Beautiful home. Lisa was so lovely to specially set up a room for my 86 year old mother! We would not hesitate to stay again!!"
The price is SAR 619
SAR 771 total
includes taxes & fees
12 Feb - 13 Feb
New Construction townhome close to everything downtown w/transparent pricing

Beachfront Sunsets on the Water at Oakwood Beach

10.0 out of 10, Exceptional, (31)
"We had a nice visit to this beautiful, waterfront home, and appreciated the host very much. The views from the beach were lovely. Unfortunately, we were woken several times overnight one night by ships’ foghorns as they passed by- every few hours. Even the white noise machines (a thoughtful touch) didn’t help. Not sure how to predict when the ships come through, but we slept soundly the second of our two nights there. The area is otherwise very quiet- we barely saw anyone else around. The...
Beachfront Sunsets on the Water at Oakwood Beach

Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.

9.4 out of 10, Exceptional, (22)
"Decided to try something different, and luckily found the Dockside Doghouse. Very comfortable, incredibly relaxing."
Fully Equipped Docked Houseboat at Log Pond Marina in Havre de Grace, MD.
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.