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Compare 151 Vacation Homes in Middletown with updated reviews, rates, and availability.

Oaxaca, a private room with private entrance
9.0 out of 10, Wonderful, (8)
"Ms Laura is such a great hostess. The room is so comfy and clean. We hope to stay again.. :)"
The price is $75
$115 total
includes taxes & fees
Jun 2 - Jun 3
Oaxaca, a private room with private entrance
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
10.0 out of 10, Exceptional, (52)
"My family of 4 stayed here. So many things to do outside-truly a good time. So many games and accessories to have an easy good time. Would definitely stay at this place again."
350 Acre Waterfront Farm; High Speed Internet, Pool, Pickleball & Private Dock
Newly Renovated 4 bedroom home W/big yard and driveway
2.0 out of 10, (1)
"We pulled up to the neighborhood in the early evening and oh my it was not a safe place. We stayed the first night with few options to leave so late. The kitchen sink hot water was not hot and the dishes were not clean in the cabinets. We witnessed illicit activity on the street outside. Also there was people screaming and shining lights in windows all night. We obviously did not feel safe to stay and left terrified in the morning. Not a place to stay with children or if you value your vehicle...
Newly Renovated 4 bedroom home W/big yard and driveway
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Water-view cabin on 13 acres with private hot tub & kayaks - dog-friendly
8.0 out of 10, Very Good, (1)
"A little hard to find but once you do a comfortable stay with gorgeous sunrises awaits you. Plenty of room and a wonderful kitchen."
Water-view cabin on 13 acres with private hot tub & kayaks - dog-friendly
Villa with hot tub on Ash Lane
The price is $325
$703 total
includes taxes & fees
Jun 16 - Jun 17
Villa with hot tub on Ash Lane
Waterfront Home with Private Dock, Eastern shore, Betterton Chestertown MD.
9.8 out of 10, Exceptional, (80)
"House was fine. Odd they did not provide sheets. Was difficult for folks who came from far away. But the house was lovely and we enjoyed our time there!!"
Waterfront Home with Private Dock, Eastern shore, Betterton Chestertown MD.
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
9.8 out of 10, Exceptional, (87)
"Very nice"
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
8.0 out of 10, Very Good, (6)
"Beautiful house! Large house with plenty of room for everyone! Great deck and basement area. Property Manager was accomodating and professional. Would definitely stay again!"
Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
Amazing Modern house with a full kitchen and parking
Amazing Modern house with a full kitchen and parking
Beachfront Sunsets on the Water at Oakwood Beach
10.0 out of 10, Exceptional, (19)
"The location was great for us because it was relatively close to Newark, DE and Philadelphia. Water views were great from so much of the house and owners had thought of every possible touch to make people feel at home. There were plenty of outlets, chargers, TVs, tables & chairs, hooks in bathrooms, nightlights, etc. The fridge was free of all sorts of open condiments that are probably supposed to be helpful for guests but that drive my husband crazy as they've taken up half the fridge in the...
Beachfront Sunsets on the Water at Oakwood Beach
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
9.8 out of 10, Exceptional, (27)
"This location was perfect for our stay during a bass tournament on the upper bay. boa parking was great and very secure compared to hotels. SAhelly was very accomadating"
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
9.6 out of 10, Exceptional, (154)
"The property was beautiful and just as described. The property managers were quick to respond and very helpful. We truly enjoyed our stay."
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
Historic home in the heart of Main Street- walkable to shops and restaurants
10.0 out of 10, Exceptional, (7)
"Way to make us feel welcome. From the accommodations to the amenities this property is a vrbo treasure. The owners exceeded our expectations in every way."
Historic home in the heart of Main Street- walkable to shops and restaurants
Hidden Gem! - Downtown
2.0 out of 10, (1)
Hidden Gem! - Downtown
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
10.0 out of 10, Exceptional, (3)
"Lark’s Nest was a cute little place! Very clean! The view from the patio was stunning, and if you’re a bird lover you will be in your glory! Bring your binoculars and sit on the deck and wait! House was well equipped with most everything you would need! Host was very quick to write back when asked a question! First time in this area and hopefully be back again in the future!"
Lark's Nest on the Chester River. Spacious, waterfront home with private dock.
Private townhouse near downtown and state park
10.0 out of 10, Exceptional, (4)
"Property was extremely clean!"
The price is $179
$346 total
includes taxes & fees
Jun 12 - Jun 13
Private townhouse near downtown and state park
Guest Suite for up to 2 in a Victorian on the Chester River
The price is $68
$125 total
includes taxes & fees
Jun 10 - Jun 11
Guest Suite for up to 2 in a Victorian on the Chester River
Chesapeake Point | Waterfront w/ HOT TUB + Beach!
9.8 out of 10, Exceptional, (11)
"We had a great time here. House is beautiful and was very peaceful to be right on the lake!"
Chesapeake Point | Waterfront w/ HOT TUB + Beach!
Home Sweet Home @Trolley Square!<br><br>https://goo.gl/maps/f1XX68qiTRCU7eFk7<br>
9.8 out of 10, Exceptional, (11)
"The house was clean and in a good neighborhood. It was walking distance to grocery store and restaurants. It was not as well stocked as I’ve experienced in the past. There was very little soap at the bathroom sinks and no blender. But overall we had a good stay."
Home Sweet Home @Trolley Square!<br><br>https://goo.gl/maps/f1XX68qiTRCU7eFk7<br>
Spacious 1Br Apt! Great location to explore Downtown Wilmington
9.2 out of 10, Wonderful, (7)
"Great host. Ideal location."
Spacious 1Br Apt! Great location to explore Downtown Wilmington
Don't see what you're looking for?
See all available properties in Middletown
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.

Other property types in Middletown

Oaxaca, a private room with private entrance
9.0 out of 10, Wonderful, (8)
"Ms Laura is such a great hostess. The room is so comfy and clean. We hope to stay again.. :)"
The price is $75
$115 total
includes taxes & fees
Jun 2 - Jun 3
Oaxaca, a private room with private entrance
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
9.8 out of 10, Exceptional, (36)
"Waterview cottage is comfortable and very clean. The accommodations look new and we had good sleep. The kitchen has most of the necessary equipment for meal preparation. A baking sheet pan is needed. WiFi and Roku TV was excellent. The primary bedroom bed was so tall/high my wife could not get in or out of it. That necessitated sleeping in the 2 twins. Plus, one of the twins was missing the top mini mattress. The view is mostly of the neighborhood street, nearby homes and their roofs and a small...
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Historic Chesapeake City Stay
8.0 out of 10, Very Good, (1)
"The place overall is very simple and nice. The bed was a little uncomfortable And decided to not stay the extra night and come home and use my own bed. Overall, very clean very nice."
The price is $120
$242 total
includes taxes & fees
Jun 2 - Jun 3
Historic Chesapeake City Stay
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.

Middletown Vacation Homes information

Number of reviews
406
Accommodation
151 Vacation Homes
Lowest Price
$68
Highest Price
$325

Recent reviews of Middletown hotels
Expedia verified reviews