Middletown Cottage Rentals
House
9.6(12 Reviews)
2 Bedrooms
1 Bath
6 Guests
1550 ft²
Fireplace/Heating
Balcony/Terrace
Kitchen
Parking
CA $258/Night
7 Nights - CA $1,804
Bed & Breakfast
10.0(20 Reviews)
1 Bedroom
1 Bath
2 Guests
269.1 ft²
Oceanfront- Fireplace/Heating
Ocean View- Balcony/Terrace
CA $337/Night
7 Nights - CA $2,357
Bed & Breakfast
10.0(86 Reviews)
1 Bedroom
1 Bath
Pool- Balcony/Terrace
Breakfast
Air Conditioner
CA $341/Night
7 Nights - CA $2,383
House
9.6(4 Reviews)
2 Bedrooms
2 Baths
4 Guests
1400 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
CA $785/Night
7 Nights - CA $5,498
New
Apartment
10.0(1 Review)
4 Bedrooms
3 Baths
9 Guests
2949.31 ft²
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
CA $426/Night
7 Nights - CA $2,983
House
9.8(81 Reviews)
3 Bedrooms
2 Baths
6 Guests
2270 ft²
Private Pool
Hot Tub- Fireplace/Heating
- Pool
CA $675/Night
7 Nights - CA $4,726
Apartment
9.8(7 Reviews)
2 Bedrooms
2 Baths
4 Guests
1399.31 ft²
- Fireplace/Heating
- Balcony/Terrace
View- Parking
CA $1,009/Night
7 Nights - CA $7,063
House
9.6(11 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $262/Night
7 Nights - CA $1,835
New
Apartment
1 Bedroom
3 Baths
9 Guests
2949.31 ft²
- Balcony/Terrace
- Parking
- Air Conditioner
Internet
CA $276/Night
7 Nights - CA $1,933
House
4 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
CA $459/Night
7 Nights - CA $3,215
Hotel
9.1(200 Reviews)
10 Baths
333.68 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Parking
CA $209/Night
7 Nights - CA $1,467
CA $173/Night
7 Nights - CA $1,212
Why Choose Rent By Owner for your Middletown Cottage Rentals?
What makes our Cottage Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Middletown
How to Book Your Middletown Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Middletown
Common Cottage Rentals Amenities
What amenities can you expect?
Our Cottage Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Other Places to Stay in Middletown, DE
Port Penn
Frog Hollow Golf Club
Back Creek Golf Club
Frightland
Dutch Country Farmers Market
Your Creation Station
Frequently Asked Questions About Middletown Rental Cottages
1. What are the top Cottages in Middletown?
There are a lot of options in Middletown. If you plan on staying in the Middletown area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Cottages in Middletown:
2. How many Cottages are available in Middletown?
Currently, the total number of properties listed by RBO in 2026 is over 28 in the Middletown area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Middletown.
More Rentals You May Like Near Middletown
Hotel
8.9(241 Reviews)
1 Bath
- Private Pool
- Pool
- Balcony/Terrace
- Parking
CA $328/Night
7 Nights - CA $2,298
Apartment
4.0(1 Review)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $140/Night
7 Nights - CA $979
Hotel
8.4(189 Reviews)
1 Bath
322.92 ft²
- Private Pool
- Oceanfront
- Hot Tub
- Fireplace/Heating
CA $352/Night
7 Nights - CA $2,462
House
9.4(3 Reviews)
4 Bedrooms
3 Baths
7 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
CA $560/Night
7 Nights - CA $3,922
Hotel
7.9(94 Reviews)
1 Bath
685.3 ft²
- Parking
- Internet
Child Friendly
Restaurant
CA $133/Night
7 Nights - CA $932
Apartment
9.0(2 Reviews)
8 Bedrooms
2 Baths
2 Guests
1 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
CA $242/Night
7 Nights - CA $1,693
House
3 Bedrooms
2 Baths
6 Guests
3200 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $853/Night
7 Nights - CA $5,968
House
4 Bedrooms
3 Baths
8 Guests
3240 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $543/Night
7 Nights - CA $3,802
House
5.0(1 Review)
2 Bedrooms
1 Bath
3 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
CA $108/Night
7 Nights - CA $754
House
4 Bedrooms
3 Baths
10 Guests
3165 ft²
- Hot Tub
- Fireplace/Heating
- Pet Friendly
- Kitchen
CA $523/Night
7 Nights - CA $3,659
House
10.0(2 Reviews)
3 Bedrooms
4 Baths
6 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
CA $122/Night
7 Nights - CA $855
New
House
4 Bedrooms
3 Baths
9 Guests
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
CA $809/Night
7 Nights - CA $5,665
