House
9.6(17 Reviews)
2 Bedrooms
6 Guests
Parking
Balcony/Terrace
Kitchen
Air Conditioner
US $198/Night
7 Nights - US $1,384
Middletown, DE Cottage Rentals & Holiday Homes
Find the best cottages in Middletown - We found 29 exact matches
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Compare Cottage Rentals in Middletown
9.6
Bed & Breakfast
10.0(20 Reviews)
1 Bedroom
2 Guests
Breakfast- Parking
- Balcony/Terrace
View
US $254/Night
7 Nights - US $1,776
Bed & Breakfast
10.0(90 Reviews)
1 Bedroom
- Breakfast
Pool- Balcony/Terrace
- Air Conditioner
US $247/Night
7 Nights - US $1,726
House
9.6(15 Reviews)
3 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $203/Night
7 Nights - US $1,418
Hotel
9.0(230 Reviews)
Private Pool
EV Charge Station- Parking
- Pool
US $191/Night
7 Nights - US $1,335
House
9.4(3 Reviews)
4 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $359/Night
7 Nights - US $2,511
Hotel
8.4(196 Reviews)
- Private Pool
- Parking
- Pool
- Kitchen
US $128/Night
7 Nights - US $897
Apartment
4.0(1 Review)
1 Bedroom
2 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
Internet
US $101/Night
7 Nights - US $709
US $176/Night
7 Nights - US $1,230
House
2 Bedrooms
6 Guests
Child Friendly
US $299/Night
7 Nights - US $2,095
US $83/Night
7 Nights - US $578
House
2 Bedrooms
6 Guests
- Child Friendly
US $168/Night
7 Nights - US $1,179
House
9.4(3 Reviews)
4 Bedrooms
7 Guests
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
US $406/Night
7 Nights - US $2,840
Apartment
9.0(2 Reviews)
8 Bedrooms
2 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $175/Night
7 Nights - US $1,226
House
3 Bedrooms
6 Guests
- Hot Tub
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $617/Night
7 Nights - US $4,322
House
4 Bedrooms
8 Guests
- Hot Tub
- Pool
- Balcony/Terrace
- Kitchen
US $393/Night
7 Nights - US $2,753
House
4 Bedrooms
8 Guests
- Pool
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $304/Night
7 Nights - US $2,131
US $381/Night
7 Nights - US $2,665
House
5.0(1 Review)
2 Bedrooms
3 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Child Friendly
US $78/Night
7 Nights - US $546
House
4 Bedrooms
10 Guests
- Hot Tub
- Parking
- Kitchen
- Air Conditioner
US $379/Night
7 Nights - US $2,650
House
10.0(2 Reviews)
3 Bedrooms
6 Guests
- Air Conditioner
- Internet
Laundry
Bedding/Linens
US $88/Night
7 Nights - US $619
US $415/Night
7 Nights - US $2,906
House
3 Bedrooms
6 Guests
- Air Conditioner
- Laundry
- Bedding/Linens
Security/Safety
US $373/Night
7 Nights - US $2,613
Apartment
2 Bedrooms
2 Guests
- Parking
- Pool
- Internet
- Child Friendly
US $285/Night
7 Nights - US $1,994
About Middletown Cottage Rentals on BedroomVillas
Seeking incredible premium cottages to rent near Middletown? BedroomVillas features more than 29 cottages that are ideal for your next trip. Discover high-end cottage rentals that are a few miles away from the lake or beach. These cottage rentals in Middletown have hot baths, are kid-friendly & family-friendly, and are near top local attractions, to give guests the best travel experience they could ever wish for. BedroomVillas’ cottage listings come in all shapes and sizes for large groups, friends, or couples in Middletown.
Are you planning to travel to a lakeside, beach, or mountain area? Then we've got the places for you. BedroomVilla’s cottage rentals and boutique resorts and rentals offer a great selection, giving you direct access to the owners of these cottage properties, and providing you the best opportunity to find a great price for a great stay.
BedroomVillas offers 29 luxury holiday cottages and places to stay in Middletown. This can be a weekend getaway, spring break, summer vacation, or annual holiday -- all fitting within your budget. Relax with BedroomVillas.
Cottage Rentals: Explore Top Destinations
Frequently Asked Questions About Middletown Rental Cottages
What are the top rated Cottage Rentals 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 Cottage Rentals in Middletown:
How much does it cost to rent a cottage in Middletown?
The average cost for a cottage rental in Middletown is $240 per night. BedroomVillas has a wide list of great cottages near Middletown that would suit your needs. There are single and multiple rooms for solo trips or family vacations.
Are there any cottages in Middletown that allow pets?
Yes, here are the top cottage rentals in Middletown that allow you to bring your pet:
- Luxurious and spacious townhome with all necessary amenities awaits your stay.
- Miller-Dunham House B&B
- Miller-Dunham House Bed & Breakfast
- Spacious and luxurious 3 bed/1.5 bath townhome with free parking, sleeps 6
See all pet-friendly vacation rentals in Middletown on BedroomVillas
Do you have any rental cottages in Middletown that are suitable for families?
Most of our listed cottages are suitable for families. Check out the complete list of cottages in Middletown to find one that works for you.
Are there quality cottages in Middletown that have indoor swimming pools?
As of 2026, the data from BedroomVillas shows that there are Over 29 private swimming pools or cottages with indoor pools in the Middletown area along with other great amenities.
Do any cottages in Middletown have hot tubs?
About 29 cottages in Middletown boast of premium hot tubs. Some of the popular places to stay with hot tubs include:See all holiday vacation rentals in Middletown on BedroomVillas
Are there luxury cottages in Middletown?
Yes, there are luxury cottages in Middletown. Find more luxury, lakefront, winter, & last-minute cottage rentals near Middletown.
