Middletown Ski Chalets
1550 ft²
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $254/Night
For 7 Nights CA $1,781
269.1 ft²
2 Guests
1 Bedroom
1 Bathroom
Free Cancellation
Bed & Breakfast
- Oceanfront
- Fireplace/Heating
- Ocean View
CA $333/Night
For 7 Nights CA $2,328
1 Bedroom
1 Bathroom
Family Friendly
Bed & Breakfast
- Pool
- Balcony/Terrace
- Breakfast
CA $336/Night
For 7 Nights CA $2,354
1400 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $802/Night
For 7 Nights CA $5,616
1399.31 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Free Cancellation
House
- Fireplace/Heating
- Balcony/Terrace
- View
CA $996/Night
For 7 Nights CA $6,975
1 Bathroom
Family Friendly
Hotel
- Pool
- Breakfast
- Kitchen
CA $165/Night
For 7 Nights CA $1,155
2270 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
CA $592/Night
For 7 Nights CA $4,143
2949.31 ft²
9 Guests
1 Bedroom
3 Bathrooms
Free Cancellation
Apartment
- Balcony/Terrace
- Parking
- Air Conditioner
CA $273/Night
For 7 Nights CA $1,909
1 Bathroom
Couples Retreat
Hotel
- Pool
- Breakfast
- Air Conditioner
CA $150/Night
For 7 Nights CA $1,049
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
CA $263/Night
For 7 Nights CA $1,841
333.68 ft²
10 Bathrooms
Family Friendly
Hotel
- Private Pool
- Fireplace/Heating
- Pool
CA $207/Night
For 7 Nights CA $1,448
7 Guests
4 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
CA $558/Night
For 7 Nights CA $3,903
Why Choose Rent By Owner for your Middletown Ski Chalets?
What makes our Ski Chalets 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 Ski Chalets
What's our booking process?
Our platform allows you to browse a curated selection of ski chalets. 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 Ski Chalets Amenities
What amenities can you expect?
Our Ski Chalets 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 Ski Chalets
1. What are the top Ski Chalets 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 Ski Chalets in Middletown:
2. How many Ski Chalets are available in Middletown?
Currently, the total number of properties listed by RBO in 2026 is over 26 in the Middletown area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Middletown.
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3165 ft²
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- Hot Tub
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