Middlesboro Ski Chalets
Apartment
10.0(11 Reviews)
2 Bedrooms
1 Bath
4 Guests
900 ft²
Fireplace/Heating
Ocean View
View
Kitchen
US $167/Night
7 Nights - US $1,167
House
10.0(7 Reviews)
1 Bedroom
2 Baths
21 Guests
1797.57 ft²
- View
Pet Friendly
Parking
Air Conditioner
US $254/Night
7 Nights - US $1,781
Hotel
9.6(722 Reviews)
1 Bath
Pool
Balcony/Terrace
Breakfast- Kitchen
US $157/Night
7 Nights - US $1,096
Apartment
9.8(28 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $169/Night
7 Nights - US $1,182
Apartment
9.5(4 Reviews)
2 Bedrooms
1 Bath
4 Guests
904.17 ft²
- Balcony/Terrace
- Parking
- Air Conditioner
Internet
US $178/Night
7 Nights - US $1,246
Cottage
9.2(46 Reviews)
2 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $187/Night
7 Nights - US $1,308
House
8.0(5 Reviews)
1 Bedroom
2 Baths
8 Guests
16145.86 ft²
- Balcony/Terrace
- Pet Friendly
- Parking
- Air Conditioner
US $199/Night
7 Nights - US $1,394
House
9.8(98 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $255/Night
7 Nights - US $1,784
Villa
1 Bedroom
2 Baths
12 Guests
1797.57 ft²
- Pet Friendly
- Parking
- Air Conditioner
- Internet
US $222/Night
7 Nights - US $1,552
House
9.6(36 Reviews)
3 Bedrooms
2 Baths
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $207/Night
7 Nights - US $1,452
House
1 Bedroom
1 Bath
10 Guests
21527.82 ft²
- Fireplace/Heating
- Pet Friendly
- Internet
Security/Safety
US $331/Night
7 Nights - US $2,319
House
10.0(16 Reviews)
4 Bedrooms
2 Baths
10 Guests
1850 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $230/Night
7 Nights - US $1,613
Why Choose Rent By Owner for your Middlesboro 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 Middlesboro
How to Book Your Middlesboro 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 Middlesboro
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 Middlesboro, KY
Middlesboro ARH Hospital
Middlesboro Mall
Bell County Historical Society Museum
Cumberland Gap National Historical Park
Frequently Asked Questions About Middlesboro Rental Ski Chalets
1. What are the top Ski Chalets in Middlesboro?
There are a lot of options in Middlesboro. If you plan on staying in the Middlesboro area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Ski Chalets in Middlesboro:
2. How many Ski Chalets are available in Middlesboro?
Currently, the total number of properties listed by RBO in 2026 is over 35 in the Middlesboro area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Middlesboro.
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House
10.0(33 Reviews)
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House
9.8(6 Reviews)
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8 Guests
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House
5.0(5 Reviews)
5 Bedrooms
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House
4.9(17 Reviews)
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10 Guests
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- Internet
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7 Nights - US $1,239
House
5.0(1 Review)
8 Bedrooms
8 Baths
22 Guests
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- Balcony/Terrace
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- Air Conditioner
US $1,000/Night
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