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  3. Middletown
  4. Ski Chalets

Middletown Ski Chalets

10.0
Exceptional
(48 Reviews)
1300 ft² 6 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Kitchen
  • Parking
ZA R3,369/Night For 7 Nights ZA R23,582
New
5 Guests 1 Bedroom 1 Bathroom
Other
  • View
  • Pet Friendly
  • Internet
ZA R983/Night For 7 Nights ZA R6,883
9.4
Exceptional
(39 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Hotel
  • Fireplace/Heating
  • Balcony/Terrace
  • Breakfast
ZA R1,047/Night For 7 Nights ZA R7,325
10.0
Exceptional
(28 Reviews)
8 Guests 3 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R3,406/Night For 7 Nights ZA R23,844
9.9
Exceptional
(18 Reviews)
8 Guests 58 Bedrooms 4 Bathrooms
Free Cancellation Hotel
  • Hot Tub
  • Fireplace/Heating
  • Pet Friendly
ZA R6,199/Night For 7 Nights ZA R43,394
8.8
Fabulous
(638 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Hotel
  • Pool
  • Breakfast
  • Kitchen
ZA R1,506/Night For 7 Nights ZA R10,537
10.0
Exceptional
(11 Reviews)
1500 ft² 6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
ZA R5,636/Night For 7 Nights ZA R39,445
7.4
Very Good
(59 Reviews)
28 Guests 61 Bedrooms 1 Bathroom
Family Friendly Hotel
  • Private Pool
  • Pool
  • Pet Friendly
ZA R1,973/Night For 7 Nights ZA R13,815
8.0
Excellent
(536 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Hotel
  • Pool
  • Breakfast
  • Kitchen
ZA R1,250/Night For 7 Nights ZA R8,751
10.0
Exceptional
(5 Reviews)
4 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
ZA R2,518/Night For 7 Nights ZA R17,633
7.0
Very Good
(5 Reviews)
312.16 ft² 16 Guests 51 Bedrooms 6 Bathrooms
Free Cancellation Hotel
  • Private Pool
  • Oceanfront
  • Fireplace/Heating
ZA R1,327/Night For 7 Nights ZA R9,292
7.6
Very Good
(29 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Hotel
  • Pool
  • Breakfast
  • Kitchen
ZA R1,227/Night For 7 Nights ZA R8,587

Why Choose Rent By Owner for your Middletown Ski Chalets?

What makes our Ski Chalets special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Weekly Weather Forecast for Middletown

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.

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

Frequently Asked Questions About Middletown Rental Ski Chalets

1. How many Ski Chalets are available in Middletown?

Currently, the total number of properties listed by RBO in 2026 is over 23 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. 

More Rentals You May Like Near Middletown

10.0
Exceptional
(5 Reviews)
500 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Kitchen
  • Parking
ZA R1,824/Night For 7 Nights ZA R12,766
6.8
Good
(246 Reviews)
310.36 ft² 20 Guests 33 Bedrooms 1 Bathroom
Hotel
  • Private Pool
  • Fireplace/Heating
  • Pool
ZA R1,281/Night For 7 Nights ZA R8,964
6.8
Good
(556 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Hotel
  • Pool
  • Breakfast
  • Kitchen
ZA R866/Night For 7 Nights ZA R6,063
9.6
Exceptional
(10 Reviews)
6 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Pet Friendly
  • Kitchen
  • Parking
ZA R2,401/Night For 7 Nights ZA R16,814
6.7
Good
(123 Reviews)
337.27 ft² 24 Guests 21 Bedrooms 6 Bathrooms
Free Cancellation Hotel
  • Private Pool
  • Fireplace/Heating
  • Pool
ZA R1,059/Night For 7 Nights ZA R7,407
7.0
Very Good
(161 Reviews)
1 Bedroom 1 Bathroom
Family Friendly Hotel
  • Pool
  • Balcony/Terrace
  • Kitchen
ZA R1,237/Night For 7 Nights ZA R8,653
9.0
Exceptional
(2 Reviews)
1728 ft² 9 Guests 4 Bedrooms 2 Bathrooms
Family Friendly House
  • Balcony/Terrace
  • Kitchen
  • Parking
ZA R4,606/Night For 7 Nights ZA R32,234
8.0
Excellent
(1 Review)
500 ft² 2 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Pet Friendly
  • Kitchen
ZA R2,014/Night For 7 Nights ZA R14,093
5.0
Average
(1 Review)
1550 ft² 9 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Pool
  • Pet Friendly
  • Kitchen
ZA R1,967/Night For 7 Nights ZA R13,766
New
1000 ft² 6 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Kitchen
  • Parking
ZA R2,419/Night For 7 Nights ZA R16,928
New
4 Guests 2 Bedrooms 2 Bathrooms
Family Friendly House
  • Air Conditioner
  • Internet
  • Child Friendly
ZA R901/Night For 7 Nights ZA R6,309