Annapolis Ski Chalets
1872 ft²
10 Guests
5 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Pet Friendly
- Kitchen
ZA R4,657/Night
For 7 Nights ZA R32,597
718.49 ft²
18 Guests
7 Bedrooms
4 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Parking
- Air Conditioner
ZA R1,543/Night
For 7 Nights ZA R10,800
ZA R2,267/Night
For 7 Nights ZA R15,872
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
ZA R4,891/Night
For 7 Nights ZA R34,238
2002.09 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Apartment
- Fireplace/Heating
- Parking
- Internet
ZA R4,005/Night
For 7 Nights ZA R28,034
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
ZA R1,466/Night
For 7 Nights ZA R10,258
1872.92 ft²
10 Guests
5 Bedrooms
2 Bathrooms
House
- Oceanfront
- Fireplace/Heating
- Ocean View
ZA R3,792/Night
For 7 Nights ZA R26,541
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
ZA R1,374/Night
For 7 Nights ZA R9,618
310.81 ft²
24 Guests
10 Bedrooms
8 Bathrooms
Apartment
- Fireplace/Heating
- Air Conditioner
- Internet
ZA R1,324/Night
For 7 Nights ZA R9,274
800 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Kitchen
- Parking
ZA R3,076/Night
For 7 Nights ZA R21,534
850.35 ft²
4 Guests
2 Bedrooms
1 Bathroom
Free Cancellation
House
- Fireplace/Heating
- Pet Friendly
- Parking
ZA R2,736/Night
For 7 Nights ZA R19,154
5 Guests
2 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
ZA R2,164/Night
For 7 Nights ZA R15,150
Why Choose Rent By Owner for your Annapolis 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 Annapolis
How to Book Your Annapolis 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 Annapolis
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
Frequently Asked Questions About Annapolis Rental Ski Chalets
1. What are the top Ski Chalets in Annapolis?
There are a lot of options in Annapolis. If you plan on staying in the Annapolis area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Ski Chalets in Annapolis:
- Countryview Inn & Suites
- Simply Home Inn & Suites
- Simply Home Inn & Suites
- Quiet Annapolis Country House
- Efficient 2 Story House - 3bed 2bath
- Family sized bunkhouse/hunting cabin 5 minutes from town!
- Family friendly getaway to unplug, and see all of the worlds largest attractions
- Private Queen-Sized Studio Room
- Private Studio with 2 Full Beds
- Baymont by Wyndham Robinson
2. How many Ski Chalets are available in Annapolis?
Currently, the total number of properties listed by RBO in 2026 is over 41 in the Annapolis area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Annapolis.
More Rentals You May Like Near Annapolis
796.53 ft²
4 Guests
2 Bedrooms
1 Bathroom
House
- Fireplace/Heating
- Parking
- Internet
ZA R2,489/Night
For 7 Nights ZA R17,431
3 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
ZA R2,325/Night
For 7 Nights ZA R16,282
8 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
House
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
ZA R2,368/Night
For 7 Nights ZA R16,578
1997 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Family Friendly
Condo
- Fireplace/Heating
- Kitchen
- Parking
ZA R3,507/Night
For 7 Nights ZA R24,554
6 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
ZA R4,276/Night
For 7 Nights ZA R29,938
3 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
ZA R2,318/Night
For 7 Nights ZA R16,233
ZA R4,814/Night
For 7 Nights ZA R33,697
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
ZA R3,053/Night
For 7 Nights ZA R21,370
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
ZA R2,646/Night
For 7 Nights ZA R18,514
6 Guests
3 Bedrooms
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
ZA R2,489/Night
For 7 Nights ZA R17,431
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Kitchen
- Parking
ZA R2,377/Night
For 7 Nights ZA R16,643
850 ft²
4 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
ZA R2,372/Night
For 7 Nights ZA R16,610
