Chesapeake Bay Ski Chalets
Ski Chalet
10.0(11 Reviews)
5 Bedrooms
4 Baths
16 Guests
4000 ft²
Oceanfront
Hot Tub
Parking
Ocean View
AU $1,669/Night
7 Nights - AU $11,684
Ski Chalet
8.2(5 Reviews)
2 Bedrooms
1 Bath
9 Guests
1410.07 ft²
- Hot Tub
Balcony/Terrace
Air Conditioner
Internet
AU $300/Night
7 Nights - AU $2,102
New
Ski Chalet
10.0(1 Review)
2 Bedrooms
2 Baths
9 Guests
1408 ft²
- Hot Tub
- Balcony/Terrace
Kitchen- Air Conditioner
AU $726/Night
7 Nights - AU $5,081
Ski Chalet
2 Bedrooms
1 Bath
6 Guests
- Air Conditioner
Child Friendly
Laundry
Bedding/Linens
AU $255/Night
7 Nights - AU $1,786
Ski Chalet
10.0(2 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Hot Tub
- Parking
- Balcony/Terrace
- Kitchen
AU $389/Night
7 Nights - AU $2,721
Ski Chalet
4.8(5 Reviews)
2 Bedrooms
2 Baths
5 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
AU $364/Night
7 Nights - AU $2,548
Condo
10.0(354 Reviews)
2 Bedrooms
1 Bath
6 Guests
950 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $384/Night
7 Nights - AU $2,691
Bed & Breakfast
10.0(89 Reviews)
23 Bedrooms
24 Baths
60 Guests
- Parking
- Balcony/Terrace
- Air Conditioner
- Internet
AU $398/Night
7 Nights - AU $2,784
Bed & Breakfast
10.0(168 Reviews)
1 Bedroom
1 Bath
- Hot Tub
Breakfast- Parking
- Balcony/Terrace
AU $314/Night
7 Nights - AU $2,201
Condo
10.0(278 Reviews)
2 Bedrooms
1 Bath
6 Guests
950 ft²
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
AU $443/Night
7 Nights - AU $3,101
House
10.0(17 Reviews)
3 Bedrooms
2 Baths
7 Guests
1302.43 ft²
- Parking
- Balcony/Terrace
View- Air Conditioner
AU $228/Night
7 Nights - AU $1,596
Condo
10.0(202 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Kitchen
- Air Conditioner
- Internet
Pet Friendly
AU $415/Night
7 Nights - AU $2,905
People Visiting Chesapeake Bay Also Like
Why Choose Rent By Owner for your Chesapeake Bay 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 Chesapeake Bay
How to Book Your Chesapeake Bay 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.
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 Chesapeake Bay, MD
Maryland
Northern Chesapeake Bay
Washington
District of Columbia
Norfolk - Virginia Beach
Virginia Beach
Northwest
Anne Arundel County
Baltimore
Northeast Virginia Beach
Accomack County
Alanton
Frequently Asked Questions About Chesapeake Bay Rental Ski Chalets
1. What are the top Ski Chalets in Chesapeake Bay?
There are a lot of options in Chesapeake Bay. If you plan on staying in the Chesapeake Bay area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Ski Chalets in Chesapeake Bay:
- Cottage on a Private Island in the York River
- Cozy, Dog-friendly Duplex At The North End Short Walk To The Beach!
- Water Front Retreat - Sunrise and Sunset Water Views - Lots of Amenities
- Fantastic home in the heart of the VB Resort Area Walk to Beach, Boardwalk.
- Captivating Chesapeake experience
- Historic Cottage on Ware River Estate
- Private Apt. in Historic Home: Walk to Monuments, Museums & Convention Center.
- Breezy, Quaint, and Dog- Friendly North End duplex.
- Riverfront House, Dock, Hot Tub, Salt Pool, near beach, Free WiFi
- PERFECT LOCATION in the heart of history
2. How many Ski Chalets are available in Chesapeake Bay?
Currently, the total number of properties listed by RBO in 2026 is over 6 in the Chesapeake Bay area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Chesapeake Bay.
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EV Charge Station- Parking
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House
10.0(145 Reviews)
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10.0(143 Reviews)
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Cottage
10.0(135 Reviews)
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4 Guests
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- Hot Tub
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10.0(133 Reviews)
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