Jessup Ski Chalets
House
10.0(10 Reviews)
2 Bedrooms
1 Bath
5 Guests
1000 ft²
Fireplace/Heating
Pet Friendly
Kitchen
Parking
CA $214/Night
7 Nights - CA $1,496
Hotel
9.4(1817 Reviews)
1 Bath
- Fireplace/Heating
Pool- Kitchen
- Parking
CA $216/Night
7 Nights - CA $1,514
House
10.0(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
Air Conditioner
CA $192/Night
7 Nights - CA $1,346
House
9.0(24 Reviews)
1 Bedroom
1 Bath
3 Guests
699.65 ft²
- Fireplace/Heating
- Parking
Internet
Child Friendly
CA $105/Night
7 Nights - CA $737
Condo
10.0(1 Review)
2 Bedrooms
2 Baths
5 Guests
1100 ft²
Hot Tub- Fireplace/Heating
- Pool
Balcony/Terrace
CA $269/Night
7 Nights - CA $1,886
Apartment
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Kitchen
- Parking
- Air Conditioner
CA $215/Night
7 Nights - CA $1,503
Apartment
9.8(27 Reviews)
1 Bedroom
1 Bath
3 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Pet Friendly
CA $218/Night
7 Nights - CA $1,527
Hotel
9.1(723 Reviews)
9 Baths
387.5 ft²
Private Pool- Fireplace/Heating
- Pool
Breakfast
CA $185/Night
7 Nights - CA $1,296
House
1 Bedroom
1 Bath
1 Guest
650 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $157/Night
7 Nights - CA $1,096
Hotel
8.9(668 Reviews)
6 Baths
400.06 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
CA $270/Night
7 Nights - CA $1,889
House
10.0(3 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
CA $751/Night
7 Nights - CA $5,258
Why Choose Rent By Owner for your Jessup 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 Jessup
How to Book Your Jessup 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 Jessup
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 Jessup, MD
Savage-Guilford
Historic Savage Mill
TagParty RECON
Frequently Asked Questions About Jessup Rental Ski Chalets
1. What are the top Ski Chalets in Jessup?
There are a lot of options in Jessup. If you plan on staying in the Jessup area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Ski Chalets in Jessup:
- Holiday Inn Columbia East-Jessup by IHG
- Comfort Suites Elkridge Columbia Gateway
- Courtyard Fort Meade BWI Business District
- TownePlace Suites by Marriott Fort Meade National Business Park
- Sleep Inn Columbia Gateway
- La Quinta by Wyndham Columbia/Fort Meade
- Super 8 by Wyndham Jessup/Baltimore Area
- Extended Stay America Suites - Columbia - Laurel - Ft Meade
- Quality Inn Jessup - Columbia South Near Fort Meade
- Days Inn & Suites by Wyndham Laurel Near Fort Meade
2. How many Ski Chalets are available in Jessup?
Currently, the total number of properties listed by RBO in 2026 is over 63 in the Jessup area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Jessup.
More Rentals You May Like Near Jessup
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8.7(175 Reviews)
1 Bath
406.64 ft²
Oceanfront- Fireplace/Heating
- Pool
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CA $206/Night
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House
10.0(1 Review)
3 Bedrooms
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New
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3 Bedrooms
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6 Guests
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House
3 Bedrooms
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6 Guests
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- Fireplace/Heating
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New
House
3 Bedrooms
3 Baths
7 Guests
- Fireplace/Heating
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- Air Conditioner
- Internet
CA $310/Night
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House
2 Bedrooms
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2 Guests
- Hot Tub
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- Child Friendly
Laundry
CA $175/Night
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Apartment
5.2(5 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
CA $266/Night
7 Nights - CA $1,859
House
1 Bedroom
1 Bath
6 Guests
301 ft²
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
CA $164/Night
7 Nights - CA $1,145
Apartment
10.0(3 Reviews)
2 Bedrooms
2 Baths
6 Guests
900 ft²
- Fireplace/Heating
- Pool
- Kitchen
- Parking
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Apartment
1 Bedroom
1 Bath
2 Guests
500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $194/Night
7 Nights - CA $1,357
House
10.0(10 Reviews)
3 Bedrooms
3 Baths
8 Guests
1700 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
View
CA $704/Night
7 Nights - CA $4,926
