Jessup Ski Chalets
House
10.0(10 Reviews)
2 Bedrooms
1 Bath
5 Guests
1000 ft²
Fireplace/Heating
Pet Friendly
Kitchen
Parking
US $152/Night
7 Nights - US $1,066
Hotel
9.4(1848 Reviews)
1 Bath
- Fireplace/Heating
Pool- Kitchen
- Parking
US $142/Night
7 Nights - US $995
House
10.0(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
Air Conditioner
US $137/Night
7 Nights - US $959
House
9.0(24 Reviews)
1 Bedroom
1 Bath
3 Guests
699.65 ft²
- Fireplace/Heating
- Parking
Internet
Child Friendly
US $75/Night
7 Nights - US $525
Condo
10.0(1 Review)
2 Bedrooms
2 Baths
5 Guests
1100 ft²
Hot Tub- Fireplace/Heating
- Pool
Balcony/Terrace
US $192/Night
7 Nights - US $1,344
Apartment
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Kitchen
- Parking
- Air Conditioner
US $153/Night
7 Nights - US $1,071
Apartment
9.8(27 Reviews)
1 Bedroom
1 Bath
3 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Pet Friendly
US $155/Night
7 Nights - US $1,088
Hotel
9.1(723 Reviews)
9 Baths
387.5 ft²
Private Pool- Fireplace/Heating
- Pool
Breakfast
US $132/Night
7 Nights - US $924
House
1 Bedroom
1 Bath
1 Guest
650 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
US $112/Night
7 Nights - US $781
Hotel
8.9(668 Reviews)
6 Baths
400.06 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $192/Night
7 Nights - US $1,346
House
10.0(3 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $535/Night
7 Nights - US $3,747
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:
- TownePlace Suites by Marriott Fort Meade National Business Park
- Homewood Suites by Hilton Columbia
- Courtyard Fort Meade BWI Business District
- Holiday Inn Columbia East-Jessup by IHG
- Holiday Inn Columbia East-Jessup by IHG
- Comfort Suites Elkridge Columbia Gateway
- Sleep Inn Columbia Gateway
- TownePlace Suites by Marriott Fort Meade National Business Park
- Courtyard Fort Meade BWI Business District
- Sleep Inn Columbia Gateway
2. How many Ski Chalets are available in Jessup?
Currently, the total number of properties listed by RBO in 2026 is over 62 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.
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8.7(175 Reviews)
1 Bath
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5.2(5 Reviews)
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- Fireplace/Heating
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House
1 Bedroom
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6 Guests
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- Fireplace/Heating
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Apartment
10.0(3 Reviews)
2 Bedrooms
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6 Guests
900 ft²
- Fireplace/Heating
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- Parking
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Apartment
1 Bedroom
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2 Guests
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- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Air Conditioner
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House
10.0(10 Reviews)
3 Bedrooms
3 Baths
8 Guests
1700 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
View
US $502/Night
7 Nights - US $3,511
House
10.0(5 Reviews)
4 Bedrooms
3 Baths
10 Guests
- Hot Tub
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- Balcony/Terrace
- Kitchen
US $319/Night
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