Roundhead Ski Chalets
House
10.0(80 Reviews)
2 Bedrooms
2 Baths
8 Guests
1050 ft²
Parking
Ocean View
Balcony/Terrace
View
CA $588/Night
7 Nights - CA $4,115
House
10.0(3 Reviews)
2 Bedrooms
1 Bath
5 Guests
1399.31 ft²
- Parking
- Balcony/Terrace
Air Conditioner
Internet
CA $199/Night
7 Nights - CA $1,394
House
1 Bedroom
1 Bath
- Parking
- Balcony/Terrace
- View
Kitchen
CA $352/Night
7 Nights - CA $2,465
House
10.0(46 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $427/Night
7 Nights - CA $2,987
House
10.0(1 Review)
2 Bedrooms
1 Bath
6 Guests
645.83 ft²
- Parking
- Air Conditioner
- Internet
Child Friendly
CA $271/Night
7 Nights - CA $1,898
House
10.0(32 Reviews)
2 Bedrooms
1 Bath
7 Guests
850 ft²
Hot Tub- Parking
- Balcony/Terrace
- Kitchen
CA $292/Night
7 Nights - CA $2,041
House
10.0(1 Review)
2 Bedrooms
1 Bath
6 Guests
796.53 ft²
- Parking
Pool- Internet
- Child Friendly
CA $208/Night
7 Nights - CA $1,459
Cottage
10.0(15 Reviews)
2 Bedrooms
1 Bath
6 Guests
900 ft²
- Parking
- Balcony/Terrace
- Kitchen
- Air Conditioner
CA $109/Night
7 Nights - CA $763
House
9.5(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1248.61 ft²
- Parking
- Internet
- Child Friendly
Accessibility
CA $245/Night
7 Nights - CA $1,715
Cottage
10.0(12 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Parking
- Kitchen
- Air Conditioner
- Child Friendly
CA $264/Night
7 Nights - CA $1,852
House
9.0(1 Review)
3 Bedrooms
2 Baths
6 Guests
602.78 ft²
Oceanfront- Parking
Spa
Skiing
CA $310/Night
7 Nights - CA $2,167
Cottage
10.0(11 Reviews)
2 Bedrooms
1 Bath
4 Guests
680 ft²
- Parking
- Ocean View
- Balcony/Terrace
- View
CA $484/Night
7 Nights - CA $3,386
Why Choose Rent By Owner for your Roundhead 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 Roundhead
How to Book Your Roundhead 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 Roundhead
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 Roundhead Rental Ski Chalets
1. What are the top Ski Chalets in Roundhead?
There are a lot of options in Roundhead. If you plan on staying in the Roundhead area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Ski Chalets in Roundhead:
- Phoebe’s Waterfront Lakehouse . Close to Mad River Mountain Skiing & Cranberry's
- Cozy Cabin on the Lake
- Relax, Recharge, Repeat- 2026 Now Booking
- Ptoobies Place- AMAZING cottage BOAT DOCK & deck!
- Home of the Brave ~ Indian Lake
- Sunset Hideaway - Lakefront Escape with Private Pool, Dock space & Sunset Views
- Island Cottage w/Pool Table & Walking distance to Cranberry!
- Long Island Cottage-Newly Renovated
- Island Lake House
- Cozy Renovated Lakehouse with Boat Dock and Canal Access
2. How many Ski Chalets are available in Roundhead?
Currently, the total number of properties listed by RBO in 2026 is over 123 in the Roundhead area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Roundhead.
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10.0(1 Review)
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Cottage
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Cottage
9.8(12 Reviews)
2 Bedrooms
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9.6(9 Reviews)
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Cabin
9.4(18 Reviews)
2 Bedrooms
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8 Guests
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House
9.4(18 Reviews)
2 Bedrooms
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12 Guests
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- Pet Friendly
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CA $502/Night
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House
9.4(3 Reviews)
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8 Guests
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CA $563/Night
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