Hillside Ski Chalets
Ski Chalet
10.0(3 Reviews)
3 Bedrooms
1 Bath
5 Guests
Oceanfront
Fireplace/Heating
Ocean View
Balcony/Terrace
US $390/Night
7 Nights - US $2,732
Cottage
9.8(18 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
View
US $237/Night
7 Nights - US $1,658
House
3 Bedrooms
2 Baths
6 Guests
1205.56 ft²
- Fireplace/Heating
Pet Friendly
Parking
Internet
US $347/Night
7 Nights - US $2,431
Cabin
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
Kitchen- Internet
US $350/Night
7 Nights - US $2,448
House
4 Bedrooms
2 Baths
8 Guests
2002.09 ft²
- Parking
- Internet
Child Friendly
Sports/Activities
US $285/Night
7 Nights - US $1,995
Cottage
10.0(31 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $237/Night
7 Nights - US $1,658
Villa
4 Bedrooms
4 Baths
14 Guests
- Pet Friendly
- Parking
- Internet
- Child Friendly
US $1,859/Night
7 Nights - US $13,014
House
10.0(28 Reviews)
3 Bedrooms
3 Baths
9 Guests
1800 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $449/Night
7 Nights - US $3,143
House
4 Bedrooms
2 Baths
8 Guests
- Parking
- Internet
- Child Friendly
Barbecue/Outdoor Cooking
US $322/Night
7 Nights - US $2,254
Cottage
10.0(16 Reviews)
4 Bedrooms
1 Bath
8 Guests
2000 ft²
- Balcony/Terrace
- View
- Kitchen
- Parking
US $413/Night
7 Nights - US $2,894
House
2 Bedrooms
1 Bath
8 Guests
- Parking
- Internet
- Child Friendly
- Barbecue/Outdoor Cooking
US $310/Night
7 Nights - US $2,170
House
9.8(41 Reviews)
3 Bedrooms
2 Baths
12 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $438/Night
7 Nights - US $3,063
People Visiting Hillside Also Like
Why Choose Rent By Owner for your Hillside 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 Hillside
How to Book Your Hillside 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 Hillside
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 Hillside Rental Ski Chalets
1. What are the top Ski Chalets in Hillside?
There are a lot of options in Hillside. If you plan on staying in the Hillside area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Ski Chalets in Hillside:
- Enjoy fabulous four season fun on Hancock Pond
- Family & Friends Retreat*Hot Tub*Game Room*King Beds*Firepit*Near Lakes*Sauna
- Secluded lakefront cottage with private beach LAKES REGION, DENMARK MAINE
- Vacationland Retreat Lake House w/private dock near Pleasant Mnt Cranmore Sebago
- Waterfront Denmark Complex w/Dock on 12 Acres!
- Cozy Library Tiny Home *Private Hot Tub* King Bed *Minutes to Lakes & Hiking
- Farmhouse Retreat Peaceful Setting Renovated
- Charming cabin in Sebago
- Unique Family & Friends Retreat*Game Room*Sauna*2 Hot Tubs*Near Lakes & Hiking
- Shorefront Peabody Pond
2. How many Ski Chalets are available in Hillside?
Currently, the total number of properties listed by RBO in 2026 is over 1 in the Hillside area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Hillside.
More Rentals You May Like Near Hillside
Villa
1 Bedroom
1 Bath
5 Guests
- Pet Friendly
- Parking
- Internet
- Child Friendly
US $196/Night
7 Nights - US $1,372
Cabin
9.8(19 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $240/Night
7 Nights - US $1,679
House
9.8(13 Reviews)
4 Bedrooms
1 Bath
8 Guests
- Balcony/Terrace
- Kitchen
- Parking
- Internet
US $374/Night
7 Nights - US $2,617
Cottage
8.8(3 Reviews)
3 Bedrooms
2 Baths
8 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $480/Night
7 Nights - US $3,358
House
4 Bedrooms
3 Baths
14 Guests
Hot Tub- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $1,330/Night
7 Nights - US $9,309
House
10.0(15 Reviews)
1 Bedroom
1 Bath
3 Guests
560 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $357/Night
7 Nights - US $2,500
House
10.0(6 Reviews)
2 Bedrooms
3 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $212/Night
7 Nights - US $1,485
Cabin
10.0(3 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pet Friendly
- Kitchen
- Parking
US $265/Night
7 Nights - US $1,857
Cottage
10.0(1 Review)
2 Bedrooms
1 Bath
8 Guests
- Balcony/Terrace
- Kitchen
- Parking
- Internet
US $385/Night
7 Nights - US $2,694
Cottage
9.2(10 Reviews)
1 Bedroom
1 Bath
4 Guests
648 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $282/Night
7 Nights - US $1,976
US $245/Night
7 Nights - US $1,715
House
10.0(53 Reviews)
3 Bedrooms
2 Baths
8 Guests
2150 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $459/Night
7 Nights - US $3,216
