Worcester County Ski Chalets
Ski Chalet
9.8(25 Reviews)
4 Bedrooms
3 Baths
8 Guests
2500 ft²
Fireplace/Heating
Ocean View
Balcony/Terrace
View
US $561/Night
7 Nights - US $3,924
Ski Chalet
9.8(22 Reviews)
4 Bedrooms
3 Baths
9 Guests
2500 ft²
Hot Tub
Spa- Fireplace/Heating
- Balcony/Terrace
US $977/Night
7 Nights - US $6,842
Cottage
10.0(69 Reviews)
2 Bedrooms
1 Bath
5 Guests
1250 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $369/Night
7 Nights - US $2,580
Bed & Breakfast
10.0(9 Reviews)
3 Bedrooms
3 Baths
6 Guests
172.22 ft²
Skiing- Fireplace/Heating
- Balcony/Terrace
- View
US $225/Night
7 Nights - US $1,575
Bed & Breakfast
10.0(115 Reviews)
1 Bedroom
1 Bath
Private Pool- Fireplace/Heating
Pool- Balcony/Terrace
US $235/Night
7 Nights - US $1,645
Apartment
10.0(61 Reviews)
2 Bedrooms
1 Bath
4 Guests
700 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $265/Night
7 Nights - US $1,855
House
10.0(7 Reviews)
2 Bedrooms
2 Baths
6 Guests
1162.5 ft²
- Fireplace/Heating
Parking
Internet
Child Friendly
US $320/Night
7 Nights - US $2,240
Condo
10.0(34 Reviews)
2 Bedrooms
2 Baths
6 Guests
1950 ft²
- Fireplace/Heating
- Balcony/Terrace
Kitchen- Parking
US $282/Night
7 Nights - US $1,972
House
10.0(4 Reviews)
3 Bedrooms
2 Baths
6 Guests
1840.63 ft²
Oceanfront- Spa
- Fireplace/Heating
- Ocean View
US $952/Night
7 Nights - US $6,664
Apartment
10.0(32 Reviews)
2 Bedrooms
1 Bath
4 Guests
1000 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $358/Night
7 Nights - US $2,503
Apartment
10.0(3 Reviews)
3 Bedrooms
2 Baths
6 Guests
10763.91 ft²
- Fireplace/Heating
- Parking
Air Conditioner- Internet
US $199/Night
7 Nights - US $1,393
Cottage
10.0(29 Reviews)
2 Bedrooms
1 Bath
6 Guests
1065 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Kitchen
US $311/Night
7 Nights - US $2,176
People Visiting Worcester County Also Like
Why Choose Rent By Owner for your Worcester County 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 Worcester County
How to Book Your Worcester County 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 Worcester County
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 Worcester County, MA
Massachusetts
Lenox Dale
Milford
Readville
Worcester
Central Business District
Westborough
Silver Beach
Leominster
Glendale
Sturbridge
Frequently Asked Questions About Worcester County Rental Ski Chalets
1. What are the top Ski Chalets in Worcester County?
There are a lot of options in Worcester County. If you plan on staying in the Worcester County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Ski Chalets in Worcester County:
- The Playhouse: 7,000 Sq Ft of Berkshires Modern Luxury & History
- Howarth House B&B
- Tranquil 3 BR Stockbridge House w/Private Deck!
- Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!
- Stella Maris, 6 bedroom 3 bath coastal home, water views, private access
- The Inn Crowd Bed and Breakfast
- Vacation or work away from home! Private Beach Lakefront Cottage in Lenox MA
- 2 bedroom Riverhouse in the Heart of the Berkshires! Summer & winter coziness!
- Expansive Coastal Views, 3 bed, 2 bath cottage, newly renovated
- Exceptional Lakefront "Deck" House with incredible water views!
2. How many Ski Chalets are available in Worcester County?
Currently, the total number of properties listed by RBO in 2026 is over 2 in the Worcester County area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Worcester County.
More Rentals You May Like Near Worcester County
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
2 Guests
1937.5 ft²
- Fireplace/Heating
- Balcony/Terrace
Breakfast
Pet Friendly
US $460/Night
7 Nights - US $3,220
Cabin
10.0(27 Reviews)
1 Bedroom
1 Bath
6 Guests
1100 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $441/Night
7 Nights - US $3,086
House
10.0(2 Reviews)
3 Bedrooms
3 Baths
6 Guests
3003.13 ft²
Private Beach- Fireplace/Heating
- Ocean View
- View
US $324/Night
7 Nights - US $2,268
Cottage
10.0(24 Reviews)
2 Bedrooms
2 Baths
4 Guests
1200 ft²
- Hot Tub
- Fireplace/Heating
- Pool
- Balcony/Terrace
US $325/Night
7 Nights - US $2,277
Cottage
10.0(16 Reviews)
1 Bedroom
1 Bath
4 Guests
1100 ft²
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $256/Night
7 Nights - US $1,790
House
10.0(15 Reviews)
2 Bedrooms
2 Baths
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $321/Night
7 Nights - US $2,247
Apartment
10.0(15 Reviews)
1 Bedroom
1 Bath
2 Guests
1000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $256/Night
7 Nights - US $1,790
Apartment
10.0(12 Reviews)
1 Bedroom
1 Bath
4 Guests
900 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $292/Night
7 Nights - US $2,044
House
10.0(7 Reviews)
2 Bedrooms
1 Bath
5 Guests
658 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $319/Night
7 Nights - US $2,234
Apartment
10.0(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $285/Night
7 Nights - US $1,995
House
10.0(3 Reviews)
2 Bedrooms
1 Bath
6 Guests
1475 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $303/Night
7 Nights - US $2,122
House
10.0(3 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Child Friendly
US $296/Night
7 Nights - US $2,072
