Winthrop Beach Ski Chalets
1250 ft²
5 Guests
2 Bedrooms
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
US $313/Night
For 7 Nights US $2,191
904.17 ft²
6 Guests
3 Bedrooms
1 Bathroom
Free Cancellation
Apartment
- Spa
- Fireplace/Heating
- View
US $466/Night
For 7 Nights US $3,264
1 Bedroom
1 Bathroom
Couples Retreat
Bed & Breakfast
- Breakfast
- Parking
- Air Conditioner
US $211/Night
For 7 Nights US $1,478
1100 ft²
4 Guests
2 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $533/Night
For 7 Nights US $3,734
2604.87 ft²
10 Guests
4 Bedrooms
4 Bathrooms
Villa
- Fireplace/Heating
- Balcony/Terrace
- View
US $1,247/Night
For 7 Nights US $8,729
1200 ft²
6 Guests
3 Bedrooms
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
US $297/Night
For 7 Nights US $2,080
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Pet Friendly
- Air Conditioner
- Internet
US $375/Night
For 7 Nights US $2,625
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Ocean View
US $234/Night
For 7 Nights US $1,638
947.22 ft²
6 Guests
3 Bedrooms
1 Bathroom
Free Cancellation
Apartment
- Fireplace/Heating
- Parking
- Internet
US $660/Night
For 7 Nights US $4,622
350 ft²
2 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Oceanfront
- Fireplace/Heating
- Pool
US $391/Night
For 7 Nights US $2,737
184.06 ft²
32 Guests
10 Bedrooms
10 Bathrooms
Ocean View
House
- Private Beach
- Oceanfront
- Fireplace/Heating
US $172/Night
For 7 Nights US $1,205
700 ft²
3 Guests
1 Bedroom
1 Bathroom
Ocean View
Apartment
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $362/Night
For 7 Nights US $2,532
Why Choose Rent By Owner for your Winthrop Beach 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 Winthrop Beach
How to Book Your Winthrop Beach 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 Winthrop Beach
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
Winthrop Beach Ski Chalets Frequently Asked Questions
1. What are the top Ski Chalets in Winthrop Beach?
There are a lot of options in Winthrop Beach. If you plan on staying in the Winthrop Beach area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Ski Chalets in Winthrop Beach:
- Harborfront Villa, Charming Mix of Contemporary and Turn of the Century Elegance
- Walk to Constitution Beach: Mid-Century Boston Gem
- Waterfront Escape - Spectacular Views, Only 5 Minutes from Boston Airport
- 4 BR 4000 SF OCEANFRONT MODERN HOME NR BEACH, DOWNTOWN, AIRPORT - 31 DAY MINIMUM
- Cape Cod style Oceanside cottage, near Boston, train, Airport
- 3BR1.5BA Retreat - Near Airport
- Beachside condo Boston, Airport,Train
- Boston 4BD-5 min walk to Train&Beach/10min-Airport-Free Parking
- Hilton Garden Inn Boston Logan Airport
- Revere Vacation Rental Near MBTA ~ 7 Mi to Boston!
2. How many Ski Chalets are available in Winthrop Beach?
Currently, the total number of properties listed by RBO in 2026 is over 144 in the Winthrop Beach area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Ski Chalets in Winthrop Beach.
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