Five Islands Ski Chalets Rentals & Holiday Homes

There are a lot of options in Five Islands. If you plan on staying in the Five Islands area, consider making a reservation for a few nights at one of these properties as these have been rated the top Ski Chalet Rentals in Five Islands:

• Beautiful Cottage On Water, Near Beach, Pet Friendly!
• Wiggleswick Cottage; Dogs Welcome Certified! No pet fees/breed/size restrictions
• Enjoy the stunning views while relaxing on the deck at East Ledge Cottage
• Oceanfront home with private deep water dock on Harmon Harbor, Georgetown, ME
• Water's Edge - Waterfront Cottage on Southport - Wrap-Around Porch!
• Unique, romantic, motorless floating island w/4 hp skiff
• Romance and Adventure on the High Seas! The Charles Andrew with Motorized Skiff
• Saltwater farmhouse on 2+ acres of waterfront with private dock
• Welcoming vacation home offers a private setting on the water's edge
• Decker Cove Southport Paradise with Central Air Conditioning

There are many ski chalets available in Five Islands; however, here are the most popular ski chalets listed in Five Islands:

• Oceanfront Georgetown Maine
• Water's Edge - Waterfront Cottage on Southport - Wrap-Around Porch!
• Island Pines
• Spruce Studio: Near Beach+Private Sauna+FirePit+Pond+Heat/AC
• Classic Boathouse - 2BD Waterfront Cottage - Dock & Float Access

Montgomerycottages offers availability throughout the year, but you can book pre-Christmas, mid-January, or before and after the school break at Easter are the best times for renting in Five Islands.

At Montgomerycottages most of our ski chalets are perfect for families. Check out the complete list of ski chalets in Five Islands to find what works for you.

Yes, there are plenty self-catering family ski chalet in Five Islands that have hot tubs & other amenities.