New for 2025: Spacious, Art-Filled Lakeside Estate with Guest Cottage & Apartment

This stunning former bed and breakfast on Pleasant Lake is the perfect retreat, offering endless charm and space for your family and friends. The property features 7 bedrooms, 8 baths, including a cozy guest cottage, and an additional apartment—making it ideal for hosting large gatherings. Best of all, it's pet-friendly, so bring your dogs along for the adventure!

Set on 2 acres of beautifully landscaped, level land, this estate boasts a sandy beach that’s perfect for summer days spent by the water. Whether you're relaxing indoors by the fireplace on chilly evenings or enjoying campfires under the stars, this property provides year-round comfort and relaxation. Art lovers will appreciate the home's art-filled atmosphere, including stunning original paintings by the owner.

Embrace lake life with canoeing, kayaking, or simply lounging by the beach. On rainy days, the large dining area is perfect for games and puzzles, making every moment enjoyable.

Conveniently located near Windham for shopping, dining, and movies, and just a short drive to Freeport’s outlet stores, this estate offers the best of both relaxation and accessibility. With accommodations for up to 20 people in peak season and 11 in winter, this spacious retreat is ideal for your family vacations, reunions, or getaways, no matter the time of year.

Enjoy the beauty of Pleasant Lake, the comfort of this unique property, and the convenience of year-round fun!

2025 Rates: $1,600/night PEAK season; $1,350/night LOW season; $1,000/night OFF season

- Friday - Friday rental
- Dogs allowed with $100 pet fee per pet, must be kept off of furniture
- 2 night minimum in the low/off seasons
- Heat pumps/AC in common areas of main house and apartment. Several floor and window units for the bedrooms and cottage.

* Sheets, pillowcases, beach towels, and bath towels not provided *

For VRBO bookings, please select "no" when prompted to opt out of the damage protection and travel insurance, as these services are offered directly through Krainin Real Estate after booking.