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Compare 8 Chalets in Windham with updated reviews, rates, and availability.

Waterfront Cottage on Frye Island with Sandy Beach and Stunning Sunrises!
Waterfront Cottage on Frye Island with Sandy Beach and Stunning Sunrises!
9.0 out of 10, Wonderful, (2)

Red House w/ Access to Sebago Cove
Red House w/ Access to Sebago Cove

Long Lake chalet and guest house with 200' of water frontage and sunset views
Long Lake chalet and guest house with 200' of water frontage and sunset views
10.0 out of 10, Exceptional, (1)

Stunning modern home in peaceful, private setting on desirable Long Lake.
Stunning modern home in peaceful, private setting on desirable Long Lake.
9.4 out of 10, Exceptional, (3)

Gorgeous luxury home with large sandy beach and sunset views on Brandy Pond!
Gorgeous luxury home with large sandy beach and sunset views on Brandy Pond!
10.0 out of 10, Exceptional, (3)

Serene Frye Island waterfront with beautiful sunrise views over Raymond Cape.
Serene Frye Island waterfront with beautiful sunrise views over Raymond Cape.
8.0 out of 10, Very Good, (1)

Bright waterfront home with beautiful views of Little Sebago Lake!
Bright waterfront home with beautiful views of Little Sebago Lake!

Relaxing A-Frame with Hot Tub and Lake Access
Relaxing A-Frame with Hot Tub and Lake Access
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Windham

Lakefront House
Lakefront House
10.0 out of 10, Exceptional, (23)
The price is SAR 600
SAR 2,735 total
includes taxes & fees
26 Mar - 27 Mar

The Weldon Hotel
The Weldon Hotel
9.6 out of 10, Exceptional, (45)
The price is SAR 617
SAR 672 total
includes taxes & fees
30 Mar - 31 Mar

Gorgeous ocean-front home with stunning beach views
Gorgeous ocean-front home with stunning beach views
9.6 out of 10, Exceptional, (101)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Recent reviews of Windham hotels
Recent reviews of Windham hotels

Holiday Inn Portland-By the Bay by IHG
5/5 Excellent
"Great spot for walking to either the Old Port area or the clubs and restaurants on State Street. Nice, large rooms - many with a nice view of the bay. Only issue is that right now they are renovating their lobby and it is very confusing to determine how and where to check in and how and where to exit and enter the building."
A verified traveler stayed at Holiday Inn Portland-By the Bay by IHG
Posted 16 hours ago
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