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Compare 9 Chalets in Windham with updated reviews, rates, and availability.

Red House w/ Access to Sebago Cove

Red House w/ Access to Sebago Cove

Waterfront Cottage on Frye Island with Sandy Beach and Stunning Sunrises!

9.0 out of 10, Wonderful, (2)
"Rating Details: The property manager was very helpful. The vacation rental was clean. I was more than happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We have been renting summer cottages for approximately 28 years on FI. During this time the housing has changed quite a bit and the pricing for a week’s stay have increased almost to the point of being unreachable for the two to three...
Waterfront Cottage on Frye Island with Sandy Beach and Stunning Sunrises!

Charming chalet with ample space for the whole family on beautiful Long Lake!

10.0 out of 10, Exceptional, (3)
"Rating Details: The property manager was very helpful. The vacation rental was clean. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house was great with so much comfortable space. We love the location being so close to downtown Bridgton and a sand bar in the lake. They also fixed the issues with lights from last year. One issue was there were some dog droppings in the yard,...
Charming chalet with ample space for the whole family on beautiful Long Lake!

Long Lake chalet and guest house with 200' of water frontage and sunset views

10.0 out of 10, Exceptional, (1)
"Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had a great time! The main house was stocked with lots more than I thought it would be and if I couldn’t find there, I found in the guest cabin. It was the perfect spot on the lake. Close to the Naples causeway, and also far enough away....
Long Lake chalet and guest house with 200' of water frontage and sunset views

Gorgeous luxury home with large sandy beach and sunset views on Brandy Pond!

10.0 out of 10, Exceptional, (3)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The house was really well furnished and was very clean; it’s clear the home is well cared for... beds were very comfortable. ...kitchen was very well stocked and living/dining area is beautifully laid out; beach area and front lawn were both...
Gorgeous luxury home with large sandy beach and sunset views on Brandy Pond!

Stunning modern home in peaceful, private setting on desirable Long Lake.

9.4 out of 10, Exceptional, (3)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Our group of 9 had a wonderful time at LLABAI. Their home is well kept and the kitchen is well supplied. They are gracious in providing water toys like kayaks and paddle boards and a canoe. We've rented other homes where nothing water related...
Stunning modern home in peaceful, private setting on desirable Long Lake.

Serene Frye Island waterfront with beautiful sunrise views over Raymond Cape.

8.0 out of 10, Very Good, (1)
"Rating Details: The property manager was very helpful. The vacation rental was clean. I was very happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Overall great rental and location. As far as feedback, we wished more of the bedroom/kitchen drawers, cabinets and closets were emptied out. Owner’s personal belongings were filling up most storage space so we had limited space to put food, clothing, etc....
Serene Frye Island waterfront with beautiful sunrise views over Raymond Cape.

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

WATERFRONT ON PETTENGILL POND

WATERFRONT ON PETTENGILL POND

The Weldon Hotel

4.0 star property
9.6 out of 10, Exceptional, (55)
"Great hotel"
The price is SAR 789
SAR 1,141 total
includes taxes & fees
11 May - 12 May
The Weldon Hotel

Gorgeous ocean-front home with stunning beach views

9.6 out of 10, Exceptional, (104)
"Lovely, clean & great location!"
Gorgeous ocean-front home with stunning beach views
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.