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  1. USA >
  2. Maine >
  3. Windham

Highland Playhouse

Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome
Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome
Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome

Cabin in Windham, Maine

Guests
7 Guests
Bedrooms
3 Bedrooms
Bathrooms
2 Bathrooms
Pets allowed
Pets allowed

Locally Owned & Operated

Casago Franchise Owner

Locally Owned & Operated
Rating4.42

What our guests are saying...

AI-generated from guest reviews for this property

Highland Playhouse is described as a charming and inviting lakeside retreat that blends nostalgic cottage character with thoughtful modern touches, making it especially well suited for family getaways. Guests appreciated the cozy, comfortable atmosphere, spacious layout, quality furnishings, and well-equipped kitchen, along with inviting spaces for gathering and relaxing throughout the home. Reviewers frequently noted that the home was clean, tidy, and well kept, adding to the overall sense of ease and comfort. Its setting was praised for being peaceful and convenient to nearby Portland while still feeling like a private escape on the water. The lake views, sunrises, enclosed porch, yard, and fire pit created a beautiful backdrop for relaxing stays, with many guests especially enjoying time by the dock and shoreline. Guests also loved the repeated availability of water recreation and family-friendly features, including kayaks, paddleboards, life jackets, games, books, grill space, and reliable wifi, and many highlighted that the property is dog friendly.

Overview

If you're looking for a peaceful, lakefront getaway where you can choose to either relax at home with your feet up or head out in a boat or kayak for exciting days on the water, tick off both boxes here at this absolutely charming, two-story lake house!

Step inside and discover a number of classic features combined with plenty of modern touches. Stock up your fridge and prepare your favorite recipes in the well-equipped, eat-in kitchen complete with stainless steel appliances, and then dine indoors at the kitchen table, in the formal dining area, or outside on your furnished deck. This home also includes a furnished sunroom, a cozy main living area with a TV for streaming your favorite channels, and a small room with a view off the primary bedroom upstairs - a wonderful spot for morning coffee or lazy afternoons with a good book and a mug of tea. Outside, cast a line from the dock or paddle off in one of the provided watercraft , You'll also find a gas grill for summertime barbecues and a lakeside firepit.

THINGS TO KNOW

Full kitchen (no dishwasher).

Streaming TV services require guest accounts to access.

Two paddle boards and three kayaks are available for guest use, though guests are required to sign a waiver to use them.

Permit number: No Permit Required

You must be 25 years or older to rent this property.

Amenities

Central AC
Central AC
Washer/dryer
Washer/dryer
Internet
Internet
TV
TV
Microwave
Microwave
Fridge
Fridge
Stove
Stove
Gas grill
Gas grill
Kayaks
Kayaks
Lakefront
Lakefront
Lake view
Lake view
Waterfront
Waterfront
Dog-friendly
Dog-friendly

Sleeping Arrangements

Bedroom 1

sleeps 2

Beds
1 queen bed

Bedroom 2

sleeps 2

Beds
1 queen bed

Bedroom 3

sleeps 3

Beds
1 double bed
Beds
1 twin bed

Location

Windham, Maine, Home

(Exact address will be provided after booking)

Location

Rating

4.42
52 reviews
5 Star
58%
4 Star
33%
3 Star
4%
2 Star
6%
1 Star
0%
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Shane G2026-06-02

The lake house was incredibly cozy and comfortable. Evenings around the firepit, next to the lake and under the stars were the icing on the cake!

Michael C2026-05-16

This is a rustic lake cabin: small rooms, wooden floors, narrow stairs with steep narrow steps, convenient lake access and good views. The beds/mattresses were very comfortable and there were plenty of pillows so you can find one that suits you. All appliances, tv, heaters, etc. were in good working order. There are some things that I would want to be aware of before choosing this house. Those narrow steep steps would be a challenge for people with mobility issues or trying to get a large suitcase/duffle bag up and down. They have updated the appliances, sink, and counter tops in the kitchen but there is no dishwasher and the fridge does not have an ice maker. They have 1 old fashion ice tray in the freezer so you should plan on buying a bag of ice for drinks. There is only 1 chair in the small den and it does not have a view of the tv. The rest of the seating is a big soft sectional that may be fine for some people but is not ideal for folks that need firmer seating with arms and side tables.

Kevin O2025-12-14

Great for a small group of 4-6, awesome lake view, clean house. Would def stay here again

Mary-Alice W2025-11-18

I loved the camp!! I grew up not far from there and we had a camp further north. This camp was perfect for 3 of us. Great location and very nostalgic. I am very homesick now! ( but that's a good thing!) Very clean, well kept camp. Thank you!

Donna F2025-10-28

Quiet and rustic.

Nora O2025-08-30

Was great!

$257
avg / night
Rating4.42

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