Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome
Highland Playhouse
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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.
If you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.
Parking notes: There is free parking available for 4 vehicles.
Security camera details: Outward facing Ring cameras around the home. These are not for guests use but will be up at the home.
Please note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!
Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit. More information can be downloaded from the "Rental Agreement" on the checkout page.
Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Our prices include all fees. No hidden fees.
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Smoking is not permitted anywhere on the premises.
For information about quiet hours, please refer to the listing description.
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
About the area
Windham
Located in Windham, this cabin is on the waterfront. Sebago Lake Basin and Sebago Lake reflect the area's natural beauty and area attractions include Seacoast Adventure and Happy Wheels Skate Center. Looking to enjoy an event or a game while in town? See what's happening at Fitzpatrick Stadium or Hadlock Field. Discover the area's water adventures with kayaking, fishing and swimming nearby, or enjoy the great outdoors with hiking/biking trails.
Portland, ME (PWM-Portland Intl. Jetport) - 23 min drive
Restaurants
Dunkin' - 17 min drive
Dunkin' - 10 min drive
Red City Ale House - 13 min drive
Bru Thru Coffee Shop - 14 min drive
Smoked Windham - 12 min drive
Frequently asked questions
Is Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome?
As of 3 Apr 2026, prices found for a 1-night stay for 2 adults at Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome on 27 Apr 2026 start from £135, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome?
On-site parking is available at the property.
What time is check-in at Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome?
Check-in begins at 4:00 PM.
What time is check-out at Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome?
Checkout is at 10:00 AM.
Where is Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome located?
Situated on the waterfront, this cabin is within 9 miles (15 km) of Mercy Primary Care, Sebago Lake Basin and Sebago Lake. Seacoast Adventure and Riverside Municipal Golf Course are also within 9 miles (15 km).
Reviews
8.8
Excellent
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
It was wonderful! Beautiful view. The only complaint we have is that it has a musty smell. We could only think it was because the cottage is old. Would definitely stay again!
Kayla H.
Stayed 4 nights in Sep 2025
Response from VrboOwner on 17 Oct 2025
Thank you so much for sharing your kind words about the beautiful view, you’ve truly captured one of the best parts of the cottage. We’re delighted to hear you’d consider staying with us again. We're sorry to learn about the musty smell you noticed. We look forward to welcoming you back for another wonderful stay.
Very nice place along the lake to unwind and relax. Any inquiries were promptly answered. The place was very clean and dog friendly - our dog had a great time running around the yard and hanging out by the bonfire. The beds were not the most comfortable but other than that the experience was great. If you enjoy looking at the stars, the view at night was top notch compared to what we're used to seeing back home.
My family, including dogs, stayed for 4 nights. The weather was cold and windy but the house was warm and comfortable. Loved sitting in the sunroom, the kitchen was well stocked, entertainment (TV and games) plentiful, claw tub very cool. Convenient to Portland and LLBean. Great hiking trails in Windham. Enjoyed our stay!
The house was warm, cozy and a great fit for me and my 2 young kids. The views across the lake are stunning.It was a budget friendly price, enjoyable and im looking forward to staying there again.
If you really like a rustic visit, this house is great. Our adult children found it an adventure. I didn’t have to climb the steep steps but that tub in downstairs bath felt like standing up in a rowboat. Not because it moved but since it wasn’t flat inside, it felt like it.
Tammy L.
Stayed 2 nights in Jun 2025
Response from VrboOwner on 6 Aug 2025
Thank you for your review. We're glad to hear your family enjoyed the rustic charm of the home and appreciated the sense of adventure it brought! We understand that the steep steps and the unique design of the downstairs bathtub may not be ideal for everyone. Your feedback is helpful, and we’ll share your comments with the homeowner for future consideration. Thank you for visiting with us. We hope you made wonderful memories during your stay!
From a partner site
10/10 Excellent
Luke O.
30 Oct 2023
Cozy Autumn Stay
We had a wonderful stay by the lake’s edge. Spectacular sunrises, falling leaves and sparkling blue waters made for a perfect stay.
We loved the lake cabin. Property was clean and well taken care of. My daughter loved the upstairs sitting room overlooking the lake. We would stay there again.
Beautiful and peaceful setting on the lake. Close enough to Portland and other activities but quiet and relaxed at the cottage.
Coleen J.
Stayed 6 nights in May 2024
From a partner site
8/10 Good
Aaron B.
24 Sept 2024
Beautiful lakeside therapy
Perfect location near Portland but, calm and peaceful. Very nice having kayaks and paddle boards to use. Well stocked kitchen, great deck with a grill and a fire pit.
Aaron B.
Stayed 4 nights in Sep 2024
From a partner site
10/10 Excellent
Debbie W.
5 Nov 2024
Great Place with a Great View and Ambience
Three ladies enjoyed four days at this property which was very peaceful and relaxing. Loved sitting down by the lake, roasting marshmellows and hotdogs with the bonfire, while watching the geese, ducks, and chippies. The house has lots of room with plenty of places for everyone to gather together. Will definitely stay here again!
A beautiful home in great location with all the amenities needed to be comfortable. Enjoyed it so much , we are looking to rent it for a week next time!
Deborah W.
Stayed 2 nights in Apr 2023
From a partner site
10/10 Excellent
Kim D.
6 Jul 2024
Perfect Maine Getaway
Loved the location. Directly on the water. Close to Portland. Made great use of the Kayaks and paddleboards. Hope to return some day.
Kim D.
Stayed 11 nights in Jun 2024
From a partner site
10/10 Excellent
Brad S.
23 Mar 2024
Maine Lake House
We enjoyed a private getaway with our dog! It was relaxing and felt just like a summer home should. Plenty of heat and blankets on the cooler evenings! The sunrise was spectacular.
Brad S.
Stayed 4 nights in Mar 2024
Response from VrboOwner on 23 Mar 2024
Hello Brad. Thank you for taking the time to review your stay with us. We are so happy that you and your dog had a wonderful time at our our lovely home. We hope to host you for another great stay!
a peaceful, beautiful cabin with a gorgeous lake front setting. This is a very old cabin that has been updated/renovated but done so that the old fashioned feeling is still present. Would love the opportunity to stay here again!
The house was good for 4 adults and 2 kids, it was clean and well stocked. It stayed warm during the colder nights. The check in and check out was really chill. The lake was beautiful!
Sarah L.
Stayed 2 nights in Oct 2023
From a partner site
4/10 Poor
Kendall M.
1 Sept 2024
Great location but amenities need some care
Loved the location of property location! Some of the amenities need replacement or care.
Kendall M.
From a partner site
4/10 Poor
Kenny J.
27 Oct 2023
lake house
location Highland Lake
Kenny J.
Stayed 3 nights in Oct 2023
Response from VrboOwner on 28 Oct 2023
Hi, Kenny, thank you for your review. We appreciate you taking the time to provide us with your valuable feedback as a means to continually improve our homes.
We hope to host you for another truly carefree and great vacation in the future!