The Lookout on Pettingill Pond - waterfront, near Sebago Lake, hot tub, kayaks!

Windham, Maine
$649 avg/night Minimum Stay 3 Nights
Bed 5

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 12

Max Sleeps

Night 3 nights

Min Stay

Make your getaway to Maine one for the books with a stay at our place on Pettingill Pond in Windham.

This charming little 3-story house is bigger than it looks, perfect for families and groups of friends alike.

Enjoy waterfront access and beautiful views overlooking the pond from almost anywhere in the house, come relax and enjoy our home away from home any time of the year.

HOUSE LAYOUT (funky but we love it):

Top floor: Open-concept living area, full kitchen with an island, comfy sectional sofa, smart TV, dining area, balcony off the dining area overlooking the backyard

Middle floor: 3 bedrooms (1 king-sized bed, 2 queen sized-beds), two full bathrooms (1 bathtub, 1 shower)

Bottom floor: Brand new bar area and kitchenette, pull-out sofa, 4th bedroom (king-sized bed), small 5th bedroom w/ bunk beds (twin-over-double), smart TV, dart board

OUTSIDE:

During the summer months, we have a dock, patio furniture, a hot tub, night-glow jumbo chess, a fire pit, a grill and two kayaks available for use. Although it isn't an ideal place to swim, we hear there is great fishing in the pond!

Dogs are always welcome.

***Please note, the house is located on the corner of a very busy road. There is minimal traffic noise from inside the house, but it is noticeable while outside.***

NEARBY:

- North Windham amenities: 5-minute drive
- Sebago Lake - Tassel Top beach: 5-minute drive
- Seacoast Adventure Park (mini golf, go-karting & more): 2-minute walk
- The Deckhouse Tavern (restaurant): 2-minute walk
- Downtown Portland: 40-minute drive

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    3 Total Pets Pet Friendly Welcoming Dogs Only
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Bed Sheets Provided
  • KITCHEN

    Coffee/tea Maker Cookware/dishes/utensils Dishwasher Kitchen Island Microwave Oven Paper Towels Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Firepit Outdoor Furniture
  • POOL/SPA

    Hot Tub
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Kayak On Site
  • ENTERTAINMENT

    Games Smart TV
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Games
  • SUITABILITY/ACCESSIBILITY

    Area Rugs In Public Areas Gravel Flooring In Public Areas Handrails In Stairways If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Smoke-free Property Smooth Flooring In Public Areas Upper Floors Accessible By Stairs Only

CheckIn Check-in : 03:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 12

Map Map

School District Availability

Review Review

  • Resha

    Submitted Jul 26, 2025

    Stayed Jul 17, 2025

    The house was beautiful and the lake is gorgeous. The morning views of the sun on the lake were stunning. The house was very clean and well stocked. We were a bit disappointed that the hot tub was a little run down, and there were swarms of insects under the cover so we couldn’t go in. But the pool table and game machine made up for it. Glenn was very communicative. A storm knocked out our power for a bit and caused some water pooling in the basement. Glenn was reachable immediately and offered to help. Overall a wonderful stay, and we’d definitely recommend!

  • Katie S.

    Submitted Oct 21, 2025

    Stayed Oct 9, 2025

    Overall our stay was great. The house was clean and spacious. The view of the pond is gorgeous. We were able to quickly get in touch with the owner to troubleshoot an issue. I will note that the house is on a very busy road and it is quite loud, even inside the house.

  • Joseph P.

    Submitted Sep 1, 2025

    Stayed Aug 29, 2025

    Great house. Awesome scenery behind the house. Good restaurants nearby. Only 30-40 minutes from Downtown Portland. Easy check-in and check-out processes.

  • Adam B.

    Submitted Aug 22, 2025

    Stayed Aug 13, 2025

    Great property! So convenient

  • Amanda T.

    Submitted Aug 21, 2025

    Stayed Aug 8, 2025

    The home is beautiful. In the photos, it really doesn’t show from the view of the dock, how bad the water is. We thought that the kids would have been able to swim from the dock or play in the water - unfortunately, because of the moss/muck on the bottom, they weren’t able to at all. There was sand in the hot tub when we got there. The host was wonderful ensuring that it was taken care of right away so they at least had that to play in. The home was immaculate though, and our family had a wonderful time for this staycation. We appreciate how accommodating and centrally located the house was.

  • Pam D.

    Submitted Aug 7, 2025

    Stayed Aug 4, 2025

    What a wonderful house! She’s much bigger than at first glance and was perfect for our family of 7! My kids loved fishing on the pond. The busy highway was something to get used to but overall, we had a pleasant stay, thank you!!

  • Anndrew R.

    Submitted Aug 4, 2025

    Stayed Jul 31, 2025

    Wonderful seamless stay. Check in was easy, host left instructions around about how to use amenities, access WiF, etc. It was great to be right on a small lake, made for very peaceful coffee on the dock in the mornings. The property is right off a busy road - so if car sounds bother you it’s something to be aware of, but did not impact our stay. Great spot for trips to Sebago or downtown Portland.

  • Michelle S.

    Submitted Jul 29, 2025

    Stayed Jul 24, 2025

    We enjoyed our stay. This house in a convenient location with lots of stores, restaurants and available activities nearby. The house inside was beautiful with a peaceful view of the water. The open concept livingroom, diningroom, and kitchen was ideal for our family to be able to spend time together while on vacation.

Your dates are Available!

Total

Includes taxes and fees
$649+
View details