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

Top rated by guests
Fire up the grill, soak in the hot tub, then up to the upper deck sunset  views!
Chef's granite kitchen with island seating and stainless appliances.
Sleek, modern kitchenette with premium finishes and full appliances
Cook, gather, and enjoy meals together in style.*** No hot pans on c-top.***
Floor-to-ceiling pond views, soaring ceilings, & natural light
review stars
9.4Outstanding
(12 Ratings)
"Great house. Awesome scenery behind the house. Good restaurants nearby. Only 30-40 minutes from Downtown Portland. Easy check-in and check-out processes."
Joseph P.
Don't miss out! Price and availability may change
9.4 / 10
Outstanding(12 Ratings)

House in Windham, ME

12 guests · 5 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area

About this house rental

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

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

Non-smoking
Pets allowed
Family friendly

Map of Windham, ME


Ratings and reviews

9.4 / 10
Outstanding(12 Ratings)
8 / 10Excellent·Oct 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.
10 / 10Outstanding·Sep 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.
10 / 10Outstanding·Aug 2025
Great property! So convenient
8 / 10Excellent·Aug 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.

$$$$
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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at The Lookout on Pettingill Pond - waterfront, near Sebago Lake, hot tub, kayaks!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is The Lookout on Pettingill Pond - waterfront, near Sebago Lake, hot tub, kayaks! pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at The Lookout on Pettingill Pond - waterfront, near Sebago Lake, hot tub, kayaks!?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.