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!
Fully equipped kitchenette with everything your group needs. No hot pan on c-top
Gorgeous full bathroom fully stocked and ready for your whole group.
Bathroom
Plush queen bed and natural light...Sleep well."
review stars
9.4Outstanding
(17 Ratings)
"House was great very clean .We all had a wonderful time .Was a great week for a vacation, weather was great to. Hot tub was a real hit with our family. Kayaking on the pond was a hit too.Thank you fo..."
chris c.
Don't miss out! Price and availability may change
9.4 / 10
Outstanding(17 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

city location on map

Ratings and reviews

9.4 / 10
Outstanding(17 Ratings)
10 / 10Outstanding·Jul 2026
House was great very clean .We all had a wonderful time .Was a great week for a vacation, weather was great to. Hot tub was a real hit with our family. Kayaking on the pond was a hit too.Thank you for a wonderful vacation.The Conklin Family
8 / 10Excellent·Jun 2026
The property was clean, comfortable. The pond next to the house was very nice and made for a peaceful, relaxing atmosphere. Walkable to restaurants. We really enjoyed our time here.
10 / 10Outstanding·May 2026
Beautiful house for families, we had a great time. Glenn is an amazing host, communication 10/10. There’s two kitchens and two laundry rooms which made everything easier for us. The grill and private beach area was also nice to have right by the water.
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.

$$$$
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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.