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

Windham vacation home with kitchen

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

Smart TV
Dining
Property grounds
Outdoor dining
Fridge, microwave, oven, stovetop

Reviews

9.6 out of 10
Exceptional

Entire home

5 bedrooms2 bathrooms

Popular amenities

  • Hot tub
  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi

Explore the area

View in a map
Windham, ME
  • Place, Seacoast Adventure
    ‪1 min walk‬
  • Place, Sebago Lake
    ‪2 min drive‬
  • Place, Sebago Lake Basin
    ‪2 min drive‬
  • Airport, Auburn, ME (LEW-Auburn - Lewiston Municipal)
    ‪28 min drive‬

Room options

About the neighborhood

Windham

In Windham .You'll be within half a mile (1 km) of Seacoast Adventure and 2 miles (3 km) of Sebago Lake with a stay here. Sebago Lake Basin and Jordan Bay are also within 2 miles (3 km).
View more Vacation Homes in WindhamOpens in a new window

What's nearby

  • Seacoast Adventure - 1 min walk - 0.1 miles
  • Sebago Lake - 2 min drive - 1.4 miles
  • Sebago Lake Basin - 2 min drive - 1.2 miles
  • Old Orchard Beach - 39 min drive - 37.7 miles
  • Old Orchard Beach Pier - 43 min drive - 37.7 miles

Getting around

  • Portland Transportation Center - 28 min drive
  • Auburn, ME (LEW-Auburn - Lewiston Municipal) - 31 min drive

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪Starbucks - ‬3 min drive
  • ‪Dunkin' - ‬3 min drive
  • ‪Dunkin' - ‬3 min drive
  • ‪Applebee's Grill + Bar - ‬16 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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

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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Property amenities

Pool/Spa

  • Hot tub

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Kitchen island
  • Kitchenette
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Shower
  • Toilet paper
  • Towels provided

Living spaces

  • Living room

Entertainment

  • Games
  • Smart TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 3 pets total

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Area rugs in public areas
  • Gravel flooring in public areas
  • Handrails in stairways
  • Smooth flooring in public areas
  • Upper floors accessible by stairs only
  • Smoking not allowed

Things to do

  • Kayak

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 21

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights and lock the doors
Please place all used towels in the washing machine. Do not add detergent or run the washer, we'll take care of this!
Failure to complete these may result in a negative review from the host.

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 3 pets
  • Service animals are exempt from fees

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a private host, not a professional engaged in trade or business. This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.

Frequently asked questions

How close is The Lookout on Pettingill Pond - waterfront, near Sebago Lake, hot tub, kayaks! to the airport?

This vacation home is 22.7 mi (31-min drive) away from the Auburn, ME (LEW-Auburn - Lewiston Municipal) airport, the closest popular airport to the property.

Does The Lookout on Pettingill Pond - waterfront, near Sebago Lake, hot tub, kayaks! have an airport shuttle?

Airport shuttle services are not available at this vacation home.

How close is The Lookout on Pettingill Pond - waterfront, near Sebago Lake, hot tub, kayaks! to the beach?

This vacation home is 3.8 mi (6-min drive) from Ramond Beach.

Does The Lookout on Pettingill Pond - waterfront, near Sebago Lake, hot tub, kayaks! offer free breakfast?

This vacation home does not offer free breakfast.

Is there a casino at The Lookout on Pettingill Pond - waterfront, near Sebago Lake, hot tub, kayaks!?

No, there is no casino at this vacation home.

What time is check-in at The Lookout on Pettingill Pond - waterfront, near Sebago Lake, hot tub, kayaks!?

Check-in begins at 3:00 PM.

Is there free parking at The Lookout on Pettingill Pond - waterfront, near Sebago Lake, hot tub, kayaks!?

Free parking is not available at this vacation home.

Does The Lookout on Pettingill Pond - waterfront, near Sebago Lake, hot tub, kayaks! have a pool?

This vacation home does not have a pool.

Does The Lookout on Pettingill Pond - waterfront, near Sebago Lake, hot tub, kayaks! have a spa?

There are no spa services available at this vacation home.

How close is The Lookout on Pettingill Pond - waterfront, near Sebago Lake, hot tub, kayaks! to downtown Windham?

This vacation home is 7 mi away from Windham.

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

Reviews

9.6

Exceptional

Rating 10 - Excellent. 8 out of 11 reviews
Rating 8 - Good. 3 out of 11 reviews
Rating 6 - Okay. 0 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

9.8/10

Cleanliness

10/10

Amenities

8.0/10

Property conditions & facilities

Reviews

Verified

10/10 Excellent

Adam B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great property! So convenient
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Joseph P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great house. Awesome scenery behind the house. Good restaurants nearby. Only 30-40 minutes from Downtown Portland. Easy check-in and check-out processes.
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Michelle S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Jul 2025
Verified

10/10 Excellent

Pam D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Stay!

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!!
Stayed 3 nights in Aug 2025
Verified

10/10 Excellent

Anndrew R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
View from the balcony
Stayed 3 nights in Jul 2025
Verified

8/10 Good

Katie S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 5 nights in Oct 2025
Verified

8/10 Good

Resha

Liked: Cleanliness, amenities, property conditions & facilities, communication
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!
Stayed 4 nights in Jul 2025
Verified

8/10 Good

Amanda T.

Liked: Cleanliness, check-in, communication, location
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.
Stayed 2 nights in Aug 2025
Verified

10/10 Excellent

Ardath G.

Liked: Cleanliness, check-in, listing accuracy
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Kim D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Oct 2025