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Compare 225 Cottages in Windham with updated reviews, rates, and availability.

Little Miss Cottages
2.5 star property
8.2 out of 10, Very Good, (68)
"Perfect place for a family to stay for a fair price if you want to stay a few nights and tour around the rest of Maine. Beach was wonderful! "
Little Miss Cottages
GREAT Newly Renovated Sebago Lake- short walk to Nason`s beach🏠🏖🚗
10.0 out of 10, Exceptional, (62)
"Great cottage Road was busy There was alcohol left in the fridge. I am an alcoholic in recovery. I was not tempted but was a little off putting. Would go back definitely 💯"
GREAT Newly Renovated Sebago Lake- short walk to Nason`s beach🏠🏖🚗
Large 2BD cottage 10 min to Pier & Beach Pets ok
9.4 out of 10, Exceptional, (17)
"The cottage was clean and accurately described. It was perfect for our needs and we are already looking forward to staying there again in the future."
The price is SAR 675
SAR 1,194 total
includes taxes & fees
4 Jum. II - 5 Jum. II
Large 2BD cottage 10 min to Pier & Beach Pets ok
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Thorburn - Experience a classic ME vacation at this beautiful summer cottage
10.0 out of 10, Exceptional, (10)
"Absolutely loved our late summer stay at this dreamy cottage in Harpswell. The cottage reminded us of childhood summer stays in coastal New England and the nostalgia was real and definitely welcome."
Thorburn - Experience a classic ME vacation at this beautiful summer cottage
The Outlet House, Comfortable Cottage
9.6 out of 10, Exceptional, (29)
"Comfortable Cottage is a great description of this home! We enjoyed our time there and appreciated the location. It was very clean. We’ll definitely stay again!"
The Outlet House, Comfortable Cottage
COZY,Newly renovated,West Shores ,short walk to Nasons Beach 🏖🏠
9.6 out of 10, Exceptional, (66)
"third year in a row staying here. everything is perfect and we have not had anything we needed not available."
COZY,Newly renovated,West Shores ,short walk to Nasons Beach 🏖🏠
Cozy lake cottage with great deck, near all Point Sebago resort activities!
The price is SAR 1,031
SAR 1,288 total
includes taxes & fees
23 Jum. II - 24 Jum. II
Cozy lake cottage with great deck, near all Point Sebago resort activities!
100 feet from the ocean 3 bedroom cottage 420 friendly
9.2 out of 10, Wonderful, (13)
"The property was great and a very convenient location to the beach, shops, and pier. They have everything you could possibly need except food and clothing! Very clean, TVs and ACs in every room. The only challenge as others mentioned is parking. It is a tight fit and if your tires are on the sidewalk you can be ticketed. On our second to last day we were approached by the parking patrol and told this. He was super nice and said he wouldn't ticket us but another may. I said we were leaving the...
100 feet from the ocean 3 bedroom cottage 420 friendly
Relax & Recharge! Tranquil Family-Owned Cottage, Sebago Lake Area, Pets free
9.8 out of 10, Exceptional, (104)
"My family and I had a wonderful stay. The cabin is great, the location is beautiful and so peaceful and Kyle is a wonderful host. I would definitely want to stay there again on my next trip to Maine."
Relax & Recharge! Tranquil Family-Owned Cottage, Sebago Lake Area, Pets free
Sensational House on Sebago Lake, Raymond, ME
10.0 out of 10, Exceptional, (33)
"Lovely property and location. Very clean with a fully stocked home. Will certainly be rebooking. Thank you!"
Sensational House on Sebago Lake, Raymond, ME
Island cottage getaway
10.0 out of 10, Exceptional, (15)
"We had a wonderful stay!! The house had all the amenities and was clean and well cared for. Love the decks and yard. Great location near the beaches and store. Awesome view right from the house!!"
Island cottage getaway
Highland Lakefront Cabin
9.0 out of 10, Wonderful, (65)
"We had a very nice stay and enjoyed both the cottage and property. It was a bit rainy, so we didn't get a chance to enjoy the fire pit area, but it looked great. There are a few places that could use some updates, but this is a true lake cottage, so it's really like elevated camping."
Highland Lakefront Cabin
Glamorous cottage-glamping at Sebago Lake
9.8 out of 10, Exceptional, (63)
"Great spot to attend a wedding at Autumn Lane. Very close. Very clean and comfy. We had two dogs, so the multiple inner doors helped with keeping them managed and safe as we stepped in and out. Everyone slept well. The electric fireplace was cozy. We loved the thoughtfulness of wine and beer. Our only concern was a lack of microwave safe dishes. Good thing we read labels. Everything else carefully appointed and convenient."
Glamorous cottage-glamping at Sebago Lake
Private Contemporary Artist's Tree House on two acres with perennial gardens.
10.0 out of 10, Exceptional, (15)
"What an enjoyable and relaxing respite! The location was quiet & private but a quick drive to restaurants, sites & attractions. Best of both worlds. Our host (Brian) was friendly and gracious. He made sure we had everything we needed and was a joy to talk to. This property is definitely worth returning to!"
Private Contemporary Artist's Tree House on two acres with perennial gardens.
Charming cottage short walk to beach!
9.8 out of 10, Exceptional, (16)
"This place was well maintained and clean. My family and I had a very nice stay here and the management was quick and responsive to questions or concerns."
Charming cottage short walk to beach!
As much "an experience" as shelter, Kinsale delights everyone of all ages.
10.0 out of 10, Exceptional, (7)
"We absolutely loved this house!! The view was incredible so we spent a lot of time on the porch and exploring the water. The house was spacious and felt like a classic coastal Maine getaway. We would absolutely love to return next summer!"
As much "an experience" as shelter, Kinsale delights everyone of all ages.
Cozy countryside cottage located on Crooked river in Naples Maine.
Cozy countryside cottage located on Crooked river in Naples Maine.
Updated 2 BD cottage. 10 min walk to Pier & Beach
8.2 out of 10, Very Good, (17)
"This was a great find! Short walk to downtown, but far enough away to be away from the crowds. Perfect oasis for myself, my pregnant wife, and our dog. We would definitely stay again!"
The price is SAR 525
SAR 1,006 total
includes taxes & fees
10 Jum. II - 11 Jum. II
Updated 2 BD cottage. 10 min walk to Pier & Beach
Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !
10.0 out of 10, Exceptional, (24)
"Lovely setting. Plenty of room for 11 guests, 8 adults and 3 children ages 9, 10 and 11. The beach is amazing. Most everything worked fine. One screen door broke as did one dining room chair, but everything else in this large house worked fine. Kitchen well equipped as were outdoor facilities. We loved it so much I immediately rebooked for same weekend next year."
Spectacular Oceanfront Property Offering Bold Panoramic Views of Saco Bay !
Pet-friendly Quintessential Maine Cottage with Easterly Views of Casco Bay
9.4 out of 10, Exceptional, (6)
"Cozy and comfortable"
Pet-friendly Quintessential Maine Cottage with Easterly Views of Casco Bay
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See all available properties in Windham
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Other property types in Windham

Pet-friendly! Modern and spacious 3-bedroom home on the Pleasant River.
Pet-friendly! Modern and spacious 3-bedroom home on the Pleasant River.
Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome
8.4 out of 10, Very Good, (21)
"The house was really great - plenty of room and a nice and serene. Older house with squeaky and uneven floors but the decor and some modern makeovers made it have great character! Communicating with property manager was very easy and we got prompt responses. The only thing worth mentioning that needs attention is the little bridge to go over to get to the driveway. Luckily we have a higher car but anyone with a regular sedan would have bottomed out and/or possibly got stuck. I’m sure it was...
Charming lakefront cottage with a dock, WiFi, & washer/dryer - dogs welcome
2 duplex
3.0 star property
The price is SAR 2,250
SAR 2,828 total
includes taxes & fees
14 Jum. II - 15 Jum. II
2 duplex
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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