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Featured Cottages in Windham and around

Beach
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🏠🏖🚗
Property grounds
Secluded lakefront cottage with private beach LAKES REGION, DENMARK MAINE
10.0 out of 10, Exceptional, (22)
"We had a relaxing week at the lake. The cottage was beautiful and had amazing views and just a few steps to the water. Perfect for a family vacation and we definitely will come back!"
Secluded lakefront cottage with private beach LAKES REGION, DENMARK MAINE
Pool
Island cottage getaway
10.0 out of 10, Exceptional, (12)
"Coastal funky cottage, very comfortable and clean, terrific location and fabulous porch!"
Island cottage getaway
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Outdoor spa tub
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.
Property grounds
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
10.0 out of 10, Exceptional, (94)
"We celebrated our Mom’s 70th birthday in this beautiful space. It exceeded our expectations and the property manager David is the best!"
PRIVATE OCEANFRONT COMPOUND with spectacular ocean views from nearly every room
Fridge, microwave, oven, stovetop
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
Property grounds
Adorable waterfront gem with 2 kayaks, high-speed WiFi, full kitchen & dock
10.0 out of 10, Exceptional, (14)
"Great waterfront location on beautiful lake. Several kayaks and a paddle board available. Property has its own private island with fire pit, picnic table, hammock, and dock. Very nice view of the lake and sunsets from inside the house and from the porch. Would definitely go back."
Adorable waterfront gem with 2 kayaks, high-speed WiFi, full kitchen & dock
Fridge, microwave, oven, stovetop
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
Pool
Seashell Cottages/JK Rentals - Cottage 2, 1 full bed
10.0 out of 10, Exceptional, (11)
"Good for a single person, but kind of crowded for a couple."
Seashell Cottages/JK Rentals - Cottage 2, 1 full bed
Beach
Relax & Recharge! Tranquil Family-Owned Cottage, Sebago Lake Area, Pets free
9.8 out of 10, Exceptional, (103)
"Comfortable and great communication with hosts. And quiet!!"
Relax & Recharge! Tranquil Family-Owned Cottage, Sebago Lake Area, Pets free
On the beach
Sea Cottage at Fortunes Rocks
9.8 out of 10, Exceptional, (61)
"We thoroughly enjoyed our time at the cottage. We walked the beach during the day , drove to OOB for meals and sightseeing. It was just perfect and we will definitely stay there again. Thanks a lot to management and the owners for having a great rental, clean, modern perfect in all ways."
Sea Cottage at Fortunes Rocks
2 bedrooms, iron/ironing board, WiFi, bed sheets
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
Terrace/patio
Seashell Cottages/JK Rentals - Cottage 1, 2 full beds, 1 twin
9.8 out of 10, Exceptional, (25)
"Clean older but nice cottage. Janet and Karen were excellent host with excellent communication."
Seashell Cottages/JK Rentals - Cottage 1, 2 full beds, 1 twin
Property grounds
The Wee White Cottage on Tripp Lake in Poland, Maine.
9.8 out of 10, Exceptional, (63)
"The Wee White Cottage is at the end of a private road. In October when we stayed we had the neighborhood mostly to ourselves. It was wonderfully quiet. The cottage is rustic but nicely decorated and had everything we needed. It felt like home. The lake is only steps away. If I had to use only one word to describe our stay it would be relaxing!"
The Wee White Cottage on Tripp Lake in Poland, Maine.
TV, DVD player
The Little House - Gorgeous Views of Lowell's Cove and Casco Bay
9.8 out of 10, Exceptional, (7)
"The Little House is situated in a great spot which provides for a lovely view of the water. It was very clean and I really appreciate the hosts using a professional laundering service for sheets and towels - provides reassurance of sanitary conditions during this unfortunate time of Covid. The home is well maintained. Three things which impacted our stay adversely: the queen bed is quite hard, like a brick; very uncomfortable. The living room has a small couch. Unfortunately it could really...
The Little House - Gorgeous Views of Lowell's Cove and Casco Bay
TV, fireplace
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!
Fridge, microwave, oven, stovetop
The Outlet House, Comfortable Cottage
9.6 out of 10, Exceptional, (28)
"Clean, comfortable, very well located. We have stayed here several times."
The Outlet House, Comfortable Cottage
Beach nearby, sun-loungers, beach towels
Classic Maine Beach Cottage! Steps to Pine Point Beach!
9.6 out of 10, Exceptional, (30)
"This is an adorable tiny cottage that makes a perfect getaway for 2 people. My husband and I thoroughly enjoyed our stay. The kitchen is small but very well outfitted with nice appliances. The owners are thoughtful and responsive. We enjoyed the quietness of the surroundings. Would love to come back!"
Classic Maine Beach Cottage! Steps to Pine Point Beach!
Lake
Sand Pond Escape located in Picturesque East Baldwin, ME.
9.6 out of 10, Exceptional, (27)
"This is a clean cabin and it's on a beautiful pond we liked it alot"
Sand Pond Escape located in Picturesque East Baldwin, ME.
Exterior
Large 2BD cottage 10 min to Pier & Beach Pets ok
9.4 out of 10, Exceptional, (16)
"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 €263
includes taxes & fees
21 May - 22 May
Large 2BD cottage 10 min to Pier & Beach Pets ok
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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

Beach/ocean view
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
9.8 out of 10, Exceptional, (174)
"Even with a snow/ice storm, the beach doesn’t disappoint! Beautiful sunrises, sunsets, and waves crashing. The condo was warm and cozy and I was very happy to be able to watch the Bruins on tv. Already planned my next visit!"
Oceanfront condo!!!! Steps to 7 mile beach & downtown OOB. 3rd floor w/elevator
On the beach
Gorgeous ocean-front home with stunning beach views
9.6 out of 10, Exceptional, (74)
"Great little condo. Right on the beach! Balcony is wonderful, as is the view from the master. Second bedroom is definitely a “kids” room with the two bunk beds. Garage was great for a car, would not fit the height of a truck"
Gorgeous ocean-front home with stunning beach views
Property grounds
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
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.

Windham Cottages information

Number of reviews
638
Accommodation
224 Cottages
Lowest Price
€263
Highest Price
€324

Recent Reviews in Windham
Expedia verified reviews

Hilton Garden Inn Portland Downtown Waterfront

Hilton Garden Inn Portland Downtown Waterfront

5/5 Excellent
Portland Visit
"Nice place to stay. Helpful & friendly staff. "
A verified traveller stayed at Hilton Garden Inn Portland Downtown Waterfront
Posted 14 hours ago
Hilton Garden Inn Portland Downtown Waterfront