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Check prices for these dates

Next weekend
4 Apr - 6 Apr
In two weeks
11 Apr - 13 Apr
In one month
25 Apr - 27 Apr
In two months
23 May - 25 May

Compare 62 Cottages in Winslow with updated reviews, rates, and availability.

Little Beans Cottage on Great Pond, Belgrade ME
Smart TV

Little Beans Cottage on Great Pond, Belgrade ME

10.0 out of 10, Exceptional, (38)
"It was a delight, with beautiful Great Pond and inlet close by. The house itself is rustic, spacious and comfortable. Its L.L. Bean history added to the charm. The space heaters were welcome. The location, on a spit of land near the end of a long dirt road, but convenient to the Belgrade Lakes town center, was most enjoyable. We'd definitely recommend it."
Little Beans Cottage on Great Pond, Belgrade ME
2 bedroom cottage house at Pond Hill Farms
Miscellaneous

2 bedroom cottage house at Pond Hill Farms

10.0 out of 10, Exceptional, (5)
"We love to support small farms when we travel and this was a convenient location in between our plans in Portland and Acadia. The cottage is at the top of the hill with panoramic views. We woke up to thick fog which blanketed the scenery in clouds and made for scenery which we don't often get to see. The cottage is brand new and very clean and comfortable. We were sad we only stayed one night. The driveway is a bit steep and not paved. Our SUV handled it fine but a smaller car may have a bit of...
2 bedroom cottage house at Pond Hill Farms
Summer Getaway on North Pond - Hidden Harlow Lane Retreat
On the beach, sun loungers

Summer Getaway on North Pond - Hidden Harlow Lane Retreat

9.6 out of 10, Exceptional, (25)
"The view of the lake is beautiful and the loon was perfect, but we did not have drinkable water and for the price of cleaning and using only the Loon it was overpriced for the stay. "
Summer Getaway on North Pond - Hidden Harlow Lane Retreat
Lighthouse Lane
Outdoor dining

Lighthouse Lane

10.0 out of 10, Exceptional, (54)
"Check in and check out was super easy. Photos are super accurate and the property is beautiful. Thank you for sharing your beautiful with us!"
Lighthouse Lane
April Special, Lake Great Pond, Dog Friendly
Outdoor dining

April Special, Lake Great Pond, Dog Friendly

10.0 out of 10, Exceptional, (35)
"Very clean and comfortable."
The price is AED 553
AED 1,139 total
includes taxes & fees
1 Apr - 2 Apr
April Special, Lake Great Pond, Dog Friendly
"Not-A-Pine Lane COTTAGE" is a family treasure enjoyed by generations
Beach towels

"Not-A-Pine Lane COTTAGE" is a family treasure enjoyed by generations

9.6 out of 10, Exceptional, (56)
"Great location. fishing was awesome!! Tiffany was so nice and accommodating We had a nice few days! very nice getaway!"
"Not-A-Pine Lane COTTAGE" is a family treasure enjoyed by generations
One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge
TV, fireplace, DVD player, video library

One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge

10.0 out of 10, Exceptional, (63)
"My wife and I make a trip up to Maine every fall and I can state this property was one of the nicest we've ever stayed at. First the view: The cottage has an amazing view of the lake, sitting at the kitchen table there is a huge window and it feels like you are right on the water. The road that goes down to the cottage goes over a hill that has an absolutely stunning view of the entire lake and the mountains in the distance. The privacy at the cottage was great. The road the cottage was off...
One Of Belgrade Lakes Best Kept Secrets, Very Private & 10 Feet From Waters Edge
Charming 2-bedroom lake front cottage on serene Cobbosseeconte with kayaks, ac
Property grounds

Charming 2-bedroom lake front cottage on serene Cobbosseeconte with kayaks, ac

2.0 star property
Charming 2-bedroom lake front cottage on serene Cobbosseeconte with kayaks, ac
Timeless Lakefront Cottage with private dock- East Pond Belgrade Lakes Region
Interior

Timeless Lakefront Cottage with private dock- East Pond Belgrade Lakes Region

10.0 out of 10, Exceptional, (31)
"Great spot right on quiet East Pond. Cottage is perfect and had everything and more than we needed. Owner was easy to communicate with and very pleasant. Highly recommended rental. "
Timeless Lakefront Cottage with private dock- East Pond Belgrade Lakes Region
2 BR Lakefront Cottage in Belgrade Lakes Region
Beach

2 BR Lakefront Cottage in Belgrade Lakes Region

10.0 out of 10, Exceptional, (23)
"If you are considering this cabin, do not hesitate to book it. It is absolutely beautiful, perfect spot on the lake and still close to many local venues. We enjoyed a beautiful fall weekend and cannot wait to go back. Denise was the most gracious host and made us feel at home. We were able to fish off the dock which is just steps from the front porch. Beautiful sunsets and listening for the loons was a favorite. Wish we could give more than 5 stars! "
2 BR Lakefront Cottage in Belgrade Lakes Region
Springvale Farm: Freedom Home With Hiking Trail!
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Springvale Farm: Freedom Home With Hiking Trail!

3.0 star property
Springvale Farm: Freedom Home With Hiking Trail!
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes
Miscellaneous

Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes

9.6 out of 10, Exceptional, (49)
"It was OK."
Weekly discounts avail. Get away from it all on the start of The Belgrade Lakes
Private Dock on Messalonskee Lake: Cozy Cottage!
TV, fireplace, books

Private Dock on Messalonskee Lake: Cozy Cottage!

2.0 star property
9.6 out of 10, Exceptional, (4)
"Great, simple lakeside cabin with privacy. "
Private Dock on Messalonskee Lake: Cozy Cottage!
Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College
Beach towels

Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College

9.6 out of 10, Exceptional, (10)
"We spent a beautiful fall weekend at Cedar Estates, the house was clean and very well equipped, as described in the listing. We enjoyed a nice campfire on Saturday night at the fire pit. Our 2 dogs really enjoyed exploring and running outside as well! Clean sheets and towels, hot water - lovely overall!"
Belgrade Lakes Cottage w/ Long Pond beach access close to Augusta, Colby College
Beachfront Cottage Nestled in a Cove
Miscellaneous

Beachfront Cottage Nestled in a Cove

Beachfront Cottage Nestled in a Cove
Screen Porch with see thru roof, BQ, 30' from sandy beach, canoe and 3 kayaks
Property grounds

Screen Porch with see thru roof, BQ, 30' from sandy beach, canoe and 3 kayaks

7.6 out of 10, Good, (22)
"The camp was quaint, great kitchen! Unfortunately there was confusion & communication issues with our host not being notified that we had booked property. We received a refund from the host for the nights we didn't stay due to propane running out. The host had intended to have camp closed up the week we had booked."
Screen Porch with see thru roof, BQ, 30' from sandy beach, canoe and 3 kayaks
Lakefront Home on Togus Pond with 2 Decks, Great View & Shared Canoe/Firepit
Property grounds

Lakefront Home on Togus Pond with 2 Decks, Great View & Shared Canoe/Firepit

7.0 out of 10, Good, (4)
"The listing stated there were upstairs tenants. Long story short, on Thanksgiving when they arrived home to me enjoying an outdoor fire, the accused me of using their firewood, I had brought my own. Then another night I left to do an activity with my kids and returned to not being able to park, due to them taking up three spaces with their truck. They were noisy every night until midnight and up every morning by 7a. In have no living family besides my kids and I was looking for a relaxing...
Lakefront Home on Togus Pond with 2 Decks, Great View & Shared Canoe/Firepit
Cozy 1 BR Maine lakeside cottage getaway with WiFi, laundry, and full kitchen.
Miscellaneous

Cozy 1 BR Maine lakeside cottage getaway with WiFi, laundry, and full kitchen.

2.0 star property
10.0 out of 10, Exceptional, (6)
"Everything about the cottage made us feel at home. It was very well kept and our hosts did everything possible to make us feel welcome. We were looking forward to the water view and it did not disappoint!"
Cozy 1 BR Maine lakeside cottage getaway with WiFi, laundry, and full kitchen.
Unique Cottage
Exterior

Unique Cottage

10.0 out of 10, Exceptional, (25)
"Had a really great time while in the area for a wedding. Pond location with access to kayaks, small beach front, and fire pit was perfect for our occasion. Love listening to the loons while sipping coffee and watching the sunrise! "
Unique Cottage
Maine Summer Lake House on Bald Head Island
Miscellaneous

Maine Summer Lake House on Bald Head Island

10.0 out of 10, Exceptional, (25)
"“8 is Enough” was well furnished and had comfortable beds and was well appointed and felt “homey”. It is well located on the lake with a wonderful swim platform and dock. There are multiple fire pits and a perfect screened in porch. The Gleason’s were very accommodating and communicative owners and our trip was perfect."
Maine Summer Lake House on Bald Head Island
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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Other property types in Winslow

The Cabin Skowhegan
Terrace/patio

The Cabin Skowhegan

9.8 out of 10, Exceptional, (38)
"In an age of "Live Laugh Love" vacation rentals -- every property a generic flip, done up in neutral tones and mass-manufactured message art -- it was so refreshing to enter the Cabin Skowhegan, where everything seemed like a real live person had put it there. The photos of local sites, sometimes captioned. The worn-in but sturdy and inviting furniture, arranged for comfort. The quirky mug collection, clearly someone's pride and joy, hanging around the dining area. Supplies and provisions...
The price is AED 367
AED 681 total
includes taxes & fees
30 Mar - 31 Mar
The Cabin Skowhegan
April Special, Lake Great Pond, Dog Friendly
Outdoor dining

April Special, Lake Great Pond, Dog Friendly

10.0 out of 10, Exceptional, (35)
"Very clean and comfortable."
The price is AED 553
AED 1,139 total
includes taxes & fees
1 Apr - 2 Apr
April Special, Lake Great Pond, Dog Friendly
Summer Getaway on North Pond - Hidden Harlow Lane Retreat
On the beach, sun loungers

Summer Getaway on North Pond - Hidden Harlow Lane Retreat

9.6 out of 10, Exceptional, (25)
"The view of the lake is beautiful and the loon was perfect, but we did not have drinkable water and for the price of cleaning and using only the Loon it was overpriced for the stay. "
Summer Getaway on North Pond - Hidden Harlow Lane Retreat
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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