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Compare 106 Vacation Homes in Winslow with updated reviews, rates, and availability.

Modern 4 BR Waterfront Lake House, beautiful Belgrade Lakes Area, Mt. Vernon, ME
10.0 out of 10, Exceptional, (14)
"Awesome"
Modern 4 BR Waterfront Lake House, beautiful Belgrade Lakes Area, Mt. Vernon, ME
The Three Cornered Pond Retreat | House in Augusta with kayaks & dock access
9.0 out of 10, Wonderful, (4)
"We hosted a clinic and brought staff up from across the country. All the hotels were sold out so we rented the house. The staff now told us they don’t ever want to stay at the hotel again. This house all the way!"
The Three Cornered Pond Retreat | House in Augusta with kayaks & dock access
A soul soothing escape. Artistically built and lovingly maintained.
10.0 out of 10, Exceptional, (28)
"We loved the property. The Views are great and it is very comfortable and quiet. I would highly recommend staying here."
The price is AED 973
AED 1,593 total
includes taxes & fees
1 Dec - 2 Dec
A soul soothing escape. Artistically built and lovingly maintained.
Veedon Fleece on the Lake
10.0 out of 10, Exceptional, (14)
"Really nice stay. Area is beautiful. Right on the water. Excellent communication with the owner. A little dated and sitting room furniture is quite uncomfortable for sitting around and visiting. But overall a nice place to stay. "
Veedon Fleece on the Lake
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
8.0 out of 10, Very Good, (15)
"This house has a beautiful location. My husband and I stayed for a weekend getaway and enjoyed our stay. One issue that we had was the water pressure. It was hard to shower because the water kept going in and out. As others have stated, the inside of the house could use some TLC. Some of the decorations are falling apart on the wall. The paint on the walls in some rooms look incomplete. Overall it was a good stay. "
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
Secluded escape with three beaches, lake access, grill & fast WiFi - dogs OK
9.0 out of 10, Wonderful, (18)
"Comfortable, quiet location. Appreciated the many nightlights. Both showers need grab bars. Basement shower drain not attached to shower floor."
Secluded escape with three beaches, lake access, grill & fast WiFi - dogs OK
Light-Filled Log Home, 4 Wooded Acres, & Lake Access. The water is 0.4 mi away.
10.0 out of 10, Exceptional, (56)
"Super cozy place. Use a silver popper on the pond"
Light-Filled Log Home, 4 Wooded Acres, & Lake Access. The water is 0.4 mi away.
5 BED HOUSE + HOT TUB, SAUNA AND 600’ OF PRIVATE SHORELINE.
10.0 out of 10, Exceptional, (4)
"The house had a lot of room. This would be a great family getaway place. The host was available and very attentive. I would recommend this house. "
5 BED HOUSE + HOT TUB, SAUNA AND 600’ OF PRIVATE SHORELINE.
Cozy Long Pond cottage, private mooring at the community beach. Bring your boat!
9.8 out of 10, Exceptional, (7)
"This was a great place! Super close walk to a beautiful lake. Everything we possibly needed in the house. The host was wonderful and helpful. The kids favorite part was the kayaking the lake! Thank you!!"
Cozy Long Pond cottage, private mooring at the community beach. Bring your boat!
Lovely dog-friendly lakefront abode with firepit, swimming dock, and fast WiFi
8.8 out of 10, Excellent, (13)
"The place was cool, nice and clean. The place was a safe neighborhood, the places of interest are just nearby. I love to be back again. Thanks for the lovely experienced."
Lovely dog-friendly lakefront abode with firepit, swimming dock, and fast WiFi
Find Your Bliss at this Private and Captivating Lakeside Retreat
10.0 out of 10, Exceptional, (19)
"This place was great! Large, private, right on the water. Filled with nature vibes. We had a larger group and felt there was plenty of space- Dan the property manager was super helpful! "
Find Your Bliss at this Private and Captivating Lakeside Retreat
A Belgrade Lakes Destination, Very Private, Tranquil [Handicap Accessible]
10.0 out of 10, Exceptional, (42)
"Second year at this home. Will exceed all expectations. Water access, scenery, privacy, comfort, etc."
A Belgrade Lakes Destination, Very Private, Tranquil [Handicap Accessible]
Charming Historic Lakefront Home w/ Expansive Porches, Kayaks & Spacious Living!
9.4 out of 10, Exceptional, (3)
"This home is spacious with an antique charm. It offers all the amenities you need. You can enjoy a coffee on the large porch at sunrise while overlooking the water. Or, maybe kayak throughout the day. Our visit was a short stay and this home provided enough for what we needed. "
The price is AED 1,194
AED 2,610 total
includes taxes & fees
12 Nov - 13 Nov
Charming Historic Lakefront Home w/ Expansive Porches, Kayaks & Spacious Living!
Lake Front with Amazing Sunsets on McGrath Pond
10.0 out of 10, Exceptional, (17)
"Very clean, cute lake house. Owner responsive, everything you need for a rental home. Lake and lake toys were so great! We really enjoyed our stay. Thank you!!! "
Lake Front with Amazing Sunsets on McGrath Pond
Small cottage house, centered on 100 acres surround by hills, lake, and cattle.
2.0 star property
10.0 out of 10, Exceptional, (2)
"We only stayed for one night. Basically just slept and showered in the morning so I can not speak on how well stocked the kitchen is. However, there were plenty of pillows, blankets, and towels. Beautiful views, no trouble finding the location and the house was very clean. "
The price is AED 1,653
AED 2,046 total
includes taxes & fees
8 Nov - 9 Nov
Small cottage house, centered on 100 acres surround by hills, lake, and cattle.
A Family's Paradise: Spacious 3BR/2BA w/ Game Room
2.0 star property
10.0 out of 10, Exceptional, (1)
"Lakeside Retreat was the perfect place for my parents’ 50th anniversary celebration. The home was much larger than expected, with plenty of space for everyone to relax. We made unforgettable memories, from cooking spaghetti dinners in the well-stocked kitchen (we especially appreciated the excellent cookware and spacious fridge!) to grilling burgers on the patio. The game room was a hit with the teenagers—it was their own private space with shuffleboard, air hockey, arcade games, ping pong, and...
A Family's Paradise: Spacious 3BR/2BA w/ Game Room
Groups Welcome! Sleeps 16, HotTub, Skiing, Boating, Theatre Room, ITS Trails
Groups Welcome! Sleeps 16, HotTub, Skiing, Boating, Theatre Room, ITS Trails
Fantastic two-level home & guest cottage with fast WiFi & lake access - dogs OK
4.0 out of 10, (2)
"The property had enough room for 10 adults to spread out comfortably. The view was beautiful. The larger house is much nicer than smaller cabin. The smaller cabin is very rustic and smells like an old camp. The listing had a fire pit listed but none was provided. The property is steep in some parts and those with limited mobility may have a hard time accessing some of the property."
Fantastic two-level home & guest cottage with fast WiFi & lake access - dogs OK
Private and Calming Waterfront to the Rescue!
9.6 out of 10, Exceptional, (75)
"We stayed at the property for a trade show with our team and enjoyed a comfortable clean and amazing overall stay. The house was clean kept and the owner was easy to deal with would highly recommend "
Private and Calming Waterfront to the Rescue!
MoonLight Treehouse- Luxury Waterfront Escape
10.0 out of 10, Exceptional, (17)
"This is a lovely spot to relax and recharge. Just steps away from the stream, which was gorgeous in the fall. Feras and family were excellent hosts. The Moonlight treehouse was thoughtfully decorated; we wish wexould have stayed longer. Excellent proactive communication. We will be going back in the future!"
The price is AED 1,983
AED 3,578 total
includes taxes & fees
10 Nov - 11 Nov
MoonLight Treehouse- Luxury Waterfront Escape
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

Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
8.0 out of 10, Very Good, (15)
"This house has a beautiful location. My husband and I stayed for a weekend getaway and enjoyed our stay. One issue that we had was the water pressure. It was hard to shower because the water kept going in and out. As others have stated, the inside of the house could use some TLC. Some of the decorations are falling apart on the wall. The paint on the walls in some rooms look incomplete. Overall it was a good stay. "
Dog-friendly lakefront home with dock, fireplace, firepit, lake views, & 1 kayak
Cozy Lake House on Cobbosseeconte Lake
10.0 out of 10, Exceptional, (51)
"The house was really nice. Updated with all modern appliances and very clean. The beds were very comfy. The scenery is beautiful on the lake. Wish there was coffee for the morning but wasn’t replaced from the previous tenants. Overall definitely recommend. "
Cozy Lake House on Cobbosseeconte Lake
Cozy Long Pond cottage, private mooring at the community beach. Bring your boat!
9.8 out of 10, Exceptional, (7)
"This was a great place! Super close walk to a beautiful lake. Everything we possibly needed in the house. The host was wonderful and helpful. The kids favorite part was the kayaking the lake! Thank you!!"
Cozy Long Pond cottage, private mooring at the community beach. Bring your boat!
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.