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Compare 125 Vacation Homes in Winthrop with updated reviews, rates, and availability.

Spectacular Cobbossee Lakefront with Hot Tub&Dog Friendly
10.0 out of 10, Exceptional, (235)
"It was everything we were expecting and more"
Spectacular Cobbossee Lakefront with Hot Tub&Dog Friendly
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
Cozy Home Away From Home! Right Outside of the City! Dog Friendly!
8.0 out of 10, Very Good, (5)
"Daughter lives in area it suited us just fine."
Cozy Home Away From Home! Right Outside of the City! Dog Friendly!
Sunfish Cove is the perfect year round getaway.
10.0 out of 10, Exceptional, (39)
"We had a great time staying at sunfish cove! Very spacious home with great views of the water! Really enjoyed the fire pit and the outdoor amenities!"
Sunfish Cove is the perfect year round getaway.
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
PRIVATE WATERFRONT DOG FRIENDLY LAKE HOUSE
8.0 out of 10, Very Good, (3)
"Beautiful deck with plenty of space for family barbecues, lots of wildlife in the backyard, and great place to stay with your furry family members!"
PRIVATE WATERFRONT DOG FRIENDLY LAKE HOUSE
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.
2 bed, 2 bath, Sleeps 6, Fireplace, Fire pit, Private yard
10.0 out of 10, Exceptional, (21)
"Immaculate, well stocked everything we needed. Beautiful setting for fall colors, hiking and walking. Host was easy to contact and got back immediately. "
The price is AED 540
AED 1,125 total
includes taxes & fees
11 Nov - 12 Nov
2 bed, 2 bath, Sleeps 6, Fireplace, Fire pit, Private yard
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
Lakefront All Season Home
8.8 out of 10, Excellent, (18)
"Stunning lake views. Sitting on the dock was extremely relaxing. Very close to Bates college which was great. "
Lakefront All Season Home
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!
Pet-friendly, peaceful lakeside retreat on Cobboseecontee Lake peninsula
9.2 out of 10, Wonderful, (16)
"Our family had a great time at the Chin's Lake House. The house inside was modern, the outside rustic which made it interesting. Inside the house it was fairly clean. We did need to go though 2 cabinets and bag food as it was left opened. This made us uncomfortable as there are a lot of ants in critters on the property. Otherwise the rest of the house was clean. The outside is rustic and in need of TLC but a typical Lake house with wear and tear. The Lake and dock were perfect as we are outdoor...
Pet-friendly, peaceful lakeside retreat on Cobboseecontee Lake peninsula
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 Winthrop

Cottage on Cobbosseecontee Lake. Dates available.
10.0 out of 10, Exceptional, (158)
"Third trip to this rental. Home was clean and spot is fantastic. 2 concerns would be the amount of flies that were in the house when we arrived and the sulfur smell when we used the water. WWe did ffrom the water disappated "
Cottage on Cobbosseecontee Lake. Dates available.
Dog Friendly Cabin Right On The Water!!!
2.0 out of 10, (1)
"The renter is not worth coming about the fact that her home is on a very steep hill. I told her I was a senior and had foot and ankle and knee surgeries and had a hard time walking. I saved up to rent a place all year. When I got there I had to call her to find out how to get to the lake. It is so steep I couldn't find an entrance to the lake, I finally found a foot wide muddy, slippery path which was 90 degrees straight up and down. I only took a few steps and realized I would break my neck if...
Dog Friendly Cabin Right On The Water!!!
Fantastic Lakefront Cabin W/ Free WiFi, Three Kayaks, Private Dock, & Firepit
9.6 out of 10, Exceptional, (25)
"Well kept with all the right amenities. Beautiful views."
Fantastic Lakefront Cabin W/ Free WiFi, Three Kayaks, Private Dock, & Firepit
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.