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Our top choices for Winthrop vacation homes
1. Renovated Year-Round Lake Retreat on Annabessacook Lake
Renovated Year-Round Lake Retreat on Annabessacook LakeMonmouth
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful stay! The space was incredibly cozy, comfortable, and welcoming. Ryanne was an absolutely fantastic host. She was attentive, extremely responsive, and so accommodating throughout our stay. Her kindness and generosity really stood out, and she went above and beyond to make sure we had a great experience. The place was also thoughtfully stocked with so many toiletries and essentials, which was especially helpful since I had forgotten a few things of my own! It’s clear that...
Elizabeth D.
The price is CA $301
CA $500 total
includes taxes & fees
Nov 16 - Nov 17
2. Every window has a spectacular lake view Low fees
Every window has a spectacular lake view Low feesWayne
9.8 out of 10, Exceptional, (53 reviews)
"The property was super clean, better than the description, and Tina was incredibly fast with responses to all our questions. I've used VRBO more than twenty times for week or two-week cabins stays and this was as easy and delightful as any of them!"
Dan C.
The price is CA $321
CA $583 total
includes taxes & fees
Nov 19 - Nov 20
3. Home Away From Home. Family friendly, comfortable- centrally located in Augusta
Home Away From Home. Family friendly, comfortable- centrally located in AugustaAugusta
The price is CA $218
CA $350 total
includes taxes & fees
Nov 15 - Nov 16
4. Camp Lintonia on Tacoma Lakes
Camp Lintonia on Tacoma LakesLitchfield
10.0 out of 10, Exceptional, (20 reviews)
"Loved it"
Sandra R.
The price is CA $357
CA $418 total
includes taxes & fees
Dec 14 - Dec 15
5. Spacious Waterfront Log Home on Huge Lake in Private Cove: Host Weddings
Spacious Waterfront Log Home on Huge Lake in Private Cove: Host WeddingsWayne
9.0 out of 10, Wonderful, (2 reviews)
"The property was very nice!"
James D.
The price is CA $482
CA $1,279 total
includes taxes & fees
Nov 16 - Nov 17
6. Echo Lake Retreat: Dock, Kayaks, Sunsets
Echo Lake Retreat: Dock, Kayaks, SunsetsMount Vernon
The price is CA $398
CA $822 total
includes taxes & fees
Nov 19 - Nov 20
7. Beautifully remodeled first floor of a duplex home, surrounded by privacy fence
Beautifully remodeled first floor of a duplex home, surrounded by privacy fenceSabattus
The price is CA $243
CA $414 total
includes taxes & fees
Nov 16 - Nov 17
8. Arden Cottage
Arden CottageMount Vernon
The price is CA $300
CA $592 total
includes taxes & fees
Nov 25 - Nov 26
9. An Authentic Clean & Cozy Maine Homestay
An Authentic Clean & Cozy Maine HomestayBuckfield
9.8 out of 10, Exceptional, (70 reviews)
"Host was very accommodating and helpful! Was a great space to stay and felt homey! In a good area with plenty of amenities nearby."
Autumn M.
The price is CA $208
CA $309 total
includes taxes & fees
Nov 15 - Nov 16
10. Private Lakefront Lodge - Sleeps 22 - 11 BR + Game Room, Sauna & Arcade
Private Lakefront Lodge - Sleeps 22 - 11 BR + Game Room, Sauna & ArcadeLitchfield
10.0 out of 10, Exceptional, (21 reviews)
"This was our second year staying here and we are so glad we did. The new owners have added some nice things like water coolers, updated dishes, glasses and silverware and wonderful towels. It made our stay even more enjoyable."
Mary K.
The price is CA $1,168
CA $2,051 total
includes taxes & fees
Nov 25 - Nov 26
11. Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakes
Fall Getaway at My Valhalla Farm- close to Waterville and minutes to lakesOakland
10.0 out of 10, Exceptional, (18 reviews)
"We loved staying at the farm! My kids enjoyed meeting the horse and donkey on property. It was perfect for our family!"
Shana S.
The price is CA $298
CA $353 total
includes taxes & fees
Nov 15 - Nov 16
12. Pool, Dream Home Gym, TV+Desk in Each Room, 85" TV, Games, 2 BKB Hoops, Fire Pit
Pool, Dream Home Gym, TV+Desk in Each Room, 85" TV, Games, 2 BKB Hoops, Fire PitLewiston
10.0 out of 10, Exceptional, (2 reviews)
"We stayed here for a family event and the house was perfect for what we needed for our stay. The house was spotless, comfortable and there was plenty of room for us and the rooms were creatively themed. There were plenty of TVs and the pool was a big plus. The basement was a pleasant surprise, with the basketball and air hockey games, along with an exercise bike and TV. The neighborhood was quiet and safe. Our host John was very accommodating and quick to reply to messages. We would gladly stay...
Eric L.
The price is CA $412
CA $994 total
includes taxes & fees
Nov 25 - Nov 26
13. Winter Lakefront Escape, Ice Fishing & Skiing
Winter Lakefront Escape, Ice Fishing & SkiingTurner
10.0 out of 10, Exceptional, (7 reviews)
"We loved our stay! The host was exceptional, the house was amazing and the spot on the pond was beautiful. It was perfect for celebrating our son's graduation with our extended family. Elena was a wonderful host and she thought of everything we would need. The house was exceptionally clean and well appointed. We would love to stay again!"
John C.
The price is CA $435
CA $997 total
includes taxes & fees
Nov 16 - Nov 17
14. Elizabeth Cottage
Elizabeth CottageMount Vernon
The price is CA $300
CA $589 total
includes taxes & fees
Nov 15 - Nov 16
15. Nightingale Cottage
Nightingale CottageMount Vernon
6.0 out of 10, (1 review)
The price is CA $300
CA $565 total
includes taxes & fees
Nov 16 - Nov 17
16. A soul soothing escape. Artistically built and lovingly maintained.
A soul soothing escape. Artistically built and lovingly maintained.New Sharon
10.0 out of 10, Exceptional, (31 reviews)
"Loved the cabin and the view!! Had a great stay, thank you to our host!! Would love to stay again "
Matt W.
The price is CA $334
CA $540 total
includes taxes & fees
Nov 19 - Nov 20
17. Readfield Retreat w/ Lake Maranacook Views!
Readfield Retreat w/ Lake Maranacook Views!Readfield
9.4 out of 10, Exceptional, (16 reviews)
"Great spot for our family trip."
Kevin P.
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.
Learn more about Winthrop
Paddle across the pristine waters of Maranacook Lake, where summer visitors enjoy swimming, fishing, and lakeside picnics. Explore the charming downtown shops and cafes before heading to nearby Bailey Public Library for its local history collection.
Top reviews in Winthrop
Maine Evergreen Hotel, an Ascend Collection Hotel
Maine Evergreen Hotel, an Ascend Collection HotelAugusta
10/10 Excellent
The bed was comfortable, room was clean and the staff were excellent
Tiffany
