Dock + Kayaks: Annabessacook Lake Retreat!

Photo gallery for Dock + Kayaks: Annabessacook Lake Retreat!

Winthrop Vacation Rental | 3BR | 3BA | 1,880 Sq Ft | 3 Steps to Enter
A lakeside view with a picnic table and a wooden deck.
A spacious living room with a high ceiling, wooden beams, large windows, a sofa, a coffee table, and a patterned rug.
A spacious living room with wooden beams, a staircase, and large windows offering a view of the outdoors.
A spacious living area with a white sofa, a glass coffee table, and a colorful rug. There is a wooden staircase leading to an upper level.

Reviews

10 out of 10
Exceptional

Highlights

  • Top-rated lake views
    Relax with tranquil water views.
  • Garage parking available
    Enjoy the convenience of garage parking - a rare offering in the area.
  • Dive into adventure
    Guests love the location for its easy access to water sports.

Popular amenities

  • Patio
  • Barbecue
  • Air-conditioning
  • Internet access
  • Pet-friendly
  • Garage parking available

Explore the area

View map
Winthrop, ME
  • Place, Annabessacook Lake
    ‪2 min walk‬
  • Place, Bowdoin College
    ‪47 min drive‬
  • Place, LL Bean Flagship Store
    ‪51 min drive‬
  • Airport, Augusta, ME (AUG-Augusta State)
    ‪20 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Additional Sleeping (Loft)

2 Single Beds

Bedroom 1

1 King Bed

Bedroom 2

2 Single Beds

Bedroom 3

1 Queen Bed

3 bathrooms

Full Bathroom

Full Bathroom

Full Bathroom

Spaces

Deck or patio
Kitchen
Garden

Add dates for prices

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About the area

Winthrop

Located in Winthrop, this holiday home is on the waterfront. Theatre at Monmouth and Maine State Museum are cultural highlights, and some of the area's landmarks include Governor Hill Mansion and Masonic Hall. Kennebec Ice Arena and Viles Arboretum are also worth visiting. Kayaking and power boating offer great chances to get out on the surrounding water, or you can seek out an adventure with hunting nearby.
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Map
Winthrop, ME

What's nearby

  • Annabessacook Lake - 2 min walk - 0.2 km
  • Colby College - 33 min drive - 60.1 km
  • Bowdoin College - 47 min drive - 85.3 km
  • LL Bean Flagship Store - 51 min drive - 99.0 km
  • Oxford Casino - 51 min drive - 67.3 km

Getting around

  • Augusta, ME (AUG-Augusta State) - 20 min drive

Restaurants

  • ‪Dunkin' - ‬8 min drive
  • ‪China Empress - ‬8 min drive
  • ‪Ted's Trackside Grill - ‬6 min drive
  • ‪Tavern on the Hill 305 - ‬8 min drive
  • ‪Sully's - ‬7 min drive

Frequently asked questions

Is Dock + Kayaks: Annabessacook Lake Retreat! pet-friendly?

Yes, pets are allowed at this property.

How much is parking at Dock + Kayaks: Annabessacook Lake Retreat!?

On-site parking is available at the property.

What time is check-in at Dock + Kayaks: Annabessacook Lake Retreat!?

Check-in begins at 3:00 PM.

What time is check-out at Dock + Kayaks: Annabessacook Lake Retreat!?

Checkout is at 10:00 AM.

Where is Dock + Kayaks: Annabessacook Lake Retreat! located?

Situated on the waterfront, this holiday home is steps from Annabessacook Lake and 2.6 mi (4.2 km) from Maranacook Lake. Wilson Pond and DFD Russell Medical Center are also within 6 miles (10 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 11 out of 11 reviews
Rating 8 - Good. 0 out of 11 reviews
Rating 6 - Okay. 0 out of 11 reviews
Rating 4 - Poor. 0 out of 11 reviews
Rating 2 - Terrible. 0 out of 11 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Host and wonderful place. Highly recommended!
Stayed 3 nights in Sep 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed here to support our daughter at the Augusta Ironman. Nice layout and kitchen to allow us to experience a comfortable stay. My husband and I enjoyed the kayaks as well. We had some trouble learning how to use the oven/stove, but otherwise the kitchen was perfect and had everything we needed.
Stayed 3 nights in Jul 2026
From a partner site

10/10 Excellent

Great Lake House

Our stay was awesome!! The house was so was equipped, it was hard to believe. And beautiful! Lovely home on Lake Annabessacook with breathtaking views from nearly every window. We had the best time! Our contact, Jon was so kind and helpful. He gave us our privacy, but was right there when we needed him. So nice to have someone on site. Definitely hope to come back next year!!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is the best “camp” we have ever rented! It is spacious and well-decorated, beautifully renovated by the Maine Cabin Masters with a vaulted ceiling over the main living space, and is the best-equipped and supplied rental we have experienced. The care-takers were right next door and are very accommodating, nice people. The camp can handle 8 people comfortably, with 3 full bathrooms and a large, open kitchen. We enjoyed fishing off the dock, kayaking, a bonfire, and played games outside in wonderful weather. The location is excellent, close to charming downtown Winthrop, Manchester, and Augusta. We are certain we will return!
Stayed 4 nights in Aug 2026
Response from VrboOwner on 8 Sept 2026
Thank you, Daniel, for such a wonderful review! We're so glad to hear you all appreciated the space and the fabulous work the Cabin Masters did for us! It sounds like you got to experience all the great gifts of the place that we so cherish. So cool you had a bonfire too! It's always easy to be accommodating to kind folks. We loved hearing how much you enjoyed this-it's exactly what we dreamed of when we decided to do this. We look forward to your next visit!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely wonderful experience!
Stayed 3 nights in Mar 2026
Response from VrboOwner on 25 May 2026
That's wonderful to hear, Kelly! Thanks for sharing our special place with us!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
I am sometimes dubious of reviews, but the reviews for this property do not lie! Now I’m hesitant to leave this review because I selfishly don’t want to raise demand for this property in the event we want to go back and it’s booked! The rental far exceeded our expectations and met the needs of all three generations that were staying on site. We wanted a few days of respite before our son’s college graduation, and this rental did not disappoint! It was the quintessential Maine experience, from watching the bald eagles across the lake, to listening to the loons in the moonlight—we even saw a moose crossing a local road! A little cool for the kayaks when we were there in the Spring, but the fishing right off the dock was spectacular (need your own rods). What the description leaves out is that the house was recently renovated by Maine Cabin Masters and was featured on their show on the Magnolia Network! Work wasn’t completed on the show, but was finished after filming. And no detail was left undone. The property is family owned and has been lovingly passed down the generations. I can’t wait to return!
Stayed 4 nights in May 2026
Response from VrboOwner on 15 July 2026
Laurie, Thank you for such a shining review! It's thrilling for us to know that people are enjoying our special place so much. We're so excited you had a local moose sighting! Fabulous! Yes-now you're in that group of us that long for the relaxing loon sounds in fond memories!!!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing Getaway

Everything about this stay was perfect. The house was immaculate with lots of windows overlooking the lake. There was plenty of room with the living area, sitting area, large kitchen and dining area, and three bedrooms and baths. The kitchen had everything we needed. Outside is a wraparound deck where we had coffee each morning. The lake and property was quiet and Kayaking was peaceful with beautiful coves. Lots of birds to watch- eagle, osprey, loons, geese, herons, and many songbirds. The host was great - very responsive but gave us our privacy. Overall, it was a perfect place to get away and visit with our adult children who live in other states. Would definitely stay here again.
Stayed 5 nights in Jul 2025
Response from VrboOwner on 8 Sept 2026
Glad to hear the stay was what you'd hoped for. We so appreciate this review. Aren't the coves just wonderful to watch? The heron flying is the most peaceful image. We look forward to hosting you and your family again!
From a partner site

10/10 Excellent

A Magical (re)Treat!

I think we may be the first people to rent this lovely place, so I’m going to write in some detail about it–even though that may mean more people will discover it and limit my future rentals!First, I must say you might wonder a bit as you turn down Hubbard Lane– it’s a dirt road (well maintained) and there’s a property at the start of the road with some cars in the yard that need work. But just keep going aways, turn left and then you will emerge from the trees into the magic of this place! Lake, Lake, Lake!There is a wrap-around porch, with super comfy chairs to sit, sip and look out at the lake, which we did both evenings, and where we saw soo many stars! Inside is the most beautiful space, with wood all around (the host told us much of it milled from trees from the property) and windows that keep the lake in view, no matter what room you are in. It was so quiet, except for the occasional loon and boat. We decided to try out two rooms, so stayed upstairs the first night and downstairs in the King bed the second night. Both super comfy and with their own fully equipped bathroom. Outside of the upstairs room is an open space with a big chair- thought it would be perfect for young ones playing games on the floor, or lying around reading. We loved that there were so many different places to be in the house, so if someone wanted a little quiet/alone time, they could have it, while the rest of you hang out watching a movie or talking. Two living room spaces, really cozy and with easy access to the kitchen. The Kitchen! Had everything we needed (including 4 ways to make coffee!) and I’m excited to come back with friends, so we can cook a big meal together and eat on the beautiful, big farm table– again, with a view of the lake from every seat.This house was a perfect respite for us and would be wonderful for a family with kids: we are thinking of inviting my friend and his young ones next time. It was too cool outside to swim, but the lake was clear and people were out on kayaks, so it seems great for boats both fast and slow.Our host told us about a couple great food places- and we had the BEST ice cream at Fielder’s Choice, about a 10 minute drive away, and the grocery store was about 7 minutes away and had really everything you could want.There wasn’t a thing we needed that our host hadn’t thought of and we felt so welcomed and also totally were left to our private space.We will be back!
Response from VrboOwner on 9 Sept 2026
Thank you for your thorough response, Elisabeth! We so appreciate you taking the time to write this so that others can have the info about the place that they need! We look forward to hosting you again in the near future!
Verified review

10/10 Excellent

Stayed 5 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 4 nights in Jun 2026
Response from VrboOwner on 8 Sept 2026
Thank you for the wonderful five-star review! It makes us so happy when folks share our enjoyment of the lake house.
Verified review

10/10 Excellent

Stayed 4 nights in Nov 2025
Response from VrboOwner on 8 Sept 2026
Thank you for the wonderful five-star review! It makes us so happy when folks enjoy their stay.
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