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Dock + Kayaks: Annabessacook Lake Retreat!

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A two-story house with a porch and a picnic table in front.
Annabessacook Lake On-Site
Living Room | Free WiFi | Main Floor
Living area
Living area

Reviews

10 out of 10
Exceptional
3 bedrooms3 bathroomsSleeps 6

Popular amenities

  • Garage parking available
  • Pet-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Outdoor barbecue

Explore the area

View in a map
Winthrop, ME
  • Place, Annabessacook Lake
    ‪2 min walk‬
  • Place, Bowdoin College
    ‪54 min drive‬
  • Place, LL Bean Flagship Store
    ‪55 min drive‬
  • Airport, Augusta, ME (AUG-Augusta State)
    ‪22 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

About this property

Dock + Kayaks: Annabessacook Lake Retreat!

Bird-Watcher's Paradise | Family Lake Trip | 'Hubbard Point'

There’s nothing like a Maine lake day, especially when the water’s just outside your door! This Winthrop vacation rental sits on Annabessacook Lake, with 3 bedrooms, 3 bathrooms, a completely renovated interior, and a yard with a fire pit. Grill on the deck, take the kayaks out on the water, or sip coffee while watching the loons. Thoughtfully designed and well equipped, this home promises classic lakeside living.

-- THE PROPERTY --

SLEEPING ARRANGEMENTS
- Bedroom 1: 1 king bed
- Bedroom 2: 2 twin beds (convertible to 1 king bed)
- Bedroom 3: 1 queen bed
- Loft: 2 twin beds

LAKE HOUSE HIGHLIGHTS
- Smart TV
- Gas grill (propane provided)
- Bird-watching on-site (loons, eagles & herons)
- 2 kayaks
- Lakefront deck, outdoor seating
- Picnic area, fire pit
- Boat dock

CHEF'S KITCHEN
- Refrigerator, induction stove & cooktop, oven, dishwasher
- Drip coffee maker, Keurig
- Toaster, microwave
- Cooking basics, dishware & flatware

GENERAL
- Free WiFi
- Mini-split A/C & heating, baseboard heat
- Washer/dryer, laundry detergent, iron & board
- Linens & towels

FAQ
- 3 exterior security cameras (facing out)
- Pet fee (paid pre-trip)
- Guest Contact & long-term tenants on-site (separate units)

ACCESSIBILITY
- Multi-level home, 3 steps to enter
- 2 bedrooms & 2 bathrooms on 1st floor

PARKING
- Driveway (3 vehicles)

-- THE LOCATION --

- Annabessacook Lake on-site
- Close to restaurants w/ indoor & outdoor dining
- Near lakeside beach access
- 2 miles to downtown Winthrop shops, cafes & restaurants
- 6 miles to Mount Pisgah
- 6 miles to the Winthrop Lakes region: May cultural events
- 13 miles to Augusta
- 53 miles to Portland & the coast
- 55 miles to Portland Int'l Jetport

-- REST EASY WITH US --

Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you.

-- POLICIES --

- No smoking
- Pet friendly w/ $75 fee (+ fees & taxes)
- No events, parties, or large gatherings
- Additional fees and taxes may apply
- Photo ID may be required upon check-in

ADDITIONAL INFORMATION
- This 2-level home requires 3 steps to enter. There are 2 bedrooms and 2 bathrooms on the 1st floor
- The Guest Contact and long-term tenants live on-site, in completely separate units with separate entrances, and may be present during your stay
- Your safety matters. This property features 3 exterior security cameras: 1 camera next to the garage facing the entrance, 1 camera by the sliding glass door facing the yard, and 1 camera by the front door facing the lake. The cameras do not look into any interior spaces. The cameras record video and sound when activated by motion

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

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 Samantha Smith 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
  • Augusta Civic Center - 20 min drive - 24.2 km
  • Bowdoin College - 54 min drive - 84.9 km
  • LL Bean Flagship Store - 55 min drive - 97.6 km
  • Oxford Casino - 56 min drive - 63.7 km

Getting around

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

Restaurants

  • ‪White Duck Brew Pub - ‬12 min drive
  • ‪Cumberland Farms - ‬7 min drive
  • ‪Circle K - ‬6 min drive
  • ‪Dunkin' - ‬8 min drive
  • ‪Fast Eddie's Drive In - ‬6 min drive

Frequently asked questions

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

Yes, pets are allowed at this property.

How much does it cost to stay at Dock + Kayaks: Annabessacook Lake Retreat!?

As of 4 May, 2026, prices found for a 1-night stay for 2 adults at Dock + Kayaks: Annabessacook Lake Retreat! on 28 Jul, 2026 start from S$309, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

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.
Learn moreOpens in a new window
Rating 10 - Excellent. 4 out of 4 reviews
Rating 8 - Good. 0 out of 4 reviews
Rating 6 - Okay. 0 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Kelly H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely wonderful experience!
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Laurie M.

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
From a partner site

10/10 Excellent

Elisabeth

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!
Verified

10/10 Excellent

mike b.

Stayed 4 nights in Nov 2025

About the host

Hosted by Evolve

Host profile image

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