[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Boothbay Harbor from a Unique Perspective: Stay on the Sailboat Windsong at a Full-Service Marina! Vacation home in Boothbay Harbor with kitchen and balcony ![Marina](https://images.trvl-media.com/lodging/92000000/91650000/91643100/91643014/272f3374.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior](https://images.trvl-media.com/lodging/92000000/91650000/91643100/91643014/8e130501.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/92000000/91650000/91643100/91643014/492bde72.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior](https://images.trvl-media.com/lodging/92000000/91650000/91643100/91643014/5e796c65.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Marina](https://images.trvl-media.com/lodging/92000000/91650000/91643100/91643014/77de2091.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location In the heart of Boothbay Harbor, WindSong awaits as a unique sailboat retreat. Docked at Carousel Marina, this 42-foot ketch offers air-conditioned comfort and beautiful wooden decks. Unwind on the aft deck with teak chairs and propane grill or stroll into town for shops, restaurants, and boat trips. 10 Exceptional ### Entire home 3 bedrooms2 bathroomsSleeps 51 sq ft ## Popular amenities - Parking available - Dryer - Washer - Air conditioning - Kitchen - Barbecue grill ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### Boothbay Harbor from a Unique Perspective: Stay on the Sailboat Windsong at a Full-Service Marina! THIS HOME RENTS WITH A 3-NIGHT MINIMUM, JUNE - SEPTEMBER Cottage Connection is proud to offer one of the most unique vacation rental experiences we have offered in our 30 years! We invite you to experience the beauty and wonder of life on the water in Boothbay Harbor by staying on a sailboat!  Best of all, no boating experience is required to enjoy this vessel.  As the old Mainers would say, this boat "don't go nowhere, stays right heah!" (Bert and I)  What's more, you're securely docked at a marina Carousel Marina with a restaurant, laundry, showers, water taxi, and more! Please get in touch with our office for a full list of amenities at the marina which is under new vibrant ownership. You're also an easy walk into the head of Boothbay Harbor with all its shops, restaurants, and boat trips. Enjoy all the amenities of a seaside cottage but with a close-up view of the Harbor. Not suitable for children under 12. Sorry, no parties or events and no overnight guests without approval. WindSong, a 42-foot ketch sailboat, is ready for you to relax and enjoy harborside living surrounded by beautiful wooden decks, bulkheads, and ceilings with plenty of headroom, all in air-conditioned comfort.  There is space for up to five guests but just as nice for just 2 people (romantic getaway?). The private aft bedroom features a queen-sized bed with its own head (toilet) and entry to the galley (kitchen) and salon (living room/dining area). The forward bedroom has two single berths and its own toilet. The salon features cushioned seating, a table for dining and doing puzzles, etc., with a smart TV mounted on the wall, and WIFI. The forward cabin offers two stacked berths and a half bathroom.  You will be showering at the Marina, not on the boat. The galley (kitchen) has a sink, induction hot plate, microwave, and refrigerator/freezer. The marina also has a nice restaurant and bar. The boat has heat and air conditioning.  The on-the-rail propane grill on deck makes cooking dinner a fun experience. A couple of teak deck chairs for the aft deck are perfect for enjoying the sunsets and the harbor views while relaxing with your favorite beverage at the day’s end. Solar lights on the railings make for good lighting coming and going from the boat along with lights on the stairs from the boat to the dock. We suggest renting kayaks or bringing your own to explore the harbor. Or, take a schooner ride, fishing trip, sunset cruise, or whale watch all of which are available right at your fingertips!  Bring your bikes or rent electric bikes in town! Parking is provided for one vehicle only.  Additional parking is available at the Cottage Connection office. Beds: (1) Queen, (2) Twin, (1) Twin Baths: (1) 1/2 (Shower only), (1) Water Closet Linens included? Yes, linens and towels are included in your reservation Dogs allowed? Sorry, no pets are allowed here! This boat is not suitable for children under 12. Safety is a top priority. ## Property amenities ### Internet - Available in the house: WiFi ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Microwave - Refrigerator - Stovetop ### Bedrooms - 3 bedrooms - Bedsheets provided ### Bathroom - 1.5 bathrooms - Bathtub - Towels provided ### Entertainment - TV with cable/satellite channels ### Outdoor areas - Balcony - Barbecue grill ### Laundry - Laundry facilities - Washing machine ### Work spaces - Desk ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - Smoking not allowed ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - First aid kit - Fire extinguisher ### General - Unit size: 1 square foot ## Similar properties ![](https://images.trvl-media.com/lodging/25000000/24140000/24131100/24131031/a6f7f68e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Beautiful Harbor Views Heart of Boothbay Harbor Downtown Village near all Piers Boothbay Harbor - Ocean view - Kitchen - Washer - Dryer 9.6 Exceptional 80 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-30&endDate=2025-10-31&selected=24131031&PinnedHotelID=24131031&HadPinnedHotel=true®ionId=-1&adults=2) ![Marina](https://images.trvl-media.com/lodging/43000000/42440000/42436700/42436626/937c5dff.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Boothbay Harbor Cottage Overlooking Mill Cove Boothbay Harbor - Kitchen - Washer - Dryer - Free WiFi 9.8 Exceptional 25 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-30&endDate=2025-10-31&selected=42436626&PinnedHotelID=42436626&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76570000/76567500/76567412/eda58f4e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Renovated home with water views, dock access, - dogs okay Boothbay Harbor - Ocean view - Kitchen - Washer - Dryer 6.6 8 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-30&endDate=2025-10-31&selected=76567412&PinnedHotelID=76567412&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/82000000/81050000/81044600/81044559/8a2050ea.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Oceanfront home on Lobster Cove with deck & shared firepit - walk to town Boothbay Harbor - Ocean view - Kitchen - Washer - Dryer 9.8 Exceptional 30 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-30&endDate=2025-10-31&selected=81044559&PinnedHotelID=81044559&HadPinnedHotel=true®ionId=-1&adults=2) ![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99780000/99774500/99774406/c695951b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Newly renovated modern guest cottage across from Spruce Point Inn Pet Friendly! 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You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation ### Property is also known as c52b86e8-3c4b-41c8-8367-3bcd0318543c ## About the area Boothbay Harbor is home to this vacation home. Boothbay Region Historical Society Museum and Boothbay Harbor Memorial Library are local landmarks, and some of the area's activities can be experienced at Boothbay Region Land Trust and Boothbay Harbor Marina. Maine State Aquarium and Coastal Maine Botanical Gardens are also worth visiting. [Visit our Boothbay Harbor travel guide](https://www.expedia.ca/Boothbay-Harbor.dx6057298) [View more Vacation homes in Boothbay Harbor](https://www.expedia.ca/Boothbay-Harbor-Private-Vacation-Homes.d6057298-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C43.84402%2C-69.62641&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=9z38ShRKAdN--IxMhweFGJa8w9M=) Boothbay Harbor, ME ### What's nearby - Boothbay Harbor Marina - 11 min walk - 1.0 km - Burnt Island Living Lighthouse - 13 min walk - 1.1 km - Opera House at Boothbay Harbor - 16 min walk - 1.4 km - Carousel Music Theater - 3 min drive - 2.5 km - Coastal Maine Botanical Gardens - 9 min drive - 6.8 km ### Getting around - Brunswick Station - 49 min drive - Wiscasset, ME (ISS) - 30 min drive ### Restaurants - ‪Circle K - ‬3 min drive - ‪Tugboat Inn - ‬20 min walk - ‪Boothbay Lobster Wharf - ‬4 min walk - ‪Harborside 1901 Bar & Grill - ‬15 min walk - ‪McSeagull’s Restaurant - ‬16 min walk ## Frequently asked questions ### Is Boothbay Harbor from a Unique Perspective: Stay on the Sailboat Windsong at a Full-Service Marina! pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at Boothbay Harbor from a Unique Perspective: Stay on the Sailboat Windsong at a Full-Service Marina!? > Check-in begins at 4:00 PM. ### What time is check-out at Boothbay Harbor from a Unique Perspective: Stay on the Sailboat Windsong at a Full-Service Marina!? > Check-out is at 10:00 AM. ### Where is Boothbay Harbor from a Unique Perspective: Stay on the Sailboat Windsong at a Full-Service Marina! located? > Situated in Boothbay Harbor, this vacation home is within a 10-minute walk of Fisherman's Memorial Park and Linekin Bay. Barrett Park and Opera House at Boothbay Harbor are also within 1 mi (2 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Boothbay Harbor from a Unique Perspective: Stay on the Sailboat Windsong at a Full-Service Marina! Reviews 10 ### Exceptional All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.[More information](https://www.expedia.ca/lp/b/content-guidelines) ### 10 Cleanliness ### 10 Location 10 - Excellent 1 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10/10 Excellent #### Andy W. Aug 17, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy This was an interesting adventure. First, I can't say enough about the rental company, they are very responsive and reached out numerous times to make sure all was well. Also the people at the marina were very nice and helpful. We have a lot of powerboat experience but not much with sail boats. The Windsong is a beautiful boat and well appointed. It however did take some getting used to as you need to take time to learn where everything is on the boat, how the systems work and where to store your stuff. Once we settled in, we were able to really relax and enjoy the beautiful harbor and setting. The weather was fantastic and just sitting in the cockpit relaxing, enjoying a beverage and watching all the boats was like therapy. Location is perfect too, not right in the hustle and bustle of the main commercial section of the harbor so you're not disturbed, but a very short walk to all the restaurants and shops. I have travelled extensively in my work and private life and am tired of hotels, condos, etc.... this was truly a unique experience, and the boat made the trip unforgettable. ##### Andy W. 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