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Your very own idyllic panoramic view, lobster boats, kayaking, sunrises, private

Cundy's Harbor, Harpswell, ME, USA
  • Cottage
  • Bedrooms3
  • Sleeps6
  • Bathrooms1
  • Half Baths0
  • Minimum Stay0 - 7 nights

Unique setting feet from the water - Cottage, 3 Bedrooms, 1 Bath, (Sleeps 2-6)

Our cottage, Sailor's Rest, sits right on the rocks at the ocean's edge (deep water) with views all around. Watch the active lobstering (almost always a lobster boat in sight), recreational boating, and coastal wildlife including eagles and seals. We are in a wonderful kayaking area! Launching from our yard...please ask about it.

We are right between the Portland/Casco Bay area to the south and the Midcoast Maine area just to our north. Our cottage makes a great home-base for your vacation.

Comfortable beds and furniture throughout. Bright and sunny, with gorgeous sunrises and lovely sunset glow. The first floor has a fully equipped kitchen with cherry cabinets, a generous sized bathroom with stall shower, a living room (windows on three sides), a dining area, and one bedroom with a queen-size bed. The second floor has two interconnected bedrooms, two twin beds in each.

Cundy's Harbor is a quaint, active lobster and fishing harbor that you can drive or walk to. Visit the Holbrook Wharf Restaurant (BYOB) for a summer lunch or dinner, or just ice cream. Visit the cute gift shop and either of the two general stores (Watson's and Holbrook's).

We are centrally located for exploring coastal Maine villages. Day-trip options include Camden, Wiscasset, Bath, Boothbay, Portland, Freeport and LL Bean, beaches and parks. Other choices include the Bowdoin College Music Festival, Maine State Theater, many museums, boat rides, antiquing, walking and hiking trails, etc., etc.

We have OPTIONAL fees for post-stay cleaning and for use of our sheets and towels if you would rather not bring your own. PLEASE let us know if you want those fees removed and we will adjust the quote. Our Rental Agreement states that we expect visitors to leave the cottage as clean as you found it unless you want to pay the Cleaning Fee.

The house/cottage next door has an upstairs and ground floor unit, sleeping two and four... great for a family reunion... privacy for all. See VRBO #24127 and #24126.

A recent guest said: 'Waking up so near the water was an extraordinary gift. The stars at night, the seals sunbathing on the rocks, the lobster dinner at Holbrooks, the quiet all made for a sublime retreat.' Another guest said: 'Such a comfortable cottage with so many amenities. The views were so beautiful from the house. We were able to relax and loved exploring the rocks at low tide. We found lots of treasures! Thank you for sharing the house with us. We had a wonderful time and it is sad to leave.'

Note: Saturday is our normal turnover day. We can sometimes accommodate arrivals and departures on other days, but only in the spring or fall.


Jean Strock

Member Since 2003
Response rate:
Response time:
within a few hours
Calendar last updated:
Apr 19, 2018
About Jean Strock

We love to share this wonderful spot with our visitors. Getting the property ready for rental has been a multi-generational undertaking. We are always interested in suggestions on how we can make our visitors' time in Sailor's Rest even better.

Jean Strock purchased this Cottage in 2003

What makes this Cottage unique

Watching the weather change and the tides come and go is somehow extremely relaxing. But when you are ready to be a tourist there are endless outing possibilities from a day in Boothbay or Camden to a walk on the rocks. The area has all sorts of peninsulas and villages to explore....all with beautiful settings. Be sure to take drives and discover the beauty of our area. Or explore our islands from your kayak.


    • Internet
    • Heater
    • Satellite or Cable
    • Kids Welcome
    • Parking
    • TV
    • No Smoking


      • 3 Bedrooms, Sleeps 6
      • Bedroom 1
        1 queen, On first floor.
      • Bedroom 2
        2 twin/ single, On 2nd foor.
      • Bedroom 3
        2 twin/ single, On second floor.
      • Bedroom #1 is on the main floor; the other two are on second floor.


      • 1 Bathroom
      • Bathroom
        toilet, shower, Located on first floor.
      • Stall shower only, no tub.

      Location Type

        • Oceanfront
          You can't be closer to the water! It's really fun to see the tides come and go. Water is generally calm with minimal small waves even in blustery weather.
        • Village
          Cindy's Harbor - quiet working fishing village.
        • Waterfront


            • Away From It All
            • Family
            • Romantic
            • Tourist Attractions


                • Guests provide their own meals


                    • Living Room
                    • Alarm Clock
                    • Hair Dryer
                    • Heating
                      Central heating.
                    • Internet
                    • Iron & Board
                    • Linens Provided
                      Blankets & pillows provided. Sheets & towels for a small fee, or bring your own. See the Optional Linens Fee choice within the Quote.
                    • Basic Soaps
                    • Local Activities Guide
                    • Local Maps
                    • Parking Off Street
                      One car at the door, a second spot across the street.
                    • Parking for RV/Boat/Trailer
                      Public boat launch is around the corner. We may be able to offer a deep water mooring to you. Please ask. NO space for parking RVs, boats, or trailers without prior approval.
                    • Towels Provided
                      Bring your own or pay a small fee to have us provide a set for each person.
                    • Wireless Internet
                      20 Mbps


                        • Lobster Pot
                        • Blender
                        • Cooking Utensils
                        • Dishes & Utensils
                          Generous quantity.
                        • Dishwasher
                        • Freezer
                        • Grill
                        • Kitchen
                          Really well equipped including lobster pot, coffee pot, microwave, etc, etc.
                        • Coffee Maker
                        • Microwave
                        • Oven
                        • Pantry Items
                          A few basics like cooking oil, sugar, seasonings, etc.; starter amounts of paper goods, hand soap. Cleaning supplies provided.
                        • Refrigerator
                        • Stove
                        • Stove
                        • Toaster


                            • Dining
                            • Dining Area
                            • comfy seating for 6 people


                                • Books
                                  Small supply.
                                • CD Player
                                • DVD Player
                                • Games
                                  Small supply.
                                • Radio
                                • Satellite / Cable
                                  Cable service.
                                • Stereo
                                • Television
                                  We have an HDMI cable to allow you to connect your PC to the television.
                                • VCR
                                • Video Library
                                  Limited library of older films.


                                    • Binoculars
                                    • Lawn / Garden
                                      Small lawn with seating and picnic table.
                                    • Outdoor Grill
                                    • Outdoor Grill Gas


                                        • wheelchair inaccessible


                                            • library
                                            • autumn foliage
                                            • botanical garden
                                            • churches
                                            • cinemas
                                            • coin laundry
                                            • forests
                                            • bay/sound
                                            • live theater
                                            • marina
                                            • museums
                                            • playground
                                            • recreation center
                                            • restaurants

                                              Leisure Activities

                                                • outlet shopping
                                                • antiquing
                                                • bird watching
                                                • boating
                                                • eco tourism
                                                • miniature golf
                                                • beachcombing
                                                • scenic drives
                                                • shopping
                                                • sight seeing
                                                • walking
                                                • whale watching
                                                • wildlife viewing

                                                  Local Services & Businesses

                                                    • ATM/bank
                                                    • fitness center
                                                    • groceries
                                                    • hospital
                                                    • laundromat
                                                    • medical services

                                                      Sports & Adventure Activities

                                                        • cycling
                                                        • fishing
                                                        • golf
                                                        • hiking
                                                        • kayaking
                                                        • sailing
                                                        • sound/bay fishing
                                                        • swimming

                                                          House Rules

                                                          Check-in: 3:00 PM

                                                          Check-out: 10:00 AM

                                                          Cancellation Policy

                                                          100% refund if canceled at least 60 days before arrival date. 50% refund if canceled at least 30 days before arrival date. You must contact the owner directly to request cancellation.

                                                          18 Reviews


                                                          Latest reviews

                                                          Wonderful views

                                                          Rosemary C.

                                                          Great place to watch Maine at its best..Wildlife. working lobster boats, and the ever changing tides and colors. Being at the waters edge is a bonus.


                                                          Megan B.

                                                          Spent a fabulous 15 wedding anniversary with my husband here. It was so quiet and serene. Really enjoyed the fact that the house that was very close to us to our right was unoccupied the entire time. Our host Jean was very easy to communicate with. We rented a canoe that we used every day, so much to explore out your front yard! Eating local lobsters each night that we would pick up in our canoe from a local family. Gorgeous view and a beautiful sunrise at the front door . We would definitely recommend.

                                                          Sailor's Rest House

                                                          Vicki V.

                                                          This place was incredibly beautiful. It is literally on the water making us feel like we were on a boat surrounded by golden seaweed, great blue herons, fishing boats and views to all the surrounding coves. The seals were an added entertainment. The house is cozy and comfortable. Two other houses are very close by but all of us were quiet and respectful of each others privacy. We look forward to our return trip!

                                                          Great house!

                                                          Gail P.

                                                          Harpswell vacay is wonderful. This house has a wonderful view. It is very cozy and has everything one needs to have a great vacation!

                                                          We had a great time!

                                                          Sandra C.

                                                          We loved the Strocks' little house. We had a most comfortable stay and so enjoyed the very well equipped kitchen, big bathroom, and good beds. The little deck outside the back door allowed us to sit and watch the birds and little boats come and go. The early morning sun, fog, and salt air was exactly what we came for! The seals were out every day on the rocks, grunting and calling, which was great fun to observe with our binoculars. The location of the house was good for getting to the beach, visiting some of the towns nearby, eating out, and going for walks in the neighborhood. We would not hesitate to come back again next summer.

                                                          Lovely, comfortable, a perfect spot!

                                                          A D W.

                                                          I've been renting vacation cottages for many, many years, and I can honestly say this is one of the best. The location is picturesque and quintessential Maine, and the cottage is just perfect: impeccable, charming, comfortable, and totally equipped. I wanted for nothing. Also, very gracious hosts! It was all wonderful!

                                                          Owner's Response:

                                                          Thank you so much for the glowing review! We feel the same way about Sailor's Rest and are always happy to hear that people enjoy their stays. That is what keeps us motivated to share our cottage.


                                                          The Strocks


                                                          Cundy's Harbor, Harpswell, ME, USA

                                                          When you have relaxed and enjoyed our views there are lots of day-trip opportunities: Camden, Bath, Wiscasset, Boothbay, Portland, and all of Casco Bay. 25 minutes to L.L. Bean (Freeport). Visit our lovely state parks and beaches (Popham and Reid....well worth the 45 minute ride). Enjoy antiquing, museums, summer fairs, markets and special events including performances at Bowdoin Summer Music Festival and Maine State Theater in Brunswick. A variety of seafood and other restaurants are 5-30 minutes away, many in picturesque locations. Right in Cundy's Harbor you can enjoy our local Holbrook Wharf Restaurant, a gift shop, photography gallery, and two small general stores. From our windows you can watch the lobstermen, the recreational boaters, the birds and Maine ocean life including seals, eagles, osprey and more. Other Activities: Fabulous kayaking (launch from our water's edge), canoeing, boating, nature walks.

                                                          Rates & Availability

                                                          Taxes and fees are additional

                                                          Additional information about rental rates

                                                          Cleaning Fee
                                                          Tax Rate

                                                          OPTIONAL linens service and post-stay Cleaning Service are available for a fee. Before finalizing your reservation and payment, please be in touch if you want us to remove either of these fees. Note: Saturday is our normal turnover day. We can accommodate arrivals and departures on other days. Less than full week stays can sometime be arranged depending on availability, particularly own spring and fall.

                                                          18 Reviews
                                                          Wonderful 4.9/5
                                                          Enter dates for accurate pricing
                                                          For booking assistance, call 888-640-7927

                                                          Property # 24124