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Waterviews + Sunsets + Boothbay/Gardens Aglow

Gardens Aglow! 11/15/25-1/3/26 Book now for holiday fun! Welcome to Little Eddy on the Sheepscot! This waterfront condo offers the perfect retreat to unwind while you spend some time exploring the beautiful mid-coast region of Maine. We are close to some of the most beautiful beaches in New England. Not a salt water fan? We have crystal clear lakes, hiking trails, fun shops and pretty downtowns. Much to explore within a 30 minute drive in any direction! A trip to Monhegan Island is a must see!

River Escape - Studio Apt. with River Access

Large sunny basement studio apt. in private home with access to clean river! River down the hill 1/2 mile. 2 miles from town. Propane woodstove, lg. tile shower, deep claw-foot tub, soft water. new pillowtop queen bed. Open fields & path to river. Extra room with full fold out couch. Kid & pet friendly! Spectacular view from upper deck. Steps to bathroom and some to enter apt. Fresh flowers provided. Pick asparagus in spring! Warm cookies! Kayak nearby. Generator for storms. My artwork.

Waterfront Condo: Walk to Downtown Boothbay Harbor

Cove Views | Breakfast Nook | WFH Friendly | Ground-Floor Unit | 4 Mi to Coastal Maine Botanical Gardens A serene coastal retreat awaits at this Boothbay Harbor vacation rental! With a picturesque waterfront setting and a prime location just a short walk from downtown shops and eateries, this 2-bedroom, 2-bath condo is perfect for a seaside stay. Embark on a sailboat tour, visit Coastal Maine Botanical Gardens, or check out Barrett's Park before returning home to relax on the furnished patio.

2 Mi to Grimes Cove! 2-Story Unit on 3 Acres

Hiking Trails On-Site | < 2 Mi to Ocean Point | 6 Mi to Boothbay Harbor Sheltered coves, historic lighthouses, and Maine beaches are just a click away! This 2-bed, 1-bath vacation rental is your gateway to the charm of Ocean Point — where generations have gathered by the sea. Explore the nearby tide pools and trails or cruise the scenic coastline on a local ferry, then return to the guest apartment to enjoy fresh seafood and good company. Now is the perfect time to make lifelong memories!

A Spacious Vacation Cottage in Sheepscot Harbour

A large and stylish one bedroom cottage with water views. Newly renovated and offering style and convenience. Located within walking distance to Wiscasset. A great home base for exploring Boothbay Harbor and many more midcoast Maine destinations! Plan a day excursion, or relax inside with the view of the harbor. Make yourself at home in the cottage! Enjoy and walk the resort common areas including a gazebo, riverside lawn, and a 100 ft pier.

Battered Buoy - Newly renovated, two bedroom condo

This quaint Boothbay Harbor first floor condo has been completely updated and renovated. Fresh and new without sacrificing the charm of a Maine coastal village home. Located in a 1900’s New Englander style house just steps from the heart of downtown village center. Nestled just off the main street, Battered Buoy has everything you could need for a perfect getaway!

Lovely 2 bedroom riverside condo with pool

Forget your worries in this spacious and serene private condo with access to the Damariscotta river and peaceful riverside trails. Bring your Kayak or paddleboard. Relaxing pool for you and your guests. Newly renovated with all new furniture, beds, bedding and kitchen supplies. Have your morning coffee on your choice of two spacious and private balconies.

Cozy Forest Cottage + 2 Porches | No Hidden Fees

Tucked along the woodland edge, Tanager Cottage welcomes families or groups with three bedrooms, 2.5 baths, and charming pine finishes. From the double porches to the rolled stone fireplace and cozy living area, this Boothbay retreat blends warmth and function. Gather in the open spaces, enjoy your kitchenette, and recharge beneath forest-filtered light.

Modern Downtown Loft for 8

Large, spacious and bright rooms in the heart of Boothbay Harbor. Great space that accommodates 6 to 8 people.

Mabel's Maine Studio on the River

Charming Studio at Sheepscot Harbour Resort – Walk to Wiscasset, River Views!

1BR water-view condo with deck & WiFi

Oceanfront, dog-friendly 2BR with harbor view