If you are looking for a picture perfect Maine getaway for a large number of people, you have found the place. At the head of Linekin Bay sits the little village of Bayville. Founded in 1911, the mostly summer community is a step back in time with its own post office, community dock, tidal beach,...

Our log cabin is nestled in the Sprucewold Community, about a 5 minute walk to a beautiful beach and a 10 minute walk to downtown Boothbay Harbor. It is a spacious 2 bedroom and a loft space with seating area and a bed. Brand new HVAC system and a gas hot water heater were installed in June 2018,...

This cottage is located on the east side of Boothbay Harbor walking distance to town by a connecting footbridge. The cottage has a well equipped kitchen, 2 downstairs bathrooms and an upstairs 1/2 bath. Offering a glassed in dining area and deck off the back, a downstairs master bedroom and...

IMPORTANT NOTICE to our WINTER guests: The main floor w/ 2 bedrooms has central heat. The second floor which is the large bedroom with 3 beds (queen and twins) does not have central heat. The room is heated with a space heater. It stays warm if door left open. It is very private even if door...

A Cozy New England Boothbay Harbor, Maine Retreat, with water part views and 5 minute walk to town. These Delightful 1 Bedroom Condo is comprised of a Comfortable Living room, comfy large sofa, swivel armchairs, electric fireplace with flat screen TV. Dining Room has table with 4 chairs, fully...

The tiny house cottage is very well appointed using a nautical theme. There is a full bath in the cottage. Then a few steps away is the enclosed kitchen. Parking is very convenient and the shore, dock and kayaks are within site of the tiny cottage. Walking to the town center, restaurants, boat...

Hawk's Nest is a beautiful in town studio apartment with a gourmet kitchen and views of Mill Cove. A separate entrance allows for privacy. This bright and airy studio located on the second floor offers an American Leather sleeper sofa designed without bars or springs and is notably the most...

An old fashioned cottage located in Bayville. Bayville is a small community in Boothbay Harbor that sits at the head of Linekin Bay. It's a step back in time with its own little post office, and all the amenities that make a summertime community special including an association dock, tidal beach,...

Newly Listed and Autumn Rates! If you like a cabin in the woods but love the smell of the sea, you have found the best of both worlds at the Woodland Cabin. Snuggled amidst evergreens is a completely renovated log cabin with a step down master bedroom with queen bed and loft with 2 single beds....

The perfect retreat for couples—and full of New England charm—this crow’s nest hideaway has just enough room for 2, plus a private, romantic deck with lush treetop vistas in summer and ocean views in winter. Easily walk to downtown Boothbay from here. ABOUT THE APARTMENT A private deck...

This newly renovated 2-bedroom log cabin has exclusive access to a private beach club and dock and is minutes to downtown Boothbay Harbor, by car or by foot. Find peace in this secluded, historic location. Vintage meets sophistication in the 2-bedroom, 1-bath cabin with exposed log walls in the...

Just past the Boothbay Harbor Yacht Club sits this 4 bedroom home featuring a large living room, water view dining room, a sun room, and spacious master suite with private bath. Add to that 3 additional bedrooms, a generous kitchen, large deck, fenced backyard, and you've got the perfect place from...

This charming one floor cottage sits on McKown Point in Boothbay Harbor. Located only 2 1/2 miles from the center of town, the Caboose Cottage is a perfect vacation spot. The living/dining room has a cathedral ceiling and sliding french doors opening to decks on both front and back. Enjoy the large...

Stay at this classic and newly refinished 2BR log cabin with exclusive access to Crooked Pine Float. Walk to Boothbay Harbor to explore beautiful Barrett's Park and dine at the infamous Lobster Wharf and the new Oceanside Restaurant and Dock. Sleeps 4. ABOUT THE CABIN Your secluded vintage...

Introducing 'Admiral Quarters'- Located in the heart of downtown Boothbay Harbor, this sunlit top-floor 2BR/2BA penthouse (sleeps 6) is walking distance to everything, including restaurants, nightlife, and whale watching tours. INSIDE THE HOUSE Step through the entry door off Commercial Street...

This beautiful cabin sits on 9 acres of land with a sister cabin. In peak season, Sea Shore Cabins are rented together and are perfect for large gatherings and family reunions. In the shoulder season, Starboard Cabin can be rented separately. Located in a little Boothbay Harbor summer community...

Named Lobstermen’s Cottage in honor of the original inhabitants, this 3BR/2BA home sits off the road in tranquil East Boothbay Harbor and features a large back deck with a BBQ. Beautiful hardwood floors, an open-concept main living area, and a welcoming seaside décor give this cottage a charming...

Classic updated saltwater farmhouse on Southport Island, with 1.4 acres of private lovely grounds, gardens, stone walls, and a child's playhouse, all surrounded by trees. Waterfront on Decker Cove. Private dock with a double kayak provided. Large back deck with gas grill, dining table and chairs,...

On the quiet East Side, perched on a hill overlooking the harbor this stand alone apartment brings the world of boating in Maine right before your eyes. In addition to enjoying views from inside, you have two decks to enjoy outside. Everything is included in the weekly rental..(sat-sat)...

Savor gorgeous views of Boothbay Harbor from your 1BR/1.5BA waterside retreat. Custom woodwork and a charming post-and-beam structure give this home its unique character. You’ll feel like a true local as you spend mornings sipping coffee down by the dock and watching lobstermen hauling traps....

Set on the idyllic shores of Boothbay Harbor, this brand-new, all-suite 2BR condo promises a quintessential Maine getaway. Perched above Maine’s prettiest harbor, this third-floor penthouse is affectionately named “Harborview' and offers a unique bird’s-eye view of the water, ships, lobster boats,...

Pack your bags for an unforgettable northeastern retreat to Boothbay Harbor at this immaculate 4-bedroom, 2.5-bathroom vacation rental home! Built on the hillside, this coastal getaway boasts terrific amenities, sleeping arrangements for 8, and a prime location within walking distance of town and...

PROPERTY OVERVIEW Gordon’s Waterfront Retreat is an expansive 4BR/4BA lakefront getaway. This romantic and spacious haven is perfect for a couple seeking extra room, three couples traveling together, or a family of up to eight. Perched on a freshwater lake, this rental offers a prime location for...

This custom-furnished downtown 3BR/2BA house enjoys proximity to shops, restaurants, and area attractions. Sit on the water’s edge enjoying the comings and goings of waves and wildlife at Mill Cove, a tranquil tidal harbor. Sleeps 6. ABOUT THE HOUSE Immerse yourself in the delights of Boothbay...

This charming and immaculate 4BR/2.5BA Cape home has been redesigned with an addition to make it the perfect family spot for groups of six. Sleeping accommodations include a luxurious master suite on the first floor and three bedrooms on the second floor. Sail aboard the Schooner Eastwind, fish...

Get the authentic New England experience at this bright 1BR, 1BA Captains Quarters apartment (sleeps 4) in downtown Boothbay Harbor near shopping and bars. Enjoy steamed clams, whale-watching boat trips, & Monhegan Island, a nature lover’s paradise! INSIDE THE RENTAL Located above Janson’s...

Retreat into the romance of coastal Maine: this exquisite 1800s Boothbay Harbor cottage (1BR, 1BA, sleeps 4) bursts with vintage character and antique charm. Right next door is Mama D’s where you can enjoy a home cooked brunch or lunch. Other activities include sailing the Eastwind or whale...

SALTAIRE Relax and feel renewed energy while smelling the 'salt air' and enjoying a bird's eye view of Linekin Bay. With that new energy, head down the stairs to your dock and float to dangle your feet in the water, swim, drop a line to catch tinker mackerel or wave to a passing seal as he pops his...

Situated in the heart downtown of Boothbay Harbor, our 1-bed studio harborfront apartment - The Coal Shack - is walking distance to independent shops, restaurants and boat cruise tours. Stroll outside your front door to Pier 1 and Pier 8 to book whale watching tours, or arrange day trips to the...

THIS PROPERTY RENTS SATURDAYS-SATURDAYS JUNE - SEPTEMBER. Off-Season Arrival & Departure dates may be flexible. A classic seaside family home on the Atlantic Ocean is ready for you to settle in for a memorable Maine Vacation. This four bedroom, three bath cottage is well equipped and comfortably...

Newly listed! Located at the entrance to downtown Boothbay Harbor, this house has been completely updated. Featuring beautiful hardwood floors and attractive decor throughout, The Red House is a perfect place from which to explore the harbor. An old fashioned front porch welcomes you while the...

Townhouse condominium in a fantastic location, a beautiful relaxing and very spacious home for you to enjoy. Year-round accommodation with easy door-front parking. Waterside location, with an easy stroll to the town wharfs, restaurants and stores. Local amenities galore to make this your...

THIS PROPERTY RENTS SATURDAY - SATURDAY, JUNE - SEPTEMBER Off-Season Arrival and Departure dates may be flexible. The owners of BAY STREET COTTAGE wanted a quiet get-a-way spot that would still be close to local activities. They found it in this adorable two-bedroom, one-bath cottage, with fenced...

LAZY DAYS Great place for kayakers! Lazy Days is the perfect spot to watch the ‘commuters’ (i.e. boat traffic) come and go into Boothbay Harbor and out to the Atlantic. From your private water-side deck, you have one of the best views around. Relax with your beverage of choice and watch the sun go...

There's room for up to 10 guests at this lovingly restored historic Boothbay Harbor home. Your 3BR/2BA abode is minutes of a walk from downtown, but you're still far enough away from the bustle for peace and quiet. Enjoy water views and a tasteful nautical vibe throughout. The back deck and...

SPRUCE POINT ESTATE Wow! This house has it all! The perfect location, right on the ocean, beautiful gardens surrounding the newly renovated estate. Professional kitchen, master bed & en-suite bath on the main level along with another bedroom with en-suite off the kitchen. Second master suite with...

Located in the Sprucewold Community in a quiet, wooded setting just 5 minutes from Boothbay Harbor, this 2BR, 2BA vacation rental (sleeps 4) blends true log cabin charm and modern luxuries like high-end appliances in the renovated kitchen. Enjoy exclusive beach access to the Sprucewold Colony...

At Sunny Woods House everything on one level, The living and dining space, kitchen, dedicated office, media room, bedrooms and 2 full bathrooms all flow from one to the next—no stairs! You will find everything you'd expect to find in a modern year-round house: fully-equipped kitchen (including a...

A classic 1800's saltwater farmhouse with dock on a tidal cove in Southport, Maine. Beautiful gardens and a private 1.4 acre yard surrounded by trees. Stone walls, a child's playhouse, and adironndack chairs by the water. Bright and cheery updated home with well equipped modern kitchen, antique...

Tucked among the pines with views towards the ocean, this chic 1BR cabin (sleeps 2) in Boothbay Harbor is newly renovated and includes access to the Sprucewold Beach. Relax on your woodland surrounded deck or take a walk to Boothbay Harbor. INSIDE THE CABIN After parking directly in front of the...

This immaculate 3BR/1BA log cabin is located in the famed Sprucewold community. Near Boothbay Harbor restaurants and shops, and a short drive from Maine Botanical Gardens. Private beach deeded access, game room, deck. Sleeps 5. ABOUT THE HOUSE This split-level cabin-style cottage is exceptionally...

Located in the Sprucewold community in a quiet, wooded setting just 5 minutes from Boothbay Harbor, this 1BR, 1BA vacation rental (sleeps 2) blends true log cabin charm and modern luxuries, like high-end appliances in the renovated kitchen. Enjoy exclusive beach access to the Sprucewold Colony...

A treasured family home nestled at the end of Grimes Cove is waiting for you to settle in for a Memorable Maine Vacation! This Ocean Point Cottage is ideal for sunset watchers and communing with nature. Begin your day with the sunrise out on the deck while enjoying the soothing sounds of the nearby...

Located 5 minutes from downtown Boothbay Harbor, this classic 5BR/2BA cabin in the pines has a cozy feel and stunning water views. Relax on the upstairs and downstairs decks, or kick back in the airy great room. The two downstairs bedrooms have their own private entrance and bath. Sprucewold is...

Whether you're a couple looking for a romantic retreat, a group of three couples, or a family of eight, Gordon's Waterfront Retreat is the perfect 3BR/2.5BA lakeside accommodation. The West Harbor Pond location is ideal for swimming, kayaking and fishing. You’re minutes from Boothbay Harbor's...

Nestled in the woods near the historic log cabin summer community of Sprucewold, this 3BR/2BA rental boasts private beach club access. Affectionately known as Spruce Cabin, your rental is adjacent to the beach path; take a an easy 10-minute stroll down to the soft sand overlooking Linekin Bay....

Portside is a luxury condo with the charm of a cottage on the ground floor of the 3-unit Back Bay Cottage, built in 2006. We are next to the Chowder House and kayak and bike rentals and just one block from the footbridge. The cottage is in the heart of the harbor and yet you will find tranquility...