South Bristol, ME Vacation Rentals

Come relax on this gorgeous slice of unspoiled Maine coast at this oceanfront cabin with multiple rocky beaches nearby. There is a deep water dock perfect for sunbathing, swimming, or fishing, and the cabin’s interior features a rustic, wood-paneled design with high rafters and an open living and dining space. You will enjoy modern amenities such as WiFi, TV, music, and plenty of fun games. There is one newly renovated bathroom with a cheery red floor, a pedestal sink, and a new shower. What’s nearby: There are many nearby trails that are part of the Boothbay Land Trust. A short drive brings you to downtown Boothbay Harbor, where you will find many fine restaurants and shops, a great aquarium, and the amazing Coastal Maine Botanical Gardens. Things to know: Free WiFi Full kitchen Coin laundry - laundromat in town

Pets Welcome w/ Fee | Cookout Ready | Near Public Kayak & Canoe Launches Nestled between Damariscotta River and Linekin Bay, this bright 3-bedroom, 2-bathroom home is perfect for rejuvenating waterfront adventures! Walk to the marina or take a short drive to the scenic Ocean Point Walk. Back at the vacation rental, unwind in the cozy living area or soak in stunning views of the Damariscotta River from the front porch. Your leisurely East Boothbay stay awaits! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed  - Bedroom 2: 1 queen bed - Bedroom 3: 1 queen bed, 1 lofted twin XL bed OUTDOOR LIVING  - Deck, outdoor dining table, rocking chairs, water views - Gas grill (seasonal) - Front porch INDOOR LIVING  - 4 Smart TVs - Board games, books - Kitchenette w/ microwave, refrigerator, sink - Dining table, breakfast bar - Chandeliers MAIN KITCHEN - Stove/oven, refrigerator, microwave - Keurig coffee maker, toaster - Dishware/flatware, cooking basics - Trash bags/paper towels GENERAL   - Free WiFi  - Mini-split air conditioning/heat - Linens/towels, hair dryer - Washer/dryer, iron/board - Keyless entry FAQ - Homeowner on-site (backyard cabin) - Pet fee (paid pre-trip) ACCESSIBILITY - 2-story home, step to enter  - Bedroom & full bathroom on 1st floor - Main living room & kitchen on 2nd floor PARKING - Driveway (3 vehicles) - Street parking -- THE LOCATION -- - Walk to general store - 4 miles to Ocean Point Walk - 20 miles to Pemaquid Point Lighthouse - 6 miles to Boothbay Railway Village Museum - 63 miles to Portland Int'l Jetport -- REST EASY WITH US -- Property Manager 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-story home requires a step to enter. The main living room and kitchen are located on the 2nd floor - A bedroom with a kitchenette and en-suite bathroom is located on the 1st floor and requires an exterior door to access - The homeowner may be on-site in a separate cabin located in the backyard, with the entrance facing away from the main property - The gas grill is available in the summer months Licence number: 0179

Paradise awaits at this beautiful, two-story home conveniently located on a dead-end street near the East Boothbay Village! This is the perfect spot to bring family and friends and experience a truly relaxing and memorable escapade. You will be a short three-mile drive from Boothbay Harbor, where numerous restaurants and marinas await. Discover amazing attractions within a short drive, including Boothbay Harbor Country Club, Coastal Maine Botanical Gardens, Maine State Aquarium, Chocolate Church Arts Center, Maine Maritime Museum, Pemaquid Beach Park, and Fisherman Museum. This splendid retreat boasts a beautifully decorated open floor plan that seamlessly combines all living spaces into one. Spread out comfortably in the living room, furnished with an extensive sofa, a wood stove, and a smart TV with streaming services to keep you entertained during your stay. When mealtime comes, put on the chef’s apron and prepare exquisite homemade meals for your crew in the well-appointed, open kitchen, complete with all the major appliances to whip up everything that comes to mind. The living area opens onto a screened porch offering impressive views of the Damariscotta River and a wonderful spot to dine alfresco. The adjoining open deck is also a fantastic spot to take in the marvelous river views. Another great perk is the access to a shared beach and dock at the residence, which are shared with 2-3 neighboring homes. Additional perks include a gas grill, a washer/dryer, high-speed WiFi, and a soaking tub. Things to Know Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by The Good Neighbor Policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises.

Newly Renovated In 2025. Linekin Bay Lookout is a private East Boothbay deckhouse set above Linekin Bay, where pines, tidewater, and sunset light define the stay. This 3-bedroom, 2-bath home pairs classic Maine warmth - vaulted wood ceilings, exposed beams, broad windows, and wood floors - with the simple pleasures guests come here for: coffee on the deck, seafood on the grill, and a private wooded path through the pines to the rocky tidal shore. The upstairs living level is the heart of the home. The living room looks out toward the bay and opens to the long second-floor deck, which connects the living area and primary bedroom. Gather under the vaulted ceiling, cook in the adjacent kitchen, linger over dinner by the glass doors, or, after a day on the water, step outside to watch the sun set over Linekin Bay. The home sleeps up to five guests. Upstairs, the primary bedroom has a king bed, deck access, bay views, a dressing area, and a newly updated bathroom with a tiled walk-in shower. Downstairs are two additional bedrooms - one queen and one double - plus a second updated full bath, laundry room, and family room, giving couples, small families, or friends on a quiet getaway room to gather and space to retreat. The setting feels secluded but still connected. Pick up freshly baked muffins or cinnamon buns from East Boothbay General Store just down the road, head into Boothbay Harbor for restaurants, shops, boat tours, whale watching, and harbor walks, or spend the day at Coastal Maine Botanical Gardens. Head to Ocean Point for classic coastal walks, salt-air views, ocean swims, and a glimpse of Ram Island Light, guarding the eastern entrance to Boothbay Harbor and the mouth of the Damariscotta River. ​​​​​​​Bigelow Laboratory is also within walking distance of the home, making Linekin Bay Lookout a practical and peaceful East Boothbay base for visiting scientists, researchers, public-event guests, seasonal staff, and others spending extended time in the region. With Wi-Fi, Ethernet, a dedicated workspace, and a quiet setting among the pines, the home is also well suited to remote work, writing, reflection, or a longer coastal stay. Good to know: - The shoreline below the home is private, natural Maine coast - rocky and tidal rather than sandy. It is a beautiful place for tide-watching, rock-hopping, and quiet time by the water; water shoes are recommended for low-tide exploring. - This home has interior stairs that may not be suitable for guests with limited mobility. Please consider your individual mobility needs when deciding if this home is the right fit for your stay.

Spread out between multiple sitting areas, a spacious kitchen, and three floors at this expansive 4BR/3.5BA East Boothbay home. Outdoors, a sprawling deck, gazebo, and gorgeous garden offers an outdoor haven for dining and sunny-day relaxation. The third floor also has a widow’s walk offering a view towards the ocean. Drive 10 minutes to Boothbay Harbor, the Coastal Maine Botanical Gardens, or 15 minutes to the Boothbay Harbor Country Club. You’re also under a 10-minute stroll to the acclaimed Carriage House Restaurant, offering a modern menu of New England-inspired dishes. ABOUT THE HOUSE There’s a fresh coastal feel throughout this stylish home, offering a relaxing home base after a day of outdoor fun. Curl up on the sectional sofa or cushioned chairs in the main sitting area. Opposite, a bookshelf contains an entertainment center with a 48’ flat screen TV. Steps away, chairs and couches furnish two additional sitting areas — perfect for group chit-chat and planning day trips. The chef in your group will love the large and contemporary kitchen, complete with a full suite of stainless steel appliances. The kitchen is a great social space too, with a central island seating three. Share sit-down meals around the eight-person dining table. A sprawling deck overlooking the garden boasts cushioned chairs and a six-person dining table for al fresco meals. A wooden walkway leads to a gazebo, where another dining table seats four. There’s also a gas grill for afternoon barbecues. The home is spread across three floors, with total sleeping space for 12 guests. On the entry-level, the master suite features two queen beds and ample storage space. Guests here have their own en-suite bathroom with a walk-in shower. Upstairs, garden views and a glimpse of the ocean await in a second bedroom featuring a king bed, two comfy chairs, and a private deck with a table seating two. An en-suite bathroom has a walk-in shower. A third bedroom offers the same impressive views, a plush queen bed, and a chaise lounge. The kid-friendly fourth bedroom comes with two twin-over-twin bunk beds. On the top floor, a bonus living/sleeping area offers the best ocean views in the house. A daybed (with a trundle beneath) and two sitting chairs furnish this tucked-away space. The house also has a guest bathroom with a tub/shower combination and a half bath. Extra amenities include complimentary Wi-Fi, cable TV, and a washer/dryer. Driveway parking is available for four cars. THE LOCATION This East Boothbay home overlooks Linekin Bay, with adjacent walking trails leading to Linekin and Burley Preserves. Just a 10-minute drive away, Boothbay Harbor offers boating, sailing and fishing trips. Head to Cap’n Fish and search for whales surfacing along the Maine coastline, or book trips aboard the Schooner Eastwind to visit the Burnt and Ram Island lighthouses. For a special evening meal, book a table at Carriage House Restaurant (an 8-minute walk) for craft cocktails and upscale New England comfort food.

An exceptional stay awaits at this tranquil vacation home. Tucked into the woods for privacy and just 1/2 mile from the water, this one-bedroom rental has everything you need for a relaxing getaway to Midcoast Maine. Relax and unwind on the wrap-around deck or fire up the gas grill for a backyard barbecue. Enjoy private access to the ocean via the association, with a dock, float, beach, and waterfront picnic area with beautiful views of Linekin Bay all just a half-mile from the home. Bright and inviting, the interior offers an open floor plan with strong natural lighting and all the comforts of home. The kitchen comes equipped with a full suite of stainless steel appliances, including a dishwasher, for easy home-cooking and stress-free cleanup. After the day’s adventures, cozy up in the living room and unwind with your favorite shows and movies on the smart TV. Modern must-haves include free WiFi. WHAT’S NEARBY A short drive into the town of Boothbay Harbor offers many local attractions, including the Opera House with live concerts, the Carousel Theater, whale watching, boat rides, harbor tours, trolley rides, kayaking outfitters, unique stores for shopping, and a great selection of local bars and dining, plus a movie theater and the Hannaford supermarket. The Boothbay Region Landtrust offers a wide variety of hiking trails on the local land preserves. Other favorite attractions are Southport and Hendrick’s Head beach, Lighthouses, Boothbay Railway Museum, Ocean Point scenic drive. Pemaquid Point Lighthouse and beach, Reid State Park, and Popham Beach are all an easy day trip away. Please check with our local Chamber of Commerce and the Boothbay Region Land Trust for everything this region has to offer.

Escape to a new and secluded cabin in the woods in charming Boothbay. This spacious 4BR/3BA home offers comfortable accommodations for your group of 15. Feel right at home in the open-concept living area with vaulted ceilings and warm wood paneling, and step out to a wraparound deck with open-air dining. Soak up rich maritime history in East Boothbay, or discover eclectic shopping and waterfront dining in Boothbay Harbor - both just minutes from your door. ABOUT THE CABIN The open-concept kitchen, living, and dining area is both spacious and cozy, with soaring ceilings and knotty pine paneling. Settle as a group onto the inviting sofas (one converts to a queen sleeper) and plush armchair to swap stories from the day’s adventures in Boothbay Harbor, or step out to a sprawling, wraparound deck with reclining lounge chairs, and open-air dining for seven. The second living area is configured with a queen sleeper sofa. Prepare family meals in the luxe kitchen with granite countertops and stainless steel appliances, including a French-door fridge. Or lend the chef a hand at a center island bar with seating for four. Bay windows lend sunlight and sophistication in the dining area, where a wood table is a lovely gathering spot for eight. BED & BATH The master suite boasts a king bed, twin sleeper chair, massive walk-in closet, sliding door access to the deck, a Peloton bike, and a TV. Get some work done at a wood writing desk, and refresh in the private en-suite bathroom with soaking tub and glass shower. Upstairs, find three additional bedrooms with full closets. The second guest room includes two twin beds and a twin trundle. The third bedroom has three twin beds. The fourth room is outfitted with a comfy queen bed. A guest bathroom on the main level features a shower and pedestal sink, while the second-floor bathroom has a tub/shower combination. EXTRA AMENITIES & DETAILS Your reservation at this wooded retreat includes complimentary Wi-Fi, a washer/dryer, and parking for four cars. Please note that a 4WD vehicle is required to access this property during the winter months. LOCATION Nestled in the trees on a quiet wooded lot, this secluded log cabin is ideally located just 10 minutes from the heart of Boothbay Harbor. Give the cook the night off and dine at Lobsterman’s Wharf, a casual seafood tavern with a waterview deck just a 5-minute walk away. Soak up maritime history in the village of East Boothbay with a rich shipbuilding heritage. Then, head to East Boothbay General Store for lunch fare and fresh baked goods.

Find nature right at your front door at this luxurious, dog- and family-friendly waterfront home. Watch for a pair of nesting eagles, seals lounging on the rocks each summer, and fishermen hauling lobster traps from the front deck each morning while you sip your coffee and enjoy the sunrise. If you’re looking for more urban charms, downtown Boothbay’s shops and restaurants are only three miles away. Outdoor space at home includes not only the lovely deck, but also a patio downstairs and a wide, waterfront lawn. Fire up the gas grill for a barbecue and spend evenings in the deck’s hot tub, admiring the stars. Gather around the firepit in the yard for some marshmallows or explore the water in one of the provided kayaks. Inside, you’ll find abundant natural light, cathedral ceilings, and a wall of deck-front windows that bring the view indoors. The gourmet kitchen features high-end appliances, including a wine fridge, and lots of gleaming countertops, including a huge kitchen island. Dine together at the adjacent table or pull up a barstool at the island to keep it casual. In the evening, grab one of the movie-theater-style reclining seats, get the floor-to-ceiling gas fireplace going, and host a family movie night in the living room. More entertainment options include a wet bar complete with a retro mini-fridge and popcorn machine, free high-speed WiFi, cable, five streaming-capable TVs, board games, a pool table, and an air hockey table. At the end of the night, tuck the kids into one of the fun bunk rooms and have one last soak in the hot tub - another perfect vacation day awaits tomorrow. THINGS TO KNOW Streaming services are available with guest accounts.

** Temporary alert: if you are booking in June please note that the dock will not be in till July. ** Nestled in the charming coastal town of East Boothbay, this picturesque oceanfront cottage offers a serene retreat with breathtaking views of the Atlantic. The cozy living room features a decorative fireplace that, while non-functional, creates a warm ambiance perfect for cool coastal evenings. This well-appointed cottage includes two comfortable queen beds for restful nights and a range of modern amenities, including a washer/dryer and a fully equipped kitchen. Step outside to the spacious deck furnished with patio seating and a BBQ grill, where you can relax and take in sweeping ocean views. Whether enjoying a morning coffee or cooking in the kitchen, the tranquil ocean vistas provide a constant, soothing backdrop. A private dock and float allow for easy access to the water, perfect for sailing, stand-up paddleboarding, kayaking, or just enjoying a swim. Whale-watching tours, winery visits, hiking trails, and deep-sea fishing excursions are all nearby, offering something for every adventurer. After a day of exploration, unwind with a shower or simply savor the stunning waterfront setting. Conveniently located near local restaurants, shops, and attractions, this oceanfront cottage is the ideal base for exploring all East Boothbay has to offer. Whether you’re seeking a peaceful retreat or an active seaside getaway, this cottage provides the perfect setting for a memorable coastal Maine vacation. Book your stay today and experience the beauty of the ocean up close! Things to Know

Get ready to enjoy spectacular sunsets and peaceful nights at this warm and inviting beach house in the sought after Seawood Park Community in Bristol. Spread out over two well-appointed stories, this wonderful home features a well-equipped, full kitchen, two dining tables for meals, rainy day games, or laptops, and two distinct living areas. Step outside onto the first-floor deck and take in west-facing glimpses of Johns Bay and Rutherford Island. When you want to get out and explore, make your way to the nearby walking path that runs along the shoreline and leads to a private sand beach. THINGS TO KNOW Beach towels included.

Set on the Linekin Bay waterfront, this 3BR/1.5BA cottage is just steps from the water! Set off on a paddling adventure with the provided kayaks and canoe. Grill out and dine alfresco on the deck or at the waterside picnic table. Savor a crisp beverage as you recline in an Adirondack chair. In the evening, gather around the firepit at the water’s edge and gaze at the stars. You’ll love the forest-view sunroom and the exposed wood beams throughout. LIVING AREA The living room is equipped with a wood-burning fireplace and wood stove, and a smart TV. Enjoy quiet afternoons in the light-filled sunroom. KITCHEN & DINING Prepare tasty meals in the kitchen, outfitted with a full suite of appliances and a lobster pot. The dining table offers seating for six and the kitchen bar seats four. BED & BATH This home sleeps six guests between three bedrooms. The first bedroom is furnished with a queen bed. The second bedroom is appointed with a queen bed and a smart TV. The third bedroom has two twin beds and a smart TV. The bathroom is equipped with a tub/shower combination. A half bath provides added convenience. OUTDOOR AREA & AMENITIES This beautiful backyard offers private dock access to Linekin Bay, as well as two kayaks and a canoe. Dine at the waterfront picnic table or gather around the wood firepit. Fire up the gas grill and dine alfresco on the back deck as you look out to the bay. The wheeled beverage cooler is handy for keeping drinks chilled. The side deck offers Adirondack seating and forest views. Swing in the hammock or play in the large, grassy yard. EXTRA PERKS & MORE DETAILS Added perks include complimentary Wi-Fi and a washer/dryer. A Pack ’n Play, kids’ playpen, large baby mat, water play center, baby gate, and baby crib are available. Beach toys and two toddler life jackets are also provided. Kayaks (one single and one double) and a canoe are included in your rental. (Life jackets are not provided.) Parking is available for up to four cars in the driveway. Street parking is not permitted. The property owner is a member of Boothbay Harbor Country Club. For an added fee, guests can book a tee time. Access to this two-story home is via 10 steps to the entry door. The property does not have air-conditioning.The detached garage apartment is occasionally owner-occupied. LOCATION Walk just steps to your own dock, complete with kayaks and canoes to explore Linekin Bay. Spend leisurely afternoons relaxing on the beach at Appalachee Pond. Stroll the walking paths and take in scenic waterfront views at Barrett Park. Try the lobster rolls at Boothbay Lobster Wharf or enjoy an upscale meal at the Boothbay Harbor Oceanside Golf Resort restaurant.

Set back on a grassy knoll overlooking the water, this 3BR/2BA Boothbay Harbor home offers a truly tranquil vacation retreat. Drive minutes to restaurants, hiking trails, whale watching, and the quaint fishing village of Boothbay Harbor. Sleeps 10. INSIDE THE HOUSE After arriving in this leafy neighborhood overlooking the water, pull up outside the house on a driveway with parking space for 4. A dark wood walkway leads up to the front door. As you step inside, turn right into the main living room – an open-concept space with hardwood floors and lots of natural light. There’s seating for 6 on a charcoal gray couch and sofa chair. After a day of coastal adventures, curl up for the evening in front of a 40” flat-screen TV. Next to the living area, a dining area with a glass top table seats 6. From here, gain access to a wrap-around back deck with a BBQ grill and outdoor seating overlooking the trees. Next to the dining table, an open kitchen makes it easy to chat with the group while prepping meals. Find plenty of appliances close to hand, including an electric stove-oven combo, microwave, and dishwasher. In the mornings, fire up the coffee maker or whizz up fruit smoothies in the kitchen blender. A hallway off the living area leads to a bathroom with a single-sink vanity and shower/tub combo. Further along, you’ll find the primary bedroom, furnished with a queen bed and 32” TV. Next door, a snug 2nd living room offers an extra hang-out space with an L-shaped couch and 42” TV with cable. The remaining bedrooms are located upstairs. On the left of the stairs, a bedroom has 2 queen beds, while the 3rd bedroom comes with a queen bed and two twin beds. Both bedrooms also share access to a bathroom with a shower/tub combination. LOCATION Drive 4 minutes down the coast to East Boothbay. Stroll around the marina in the morning, then grab a lunchtime bite at East Boothbay General Store or Lobsterman’s Wharf Restaurant. Take a 7-minute drive for beautiful coastal views at Ocean Point, or watch the waves roll in against the rocky beach at Grimes Cove. Just 12 minutes away, the fishing village of Boothbay Harbor is a tranquil place to wander between laid-back cafes, shops, bars, and eateries. Grab brunch at Mama D’s, try the Lobster Dock for seafood, then stroll to Downeast Ice Cream for a sweet treat. The harbor is also a great jumping off point for whale watching, fishing trips, and island sailing tours, the perfect way to soak up the natural beauty surrounding this quaint coastal town. Enjoy Boothbay’s Coastal Maine Botanical Gardens! If you’re planning a trip in November or December plan on experiencing Gardens Aglow, Maine’s largest light display, with over 360,000 LED lights illuminating the central gardens and buildings.

Enjoy the northeast wilderness effortlessly with this intimate 2-bed, 1-bath vacation rental. Whether you're here with family or friends, this relaxing Boothbay Harbor cottage is close to attractions that will appeal to any group! Spend your days exploring Penny Lake Preserve, hiking at Hendricks Head Preserve, or spotting local wildlife at Cap'n Fish's Whale Watch! At the end of each fun-filled day, enjoy a home-cooked seafood meal and glass of vino on your screened-in porch as the sun sets. -- THE PROPERTY -- Screened-In Porch | Free WiFi | Flat-Screen TV Ideal for small families and groups of friends, this cozy cottage is the cherry on top of your visit to Maine! Bedroom 1: Queen Bed | Bedroom 2: 2 Twin Beds MAIN FEATURES: Dining table, screened in deck, fireplace, flat-screen TV, outdoor dining area, gas grill KITCHEN: Well equipped w/ cooking basics, coffee maker, trash bags, paper towels GENERAL: Linens/towels, free WiFi, complimentary toiletries, iron/board, wall unit A/C PARKING: Driveway (2 vehicles) -- THE LOCATION -- SCENIC HIKES & PARKS: Barrett Park (0.7 miles), Lobster Cove Preserve (1.8 miles), Penny Lake Preserve (1.9 miles), Pine Tree Preserve (1.9 miles), Gregory Hiking Trail (5.5 miles), Hendricks Head Preserve (6.0 miles), Porter Preserve (6.1 miles), LaVerna Preserve (28.1 miles), Reid State Park (37.0 miles) COASTAL ATTRACTIONS: Cap'n Fish's Whale Watch (1.7 miles), Schooner Lazy Jack Cruises (1.7 miles), Boothbay Harbor Footbridge (1.7 miles), Sweet Action Charters (1.8 miles), Maine State Aquarium (4.0 miles), Catch22 Sport Fishing & Charters (5.7 miles) LOCAL EATS: Coastal Prime (0.9 miles), Mama D's Cafe Mercantile (1.1 miles), Shannon's Unshelled (1.7 miles), Boathouse Bistro Tapas Bar & Restaurant (1.7 miles) DAY TRIPS: Portland (58.7 miles), Acadia National Park (116.0 miles), Bar Harbor (117.0 miles) AIRPORT: Portland International Jetport (61.6 miles) -- REST EASY WITH US -- Property Manager 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 - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in

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. -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 2 twin beds - Additional Sleeping: 1 queen air mattress INDOOR LIVING - Smart TVs w/ cable, gas fireplace - Laptop-friendly desk w/ printer - Breakfast nook, dining table - En-suite bathroom, walk-in showers OUTDOOR LIVING - Furnished patio w/ cove view, electric grill - Spacious yard KITCHEN - Refrigerator, stove/oven, microwave, dishwasher - Drip coffee maker, toaster - Dishware & flatware, cooking basics, spices GENERAL - Keyless entry, self check-in, free WiFi, central heating - Washer & dryer, laundry detergent, iron/board, trash bags/paper towels - Towels/linens, complimentary toiletries, shampoo/conditioner, hair dryer FAQ - No A/C - 2 exterior security cameras (facing out) ACCESSIBILITY - Single-story condo, step-free entry - 2 interior steps required to access living room PARKING - Designated parking spots (2 vehicles) - Overflow lot -- THE LOCATION -- - Walking distance to downtown dining & shopping, boat tours, Hodgdon Marina - 3 miles to Maine State Aquarium - 4 miles to Coastal Maine Botanical Gardens - 2 miles to Barrett's Park - 60 miles to Portland Int’l Jetport -- REST EASY WITH US -- Property Manager 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 - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - While this single-story condo offers step-free entry, 2 interior steps are required to access the living room - The designated parking spots are not adjacent to the unit. Guests must travel across the parking lot to access the condo - This property does not offer air conditioning - Your safety matters. The property features 2 Ring security cameras located at the front and back doors facing outward. The cameras do not look into any interior spaces. The cameras record video and sound when motion is detected

You’ll be able to walk to the beach at Barrett Park, the footbridge, and the very heart of downtown Boothbay Harbor from this polished, dog-friendly home. Whether you choose to spend your days kayaking, whale-watching, or hiking, you’ll find that you’re just where you want to be. This family home is spread out across two levels, with hardwood floors and free WiFi throughout. As you enter, you’ll be greeted by a billiard room to the left and a living room to the right, where you can pile on the leather sofas, watch Netflix on TV, and play board games well into the evening. The light-filled, well-equipped kitchen is just beyond, offering stainless steel appliances, an eat-in dining table, and sliding doors that lead outside to the new composite deck, firepit, and gas grill. After a barbecue dinner and a walk around the neighborhood with your dogs, you can come home to toss the day’s clothes in the washer/dryer. There’s one bedroom on the main floor and two bedrooms upstairs - including a special room for the kids with chalkboards on the wall. Additional perks include ample parking. Things to Know Please note that dogs must be leashed and cleaned up after; there are foxes in the area. Dogs are not allowed to sleep on beds, but a dog bed is provided.

Perched on a hill overlooking the water, this house is a short stroll to the shops, restaurants, and attractions of downtown Boothbay Harbor. Impeccably designed interiors include two wood-burning fireplaces and beautiful hardwood floors throughout. A seasonal, antique sleeping loft provides added charm. Enjoy amazing harbor views from the large deck, or gather by the fire pit in the evenings. With an unbeatable location, this home is your ideal Boothbay Harbor getaway! The main living area has a sofa, two armchairs, and two side chairs. Enjoy the harbor view, or watch a film on the 46-inch Roku TV. In the cozy family room, a couch and three armchairs surround another 46-inch smart TV. Watch your favorite shows by the glow of the wood-burning fireplace. The stylish chef’s kitchen has sleek countertops and a full suite of stainless steel appliances, including a French-door fridge and gas stove top with griddle and separate built-in Wolf oven. The large center island provides ample space to prepare meals and seating for two. In the dining area, play a tune on the piano while enjoying a pre-dinner beverage by the wood-burning fireplace. When it’s time to eat, the table has room for 10. Take in the incredible view of the bay from the large wraparound deck. Or fire up the gas grill for a group barbecue. As evening falls, gather around a fire pit in the grassy yard to watch the stars come out. Nestled in walking distance of the waterfront and downtown, enjoy prime access to the harbor for lovely dinners, sightseeing, and shopping. THINGS TO KNOW Fireplaces are for use only during the winter season. The outdoor firepit is not for guest use. The home does not have air conditioning. However, fans are available throughout. Please note that the rustic sleeping loft is accessed via a steep/narrow staircase, and is not equipped with heat.

You’ll be wonderfully located near the best of Boothbay Harbor at this home just across the footbridge from downtown. Enjoy fantastic access to Barrett Park and the Boothbay Lobster Wharf mere steps away. This home makes an enviable home base in Boothbay Harbor, whether planning to spend your days whale-watching, kayaking with Tidal Transit Kayak, or simply perusing the shops, restaurants, and galleries that populate this darling Midcoast town. After a day of coastal excursions, you’ll return to a casual, comfortable living area with two sofas and a smart TV, a well-appointed kitchen with all the essentials, and a small indoor dining space. Right out back are a small deck with outdoor seating and marshland views, a gas grill for summer barbecues, and a picnic table where you can gather for lobster rolls and haddock pulled straight from the ocean. There are cornhole and croquet games available for use as well! THINGS TO KNOW This home is the ground level of a duplex.

Cute and comfortable, this quiet cottage built in 1800 offers a peaceful escape for those in search of a tranquil Boothbay Harbor experience. Unplug and appreciate the surroundings in the warmth of the sunroom. The living room includes more blankets, additional seating, and a resituated pull-out couch for optimal lounging as you watch TV. Enjoy a peaceful night’s rest on the California King bed in the main bedroom, just updated in December 2024. Need some quiet time? Enjoy the separate bunkhouse that has been converted into a comfortable, relaxing space with a library. The Lobster Trap, a three-season (spring, summer, and fall) garage hangout space, features cozy blankets, an electric fireplace, a couch, a custom bar with bar stools, a Fire TV, and a full-sized refrigerator. For fun, try the ping-pong table, the dartboard, the deluxe Scrabble board, or a game of Hook 21. The yoga mat is perfect for winding down, as are the L.L. Bean rocking chairs. Take a walk through the neighborhood on your way to the beach at Barrett Park. The cottage is located on 1.5 acres giving it a secluded feel. There are also great outdoor spaces, including two lawns for the kids to play on, a firepit location with Adirondack chairs and new solar lighting for family gatherings, a propane grill, and many lawn games included with the property. Indulge in grilled meals on the new custom-built picnic table. There is very little light pollution on the property so the stars are beautiful if you are interested in stargazing. When it’s time to call it a night, take refuge in the primary bedroom and turn on the electric fireplace for a cozy ambience as you drift to sleep. This home sits within walking distance of Barrett Park (three-quarters of a mile south), where you can have a scenic picnic or swim in the waters of Lewis Cove. Downtown Boothbay Harbor is one mile west across the footbridge, home to beautiful marinas, fantastic restaurants, and charming shops. The area immediately surrounding town is similarly full of activities. It is also less than three miles from the Boothbay Harbor Country Club. Take the kids to the Maine State Aquarium, located four miles west. The Coastal Maine Botanical Gardens are also just four miles away, where you can walk the trails to view 250 acres of manicured gardens and natural landscape. This home has been the epitome of a coastal Maine home for over 222 years. The charm and solid construction is both timeless and enduring. You’ll enjoy the cottage and all that the Boothbay Harbor area offers during your stay. THINGS TO KNOW Streaming services are available with guests’ own account(s). Guests can enjoy access to books, card games, puzzles for indoor fun, cornhole boards, a football, a soccer ball, and a Frisbee for outdoor fun. This home lies along the summer trolley route, which is free of charge and will bring you around Boothbay Harbor.

Find the storied charms of Midcoast Maine at this Boothbay Harbor property, a bay view cottage and adjoining newly renovated (2023) two-story apartment with a spacious deck. With two separate living spaces, families or groups that wish to travel with one another can still have the privacy they desire. Built in 1936 near the tip of Wall Point. Quietly nestled in the woods of Wall Point, this property includes a summer cottage and a garage apartment on the other side of the deck. Take afternoon strolls to the beach at Barrett Park one mile west, and grab lobster rolls for lunch in bustling Boothbay Harbor two miles west. Revel in the Linekin Bay views as the sea breeze brushes your face from this serene property. Overlook and Seaview are also only 1.2 miles away from the center of Booth. Spend your mornings kayaking, hiking, and jogging on the surrounding country roads, and return home to relax in the comfortable living space. Inside, you’ll find all the creature comforts and conveniences you need during your stay, such as both homes including a fully-equipped kitchen. The outside area includes a grill, picnic table, and chairs in case you’d prefer to sear your meals. After dining, read the newspaper beneath the cathedral ceilings, and toss your clothes in the washer/dryer as you use the fast WiFi to make plans for the day ahead or take advantage of the smart TVs to watch something on your favorite apps. Take a leisurely drive to the Coastal Maine Botanical Gardens five miles northwest, and pick up lunch at Boothbay Lobster Wharf on the way home. Soak in the sunshine as you dine out on the deck, feel the cool coastal breezes from Linekin Bay across the street, and spend the evening curled up by the wood-burning fireplace. Discover the simple allures of life on the coast of Maine - begin planning your getaway to Boothbay Harbor today! THINGS TO KNOW This vacation rental is not equipped with air-conditioning.

Discover Boothbay Harbor perfection at this four-story waterfront getaway, complete with a private dock and provided kayaks. The historic footbridge is nearby, giving you easy access to the best of Boothbay Harbor shopping, dining, and adventure. Featuring family heirlooms and smart TVs, the elegant and light-filled house is brimming with New England charm. Find comfort and convenience with two private suites - each occupying an entire floor. Watch favorite shows in the sunlit family room, detailed with a large smart TV. Prepare tasty meals in the sparkling full kitchen and chill favorite bottles in the wine fridge, then gather in the lovely dining room. Occupying the entire lower level, the spacious primary suite features a private entrance, floor-to-ceiling windows, and a smart TV. Meanwhile, the roomy second suite on the top floor has a walk-in closet and a breathtaking harbor-view balcony. Speaking of which, it’s the perfect place to dine alfresco before enjoying after-dinner drinks by a charming fountain on the covered back patio. Fire up the brand-new gas grill and cookout by your scenic private dock, featuring deep water moorings as well as provided boats and kayaks. Things to Know Check-in time: 4:00 p.m. Check-out time: 10:00 a.m. All guests shall abide by The Good Neighbor Policy and shall not engage in illegal activity. Quiet hours are from 10:00 p.m. to 8:00 a.m. No smoking is permitted anywhere on the premises. This rental does not have air-conditioning.

The shimmering blue waters of Lobster Cove await just across the road from this oceanfront home in Boothbay Harbor. In this supremely scenic and walkable spot, you’ll be a matter of steps from Barrett Park and a short stroll from the footbridge leading into downtown. This two-story home is the main house on a waterfront property that it shares with a separate apartment. Walk home from a day spent gallery-hopping in town to be greeted by a beautiful front deck overlooking the cove - a lovely spot for sharing lobster rolls from Boothbay Lobster Wharf down the street. Inside, find a living room with large windows, where you can play board games and stream movies on the flatscreen TV each evening. There’s also a well-equipped kitchen and a gas grill for the nights you’re not eating out, dining tables both inside and outside, and a propane firepit with a commanding view of the water (which is shared with guests in the apartment). High-speed WiFi and a washer/dryer are provided as well. THINGS TO KNOW - Streaming services are available with guests’ accounts.

Retreat into the romance of coastal Maine at this exquisite Boothbay Harbor vacation rental that bursts with vintage character and seaside charm. Your harbor-view gem comprises two separate three-level homes. You’ll love the antique decor and original 1800s wood floors, while modern amenities include updated kitchens and smart TVs. Across the street, you’ll find sunset chairs with the best footbridge view in town. Stroll to the pier, waterfront parks, and tasty dining options. Pack your binoculars for Cap’n Fish’s Whale Watching, climb aboard the Windjammer Eastwind, or rent a seafaring vessel at Schooner Eastward. Boothbay Harbor Country Club and Coastal Maine Botanical Gardens are within a short drive. Captain’s Quarters’ modern living area presents a Sonos system and a large 4K smart TV with access to Netflix, Hulu, Apple TV, and all of today’s online entertainment. Prepare delicious dishes in the convenient full kitchen, configured with a small eat-in table and a larger nearby dining table. Sleep soundly in the primary suite that has an en suite bathroom that is also accessible via the hallway. One of the guest bedrooms includes a telescope for harbor gazing. All bedrooms provide a smart TV, bedside USB charging, and a Bluetooth music system. Head of the Harbor has an inviting living area with twin and queen sofa beds. The 4K smart TV provides access to Netflix, Hulu, Apple TV, and other services. A large farmhouse sink and an eat-in table highlight the beautifully updated kitchen. The gas grill on the deck is perfect for sunny afternoon cookouts. The bedroom occupies the entire top floor and features a charming antechamber with a window air-conditioning unit. Extra perks include complimentary commercial-grade WiFi and a backup generator. Each home is equipped with a private washer/dryer. THINGS TO KNOW The homes are not directly connected.

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! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 queen bed OUTDOOR LIVING - Private deck, outdoor dining table w/ umbrella - Yard, hiking trails nearby - Charcoal grill INDOOR LIVING - Smart TV & streaming capabilities - Board games, books - Laptop-friendly workspace - Walk-in closet KITCHEN - All major appliances, including dishwasher - Drip coffee maker (starter coffee provided), toaster, ice maker - Cooking basics, spices, trash bags/paper towels, dishware & flatware - Dining table GENERAL - Central heating & A/C, free WiFi (7-1 G Spectrum cable) - Washer/dryer, laundry detergent, iron/board - Linens/towels, complimentary toiletries, hair dryer - Baby changing table in walk-in closet FAQ - Homeowner on-site - 4 exterior security cameras (facing out) ACCESSIBILITY - 2-story guest apartment - 3 exterior steps to enter - Interior staircase to enter main floor PARKING - Shared driveway (2 vehicles) -- THE LOCATION -- - Located in Ocean Point Colony on a quiet private road - 1 mile to Ocean Point Walk & Ocean Point Preserve - 2 miles to Grimes Cove - 6 miles to Boothbay Harbor (boat ramp available) - 9 miles to Coastal Maine Botanical Gardens - 9 miles to Boothbay Railway Village Museum - 66 miles to Portland International Jetport -- REST EASY WITH US -- Property Manager 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 - No pets allowed - No events, parties, or large gatherings - Must be at least 18 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION: - This 2-story guest apartment requires 3 exterior steps to enter and interior stairs to access the 2nd floor, where the main living areas are located - The homeowner lives on-site, in a completely separate unit, and may be present during your stay - Your safety matters. This property features 4 exterior security cameras. Camera 1 is a Ring doorbell device on the guest's front door facing the entryway. Camera 2 is a Ring doorbell device on the owner's front door facing the entryway. Cameras 3 and 4 are on the home's upper level corner facing the property's front area. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion

Full of sunlight, ocean breezes, and gorgeous views of Lobster Cove, this oceanfront apartment is a beautiful home base for taking in the beauty of Boothbay Harbor. With Barrett Park right next door and the footbridge within walking distance, you’ll have excellent access to the ocean shore and downtown shops, galleries, and restaurants. This apartment sits on a waterfront piece of property that it shares with a main house. Walk home from a day spent gallery-hopping in town to be greeted by a front deck overlooking the cove - a lovely spot for sharing lobster rolls from Boothbay Lobster Wharf down the street. Inside, find an open living space lined with windows and such at-home comforts as window air-conditioning and high-speed WiFi. There’s a kitchen with every essential, an indoor dining table, and a streaming-capable TV for your evening entertainment. In the evenings, when you’re not dining out, enjoy a gas grill and a propane firepit with a view of the water, which is shared with guests in the main house. THINGS TO KNOW Streaming services are available with guests’ accounts. There is no washer/dryer. Elevators are not available. Must use stairs to get to the second floor.