Waldoboro, ME Vacation Rentals

Wake up to panoramic views of the Medomak River at this two-bedroom plus loft Waldoboro retreat—a private waterfront haven with a beautifully remodeled interior, wrap-around deck, and direct access to the river, Muscongus Bay, and the open Atlantic. Enjoy spectacular sunrises and serene moonlit nights from this idyllic perch. Set amid 11 acres of wildflower meadows and fireflies, this two-level home rests on the western banks of the Medomak River, just five miles south of downtown Waldoboro. You’ll be a short paddle from where the river meets Muscongus Bay, and only 21 miles from the art galleries, restaurants, and scenic breakwater of Rockland. Keep an eye out for bald eagles, ospreys, seals, and other coastal wildlife. A long private driveway leads to ample parking and a peaceful waterfront setting. Inside, the open living space has been fully remodeled with hardwood floors, vaulted ceilings, and a wall of windows framing the water. After a day of kayaking, unwind on the comfortable sofa, play cards around the glass coffee table, or stream a movie on the large flatscreen TV. The home offers WiFi, a washer/dryer, and inviting spaces to relax. The fully renovated kitchen features stainless steel appliances, generous counter space, and all the essentials for preparing Maine-inspired meals. Gather at the breakfast bar or six-person dining table, and when the weather’s warm, step outside to grill and dine on the deck while soaking up the stunning views. Outdoors, spend your days kayaking or canoeing, basking in the sun on the wrap-around deck, or exploring more than 400 feet of private tidal waterfront with Maine’s classic granite rocks and tide pools. Inside, a second sitting room offers the perfect nook for reading or enjoying the coastal breeze through open glass doors. The home accommodates up to six guests with two bedrooms, a loft, and two-and-a-half bathrooms. The open loft-style primary bedroom overlooks the river and great room below, offering a king bed and private bath. On the main floor, you’ll find one bedroom with a queen bed and another with twin bunk beds—ideal for families or friends traveling together. Located along scenic Route 1, this property places you in the heart of Midcoast Maine’s natural beauty. Visit nearby Waldoboro’s Main Street for local shops and dining, or follow the river south to the historic Pemaquid Point Lighthouse. Explore downtown Rockland for seaside charm and top-tier dining, including the award-winning restaurant Primo. Camden Hills State Park—known for its panoramic ocean views and vibrant autumn colors—is just 26 miles away. Boothbay Harbor, the Coastal Maine Botanical Gardens, and even Acadia National Park are within reach for memorable day trips. Your peaceful Midcoast Maine escape awaits at this beautifully appointed Waldoboro waterfront home—where each sunrise, tide, and breeze reminds you why this place is unforgettable.

Your own remote Maine retreat awaits! Your secluded lakefront paradise sports a contemporary design mixed with an old Maine cabin, giving it a welcoming atmosphere. Floor-to-ceiling windows adorn the living room which has been completely renovated as of 2022 with new furniture. Unwind on comfortable furnishings here and watch the sun glistening on the lake, and witness beautiful sunsets for days. The open space of the gourmet kitchen has top-of-the-line cookware, tableware, and a chef’s stove, ready to prepare everything from a tasty snack to a full-blown feast. All bedrooms have been renovated with new furniture as well creating a comfortable and pristine space for downtime. For a second guest couple or grandparents of a family, there is a newly painted and decorated detached suite above the garage with skylights and stunning lake views. The 150’ lakefront features a gently sloping pebbled area that’s great for little ones to play in the water, a new dock with a ladder that can accommodate an 18’ boat, and another spot that’s perfect for launching one of the kayaks, paddleboard, or Sunfish that are all available to guests. Gaze at the lake or the giant pines from the hammock, or close your eyes and drift off for a nap to the sound of the water lapping at the shore. Located on a private road with only four other houses in the immediate area, you’ll have much of the lake to yourself. Watch the loons swimming just off the shore or enjoy the sunset directly across the lake from the privacy of your home, completely removed from the outside world. You’ll also be close to amazing attractions should you get out. The outstanding Ginger Mousse Bakery is just an easy walk or three-minute drive up the road, and fine dining and shopping are 15 minutes down Route 1 in Damariscotta. Here, you can check out an art museum or two. World famous waterfront seafood at Muscongus Bay Lobster and Shaw’s Wharf are just 20 minutes. Climbing Mt. Megunticook or taking the boat out to Monhegan. Nearby activities also include golf, as well as local trails. Whatever you choose, there is no shortage of adventures near this lovely home! THINGS TO KNOW Streaming services are available, but guests must log in with their accounts.

Escape to Sea Heather Cottage, a peaceful seaside retreat on a private peninsula in Waldoboro, Maine. Surrounded by water views in almost every room, this two-bedroom cottage blends coastal charm with complete tranquility. Perfect for couples seeking a romantic escape or families looking to unwind; guests can kayak, swim, stroll the walking trail, or simply relax on the deck as the tides roll in. Just 20 minutes to Damariscotta and 35 minutes to Rockland, you’ll enjoy both seclusion and easy access to Midcoast Maine’s shops, restaurants, and attractions. What you will love: - Water Views Everywhere: almost every room frames the tidal beauty of the cove. - Queen Bedroom Retreat: A sunlit bedroom with direct deck access, large windows, and calming water views. - Full Bedroom: A quiet room with a full bed with panoramic views of the peninsula & field, perfect for a couple or additional guests. - Coastal Charm: Original pine floors, cozy furnishings, and thoughtful décor create a warm and welcoming atmosphere. Outdoor Living - Step outside and immerse yourself in the ever-changing coastal scenery: - Launch kayaks or paddleboards (bring your own or rent nearby) and explore from the shore. - Swim, watch for playful seals, and enjoy the calls of seabirds. - Wander the walking trail around the property for peaceful pauses in nature. - Relax in Adirondack chairs with your morning coffee or evening wine, taking in sweeping views of the water and sky. Though secluded, Sea Heather is only a short drive from Midcoast Maine’s vibrant towns: - 20 minutes to Damariscotta for shopping, galleries, and dining. - 35 minutes to Rockland, home to festivals, museums, and fresh seafood. - Easy day trips to lighthouses, coastal trails, and charming villages. Here, the tides set the rhythm of your days, the views change with every hour, and the quiet beauty of the sea invites you to truly unwind. Dogs are considered, please contact us prior to booking with the age and breed of dog(s) for approval.

Experience the best of Mid-Coast Maine at this historic Waldoboro vacation rental. Built by Conrad Heyer — one of the earliest-born people ever photographed — this 3-bedroom home offers a deep connection to American history. Spend your summer days paddling the Medomak River, launching your boat into the bay just 3 miles away, or exploring neatby Rockport. After a day of coastal adventure, return to your private deck to relax under the stars. Book your escape today! -- THE PROPERTY -- In-Unit Laundry | Fast Free WiFi | 1,200 Sq Ft | Bedroom Suite on First Floor Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Queen Bed | Additional Sleeping: 1 Portable Crib OUTDOOR LIVING: Deck w/ picnic table, fire pit (bring your own wood), private yard, 5-burner charcoal grill INDOOR LIVING: Smart TV w/ cable, 6-person expandable dining table, renovated interior, DVD/movie selection, games, books KITCHEN: Fully equipped w/ cooking basics, dishwasher, tile countertops, microwave, drip coffee maker w/ coffee, hot chocolate, tea, sugar/sugar-free sweetener, & creamer (all non-organic), toaster, knife set, Crockpot GENERAL: Complimentary toiletries, towels/linens, trash bags/paper towels, broadband wireless internet to support multiple devices, 1st floor bed & bath, A/C window units, ceiling fans, tower fans, baby/toddler bath accessory FAQ: Exterior security cameras (facing out) ACCESSIBILITY: 2-story, 3 steps to enter, bedroom & bathroom on 1st floor (2 steps to enter bedroom) PARKING: Driveway (3 vehicles) -- THE LOCATION -- EXPLORE MAINE: Rockland (20 miles), Belfast (35 miles), Brunswick (40 miles), Bangor (68 miles) ON LAND: Moody’s Diner (3 miles), Waldoboro Recreation Complex (5 miles), Waldoboro Town Forest (5 miles), Beth's Farm Market (6 miles), Davis Stream Preserve (7 miles), West Branch Preserve (10 miles), The Camden Snow Bowl (21 miles), Lost Valley Ski Area (66 miles), Acadia National Park (87 miles) ON THE WATER: Waldoboro Public Landing (4 miles), Damariscotta Lake State Park (7 miles), Medomak River (12 miles), Morgans Mills (12 miles), Lucia Beach (22 miles) WINE & ART: Sweetgrass Farm Winery and Distillery (9 miles), Savage Oakes Vineyard and Winery (10 miles), Oyster River Winegrowers (12 miles), Tidemark Gallery (12 miles), Landing Gallery (19 miles), Breakwater Vineyards (20 miles), Cellardoor Winery (26 miles) AIRPORTS: Augusta State Airport (28 miles), Portland International Jetport (69 miles), Bangor International Airport (72 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 - NOTE: This 2-story property requires 2 steps to enter. It offers a bedroom and bathroom on the 1st floor (the bedroom requires 2 steps to enter) - NOTE: Your safety matters. This property features exterior security cameras facing the entry door, parking area, front of the house/road, backyard, and both side yards. The cameras are outward facing and do not look into interior spaces. The cameras do not actively record video or sound while guests are in residence - NOTE: Guests will need to bring their own firewood for the fire pit. Wood can be purchased locally and is typically between $5-$10 per bundle

La Vita Semplice offers a coastal escape in Waldoboro, placing you within Maine’s scenic Midcoast corridor and close to the water, where ocean views and a relaxed rural setting set the tone for your stay. This inviting 1-bedroom, 1-bath unit spans 1,400 square feet and comfortably accommodates up to 4 guests, making it a wonderful choice for couples, small families, or a quiet getaway with friends. Inside, the home feels warm, bright, and thoughtfully appointed, with a private living room and a comfortable sleeping setup that includes a queen bedroom plus a sleep sofa in the living area. Guests frequently mention how comfortable and well maintained the home feels, along with the added convenience of the extra sleeping space. The layout is simple and practical, creating an easy place to unwind after a day exploring the coast. The full kitchen comes ready for casual meals and longer stays, featuring everything you’d need to make a wonderful meal in home to enjoy. Whether you’re preparing breakfast before heading out or grilling dinner after a day of sightseeing, everything you need is close at hand. Amenities like washer and dryer, central heating, air conditioning, linens, towels, shampoo, hair dryer, and essentials help make your stay seamless and comfortable. Step outside to enjoy the decked area, garden, outdoor seating, and BBQ grill. With ocean-view surroundings and beach essentials available, the outdoor spaces invite slow mornings and easy evenings. Guests also appreciate the convenience of private entrance, self check-in, and fast Wi‑Fi with laptop-friendly a, making the property equally suited for vacation relaxation or remote work. For downtime, you’ll find TV, books, and reading materials for a cozy night in or escaping from the rain. From this Midcoast location, guests can enjoy scenic drives, coastal villages, marinas, museums, boating, fishing, hiking, whale watching, antiquing, and wildlife viewing nearby. La Vita Semplice offers a peaceful, comfortable base with a beautiful setting and thoughtful amenities—book your stay and enjoy a truly simple coastal retreat. THINGS TO KNOW Streaming TV services require guest accounts to access. Owner does sometime occupy the main home next door

A gorgeous setting awaits at this secluded, lakefront home on the shores of South Pond. This is a perfect place for long, relaxing days spent swimming, kayaking, bass fishing, and boating from the private dock at the water’s edge. This quiet, waterfront home sits at the end of a mile-long country road in Warren with South Pond (548 acres) outside the back door. It’s a serene location that’s close to some of the most beloved towns and scenery of Mid-coast Maine, with Camden, Rockport, and Rockland within a 13-mile drive. Bring your own watercraft at the local boat launch (one mile), attend the lively Maine Lobster Festival (nine miles), take a day trip out to Monhegan Island from Port Clyde (19 miles), or hike one of Mid-coast Maine’s hundreds of public trails. Thanks to the wonderful afternoon sunshine that the property receives, you’ll delight in lounging on the deck and taking in the lakefront view. Light the gas grill each evening for a barbecue dinner and count the stars in the night sky from a seat by the outdoor firepit while listening to the loon’s cry. There’s plenty of wildlife in the area, including rabbits, raccoons, deer, owls, ducks, and even a pair of bald eagles that call South Pond their home. Step inside and find a space that’s warm, comfortable, and familiar with generous windows framing the lake out back. Store your groceries in the updated kitchen cabinets, gather around the farm table for meals and family board games in the evenings, enjoy the walkout basement game room with TV and comfy lounging, or curl up with a good book in the study. There are two queen-sized bedrooms upstairs with a full, recently updated bathroom and a full-sized bedroom and study with a pull-out twin-sized bed downstairs. The downstairs also has a full, recently renovated bathroom with a tub and shower for those who prefer soaking after a challenging day hike up Mount Battie. Additional home conveniences include a private washer/dryer, complimentary Wi-Fi, and mini-splits for heating and air conditioning. THINGS TO KNOW Pets are allowed for an additional cleaning fee. There is ample parking available: 2 slots in front of the house with an additional parking area slightly further away. The house sits close to a railroad track and occasionally (once or twice a week), the train will come through during the day and toot its horn. The conductors will even wave back if they see you waving. Bald eagles nest on the property. They are protected. Any attempt to interfere with the bird or its nest is strictly prohibited. Please help us protect them by being aware and careful.

Lakefront Elegance on Damariscotta Lake This 5-bedroom, 3-bathroom lakefront home on Damariscotta Lake offers the perfect blend of calm, comfort, and modern Maine cabin elegance. Step inside through a welcoming library and entryway, where a king-size pullout adds extra sleeping space, and continue into the dining area with seating for ten. The well-stocked kitchen with a pantry opens onto the deck, complete with a grill and outdoor seating. A full bathroom with walk-in shower connects to a first-floor queen bedroom with air conditioning and closet space, while a cozy sitting area nearby is perfect for game nights or simply taking in the lake views. Upstairs, the private master suite features a queen bed, air conditioning, closet, TV, and ensuite bath with a tub/shower combination. The lower level offers a second gathering space with a TV lounge, along with three bedrooms: one with twin bunk beds, one with a queen, and one with a king and lake views. Air conditioning keeps the space cool, and sliding doors lead to outdoor seating and a swinging bench. A full bathroom with walk-in shower and a convenient outdoor shower make it easy to clean up after a long day at the lake. The property’s outdoor spaces are designed for both relaxation and adventure. Enjoy morning coffee on the deck, rinse off under the outdoor shower, gather at the fire pit under the stars, or follow the winding, manicured path down to lakeside seating and a private dock. The shoreline features a quiet platform tucked among the trees - perfect for reading or simply soaking in the view - while the dock offers direct access to swimming, fishing, and boating. Guests are welcome to bring their own kayaks, canoes, or paddleboards, or arrange convenient rental drop-off through Midcoast Kayak. Located just minutes from Damariscotta Lake State Park and downtown Damariscotta’s shops, dining, and festivals, the home is also within 30 minutes of Pemaquid Beach and Lighthouse, with Camden, Rockland, Boothbay Harbor, Brunswick, and even Acadia National Park close enough for day trips. Portland International Jetport is under 90 minutes away, making travel seamless. With tasteful décor, colorful accents, and spaces designed for gathering and retreat, this lakefront home is an elegant yet welcoming escape for families and friends alike. Please keep in mind the water depth at the dock is dependent on weather and drought conditions, the water depth is not guaranteed at the time of your stay. The dock is in the water mid-May to mid-October, weather dependent. The outdoor shower is only available until early October due to potential freezing temps. There is an upflush toilet in the lower level that runs occasionally on a pump which creates some noise.

A wonderful home base for exploring Midcoast Maine, this tree-lined property in Damariscotta offers every comfort of home in a lovely woodland setting. Serene rivers, charming villages, the rocky ocean shore - it’s all at your fingertips here. This two-story home sits a few blocks off Maine Route 1 in Damariscotta, just over two miles from the restaurants, pubs, and conveniences in the heart of town. It’s an incredibly central Midcoast location, whether you’re hoping to snack on lobster rolls in Wiscasset (11 miles), drive down to the Pemaquid Point Lighthouse (18 miles), or set sail from Boothbay Harbor (19 miles). Rockland, St. George, Rockport, and Camden are all within 25 miles as well. Come home from the day’s excursions to relax on the screened porch and light the gas grill for an evening barbecue. There’s a well-equipped kitchen with stainless steel appliances to assist, a window-lined dining room where you can sit down to dinner, and a high chair and booster seat provided for your little ones. In the evenings, kick back on the sofa and stream your favorite movies on the living room’s smart TV, or retreat to one of the two desks (in the dining room and the basement) to log onto the high-speed WiFi. Additional features of the house include TVs in the bedrooms, a private washer/dryer, and split AC throughout. THINGS TO KNOW The fireplace is not available for guest use.

The Bee Hive offers a serene and romantic retreat with panoramic ocean views, perfect for couples seeking a peaceful getaway. This cozy cottage combines modern comforts with coastal charm, creating a warm and inviting atmosphere ideal for relaxation and romance. ​​​​​​​Inside, you’ll find a beautifully decorated living space with a charming coastal flair. The cozy bedroom features a queen bed, ensuring restful nights after a day of exploration. Unwind with a soak in the elegant freestanding tub or curl up by the fireplace in the living room—perfect for intimate evenings. The fully equipped kitchen includes stainless steel appliances, making it easy to enjoy home-cooked meals. Step outside to the private deck and breathe in the fresh ocean air as you listen to the soothing sounds of the sea and watch the sun dip below the horizon. Whether you’re sipping wine on the deck or taking in the view from your window, the peaceful atmosphere of The Bee Hive will leave you feeling recharged and connected. Though tucked away for ultimate privacy, the cottage is just a short drive from charming coastal towns, hiking trails, scenic lighthouses, and romantic dining options—everything you need for a memorable date night or afternoon adventure. Acadia National Park is just two hours away, making it a great home base for exploring one of Maine’s most iconic destinations. The Bee Hive is your perfect escape—whether you’re seeking a romantic weekend, a tranquil retreat, or simply a place to relax and enjoy each other’s company. Book your stay now and experience the magic of Maine at this charming oceanfront cottage. Let the beauty of the coast and the gentle sea breeze whisk you away on a vacation you’ll never forget.

OVERVIEW Long Cove Retreat | Two Cottages, 3BR/2BA, Sleeps Escape to this spacious and inviting retreat, perfect for groups and families looking to relax and reconnect. Nestled on a private waterfront, this home offers stunning ocean views and a peaceful setting while still being just a short drive from Rockland’s shops, dining, and local attractions. Enjoy mornings with coffee overlooking the water, afternoons exploring the nearby coastline, and evenings gathered together in comfort. With plenty of space for everyone, this retreat is ideal for creating lasting memories in a beautiful coastal setting.

Dock your boat at the private slip and enjoy the lovely confines of this Newcastle home. You get a lot of amenities at this comfortable, homey cottage. Downtown Newcastle is just five miles away but you’re right on lovely Damariscotta Lake with its myriad fishing and swimming spots. This two-level home has it all! The living room has a TV, vaulted ceiling, hardwood floors, a blue sofa, and beige recliners. The futon doubles as a sleeper and you can relax and gaze out on the water or head out onto the deck for some grilled goodies! Another seating area has a comfortable chair surrounding a wood-burning fireplace. The dining room has a table for six and the kitchen has a wealth of counter space, a white fridge, and range, among other accoutrements. Up to six guests will have their choice of two bedrooms separated by floors, as well as the available futon. The main-floor bedroom has a double bed and wood floors. There’s a full bath down the hall. The second-floor master has a queen bed, wood ceilings, and an en-suite bath with a standalone shower. You have a private washer and dryer, cable, internet access, and access to a family farm across the road. One dog is welcome in the home with an additional fee. Newcastle is a great place to get away from it all. Hike or bike along scenic trails or spend the day fishing or swimming on the lake. It’s peaceful and quiet. This lovely Midcoast Maine vacation home is the perfect refuge from the hustle and bustle of city life.

A Nature-Lover’s Retreat on the Water Welcome to Seegar Camp, a newly renovated two-bedroom, one-bath cottage that blends rustic Maine charm with modern comfort. With wood paneling and original flooring throughout, the cottage exudes warmth and character, while large windows fill the space with natural light, sea breezes, and sweeping views of the water and surrounding landscape. The open living and dining area offers panoramic vistas, cozy seating, and tasteful décor that mixes antiques with modern touches. A wood stove creates the perfect ambiance on cooler evenings (usage is per request based on experience), while a 50" SmartTV, sectional couch, and a collection of games make movie nights and family gatherings easy to enjoy. Upstairs, the loft provides a flexible retreat with a trundle bed (two twins), quiet workspace, or game room. For added comfort, a wall-hung unit provides both heating and air conditioning, making the space enjoyable in every season. The kitchen is thoughtfully outfitted with stainless steel appliances and all the essentials for preparing meals, while two main-level bedrooms, each with a queen bed, provide restful comfort after days spent outdoors. Step outside to a landscaped natural oasis featuring a deck with sweeping water views and an outdoor table and chairs for al fresco dining; fire pit surrounded by Adirondack chairs, shaded sitting areas, and 200 feet of shared shoreline. Spend your days paddleboarding, swimming, or simply unwinding by the water’s edge. Please note: Seegar Camp shares one acre, the stairs to the water, the platform with Adirondack chairs, and shoreline access with the neighboring Lindquist Cottage. The two properties are connected by a manicured walkway and can be rented either together for larger groups or separately for a more private escape. Nestled in Tenants Harbor, this serene retreat offers both privacy and convenience. From here, you’re just 15 minutes from Rockland’s vibrant art galleries, museums, and waterfront dining, and only 25 minutes from Camden, where you can enjoy harbor sails and breathtaking hikes. The charming village of Thomaston is just 10 minutes away, while the Monhegan Ferry Terminal is a quick 5-minute drive - your gateway to one of Maine’s most iconic offshore islands. For lighthouse lovers, Marshall Point Lighthouse, made famous in Forrest Gump, is also just 5 minutes away. And if you’re looking for a bigger adventure, Acadia National Park and Bar Harbor are about 2 hours to the north, perfect for a memorable day trip. Seegar Camp is the perfect place to slow down, recharge, and reconnect with nature — all while enjoying modern amenities and the unmatched beauty of Maine’s outdoors. One pre-approved dog is welcome with an additional fee - please inquire.

Escape to this breathtaking new home in Hope, ME, where stunning water views await you. This modern retreat offers a tranquil setting with all the comforts you could desire. Feel right at home with thoughtful amenities including a hairdryer, washer/dryer, TV, and a fully equipped kitchen. Unwind in the inviting living room or step outside to the patio, equipped with outdoor furniture, a firepit, and a gas grill—perfect for savoring serene lakefront ambiance. This property features a dock and kayaks for enjoying the water, along with modern conveniences like a dual-temperature beverage fridge. Wind down with spectacular sunsets or relax in the outdoor sauna after a day of adventure. Discover nearby local attractions such as the Union Fair, Lobster Festival, Windjammer Festival, and Camden Snowball. Whether you’re seeking outdoor activities, local festivities, or simply relaxation, this house in Hope, ME, promises a perfect retreat to create unforgettable memories. Book now and start your lakeside escape! Things to Know

Take in a truly stunning view of the ocean inlet, passing lobstermen, and the most beautiful sunsets you’ve ever seen from this waterfront home on the rocky shores of St. George. This is a place to spend your days swimming, hiking, and collecting sea glass on a private pebbly beach. Tucked into a thicket of coastal pines, this single-story, oceanfront home sits at the end of a quiet country road that’s wonderful for walking, jogging, and cycling. It’s a serene spot yet only seven miles south of Thomaston and 10 miles south of Rockland. There’s something to explore in every direction, whether you’re taking the ferry from Port Clyde to Monhegan Island, visiting the Marshall Point Lighthouse, or dining out in Rockland, Rockport, and Camden. Begin each day with a fresh cup of coffee outside on the brand-new, 50-foot deck, where you can listen to the waves lap up to the shore and watch the morning sun illuminate the surrounding conservation land. There’s a gas grill and ample outdoor seating for lunchtime barbecues, a screened porch where you can retreat with a good book in the afternoons, and a firepit for roasting marshmallows with your loved ones beneath the stars. Inside, the house has been beautifully renovated with new wood floors, new furnishings, and magnificent ocean views highlighted at every turn. Enjoy a lovely living room with a smart TV, an oceanfront dining space, and a kitchen outfitted with stainless steel appliances (including double ovens and a gas stove), a vintage New England farmhouse sink, and such bonus tools as a Le Creuset Dutch oven and a seafood cooker. High-speed WiFi allows everyone to stay connected and share prized moments during their stay. The home is also particularly magical for children, offering endless spots to explore as well as an assortment of games, toys, a high chair, a booster seat, a white noise machine, room-darkening shades, a Pack ’N Play, and bunks in one of the bedrooms. The other bedroom is a primary suite that opens to the deck. 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. The wood stove is currently inoperable and not for guest use.

Rackliff Island Hideaway Escape to Rackliff Island Hideaway, a beautiful modern coastal home in Mid-Coast Maine. Perched at the highest point of a causeway-accessible island, this year-round retreat offers stunning ocean and island views, peaceful surroundings, and easy access to some of the area’s best attractions. The home features a spacious, light-filled open living area with floor-to-ceiling windows, comfortable furnishings, and beautiful views of the surrounding landscape. The well-equipped kitchen makes it easy to enjoy relaxed meals at home, while bedrooms positioned at opposite ends of the house provide privacy for families or couples traveling together. Thoughtful details throughout the home include radiant-heated stone floors, refined finishes, and a spacious primary bath with a jetted tub. Outside, enjoy the mature garden, where guests can explore, pick flowers, and sample blueberries in season. A walking path through the mossy forest offers a quiet place to wander, while a shared island beach provides an opportunity to enjoy the Maine coastline. The island’s road creates a scenic loop of just over two miles—perfect for a morning walk or leisurely evening stroll. ​​​​​​​ The location is ideal for exploring Mid-Coast Maine, situated roughly halfway between Rockland and Port Clyde, each about a 20–25 minute drive away. McLoons Lobster Shack is approximately 10 minutes from the property, and the home is also convenient to the Monhegan Island ferry. Whether you’re planning a relaxing Maine island getaway or using the property as a base for exploring the coast, Rackliff Island Hideaway offers a peaceful and comfortable retreat surrounded by the natural beauty of Maine.

Driftwood is one of those places - both in form and function - that feels distinctly Maine. Maybe it’s the pristine waterfront location at the end of a winding, private road just a mile or two from Port Clyde. Or perhaps it’s the way the house itself feels, thanks to an abundance of windows, clean lines, and a true sense of peace and quiet. Whatever it is, Driftwood is everything a stay in Maine should be. A full deck (new in 2024 with new deck furniture as well) is a great place to overlook the vast, saltwater St. George River makes this space as comfortable for two people as it is for six. The first floor is more or less an open-concept space, with a comfortable living room that flows easily into the dining area with seating for six. Access to the front deck is right here as well, where you’ll find plenty of outdoor seating, a grill, and just about the nicest views you could ever want at any time of day. The galley-style kitchen includes a full-size gas stove and a dishwasher, and it’s well-equipped for meal preparation. The primary bedroom is also on this floor, tucked away at the back of the house in a sunny, spacious spot. Upstairs, find two more bedrooms, both of which are bright and sunny with beds close to the windows, so you can hear the water lap on the shore as you fall asleep. The shore is easily accessible by a well-worn path - the owners of Driftwood report this area is just right for kayaking and paddleboarding. The villages of Port Clyde and Tenants Harbor are both within a few minutes’ drive, with Sandy Drift Inn Beach minutes away as well. Things to Know Check-in time: 4:00 PM Check-out time: 10:00 AM All guests shall abide by The Good Neighbor Policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM No smoking is permitted anywhere on the premises. Fires are not permitted at this property without explicit permission.

Classic Maine Coastal Chimerique: Your Dream Summer Getaway On the water in Midcoast Maine Nestled on a private property overlooking Southern Island and the enchanting Eel Grass Cove in Tenants Harbor, this classic Maine home offers stunning panoramic ocean views and the perfect escape for creating lifelong memories. Perfect for larger groups or families, but also ideal for a weekend getaway in the spring or fall. Welcome to Chimerique, where whimsical meets wonderful. Surrounded by towering pines, this serene retreat provides the privacy you crave in beautiful Midcoast Maine. Relax on the expansive decks that stretch across the length of the house, soaking in breathtaking harbor vistas and the soothing sounds of gentle waves. It’s the ideal setting for al fresco dining with family and friends. A natural path leads to the shoreline, where you can launch a kayak or take a refreshing swim in the cool Maine waters, perfect for adventurous spirits. Step inside to find a luxurious primary suite with an ensuite bathroom and jacuzzi tub, conveniently located on the first floor along with additional bedrooms for easy access. The well-stocked kitchen, outfitted with stainless steel appliances, is ready for larger groups and memorable meals, while the formal dining area provides an inviting space for gathering. Mornings are magical here; sip your coffee at the breakfast table as the sunrise lights up the harbor. Just beyond the kitchen, a small laundry room leads to a cozy sunken living room with ample seating for everyone to unwind. There is also a formal dining area for shared meals and memories. Down the hall, you’ll find a guest bathroom, two comfortable bedrooms, and a shared full bath. Upstairs, a spacious semi-divided bunk room accommodates 4–6 guests and includes its own ensuite bathroom. On rainy evenings, head downstairs to the unfinished basement where a game room with a billiards table offers fun and relaxation for the whole group. Experience the charm and tranquility of Chimerique—your dream summer retreat awaits. First Floor: Master Bedroom, Water Side, Queen, Ensuite with Jacuzzi and shower Guest Bedroom, Water Side, Queen Shared full bathroom Half Guest Bathroom Guest Bedroom, Road Side, Two Twins Second Floor: Additional sleeping area: Two Doubles and Two Twins, Ensuite full bathroom with club foot tub/shower Pets: Dog allowed with pre-approval- please inquire.

Pet Friendly w/ Fee | Roku + Netflix | Near Waterfront Dining | 4 Mi to Pen Bay Medical Center Nestled in the heart of Rockland, with easy access to restaurants, shops, parks, and hospitals, this 3-bedroom, 2.5-bath vacation rental is ideal for travel nurses and those seeking long-term accommodations. Explore the waters of Penobscot Bay, visit the Rockland Breakwater Lighthouse, or attend the Maine Lobster Festival. Afterward, gather back at the house for a home-cooked meal and a movie night! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 1 full bed - Bedroom 3: 2 twin beds MAIN FEATURES - Smart TV w/ Roku & Netflix - Spacious fenced yard - 4-person dining table KITCHEN - Refrigerator, dishwasher, stove/oven, microwave - Keurig coffee maker - Cooking basics GENERAL - Free WiFi - Central A/C & heat - Linens/towels, complimentary toiletries FAQ - Pet fee (paid pre-trip) ACCESSIBILITY - Multi-level home, 4 steps for entry - Small interior steps for full access - Bedroom & full bath on 1st floor PARKING - Driveway (2 vehicles) - Free street parking (first-come, first-served) -- THE LOCATION -- - Close to local conveniences & seafood markets - Half-mile to Farnsworth Art Museum - 3 miles to Rockland Breakwater Lighthouse - 5 miles to Owls Head State Park - 10 miles to Camden Snow Bowl - 67 miles to Bangor Int’l Airport -- 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/ $50 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 multi-level home requires 4 steps to enter and small interior steps for full access; there is a bedroom and full bath on the 1st floor

Tastefully decorated home with modern conveniences & rambling gardens, located steps to charming downtown Rockport Tastefully decorated home with modern conveniences & rambling gardens, located steps to charming downtown Rockport. Enjoy ultimate relaxation in a peaceful and secluded environment. Located in Rockport Maine. Just a few minutes to downtown Camden and 10 minutes to Rockland. Escape to Hillhouse and experience the serenity and charm of Maine’s countryside. A perfect vacation rental for a romantic or a quiet retreat with friends this hidden gem offers everything you need for a luxurious and rejuvenating stay. Whether you’re looking for a peaceful retreat or a home base for adventurous day trip experiences Hillhouse has it all. Situated on 4.5 acres of private land this charming home offers stunning views of the surrounding woods and the chance to spot wildlife right from your window. Step inside and you’ll be greeted by a cozy living space adorned with heirloom furnishings and beautiful wall tapestries. Every room in the house offers a peaceful view of the natural surroundings including a sunroom that’s perfect for lounging and soaking up the serene atmosphere. With a spacious queen bedroom on the main floor and comfortable full bathroom with a tub/shower and a spacious vanity there is plenty of space for larger groups. Upstairs has 2 bedrooms a queen bedroom full bedroom with a shared bathroom with a walk-in shower. On the lower level is twin bedroom with a ensuite half bathroom. n nFor outdoor enthusiasts the nearby Beech Hill Preserve offers hiking trails and breathtaking views. And when night falls gather around the outdoor firepit for a memorable evening under the stars. But don’t worry, you won’t feel too isolated here. Hillhouse is just a short drive away from the charming villages of Camden, Rockport, and Rockland where you can explore local shops restaurants and scenic harbors. You can also take a short trip to the nearby lakes and ponds for an afternoon of fishing or canoeing. Whether you’re seeking a romantic getaway or a peaceful retreat with friends Hillhouse is the ultimate destination for relaxation and rejuvenation. Book your stay now and experience the beauty and tranquility of Maine’s countryside at this hidden gem.

Your peaceful mid-coast Maine getaway begins at this stunning vacation rental located just minutes from endless area attractions. This idyllic 3-bedroom, 2-bathroom abode boasts plenty of bright and airy living space and has everything your family needs to feel at home. Within the heart of Owls Head, you can easily explore lighthouses, go on a fishing expedition, or peruse the historical downtown that's speckled with museums, galleries, restaurants, and boutiques. Adventure awaits! -- THE PROPERTY -- Free WiFi | 1-Acre Forested Property | 1,475 Sq Ft After long adventure-filled days, you and your coastal-loving crew are sure to love returning to this cozy cottage to relax, restore, and recount all the amazing memories. Bedroom 1: Queen Bed | Bedroom 2: Full Bed, Twin Daybed w/ Twin Trundle | Bedroom 3: Queen Bed STEP INSIDE: Flat-screen cable TV, kitchen table, natural light KITCHEN: Fully equipped, drip coffee maker, cooking utensils, dishware/flatware GENERAL: Central A/C, washer/dryer, first aid kit, keyless entry PARKING: Driveway (2 vehicles), parking area on-site (2 vehicles) -- THE LOCATION -- ALONG THE COAST: South End Beach (2.5 miles), Crescent Beach (4.0 miles), Lucia Beach (4.4 miles), Birch Point State Beach/Park (4.6 miles), Barrett’s Cove Public Beach (14.0 miles) LIGHTHOUSES: Owls Head Lighthouse - Historical Landmark (4.6 miles), Rockland Breakwater Lighthouse (5.2 miles), Marshall Point Lighthouse (18.3 miles) MAINE LOBSTER (~3 miles): Jess's Market, Archer's on the Pier, Landings Restaurant & Lounge, The Zack Shack, Rockland Cafe, J & J Lobster, The Lobster Shack LOCAL SIGHTS: Harbor Park (2.6 miles), Andre The Seal Statue (9.2 miles), Maidens Cliff (14.6 miles) MUESUMS: Owls Head Transportation Museum (2.3 miles), The Coastal Children’s Museum (2.3 miles), Maine Lighthouse Museum (2.7 miles), Farnsworth Art Museum (3.0 miles), Knox Museum - Montpelier (6.4 miles) AIRPORT: Bangor International Airport (66.5 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

This nature lover’s dream retreat sits perched atop a hill, offering beautiful water views and a peaceful, private setting. With direct water access, you can easily spend your days kayaking, exploring, or simply enjoying the shoreline. Surrounded by nature, the property is perfect for wildlife viewing. Keep an eye out for local birds and other native animals. Whether you’re relaxing and taking in the scenery or embracing the outdoors, this serene escape is ideal for those looking to unwind in a natural setting.

Welcome to your coastal retreat in Owls Head, where sweeping views of Rockland Harbor set the tone for an unforgettable Maine escape. Recently refreshed in Spring 2026 with new flooring and thoughtfully updated living room furnishings, this beautifully positioned home blends comfort, style, and a front-row seat to life on the water—from lobster boats heading out at dawn to sailboats and ferries gliding by throughout the day. Inside, natural light fills the home, highlighting vaulted wood ceilings, expansive windows, and an open living area designed for gathering, unwinding, and taking in the scenery. The updated living room offers a relaxed, coastal feel with fresh furnishings that invite you to settle in after a day on the water. The main-floor primary bedroom enjoys calming harbor views and now features a full en suite bathroom, creating a private and comfortable retreat. Upstairs, two additional bedrooms provide cozy accommodations, connected by a charming catwalk that overlooks the living room below and frames the harbor beyond—a unique architectural feature that enhances the home’s airy design and sense of place. New for 2026, the home now includes a private fourth bedroom which is more like a studio suite, offering a flexible second-floor primary experience. Accessible from both inside the home and through its own exterior entrance, this thoughtfully designed space features a bed, comfortable living area, TV, kitchen, and a full bathroom. With water views and its own sense of separation, it’s an ideal setup for guests seeking added privacy, or multi-generational travel. In total, the home offers 2.5 bathrooms, including the en suite bath in the main-floor primary, a full bathroom in the studio suite, and a convenient half guest bathroom located just off the kitchen. Step outside and follow the staircase down to the shoreline, where you can launch a kayak, explore the rocky coast, or take a refreshing dip in the Atlantic. Early risers will be rewarded with stunning sunrises over the iconic Rockland Breakwater Lighthouse—a view well worth capturing. Located just five minutes from downtown Rockland, you’ll enjoy easy access to dining, galleries, shops, and Midcoast attractions while still feeling tucked away in a peaceful waterfront setting. From quiet mornings by the water to evenings spent watching the light fade over the harbor, this is a place to slow down and truly settle in.

Sea Salt Escape – Bright, Modern 3BR Near Clark Island Beach Sea Salt Escape is a light-filled, stylish 3-bedroom, 2.5-bath home just a short walk to Clark Island Beach and the Clark Island Preserve. With its beautifully updated interiors, sun-soaked living spaces, and peaceful private yard, this home is the perfect base for a Midcoast Maine getaway. The Space Step into a bright, modern coastal interior featuring a fully updated kitchen, a spacious dining area, and a relaxing living room with comfortable seating. The highlight of the home is the sunroom, wrapped in windows and filled with natural light—an ideal spot for morning coffee or unwinding after a beach day. First Floor Queen bedroom with ensuite bath + walk-in shower Fully renovated kitchen with large island and stainless appliances Open dining room with seating for the whole group Cozy living room with two sofas Sunny enclosed porch/sunroom Half bath Second Floor Queen bedroom Twin bedroom with two beds Shared full bath with walk-in shower Outdoor Features Large private deck overlooking the yard Outdoor shower - perfect after the beach Easy walk to Clark Island Beach, local trails, and the Causeway Restaurant & Bar. Sea Salt Escape blends comfort, style, and convenience, whether you’re here to explore Midcoast Maine, spend the day by the water, or relax in the sunshine at home. Short drive to Downtown Rockland, Crescent Beach, and a great landing spot for daytrips to Acadia & Bar Harbor or south to Boothbay and Portland.

Offering a stunning location on the broad St. George River just before it meets the open ocean, this waterfront cottage has everything you need for a summer in Midcoast Maine. Enjoy a private beach that’s perfect for kayaking, a wonderful deck, and an enviable location near Maine’s most famous summer festivals. The home’s setting and exterior provide a bit of classic character, while the cottage interior is all brand new. After a day spent at the Maine Lobster Festival or the North Atlantic Blues Festival in nearby Rockland, you’ll be greeted back at home by a living space lined with picture windows framing the water outside. In the mornings, prepare breakfast in the well-equipped kitchen, sit down to eat at the circular dining table, and follow the path down to the beach to launch your kayak. The afternoons and evenings are best spent soaking up the scene from the deck or the yard, barbecuing fresh seafood on the gas grill, and watching movies on the living room or bedroom TV (with cable and streaming capability). A washer/dryer and high-speed WiFi are provided as well.