Large group vacation rentals in Boothbay Harbor, ME

Experience the charm of coastal Maine in this five-bedroom, two-bathroom New England home, perfectly located just minutes from downtown Boothbay Harbor. Blending classic character with modern comforts, this spacious two-story retreat features stylish furnishings, gleaming hardwood floors, and plenty of room for up to 6 guests to relax and reconnect. Unwind in the inviting living room, thoughtfully furnished with comfortable seating, including a plush sofa, cozy armchairs, and rocking chairs. Gather together for movie nights on the flat-screen TV or simply enjoy quality time after a day of exploring the harbor.The updated kitchen is fully equipped with everything you need to prepare meals during your stay, including a full suite of stainless steel appliances, a gas range, microwave, dishwasher, and ample counter space. Enjoy family dinners around the dining table with seating for eight, plus additional seating for two at the breakfast bar. Designed with families and groups in mind, the home comfortably accommodates up to 6 guests across five well-appointed bedrooms. The primary bedroom features a king bed, while two additional bedrooms each offer a queen bed. A fourth bedroom includes a full-size bed, and the fifth is perfect for younger guests with a twin-over-twin bunk bed, children’s games, and a spacious walk-in closet. Two full bathrooms provide added convenience, with one featuring a tub/shower combination and the other a walk-in shower. Step outside to your private backyard deck, the perfect place to enjoy your morning coffee or gather for an evening barbecue on the gas grill. The peaceful outdoor setting offers a relaxing retreat after a day spent exploring the coast. Guests will enjoy complimentary Wi-Fi, cable TV, a fully equipped kitchen, a private deck, and driveway parking for two vehicles. Please note that the home is accessed via one flight of exterior stairs. Air conditioning is not provided, though Boothbay Harbor’s refreshing coastal breezes typically keep summer temperatures comfortable. One of this home’s greatest features is its unbeatable location. Walk to downtown Boothbay Harbor to discover charming boutiques, waterfront restaurants, coffee shops, bakeries, and local attractions. Nearby favorites include Red Cup Coffeehouse, Eventide Specialties Bakery, Ports of Italy, and Hodgdon Marina. Spend your days enjoying whale-watching tours, scenic harbor cruises, fishing charters, sailing excursions, and the natural beauty that makes Boothbay Harbor one of Maine’s most beloved coastal destinations. Whether you’re planning a family vacation, a getaway with friends, or a relaxing coastal escape, this beautifully updated Boothbay Harbor home offers the perfect blend of comfort, convenience, and classic New England charm.

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.

Set just a six-minute stroll from Boothbay Harbor, this 2BR hillside cottage is the perfect retreat. Savor a morning cup of tea in the Adirondack chairs on the grassy front lawn. Walk to all the Harborside shops and restaurants, or grill dinner at home and dine alfresco on the extensive front patio. The front lawn offers two Adirondack chairs. The back of the home features an extensive parking area. In the evening, gather by the wood stove and watch your favorite shows together in the living area. You’ll love the warm colors and coastal decor throughout this personality-filled home. The living area is appointed with a wood stove and a flat-screen TV. Prepare tasty meals in the kitchen, outfitted with a full suite of appliances. THINGS TO KNOW Access to this single-story home is via four steps at the entryway. This home does not have air conditioning. Ceiling fans provide a pleasant breeze in the bedrooms and living area.

Captain’s Quarters | Historic Coastal Luxury in the Heart of Boothbay Harbor Experience the perfect blend of historic New England charm and modern luxury at Captain’s Quarters, a beautifully restored 1800s cottage nestled in the heart of Boothbay Harbor. Overlooking the iconic footbridge and located directly across from the harbor, this elegant retreat offers a front-row seat to one of Maine’s most beloved coastal destinations. Step outside and immerse yourself in the vibrant harbor atmosphere. Downtown shops, restaurants, galleries, and waterfront attractions are just a short stroll away. Enjoy a leisurely brunch at a local favorite, indulge in a relaxing spa treatment nearby, or take in the spectacular harbor sunsets from the Adirondack chairs located across the street. For adventure seekers, golf courses, sailing excursions, whale-watching tours, harbor cruises, and boat rentals are all within easy reach. Inside, the home seamlessly combines classic architecture with contemporary comforts. The inviting living area is designed for relaxation, featuring comfortable furnishings, a Sonos sound system, and a 55-inch 4K Smart TV with access to Netflix, Hulu, Apple TV, and other popular streaming services. The well-appointed kitchen makes meal preparation a pleasure, offering modern appliances, ample workspace, and a dishwasher for easy cleanup. Guests may also enjoy the shared outdoor patio area with a gas grill, perfect for casual summer cookouts. Spanning three levels, each bedroom is thoughtfully equipped with its own Smart TV, Bluetooth music system, and convenient USB charging stations. The primary suite offers a peaceful retreat with access to a private en-suite bathroom. One guest bedroom even features a telescope, allowing guests to enjoy harbor views and stargazing from the comfort of the home. Additional amenities include: Central air conditioning Commercial-grade high-speed WiFi Washer and dryer Sonos whole-home audio system Backup generator Smart TVs throughout the home Whether you’re exploring the waterfront, setting sail on the harbor, enjoying fresh Maine seafood, or simply relaxing while watching boats pass by, Captain’s Quarters offers an unforgettable Boothbay Harbor experience. Things to Know This vacation rental is accessed by two steep flights of stairs and may not be suitable for guests with mobility limitations. The outdoor gas grill and patio area are shared with neighboring guests. Convenient walking access to downtown Boothbay Harbor, waterfront attractions, dining, shopping, and excursion departures.

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.

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 -- Evolve 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

Offering views of the harbor and footbridge from its two beautiful porches, this Boothbay Harbor escape lets you experience Midcoast Maine with ease and elegance. Whenever the mood strikes, you can stroll into the heart of town to dine, shop, or hop on board an unforgettable whale-watching excursion. This luxe seaside apartment occupies the first floor of a two-story building, one that’s scenically situated across the road from the water’s edge. Walk half a mile west to reach downtown Boothbay Harbor; head half a mile south and you’ll find the renowned Boothbay Lobster Wharf. The Maine State Aquarium (three miles), the Coastal Maine Botanical Gardens (four miles), and charming little Wiscasset (13 miles) are just a few of the other nearby attractions. Spend sparkling summer days outside on the porches, offering the perfect perch for watching the neighborhood pass you by. The small deck off the primary bedroom is the place for morning coffee; the expansive, covered veranda awaits at golden hour for wine and appetizers. From its open design to its chic decor, the interior is a study in understated coastal style. At the heart of the living space is a breezy kitchen with upscale appliances and a large island. To one side is a bistro table where you can dine and play cards in the evenings with a view of the harbor. To the other is a living area with a smart TV to watch in the warmth of the gas fireplace. The bedrooms are serene and comfortable, each paired with a TV and a full bathroom for privacy. Other little luxuries include central air conditioning, high-speed WiFi, and a private washer/dryer (in addition to the building’s communal laundry room). 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 best of downtown Boothbay Harbor is a short walk away from Boothbay Cottage, a 3BR/2BA home. Original accents pay homage to the home’s coastal history, while a sparkling kitchen with stainless steel appliances creates modern convenience. In the evenings, make use of the gas grill or relax by the wood-burning firepit in the backyard. In addition to beloved downtown restaurants, Bayside Cottage also keeps you close to the Coastal Maine Botanical Gardens, riverside fishings spots, and ocean-adventure boat charters. Take a 10-minute stroll into town over the Harbor Footbridge. A plush sofa set invites you to unwind in the living area. The flat-screen TV with Roku allows you to log in to your preferred streaming services. Complimentary board games provide additional entertainment options. Stainless steel appliances and sleek soapstone countertops bring modern style and upscale utility to the kitchen. When you’re ready to eat, gather around the table for seven in the dining area. This home sleeps seven guests in three bedrooms. Sleep soundly on a queen-size bed in the primary suite. The en-suite bathroom is configured with a walk-in shower. The second bedroom holds a queen-size bed, whereas the third bedroom is furnished with a full-size bed and a twin-size bed. The guest bathroom includes a tub/shower combination. Prepare tasty meals on the patio’s gas grill. Take a reflective stroll through the backyard and enjoy the relaxing coastal breeze. On clear nights, roast marshmallows over the wood-burning firepit. Extra perks include complimentary Wi-Fi and a private washer/dryer. Things to know: * This home has seasonal window AC units * 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 backyard is shared with an adjacent property, with each property having its own seating area, fire pit, and grill. * This two-story home has step-free access from the driveway.

Experience a perfect blend of historic charm and modern comfort at Bayside Barn, a delightfully updated 2BR retreat! Contemporary touches include mini-split units throughout and a well-equipped kitchen. The sunlit living area is outfitted with a plush sofa and a flat-screen TV with Roku. Complimentary board games offer evening entertainment. Turn on the electric fireplace for added allure. The convenient kitchen has all the gadgets you’ll need to whip up favorite vacation meals. Share your culinary creations around the table for four in the dining area. This home sleeps three guests in two bedrooms. The primary bedroom features a queen-size bed and a TV with Roku, while the second bedroom has a twin-size bed. The bathroom is configured with a walk-in shower. Prepare tasty meals on the patio’s gas grill. Take a reflective stroll through the backyard and enjoy the relaxing coastal breeze. On clear nights, roast marshmallows over the wood-burning firepit. Extra perks include complimentary Wi-Fi, Netflix, and a private washer/dryer. In addition to beloved downtown restaurants, Bayside Cottage also keeps you close to the Coastal Maine Botanical Gardens, riverside fishings spots, and ocean-adventure boat charters. Take a 10-minute stroll into town over the Harbor Footbridge. Please note: * 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 backyard is shared with an adjacent property, with each property having its own seating area, firepit, and grill. * This two-story home has step-free access from the driveway.

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.

Discover Boothbay Harbor perfection at this waterfront getaway, a 7BR/5.5BA retreat complete with a private dock and provided kayaks. Featuring family heirlooms and smart TVs, the elegant and light-filled main house is brimming with New England charm. Find comfort and convenience with two private suites -- each occupying an entire floor. A detached oar and boat house provide extra lodging and kitchen space. The historic footbridge is a quick 3-minute stroll, giving you easy access to the best of Boothbay Harbor shopping, dining, and adventure. MAIN HOUSE Serve hors d’oeuvres in the inviting living room. Or watch favorite shows in the sunlit family room, detailed with a large smart TV. Prepare tasty meals in the sparkling full kitchen. Sip morning coffee at a breakfast table for four. Chill favorite bottles in the wine fridge, then gather in the lovely dining room for eight. Occupying the entire lower level, the spacious primary suite features a private entrance, floor-to-ceiling windows, a smart TV, and a king bed. The en-suite bathroom holds a walk-in shower, while an en-suite kitchenette includes a microwave, a Keurig, and a mini-fridge. Occupying the whole top floor, the roomy second suite has a queen bed, a walk-in closet, and a harbor-view balcony. Extras include a Keurig and a mini-fridge. The en-suite bathroom has a walk-in shower. The third bedroom holds a full-size bed, while the fourth bedroom includes a smart TV, a full-size bed, and a twin bed with a twin trundle. The fifth bedroom has two twin beds. The guest bathroom is fitted with a clawfoot tub/shower combination, and a half bath provides added convenience. Dine alfresco on the harbor-view deck, then enjoy after-dinner drinks by a charming fountain on the covered back patio. OAR HOUSE The detached oar house is a quaint studio cottage with a full-size bed and an en-suite bathroom with a walk-in shower. A convenient kitchenette includes a sink, microwave, Keurig, and mini-fridge. BOAT HOUSE Attached to the private dock, the boat house is a roomy studio cottage with a full-size bed and an en-suite bathroom with a walk-in shower. Additional highlights include a well-equipped kitchen, and a cheery sitting area with an electric fireplace. OUTDOOR AREA & AMENITIES 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. EXTRA PERKS & MORE DETAILS Enjoy complimentary Wi-Fi, and a library of books and games. Telescopes, beach chairs, and a Pack ’n Play are also provided in the rental. Driveway parking is available for four vehicles. This rental does not have air-conditioning.

Soak up the natural beauty of Maine's harbor from this restored coastal cottage! Built in the 1800s, the 3-bedroom, 1-bath Boothbay Harbor vacation rental offers its original exposed beams and wide pine floors that create a warm, inviting interior. Start your morning slow with a cup of coffee on the stone terrace, and later, explore the local shops, galleries, and cafes along the waterfront. Top off the day with a scenic stroll, swim, or kayak by Barrett Park, just in time for sunset! -- THE PROPERTY -- Walk to Shops & Cafes | Stone Terrace This dreamy New England cottage is the perfect place for friends and family to embark on a memorable seaside adventure and spend quality time with loved ones! Bedroom 1: Queen Bed | Bedroom 2: Queen Bed | Bedroom 3: Full Bed, Twin Bed | Living Room: Sleeper Sofa INDOOR LIVING: Wide pine floors, exposed wooden beams, 2 formal dining tables, board games, captain's homes, exposed brick, L-shaped sofa, natural light OUTDOOR LIVING: Fenced area w/ stone terrace, gas grill, fire pit KITCHEN: Well-equipped, gas range stove, teapot, cutting board, microwave, toaster, drip coffee maker, coffee grinder, cooking basics, spices, dishware & flatware, lobster pots GENERAL: Free WiFi, linens/towels, complimentary toiletries, beach chairs, trash bags, paper towels, central heat & A/C FAQ: Bedroom 2 only accessible via bedroom 1 PARKING: Driveway (3 vehicles) -- THE LOCATION -- SCENIC HIKES & PARKS: Lobster Cove Preserve (0.6 miles), Penny Lake Preserve (0.7 miles), Pine Tree Preserve (0.8 miles), Barret Park (1.7 miles), Gregory Hiking Trail (4.4 miles), Porter Preserve (4.9 miles), Hendricks Head Preserve (5.1 miles), LaVerna Preserve (26.9 miles), Reid State Park (35.9 miles) COASTAL ATTRACTIONS: Cap'n Fish's Whale Watch (0.5 miles), Schooner Lazy Jack Cruises (0.8 miles), Sweet Action Charters (0.9 miles), Boothbay Harbor Footbridge (0.8 miles), Maine State Aquarium (3.1 miles), Catch22 Sport Fishing & Charters (4.8 miles) LOCAL EATS: Mama D's Cafe Mercantile (0.1 miles), Coastal Prime (0.4 miles), Shannon's Unshelled (0.4 miles), Boathouse Bistro Tapas Bar & Restaurant (0.5 miles), Red Cup Coffee House (0.6 miles), Boothbay Harbor House of Pizza (0.6 miles), Boothbay Lobster Wharf (0.7 miles), McSeagull's Restaurant (0.7 miles), Ports of Italy (1.1 miles), Blue Moon Cafe (1.1 miles), Robinson's Wharf (2.6 miles) DAY TRIPS: Portland (57.4 miles), Acadia National Park (117.0 miles), Bar Harbor (118.0 miles) AIRPORT: Portland International Jetport (60.7 miles) -- REST EASY WITH US -- Evolve 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: Bedroom 2 is only accessible via bedroom 1

A sun-filled stay awaits you in Boothbay Harbor! Nestled near the town’s local eateries, parks, shops, and the history museum - your adventures will be completed with total ease. When you aren’t grabbing a bite out on the town, fire up the private gas grill and gaze out at lovely views from the deck. This luxe seaside apartment occupies the second floor of a two-story building, one that’s scenically situated across the road from the water’s edge. Walk half a mile west to reach downtown Boothbay Harbor; head half a mile south and you’ll find the renowned Boothbay Lobster Wharf. The Maine State Aquarium (three miles), the Coastal Maine Botanical Gardens (four miles), and charming little Wiscasset (13 miles) are just a few of the other nearby attractions. Inside your home away from home, you’ll immediately feel cozy amidst the living room’s ample seating, gas fireplace, and smart TV. The adjacent chef’s kitchen positively gleams with its full suite of stainless steel appliances, granite countertops, and other nifty perks like a Keurig and cookware. When it’s time to eat, dine around the breakfast bar or at the circular dining table. Nautical charm and natural lighting flow effortlessly through each of the bedrooms. These spaces are incredibly inviting with their soft linens and personal TVs. Just as impressive, the bathrooms boast walk-in showers, and one has a stackable washer/dryer, central air conditioning, and high-speed wifi. 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.

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.

Take a scenic stroll across the Boothbay Habor Footbridge to explore around town or walk over to popular Barret’s Park for waterfront vistas and swimming when you book this charming cottage. The cottage features a log cabin-like exterior and a sunny interior showcasing white shiplap walls, exposed beams, and gorgeous hardwood floors, along with updated fixtures, furnishings, and appliances. Beautiful cabinets, polished wood countertops, and high-end stainless steel appliances are sure to inspire home cooking in the kitchen. Board games, books, and a smart TV provide plenty of family entertainment in the living room. Blue sky days and clear nights can be enjoyed on the private deck equipped with a gas grill and string lights. Additional perks include free WiFi and a private washer/dryer. Things to Know * All guests shall abide by The Good Neighbor Policy and shall not engage in illegal activity. Quiet hours are from 10 p.m. to 8 a.m. * No smoking is permitted anywhere on the premises.

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.

Experience the charm of coastal Maine at Bay Cottage, a welcoming retreat perfectly situated within walking distance of downtown Boothbay Harbor. Cross the iconic footbridge to discover the bustling waterfront, local boutiques, fresh seafood restaurants, and picturesque harbor filled with boats. In the opposite direction, enjoy a leisurely stroll to Barrett’s Park, where you can take in beautiful ocean views or enjoy a refreshing swim along the shoreline. The cottage also serves as an ideal home base for exploring the region’s most beloved attractions. Spend the day wandering the spectacular Coastal Maine Botanical Gardens, featuring over 300 acres of stunning gardens and walking trails, or take a scenic drive to Wiscasset, affectionately known as "The Prettiest Village in Maine," where historic architecture, charming cafés, and views of the Sheepscot River await. After a day of adventure, return to Bay Cottage and relax on the inviting screened-in porch, where cool coastal breezes create the perfect setting for morning coffee or evening cocktails. Inside, warm wood finishes and comfortable furnishings provide a cozy atmosphere, while the decorative stone fireplace adds classic New England character. Settle in to stream your favorite movies or simply enjoy quality time together. The thoughtfully designed kitchen features stainless steel appliances, a farmhouse sink, generous counter space, and everything needed to prepare delicious meals. Gather around the spacious farmhouse dining table to share dinner, plan the next day’s adventures, or enjoy a family game night. Comfortable, light-filled bedrooms and charming tiled bathrooms provide a peaceful place to unwind, while central air conditioning and a private washer and dryer add everyday convenience throughout your stay. As evening falls, the screened porch comes alive with twinkling string lights, creating a magical setting for outdoor dining. Fire up the gas grill for a fresh Maine seafood feast, then gather around the backyard firepit to roast marshmallows and enjoy the peaceful sounds of the coast beneath the stars. Things to Know * Guests are expected to follow the Good Neighbor Policy. Quiet hours are observed from 10:00 PM to 8:00 AM. * No smoking is permitted anywhere on the property.

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. - AC to be installed May 2025 THINGS TO KNOW - Streaming services are available with guests’ accounts.

Experience the quintessential charm of Boothbay Harbor from this stunning three-bedroom oceanfront condo, perfectly positioned with west-facing views of the harbor, marina, and breathtaking sunsets each evening. Relax on your shaded balcony as you watch ferries, whale-watching cruises, and local lobster boats glide by. Situated on the second floor of a waterfront building on the east side of the harbor, this condo is just half a mile south of the footbridge into downtown. You’ll find everything within walking distance – the Boothbay Lobster Wharf, delightful restaurants, charming shops, kayak rentals, sailing and whale-watching charters, and the quaint beach at Barrett Park. The Coastal Maine Botanical Gardens and the Maine State Aquarium are also within a four-mile radius. After a day on the water, return to your comfortable retreat, where you can soak in harbor views from the balcony and through the windows of the light-filled living space. The condo features a well-equipped kitchen with stainless steel appliances, an open living room with a smart TV, high-speed WiFi, and a private washer/dryer for your convenience. Things to Know

2 Mi to Cap'n Fish's Whale Watch | Cozy Wood-Burning Fireplace Craving an escape where water adventures meet laid-back living? This Boothbay Harbor vacation rental cabin in Sprucewold delivers a true taste of Maine! Spend beach days swimming and tide pooling, fire up the grill for sunset feasts on the deck, and browse the village’s renowned art galleries just down the street. With 2 bedrooms, 1 bath, and all the essentials, this home is perfect for couples or small groups looking to explore! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 queen bed - Bedroom 2: 2 twin beds INDOOR LIVING - Flat-screen TV - Dining table, sofa seating - Remote-controlled gas fireplace OUTDOOR LIVING - Deck, outdoor dining - Gas grill - Front porch KITCHEN - Refrigerator, stove/oven, microwave - Cooking basics, dishware & flatware - Drip coffee maker, toaster GENERAL - Free WiFi - Mini-split A/C & heating units - Linens/towels, complimentary toiletries - Hair dryer ACCESSIBILITY - Single-story cabin, 5 steps to enter PARKING - Gravel driveway (4 vehicles) ADDT’L ACCOMMODATIONS - There is an additional property available down the street with a separate nightly rate. If you would like to reserve both rentals, please inquire for more information prior to booking -- THE LOCATION -- - 2 miles to Lobster Cove Preserve - 2 miles to Sweet Action Charters - 4 miles to Maine State Aquarium - 5 miles to Gregory Hiking Trail - 62 miles to Portland International Jetport -- REST EASY WITH US -- Evolve 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 - This single-story cabin requires 5 steps to enter

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.

Welcome to Firehouse Cottage, a charming historical home nestled just over a mile from the vibrant shops, eateries, and marinas of downtown Boothbay Harbor, ME. This unique property, a converted fire station, boasts 1,572 square feet of classic New England charm, making it the perfect retreat for families and couples alike. Enjoy your mornings sipping fresh coffee beneath the pergola, or unwind in the outdoor living room set, surrounded by the tranquility of a private, tree-lined space. With a gas grill and dining table, al fresco dining is a delightful option, and the outdoor shower is perfect for rinsing off after a day of seaside adventures. Inside, the great room features high ceilings and exposed beams, creating a regal atmosphere complemented by cozy seating. Snuggle up by the gas fireplace with a good book from the shelves, or catch your favorite shows on the 40’ TV. The open-concept living area, framed by warm wood floors, invites you to share snacks and drinks before dinner, while the sunny country-style kitchen, equipped with butcher block countertops and a gas range, makes meal preparation a breeze. The primary bedroom serves as a serene sanctuary, complete with a 32’ TV for your entertainment. Firehouse Cottage is also dog-friendly, ensuring that your furry friends can join in on the fun. With amenities like WiFi, a washer/dryer, and a variety of kitchen appliances, you’ll have everything you need for a comfortable stay. Boothbay Harbor is a treasure trove of activities, from whale watching to art tours. The Maine State Aquarium is just a mile and a half away, and the stunning Coastal Maine Botanical Gardens is a short drive of just over three miles. For those who love the outdoors, the picturesque Pine Tree Preserve offers hiking trails and pondside picnics within two and a half miles. Whether you’re seeking adventure or relaxation, Firehouse Cottage is the ideal base for your unforgettable Maine getaway. Please note: * This home has seasonal window AC units.

Sunny Cape Retreat Near Boothbay Harbor & Coastal Botanical Gardens This charming, sun-drenched 3-bedroom, 2-bathroom Cape offers the ideal mix of comfort, convenience, and coastal charm for your next vacation. Step inside to discover warm wooden floors in every room. The home’s thoughtful layout features all three bedrooms on the second floor—complete with one queen bed, two twin beds, and a king bed fitted with a premium natural latex mattress topper and wall-mounted ductless air-conditioning units to keep you cool on summer days. Upstairs there’s also a full bathroom with a tub/shower that’s perfect for families with young children. The main floor features rustic knotty pine ceilings throughout. You’ll find a bright and airy dining room with floor-to-ceiling windows, a cozy seating area with a TV for family movie nights, a full bathroom, and a second living area with reading nooks and a dedicated workspace for those who need to log in while away. Step outside onto the spacious wraparound deck to enjoy outdoor dining, relax in the fresh coastal air, or fire up the gas grill for a BBQ cookout. The large backyard is great for kids to play or for a game of cornhole after a day exploring. Birch Cottage’s location is ideal for exploring everything the peninsula has to offer. Just down the street is picturesque Boothbay Harbor where you can enjoy the region’s best local seafood, craft breweries, ice cream, shopping, and seasonal festivities like the Windjammer Days Festival and July 4th fireworks and parade. Head down to the waterfront piers to rent kayaks, book a whale watch or puffin tour, or grab the ferry to Monhegan Island. The property is minutes from some of the area’s most popular attractions including the renowned Coastal Maine Botanical Gardens, Boothbay Opera House, Carousel Theater, Railway Village Museum, and the Boothbay Farmers Market. The peninsula is home to the Boothbay Region Land Trust’s stunning nature preserves and more than 30 miles of well-maintained hiking trails. Cool off on the nearby beaches at Barrett’s Park and Hendrick’s Head, or the rugged shoreline at Ocean Point. All are a quick drive or bike ride from Birch Cottage. Whether you’re craving lobster rolls, nature walks, or time near the water, this cozy cottage is a comfortable and convenient home base. Just under an hour from Portland, it’s the perfect family-friendly escape in Midcoast Maine. Please note the owners have cats that occasionally visit the home but the home is thoroughly cleaned after.

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.