Vacation Rentals By Owner In Boothbay Harbor, ME

$701.45

Coastal bungalow with large yard, beautiful kitchen, & great location

Boothbay Harbor, Maine, United States

Settle in and make yourself at home in this charming New England-style bungalow sitting on the coast of Southern Maine! Boasting an open-concept layout, a spacious living area with plush furnishings, a flat-screen TV, and accommodating bedrooms, this getaway is the perfect place to entertain guests and enjoy time away with loved ones. brbrAfter a walk along the coast or a beach day nearby, everyone will love returning home to chill out and kick their feet up while the chef of the group whips up something tasty in the full kitchen. With a gas range, immaculate granite countertops, and a large island, there will be no trouble preparing even the most challenging culinary creations! As the sun begins to go down each night, the kids can play in the yard and the adults can enjoy a glass of wine to finish the day on a high note. With all of the comforts of home and more, no one will want to leave this dreamy getaway!brbrPerched in the beautiful foliage of Spruceworld, this home will provide a sense of peace and quiet, yet is mere minutes from all of the best coastal attractions nearby. For a fun experience that the whole family will enjoy, head up to the Coastal Maine Botanical Gardens, just under five miles away, and explore the beautiful flowers and plants that make this area famous. Make your way four miles west and you will find the Maine State Aquarium offering seasonal exhibits of various marine animals and habitats. When everyone has worked up an appetite, stop into one of the local restaurants, and get your fill of fresh seafood! Boathouse Bistro | Tapas Bar & Restaurant, Ports of Italy, and Boothbay Lobster Wharf are just a few of the amazing options nearby.brbrThings to KnowbrCheck-in time: 4:00 p.m.brCheck-out time: 10:00 a.m.brAll 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.brNo smoking is permitted anywhere on the premises.

3

Bed

2

Bath

6

Sleeps

$286.87

/ Nightly

Apartment

New! Cozy second-floor apartment located just minutes from the heart of Boothbay!

Boothbay Harbor, Maine, United States

Welcome to Three Pines, a cozy second-floor apartment located just minutes from the heart of Boothbay Harbor, Maine. Nestled on Beath Road, this thoughtfully equipped rental offers a peaceful coastal escape for families, couples, or small groups seeking comfort and convenience near the sea.brbrThis 2-bedroom, 1-bath apartment comfortably accommodates up to 6 guests. The space is approximately 600 square feet (excluding the private furnished deck) and features a cozy open-concept layout with a fully equipped kitchen, dining area, and living room.brbrBedroom 1: Queen bedbrBedroom 2: King bed (two twin mattresses joined together)brAdditional Sleeping: Full-size futon in the living room, twin rollaway bed in the master closet, and a Pack ‘n Play for infantsbrbrFurnished deck, private yard access, fire pit, and yard gamesbrbrFully stocked kitchen with electric oven, stovetop, microwave, dishwasher, fridge/freezer, drip coffee maker, Keurig, French press, crockpot, blender, griddle, toaster, and a lobster pot with crackers and picksbrLiving room with Roku TV and high-speed Wi-Fi (streaming only – no cable)brWork-friendly setup with folding desk and office chair in master closetbrA/C units in the living room and bedroom, plus direct-vent heater with on-unit controlsbrPrivate BBQ grill (gas) located at the bottom of the stairsbrbrbrIMPORTANT:brInstead of placing a security deposit hold on your card, we include a small, non-refundable $25 damage waiver in the reservation total—so your funds remain available throughout your trip. This Waiver covers damages up to $300.br• Quiet hours are 9:00 PM – 9:00 AM. Please respect our neighbors at all times.br• Maximum occupancy is as shown on the listing. Additional guests are subject to $25/person/night and may result in cancellation if excessive.br• A mandatory, non-refundable damage waiver is included in your reservation total in place of a security deposit. Guests remain responsible for damage exceeding coverage or resulting from negligence or rule violations.br• Pets are not allowed without prior approal and non-refundable pet rent.br• No smoking or vaping anywhere on the property (indoors or outdoors).br• Open flames (fireplaces, fire pits, etc.) require prior written approval.br• No parties, events, or large gatherings without written approval.br• Waterfront/dock use (if applicable) is at your own risk and may require an additional waiver.

2

Bed

1

Bath

6

Sleeps

$2775.71

/ Nightly

Private Vacation Home

Nell`s Watch - Luxurious Oceanfront by Rocky Coast Rentals

Boothbay Harbor, Maine, United States

Welcome to Nell’s Watch, your serene waterfront getaway in the stunning Spruce Point area of Boothbay Harbor. Situated on Linekin Bay, this exquisite “elegant but relaxed” property showcases spectacular views of Linekin Bay, Ocean Point and several islands. The property features 200 feet of deep-water frontage and is perfect for boating enthusiasts. While the dock was temporarily impacted by the 2023 storm, there are two moorings out front and marina options conveniently located nearby. brbrWith a southern exposure and many large windows, the main house offers breathtaking sunrises with light pouring in from the east in the morning that shifts to direct light throughout the day. A large screened in dining porch is connected to the well-equipped kitchen and inside dining area as part of the open floor plan that flows into the spacious living area with post and beam cathedral ceilings. The living area is enhanced by a cozy stone constructed gas fireplace and comfortable seating for large groups and opens to another large porch with direct water views. In addition to the mesmerizing water views, this 1.5 acre property offers multiple flower gardens, a kitchen garden, a natural forest meditation garden and multiple outdoor seating and dining areas. brbrThe main house accommodates a variety of guests with three beautifully appointed bedrooms. The primary bedroom on the ground level (bedroom #1) features a luxurious king-sized bed, a charming gas fireplace, and an oversized full bath with a double sink walk in shower and soaking tub. On the second level (bedroom #2) also offers a comfortable king-sized bed and a full bathroom with a tub shower. Bedroom #3, featuring two queen-sized beds and a full bath is ideal for families or friends. For our smallest guests, a fully equipped nursery is conveniently located on the first floor, separate from but adjacent to the primary bedroom. brbrbrbrTo ensure your comfort year-round, the main living areas and the upstairs space above the garage include air conditioning. The additional studio space features direct water views and an A/C unit, offering a quiet retreat for work or creativity, complete with dedicated internet access.brbrbrbrThe upper-level suite above the garage, another stunning post and beam structure with direct views of Linekin Bay includes a cozy queen-sized bed and a whimsical spiral staircase leading to two twin beds, perfect for accommodating various sleeping arrangements. A small kitchenette, living area with a TV, and a full bathroom add to the suite`s functionality.brbrbrbrThere are many places to relax inside or outside and enjoy coffee or meals on the expansive lawn or porches which also offer a gas grill and oceanfront hot tub. This is a place to enjoy nature and loved ones, family and friends and the bounty of beauty the coast of Maine is known for. brbrIn addition, many of the amenities of the renowned Spruce Point Inn, less than one mile down the road are available to the guests of this property. The Inn offers a salt-water oceanfront pool, a second heated pool more often used by younger ones, a hot tub, fitness center, spa, game room, bicycles, kayaks, and delightful dining options. brbr With something for everyone, Nell’s Watch invites you to relax and enjoy the beauty of mid-coast Maine in a natural but luxurious waterfront retreat!

Bed

Bath

Sleeps

$887.3

/ Nightly

Apartment

Elegant log cabin retreat with beach access

Boothbay Harbor, Maine, United States

These rustic-yet-elegant log cabins offer the perfect getaway for one family or two. At Sunset Lodge, you can enjoy cocktails on the deck, fireside chats under the stars, or a friendly game of pool. Take a swim in a secluded cove at a private sandy beach — the ideal Maine retreat.brbrInside, the cabins feature warm wood floors, soaring cedar beams, and unique Native American carvings. Outside, relax in the communal lawn and picnic area, complete with firepit, rock gardens, and trees.brbrMain LodgebrbrSleeps 6 guestsbrbr3 bedrooms, 2 full bathrooms, plus a half bath off the laundry areabrbrFully equipped kitchen with cookware for everything from cozy dinners to lobster feastsbrbrHigh-end features: walk-in shower, quality mattresses, and plush velvet sofas for movie nightsbrbrSun porch with comfortable chairs, desk, and small TVbrbrLarge, sunny deck with rattan furniture and picnic tablebrbrSecond CabinbrbrSleeps 4 guestsbrbr2 bedrooms and 1 large bathroom with soaking tub and showerbrbrKitchenette with sink, microwave, fridge, and coffee maker — perfect for morning coffee or evening cocktailsbrbrSpacious TV and game area with a full-sized pool tablebrbrPrivate deck and picnic tablebrbrThere are enough beds to comfortably sleep 10 guests total – no pull-outs required.brThe cabins are heated for cool nights, but there is no air conditioning. The main cabin stays comfortable with shades that block the afternoon sun and refreshing evening breezes.brbrLocationbrbrThe Sprucewold Association Beach is just a 10-minute walk away and is accessible only to residents and their guests. Enjoy swimming, sunbathing, or family fun in the sand.brWalk 10 minutes to nearby lobster wharfs and restaurants, or take a 15-minute stroll to downtown Boothbay Harbor, where you’ll find shops, dining, and more.brbrGuest InteractionbrbrWe love to meet our guests and personally show you around, but we also respect your desire to unplug and relax. Sunset Lodge offers self check-in, and we’re only a few miles away if you’d like to meet in person, text, or chat during your stay.brbrHaving a vehicle of bicycle will allow you to see many more attractions the area has to offer. Parking is sometimes challenging in town so be sure to bring comfortable walking shoes.brGuest Manual is in the kitchen and will provide you with house instructions, Emergency numbers, WiFi passwords, and suggested restaurants and sightseeing ideas. Please let us know your specific interests and we will be sure there is literature to guide you to your special place.

5

Bed

3

Bath

10

Sleeps

$754.8

/ Nightly

Private Vacation Home

Elegant Coastal Retreat in Boothbay Harbor

Boothbay Harbor, Maine, United States

Nestled amidst the quaint charm of Boothbay Harbor, Maine, sits a picturesque house that exudes timeless elegance and modern comfort. Approaching the house, guests are greeted by a charming exterior adorned with natural rock accents and meticulously tended gardens, each bloom adding a splash of color against the rugged backdrop. A welcoming front porch invites visitors to pause and take in the tranquil ambiance.brbrSurrounded by lush greenery and gently swaying trees, this enchanting house offers a serene retreat for families seeking a blend of relaxation and sophistication. Stepping inside, the interior of the house boasts a seamless fusion of classic coastal charm and contemporary amenities. Sunlight filters through large windows, illuminating the open-concept living space adorned with tasteful furnishings. All window shades are remote control only. A well-appointed kitchen offers modern appliances and ample space for culinary adventures.brbrThe main house features spacious 4 bedrooms with 2.5 baths, each thoughtfully decorated with plush bedding and coastal-inspired décor, providing a peaceful haven for restful nights. Included is a furnished basement where kids or adults can enjoy a quiet space, workout space, a full bathroom, and a bedroom with a queen bed. Additionally, an attached above-garage loft has been renovated into a fully equipped studio apartment with a queen bed, kitchenette and deck offering views of the ocean.brbrThis property has a regular drip coffee maker and a Keurig in the loft apartment. Please note that we can suggest places for picking up cooked lobster as this property does not allow guest to cook lobsters inside the houses, although you are welcome to cook them in the outside area. Thank you for your understanding. We often recommend Atlantic Edge just down the road. Thank you! brbrOutside, the woodsy backyard connects to a walking trail for those who enjoy outdoor exploration. A patio area provides the perfect spot for al fresco dining or simply enjoying the fresh ocean air. Though nestled away from the bustling waterfront, this charming house offers easy access to all the attractions of Boothbay Harbor, with a quick 10-minute walk to Spruce Point Inn to enjoy lunch or dinner on the ocean.brbrFrom exploring quaint shops and art galleries to embarking on scenic boat tours and outdoor adventures, there`s something for everyone to enjoy just moments away. Whether seeking a peaceful retreat or an adventure-filled getaway, this beautiful house in Boothbay Harbor promises an unforgettable escape for families looking to create cherished memories amidst the beauty of Maine`s coast.brbrIMPORTANT:brInstead of placing a security deposit hold on your card, we include a small, non-refundable $100 damage waiver in the reservation total—so your funds remain available throughout your trip. This Waiver covers damages up to $1,000.br• Quiet hours are 9:00 PM – 9:00 AM. Please respect our neighbors at all times.br• Maximum occupancy is as shown on the listing. Additional guests are subject to $25/person/night and may result in cancellation if excessive.br• A mandatory, non-refundable damage waiver is included in your reservation total in place of a security deposit. Guests remain responsible for damage exceeding coverage or resulting from negligence or rule violations.br• Pets are not allowed at this property. Unauthorized pets may result in additional fees or cancellation. ADA Compliant Service Animals are permitted.br• No smoking or vaping anywhere on the property (indoors or outdoors).br• Open flames (fireplaces, fire pits, etc.) require prior written approval.br• No parties, events, or large gatherings without written approval.br• Waterfront/dock use (if applicable) is at your own risk and may require an additional waiver.

5

Bed

3

Bath

10

Sleeps

$670.83

/ Nightly

Cabin

A Stone’s Throw: Classic Waterfront Cabin with Private Dock, Beach Access & Dog-Friendly!

Boothbay Harbor, Maine, United States

A Stone's Throw: Classic Cabin Charm with Private Dock on Linekin BaybrbrExperience quintessential Maine waterfront living at A Stone’s Throw, a charming cabin nestled in the sought-after Sprucewold area of Boothbay Harbor. This inviting home offers an incredible location with a private dock and float on Linekin Bay, making it a dream escape for boaters and water lovers. From the property, you’ll enjoy stunning views of Barrett Park, Linekin Bay Resort, and iconic Cabbage Island—all while being surrounded by the peaceful, pine-scented air of the Sprucewold woods.brbrCharming FeaturesbrPrivate Water Access: Enjoy the rare luxury of a private dock and float on Linekin Bay. It’s the perfect spot for swimming, fishing, or launching your kayaks to explore the coastline.brAssociation Beach Access: In addition to your private dock, you have access to the exclusive Sprucewold Association Beach, offering a classic sandy spot for sunbathing and neighborhood charm.brExceptional Vistas: The property boasts an amazing vista across the water, capturing the lush greenery of Barrett Park and the activity of the bay.brModern Convenience: This cabin features a rare and welcome amenity for a historic waterfront home: a washer and dryer.brWhole-Family Fun: A Stone's Throw is dog-friendly, ensuring your canine companion doesn't have to miss out on the coastal adventures.brCoffee Lovers' Kitchen: Whether you prefer a quick Keurig pod or a full pot of drip coffee to enjoy on the deck, the kitchen is fully equipped for your morning routine.brbrLooking to explore You can paddle or kayak directly over to Barrett Park, or take a short drive into the heart of Boothbay Harbor for shopping and dining.brbrThe Details:brbrMinimum Stay: 4-Night Minimum. Stay for a week or longer to receive a better value on your booking!brbrBEDROOMS: (1) King bed, (1) Queen bed, and (1) Bedroom with Two Twin beds (bunked).brbrBATHROOMS: (1) Full bathroom, (1) Half bathroom.brbrDOGS PERMITTED Yes! Dogs are permitted (standard pet policies and fees apply).brbrLINENS & TOWELS INCLUDED Yes, linens and towels are included in your reservation.brbrExplore the RegionbrWaterfront Exploration: With your private dock and the nearby association beach, you have unlimited access to the beauty of Linekin Bay.brDowntown Boothbay Harbor: The shops, restaurants, and galleries of the harbor are just a short drive away, or an enjoyable longer walk if you prefer to go on foot.brCoastal Drives: Explore the scenic, winding routes around the Sprucewold neighborhood and the greater Boothbay Peninsula.brBiking the East Side: Sprucewold is located on the east side of the harbor, offering some of the most scenic and enjoyable cycling routes in the region.brbrBook your unforgettable stay at A Stone's Throw today!brbrCOTTAGE CONNECTION Vacation Rentals. Privately Owned. Professionally Managed. Trusted since 1993. Cottage Connection was one of the first vacation rental companies in the Midcoast region of Maine. Since being founded by Jeff and Audrey Miller in 1993, Cottage Connection has been trusted by homeowners and vacationers alike to connect each family with the perfect vacation cottage.

Bed

Bath

Sleeps

$732.98

/ Nightly

Private Vacation Home

Porchside Boothbay Harbor | 4 Bed, 2 Bath

Boothbay Harbor, Maine, United States

Welcome to Porchside – A Classic Coastal Retreat in Boothbay HarborbrbrAvailability:brMay to Late-June: 3-night minimumbrLate-June to August: 7-night minimum (Friday to Friday)brSeptember to October: 3-night minimumbrNovember to December: 2-night minimumbrbrTucked in the heart of Boothbay Harbor, Porchside is a charming, newly updated New England home that blends the convenience of in-town living with the privacy of a peaceful, tucked-away setting. Just steps from the harbor’s restaurants, shops, and scenic waterfront, it’s the perfect home base for your mid-coast Maine getaway.brbrThe home features a spacious covered porch and a second-floor deck—ideal for morning coffee, catching ocean breezes, or stargazing at night. In the backyard, an inviting patio with a firepit and string lights sets the scene for cozy evenings, while the gas grill makes it easy to enjoy fresh local seafood or a relaxed family cookout.brbrInside, a bright, coastal-inspired layout welcomes you. Enter through the newly added mudroom, complete with ample hooks and cubbies to keep gear organized. The remodeled kitchen is fully equipped with a gas range and generous breakfast bar and opens to a dining room with a large table perfect for meals, puzzles, and card games. The sunny living room offers comfortable seating and a smart TV (fireplace is decorative only). A 3/4 bathroom with a shower is located on the main floor, and a full-size washer and dryer are available in the basement.brbrUpstairs are four inviting bedrooms—three with queen beds and one with bunk beds—along with a full bathroom with a tub/shower. The second-floor deck is accessed from a hallway that doubles as a small workspace.brbrAdditional Featuresbrbr- Ductless mini-split AC units in each bedroom and the living roombr- Linens and towels includedbr- High-speed WiFi and smart TVbr- Coffee maker (traditional drip; please bring cone filters and your preferred coffee)br- Parking for up to 4 vehiclesbr- No pets allowed, including emotional support animalsbr- Top bunk is for children onlybrbrWhether you’re unwinding under the patio lights or heading out to explore the harbor, Porchside offers a comfortable, welcoming retreat in one of Maine’s most beloved coastal towns.

Bed

Bath

Sleeps

$316.83

/ Nightly

Private Vacation Home

Boothbay Harbor Woodland Retreat

Boothbay Harbor, Maine, United States

Nestled in the woods just a walk away from downtown and waterfront of lovely Boothbay Harbor. The space in includes a large deck with grill and outdoor furniture as well. The second floor has a primary suite with large bath and walk-in closets. The other sleeping area is downstairs when you walk in there is a large trundle bunk bed with a twin on top and queen on the bottom as well another full that pulls out. Convenient laundry located in the first floor bath. This home is modern and built to provide a memorable coast of Maine retreat! There is a separate in-law suite in the front of the house that rents separate, but we do have a listing to rent the entire home as well!

2

Bed

1

Bath

5

Sleeps

$353.16

/ Nightly

Cottage

Brand New CozyCottage 1bdrm with ADD ON 2bdrm Cottage nextdoor! BoothbayHarbor

Boothbay Harbor, Maine, United States

Welcome to this Gorgeous Acorn Cottage in Boothbay Harbor. Two blocks from downtown! Guests will enjoy a comfortable stay in our one bedroom featuring a King Bed, one & 1/2 baths and your own parking on sight for added convenience!! This space offers both heating and air conditioning, ensuring a pleasant stay! Whether relaxing indoors or exploring nearby attractions, this Beautiful Comfortable Cottage provides a true cozy, relaxing retreat. Bright and inviting, this comfortable, fully stocked cottage invites guests to unwind and recharge!! Just kickback, relax, and enjoy everything Boothbay Harbor has to offer.brbr**ADD-ON Rental** - ADDITIONAL SPACE with two more bedrooms and a full bath brNext door is our two bedroom ADD-ON Cottage! (Look at adding Property # 5228945)brbrWe have our Mighty Red Oak two-bdrm rental next door! Sleeps an additional 4 guests!! Both units have just been completely renovated. Enjoy the nice touches, such as high-end windows, extensive decking, PARKING and easy access to downtown amenities. Only a block away from Boothbay Harbors well know restaurants known for Maine Seafood, OYSTERS and LOBSTER Rolls!brbr We're happy to assist with any questions while you stay at our cottage.

1

Bed

1

Bath

2

Sleeps

$562.48

/ Nightly

Bed & Breakfast

Boothbay Harbor King Suite - Room 2 at Greenleaf Inn - Balcony, Harbor Views!

Boothbay Harbor, Maine, United States

King Suite with Private Balcony – Greenleaf Inn Room 2, Boothbay Harbor, MainebrbrEscape to the coast with this charming first-floor corner suite at the Greenleaf Inn, perfectly positioned in the heart of Boothbay Harbor. Room 2 offers stunning inner harbor views, a private balcony, and a cozy two-room layout ideal for a relaxing Maine getaway.brbrStep inside to a welcoming sitting area, perfect for reading or unwinding after exploring the harbor. The spacious king bedroom features a plush bed, nightstands, a reading chair, closet, and large sliding glass doors that lead directly to your private balcony overlooking the water.brbrEnjoy modern comforts and thoughtful amenities including:brHigh-speed Wi-FibrFlat-screen Smart TVbrHeat and air-conditioningbrMini-fridge and iron/ironing boardbrPrivate bathroom with tub/shower combo, plush robes, hair dryer, and premium toiletriesbrbrLocated just steps from downtown Boothbay Harbor's shops, dining, boat tours, and coastal adventures, this suite is ideal for couples seeking a romantic coastal escape or travelers looking to soak in authentic New England charm.brbrBook your stay at Greenleaf Inn Room 2 and experience oceanfront tranquility with unbeatable harbor views, luxurious amenities, and direct access to all that Boothbay Harbor has to offer.

Bed

Bath

Sleeps

$661.42

/ Nightly

Private Vacation Home

Crow`s Nest by Sea Maine

Boothbay Harbor, Maine, United States

This property is a charming retreat nestled in the heart of Boothbay Harbor, Maine - offering a comfortable and relaxing getaway for your short-term stay. The Crow`s Nest Cottage offers a unique experience to guests who are visiting during low tide, as the view of the mill cove reveals the ship wreckage of Edna M Mcknight.brbrEnjoy a spacious backyard and soak in the picturesque views of the harbor from this 2-bedroom, 2.5 bath home. The 3rd bedroom listed is a finished basement with 2 sets of bunk beds in a common area. Whether you`re enjoying your morning coffee, grilling for the family or unwinding with a glass of wine in the evening, the tranquil ambiance and scenic beauty will surely captivate you. brbrConvenience is at your doorstep as you are just a 5-minute walk to the town`s stores, shops, and amazing dining options. Explore the local boutiques, indulge in fresh seafood delicacies, or simply take a leisurely stroll along the charming streets.brbrInside the cottage, you`ll find everything you need for a comfortable stay. The kitchen is fully equipped with modern appliances, allowing you to prepare meals at your convenience. The living area provides a cozy space to relax, featuring tasteful furnishings and a welcoming atmosphere.brbrBook your stay today and immerse yourself in the beauty of Boothbay Harbor, with its captivating harbor views, convenient location, and comfortable retreat to call home during your visit.brbrPlease note that the upstairs bedroom does not have heating, however, we are happy to provide space heaters for the cooler days and nights!brbrIMPORTANT:brInstead of placing a security deposit hold on your card, we include a small, non-refundable $25 damage waiver in the reservation total—so your funds remain available throughout your trip. This Waiver covers damages up to $300.br• Quiet hours are 9:00 PM – 9:00 AM. Please respect our neighbors at all times.br• Maximum occupancy is as shown on the listing. Additional guests are subject to $25/person/night and may result in cancellation if excessive.br• A mandatory, non-refundable damage waiver is included in your reservation total in place of a security deposit. Guests remain responsible for damage exceeding coverage or resulting from negligence or rule violations.br• Pets are not allowed without prior approal and non-refundable pet rent.br• No smoking or vaping anywhere on the property (indoors or outdoors).br• Open flames (fireplaces, fire pits, etc.) require prior written approval.br• No parties, events, or large gatherings without written approval.br• Waterfront/dock use (if applicable) is at your own risk and may require an additional waiver.

Bed

Bath

Sleeps

$403.86

/ Nightly

Apartment

Sail Loft: Oceanfront Apartment on a Pier.

Boothbay Harbor, Maine, United States

Experience a one-of-a-kind waterfront escape at the Sail Loft in Boothbay Harbor! This unique 1-bedroom apartment is located directly over the water in a working marina, offering stunning panoramic views from every window. It feels like being on a private yacht. Perfect for a couple's getaway, you're just a short walk from all the downtown shops and restaurants. Enjoy a truly memorable stay with free parking included. The apartment is located on the second floor above a marina. It is accessed via a hallway that also houses a bathroom/ shower area used by Marina guests.

1

Bed

1

Bath

2

Sleeps

$585.3

/ Nightly

Bed & Breakfast

Boothbay Harbor King Suite - Room 1 at Greenleaf Inn - Balcony, Harbor Views!

Boothbay Harbor, Maine, United States

Greenleaf Room 1 - First Floor Accessible King Suite, with Private Balcony and Harbor Views | Boothbay Harbor, MainebrbrWelcome to Greenleaf Inn Room 1, your ideal Boothbay Harbor getaway on picturesque Commercial Street. This charming first-floor studio offers stunning ocean views, cozy comfort, and a private balcony overlooking the vibrant inner harbor perfect for couples or solo travelers seeking a peaceful escape.brbrThe Space:brbrBright, airy, and thoughtfully designed, this inviting studio features a plush king-size bed with soft linens, a flat screen TV, and an efficient climate control system with both air conditioning and heating. Whether you re relaxing after a day on the water or waking up to ocean breezes, every detail is crafted for your comfort.brbrKing bed with premium linensbrbrFlat Screen TV for entertainmentbrbrAir conditioning and heatingbrbrHigh-speed internetbrbrPrivate balcony with panoramic harbor viewsbrbrHot water and essential bath amenitiesbrbrPrivate Bathroom:brbrUnwind in the private full bathroom, which includes a classic tub/shower combination, perfect for a soothing soak or a quick rinse after a coastal adventure.brbrYour Outdoor Escape:brbrStep outside onto your private balcony to enjoy sweeping vistas of islands, sailboats, lighthouses, and the peaceful waters of Boothbay Harbor. Sunrise or sunset, this is the perfect place to sip a drink and soak in the Maine coast.brbrProperty Perks:brFree onsite parkingbrbrAccess to beautiful garden areasbrbrWalking distance to shops, restaurants, and scenic harbor cruisesbrbrPrime location on Boothbay Harbors charming Commercial StreetbrbrWhy You'll Love It:brbrGuests rave about Room 1 for its ground-floor convenience, unbeatable harborfront setting, and peaceful ambiance. Whether you re here for a romantic coastal getaway or to unwind by the sea, this studio is the perfect base for your Mid-coast Maine adventure.

1

Bed

1

Bath

2

Sleeps

$375.43

/ Nightly

Cottage

Brand New 2bdrm Cottage - ADD ON 1bdrm Cottage nextdoor Beautiful BoothbayHarbor

Boothbay Harbor, Maine, United States

Make yourself at home in Mighty Red Oak a 2-bedroom Cottage in Beautiful Boothbay Harbor. Featuring two king beds with your own parking on sight. This space offers guests a peaceful retreat after a day of exploring. The cozy interior stays comfortable year-round with heating and AC. The large bathroom provides all the essentials for a convenient stay. Bright and inviting, this comfortable, fully stocked cottage invites guests to unwind and recharge!! Just kickback, relax, and enjoy everything Boothbay Harbor has to offer. brbr**ADD-ON Rental** - We have our Acorn one bdrm rental next door! (Look at adding Property ID:5230886)brNeed an additinal Bedroom or a little more room Next door is a one bedroom ADD-ON cottage! Acorn has a one bdrm and one-and-a-half bath. Make this an add-on to the main unit. Both units have just been completely renovated. Enjoy the nice touches, such as high-end windows, extensive decking, and easy access to downtown amenities. Only a block away from Boothbay Harbors well know restaurants known for Maine seafood OYSTERS and LOBSTER Rolls!

Bed

Bath

Sleeps

$508.67

/ Nightly

Cottage

3 Bedroom Oceanfront Cottage with Private Dock and Amazing Views of Linekin Bay!

Boothbay Harbor, Maine, United States

Compass Rose is a 100-Year-Old Quintessential Maine 3 Bedroom cottage with thoughtful modern updates, spectacular ocean front views, a private deep-water dock and float. Wake up to the most incredible sunrises over Linekin Bay. Enjoy the large open and partially covered deck with expansive views to Linekin Bay, Cabbage Island, the open ocean and beyond! Kids can enjoy the small, shared beach area next to the house to swim between mid and high tide and collect shells and sea glass at low tide. Activities and amenities to enjoy from your own private deep-water dock include the following for the whole family:brbr* 3 Ocean Kayaksbr* 1 Tandem Kayak (Hobie Sit on Top Kayak)br* 2 Paddle Boardsbr* Fishing Gear for Allbr* Lilly Pad for the kid's enjoymentbr* All paddles and safety equipmentbr* Swim Ladder on DockbrbrCompass Rose is just 1.2 miles away from Boothbay Harbor Center where there is an abundance of shops, restaurants, fishing charters, harbor cruises, sailing charters, whale watches, day trips to Monhegan Island and more! Enjoy hiking trails and two beautiful parks all within walking distance from the Cottage. Boothbay Botanical Gardens is a must visit for the whole family when taking in all of what the Boothbay Region has to offer. Linekin Bay Resort is just a stone's throw from the Cottage which offers an amazing restaurant, outdoor bar and grill that with excellent food and live music. brbrThis comfortable, cozy cottage boasts a fully equipped kitchen with everything you need to make a great meal when the view is just too good to leave! Dine indoors or out and enjoy the comfortable living room with tastefully updated coastal furniture. The Cottage has a fast Wi-Fi and a Smart TV to enjoy all of the comforts of home, but don't forget about the classic board games for the whole family to enjoy. Light a fire to stay warm on those cool nights and cottage has AC units for those hot summer days. The Compass Rose Cottage has everything you need to experience and enjoy all that Boothbay Harbor has to offer!

Bed

Bath

Sleeps

$518.34

/ Nightly

Private Vacation Home

Beloved family home in Boothbay Harbor!

Boothbay Harbor, Maine, United States

Stuart Little is a wonderful place to slow down and just breathe and the perfect place for making summer memories. The bright and spacious living/dining room offers plenty of seating and is an excellent place to gather. The large well-equipped kitchen with a dishwasher makes for easy meal preparation. This cottage has a regular drip coffee maker. There is a 3/4 bathroom located on the first floor off of the kitchen. Bedrooms are all located on the second floor as well as a full bathroom with a claw-foot tub. An enclosed back porch makes for a perfect quiet afternoon reading spot. The covered front porch with both water and garden views is an enchanting place to enjoy a cocktail or read a good book.brbrIt`s a one-minute walk down a stone step path and across the field to the beach where you can revel in sea glass hunting or enjoy a swim out to the community float. There are four beautiful association clay tennis courts as well that are available for use with a fee. The nearby Community House is a hub for kids to meet with ping pong and board games - a fun step back in time. There`s certainly something special about summer coastal communities in Maine.brbrThe Maine State Aquarium is a 15-minute walk down the road and a delightful place to explore with a 10` touch tank. Walk around to the back and discover a great fishing pier for your use. Downtown Boothbay Harbor is a quick 2 miles away.brbrParking is available on site for 3 cars and it`s a 5-minute drive to town.brbrIMPORTANT:brInstead of placing a security deposit hold on your card, we include a small, non-refundable $25 damage waiver in the reservation total—so your funds remain available throughout your trip. This Waiver covers damages up to $300.br• Quiet hours are 9:00 PM – 9:00 AM. Please respect our neighbors at all times.br• Maximum occupancy is as shown on the listing. Additional guests are subject to $25/person/night and may result in cancellation if excessive.br• A mandatory, non-refundable damage waiver is included in your reservation total in place of a security deposit. Guests remain responsible for damage exceeding coverage or resulting from negligence or rule violations.br• Pets are not allowed at this property. Unauthorized pets may result in additional fees or cancellation. ADA Compliant Service Animals are permitted.br• No smoking or vaping anywhere on the property (indoors or outdoors).br• Open flames (fireplaces, fire pits, etc.) require prior written approval.br• No parties, events, or large gatherings without written approval.br• Waterfront/dock use (if applicable) is at your own risk and may require an additional waiver.

Bed

Bath

Sleeps

$210.4

/ Nightly

Cottage

Waterfront tiny house cottage! Nautical, kayaks to use!

Boothbay Harbor, Maine, United States

The tiny house cottage, overlooking Barrett's Park, has 2 twin beds, a complete bathroom with a shower and all utilities including cable T.V and Wi-Fi. There is plenty of outside seating for viewing the many varieties of birds. Also a dock and float is available for your use. We have kayaks or if you have a larger boat, we have a mooring when available. Enjoy the peace and quiet listening to the waves gently lap the shore, watch the osprey, Canadian geese, lobster men at work with their boats and traps. Or if you want more action the town center is a short 5 minute walk.brThere you will find unlimited shopping, restaurants and tour boats.brWe are located just off the Maine Island Trail between the Sheepscot and Damariscotta Rivers. Paddle in for a few nights rest. We have a great dock to tie up your kayak. The cottage has space for two people only. Transportation is available from the Portland International Jetport or from the Concord Coach bus stop in Wiscasset. You really do not need a vehicle once you arrive in Boothbay Harbor. Please be advised this IS a tiny house and your kitchenette IS separate from the tiny house!

1

Bed

1

Bath

2

Sleeps

$620.62

/ Nightly

Private Vacation Home

Walk-to-Town Boothbay Harbor Retreat | Harbor Views | A/C | Parking| Pet Friendly

Boothbay Harbor, Maine, United States

Experience the best of Boothbay Harbor from this charming Cape-style home perfectly situated on the desirable east side of town. Just a short walk to the waterfront, shops, restaurants, boat tours, and local attractions, this home blends classic Maine charm with modern comfort—making it an ideal getaway for couples, families, and small groups.brbrInside, the home features a bright and welcoming layout with comfortable furnishings and thoughtful amenities. The primary bedroom includes a luxurious split king adjustable bed, generous storage, and A/C for added comfort. The second bedroom offers a full bed and twin bed—perfect for families or flexible sleeping arrangements. Two shared bathrooms, one on each floor, add convenience for all guests.brbrRelax in the cozy living room with a large Smart TV, ideal for movie nights after a day exploring the harbor. The well-equipped kitchen and dining area make meals easy, while the sunny porch overlooking the harbor is the perfect place to enjoy morning coffee or unwind as boats pass by. Additional conveniences include high-speed Wi-Fi, on-site laundry, and air conditioning in both the primary bedroom and living room.brbrOutdoor spaces invite you to enjoy the fresh coastal air with a private yard, gardens, and a BBQ grill for casual cookouts. A private driveway provides parking for 2–3 vehicles, making it easy to come and go while still being within walking distance of town.brbrThis home is professionally managed by Rocky Coast Rentals, ensuring a seamless and elevated guest experience. Guests enjoy full, private access to the entire home and outdoor areas, along with responsive local support when needed.brbrConcierge Services (Available for an Additional Fee):brEnhance your stay with optional concierge offerings, including grocery and pantry stocking, curated charcuterie boards and welcome packages, floral arrangements, and custom touches for celebrations and special occasions. Arrive to a fully prepared home and enjoy a truly effortless stay.brbrLocation & Area Highlights:brLocated on the east side of Boothbay Harbor, guests can easily walk to downtown restaurants, waterfront activities, galleries, and local boutiques. Explore harbor cruises, scenic drives, lighthouses, and beaches along the Midcoast Maine region.brbrPerfect for a relaxing coastal escape, romantic getaway, or family vacation, this Boothbay Harbor retreat offers comfort, convenience, and the charm of Maine’s beautiful coast.brPrimary renter must be 25+ and present during the stay.brMaximum occupancy must not be exceeded.brNo smoking inside the home.brPets considered with prior approval.brQuiet hours from 10pm–8am.brNo parties or eventsbrFollow posted check-out and house instructions.

Bed

Bath

Sleeps

$291.03

/ Nightly

Private Vacation Home

Charming Home with Deck overlooking Land Trust - Dog Friendly!

Boothbay Harbor, Maine, United States

Welcome to Boothbay Harbor! This fully refurbished home offers the luxuries and comforts of home while in beautiful Boothbay Harbor. Drink your morning coffee on the large, private deck overlooking Boothbay Region Land Trust conservation property and then head out for a short walk (.70 mile) to the harbor to enjoy the many shops, restaurants and activities that Boothbay Harbor has to offer. You’ll also find easy walking access to two beautiful hiking trails that take you into Land Trust woods and marsh areas - one being just right across the road! brbrYou’ll find all new kitchen appliances and washer/dryer in this lovely three bedroom home (two queen and a daybed with a trundle), as well as a full bath, and a basement washer and dryer. Each bedroom has a spacious closet, television, and luxury bedding, including down alternative comforters. There are also blackout curtains for each bedroom so that you can spend mornings sleeping in, if that's your preference! brbrThe fully functional kitchen offers a breakfast bar where you can relax and sip your morning coffee. Or if you prefer, head outside to relax on the spacious deck. The deck is secured with a gate so that your children and/or canine friend can safely chill with you.brbrWe welcome one well-behaved, house broken dog at the home with a small $50 pet fee deposit. There is also a small, fenced area outside the walkout basement to allow your pup to sniff and do his/her business while you're still lounging in your jammies.

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Bath

Sleeps

$453.29

/ Nightly

Private Vacation Home

The Farmhouse - Boothbay Harbor

Boothbay Harbor, Maine, United States

New to VRBO. brbrSituated at the entrance of downtown Boothbay Harbor, The Farmhouse boasts beauty of a New England style 3-story home located right off the main strip. brbrThe first floor has two cozy sitting rooms that are perfect for gathering in groups, watching television. One of the sittings rooms has a queen murphy bed that can be dropped down for an extra place to sleep or for anyone who has difficulty going up and down stairs. There is a door between the two sitting rooms that you can close for privacy. Additionally, there is a newly-added kitchen and butlers pantry, a dining area, a full bath with shower, and, my favorite, a sunroom. The sunroom is perfect for sipping your morning coffee as the first light starts to shine through or great for using as a dedicated workspace. Pro tip: it’s also great for relaxing or curling up and reading a good book! brbrOnce you make your way up to the second floor, on the right hand side you’ll find a full bath (with shower) stocked with towels and all the essentials (yes, ladies - that includes blow dryers!). Near the bathroom is a game room that has a futon, television with Apple TV, sink and mini fridge. There are two additional rooms on this floor. One bedroom has a queen bed and the other has a king bed - both are equipped with televisions with Apple TV and cable via the Spectrum app. Both have blankets and linens provided. brbrThe third floor has a set of steep stairs but takes you into a room with 2 twin beds. There is also a mini fridge and full bath (with shower) so you don’t have to walk down the stairs at night for a glass of water or to use the restroom. This room has 4 skylights that provide amazing light and beams that give it a cozy feel. Blankets and linens provided.

3

Bed

3

Bath

8

Sleeps

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