Vacation Rentals By Owner In Boothbay Harbor, ME

$336.54

Peaceful Lake waterfront! Full Kitchen! Heat&AC! 5min to town, 8min to Garden!

Boothbay Harbor, Maine, United States

Come enjoy the peaceful tranquility of this lakefront retreat just 5 minutes from the quaint seaside shops and restaurants of Boothbay Harbor or 8 minutes from the Botanical Gardens! The rental is a private, bright, spacious, separate apartment in the lower level of the home with its own entrance, tall 9-ft ceilings, and LOTS of windows and glass to see the beautiful water and sunsets from each room with heat and air conditioning. Enjoy star gazing, fishing, swimming, or choose out of our mix of tandom or single kayaks to explore the mile-long lake waters. brbrWalk out the French doors to the stone patio and grass, listen to the loons and the wind in the trees, watch the sun sparkle off the lake, or take the short path that leads down the hill to the private dock with swim ladder and take a dip, lay out on a towel in the sun, sit on Adirondack chairs on the lakeside deck, or perch on a wooden swing near the water's edge. brbrThe large bedroom includes a queen-sized memory foam bed and a single daybed situated nicely to look out over the water. Other guests may choose the couch/chaise in the den with self serve hideaway queen size cool gel memory foam bed. brbrThe unit has a small but nicely equipped kitchen with appliances including stove, oven, microwave, refrigerator w/freezer, coffee makers, steamer, instantpot and blender for your convenience along with some common spices. brbrBathroom has dual sinks and tub/shower combination. brbrEnjoy a private entrance on the water side of the home, a space separated from owner’s part of the house by a locked door, heat and air conditioning on it's own Nest zone, and parking for 1 vehicle (or 2 if we have advanced notice and squish). WIFI, HD antenna, and a smart TV with Roku and DVD player included. Games and puzzles line the closet shelves to encourage an unplugged experience. brbrProperty is located on a quiet dead-end road that leads to sidewalks into town. The beautiful oceanfront route to town takes only 5 minutes to drive in a car or about 20 if walking. This is a great starting location for exploring the rest of the Boothbay region as well! Take in area walking trails, choose an ocean boat tour to see picturesque islands and lighthouses, visit one of the area's rocky beaches, or see the nearby Botanical Gardens. brbrWhole house automatic backup generator assures very little chance of being without power. brbrThe main part of the home is a part-time vacation retreat for the owners and the price of the rental is lower than market value which reflects the possibility that you may occasionally hear signs of life from the rest of the house, but don’t worry! Many of our great 5 star reviews were from weeks we were present. Welcome!

1

Bed

1

Bath

4

Sleeps

$391.31

/ Nightly

Bed & Breakfast

Boothbay Harbor Garden Suite - Room 9 at AQ Inn - Garden & Ocean Views!

Boothbay Harbor, Maine, United States

Room 9 at Admiral's Quarters Inn – Cozy Ground Floor Room with Harbor Views in Boothbay Harbor, MainebrbrEnjoy a peaceful retreat in Room 9 at Admiral's Quarters Inn, a highly sought-after room that offers stunning views of Boothbay Harbor. Located on the ground floor with a private entrance (no steps!), this room provides easy access to the inn’s beautiful gardens and the picturesque harbor just outside.brbrStep through the sliding glass door to your own private patio, where you can relax in classic white Maine rockers while enjoying views of the harbor and the refreshing, rose-scented sea breeze. Room 9 is bright and inviting, featuring a comfortable queen bed, matching end tables, an armoire, and a cozy fireplace to make your stay even more special.brbrFor your convenience, the room includes a mini refrigerator for storing snacks and drinks. The en-suite bathroom is compact but well-equipped with everything you need for a comfortable stay. If you require a larger bathroom, we recommend exploring our other spacious rooms at Admiral's Quarters Inn.brbrBook your stay in Room 9 today and enjoy a tranquil getaway in the heart of Boothbay Harbor, Maine, with breathtaking views and direct access to the harbor.

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Sleeps

$1183.42

/ Nightly

Private Vacation Home

Restored 1920's Vintage Boathouse.

Boothbay Harbor, Maine, United States

Impeccably restored former boathouse. Very unique property that features a spectacular view of Boothbay Harbor and the open ocean. Huge deck for entertaining. Property also features a marine railway and a 40' deepwater dock with 50 amp power and water. Fishing right off the dock with kayaks and paddle boards also available for use. Boothbay town landing only a few minutes away by boat. Downtown Boothbay Harbor only 1 mile away by road. Inside features a large master bedroom suite with radiant heat in master bath all located on the private second floor. The other 2 bedrooms and a full bath are located in the lower level with a large laundry room and a tv room. One of the bedrooms has direct outside access to an ocean side patio and both bedrooms have beautiful water views. The main living level is very open with a huge great room and kitchen with 11' ceilings and a large dining room. This level also has a large mudroom and a 1/2 bath. The kitchen has a wood stove and the Great room has a wood burning fireplace. Marine antique lighting is featured throughout the property. Original exposed beams and 11' ceilings from the original boathouse are features in the kitchen and great room. The house is an original 1920's vintage boathouse that was moved back slightly from the water and fully restored in 2014/2015. A spectacular and very unique vacation retreat!!

3

Bed

2

Bath

6

Sleeps

$201.65

/ Nightly

Private Vacation Home

Historic 3-Bedroom Colonial Home Minutes to The Harbor

Boothbay Harbor, Maine, United States

This tastefully updated colonial is centrally located in Boothbay Harbor's charming village community. Cozy Blue Colonial is an easy walk to waterfront restaurants, boutiques, boat cruises, fishing charters, art galleries or simply strolling on the boardwalk watching all of the harbor activity. brbrIt is also a piece of Boothbay Harbor history. Built in the 1820's, by the famous architect John Wright Weymouth. Close to the supermarkets, hospital, and library. Enjoy screened porch on the front to watch the world go by and a deck on the back for privacy. Several paved parking spots are in the rear.

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Sleeps

$686.7

/ Nightly

Condo

Walking Distance To Shops, Restaurants And Footbridge

Boothbay Harbor, Maine, United States

This is a renovated historic building with the convenience of downtown living and enough distance from the rowdy bar triangle.brThis downtown building has a retail store on the first floor with a spacious and bright 2 story living space above with 2nd and 3rd floor decks. The main floor has a kitchen with deck access to a grill, two master suites with their own bathrooms, a living room, a powder room and a spiral staircase that leads to the 3rd floor. The top floor has another large bedroom with two double beds and a queen bed, another full bathroom, a ping pong table, mini bar, and a daybed area that has two more double beds. There is off street parking for 2 vehicles. brThe rooms are all large, bright and airy. The entrance to the apartment is at the back of the building.

3

Bed

3

Bath

8

Sleeps

$934.15

/ Nightly

Private Vacation Home

Harborfront Home in the Heart of Boothbay | Walk to Restaurants & Shops

Boothbay Harbor, Maine, United States

Welcome to “On the Harbor,” a premier waterfront vacation rental in downtown Boothbay Harbor, Maine. This beautifully restored historic 1870 sea captain’s home offers unbeatable harbor views, elegant coastal charm, and walkable access to restaurants, shops, art galleries, and boat tours—all just steps from your door.brbrPerfect for families and groups, this spacious Boothbay Harbor rental home sleeps 8 and features 3 bedrooms, a finished attic loft with twin beds, and 3.5 bathrooms. Guests can enjoy original architectural details, modern amenities, and curated décor that blend together for an authentic Maine coastal getaway.brbrThe home’s large living room boasts panoramic harbor views, a 43” smart TV, and opens onto a deck directly overlooking the water—perfect for morning coffee or sunset cocktails. A fully equipped kitchen with modern appliances and a drip coffee maker makes dining in easy, while the formal dining room (seating 8) and breakfast nook (seating 4) provide plenty of room to gather.brbrUpstairs, the captain’s suite features a king-size bed, smart TV, harbor views, and a luxurious ensuite with walk-in shower. Two queen bedrooms—one with a hand-painted mural and the other with local photography—share a charming bath with a classic clawfoot tub and shower.brbrThe finished basement offers a retreat for kids or evening entertainment, with a 55” smart TV, sectional sofa, game table, record player, and a kitchenette. It also includes a full bath with walk-in shower and a laundry area with washer/dryer for your convenience. Outside, the lower deck is a peaceful spot to relax and watch the boats drift by.brbrThis Boothbay Harbor waterfront rental includes off-street parking, and is a very short stroll to whale watching tours, kayak rentals, cozy pubs, seafood restaurants, and boutique shopping. Ideal for guests seeking an immersive, walkable Maine coastal experience.brbrPlease note: This historic home includes three steep staircases and may not be suitable for guests with mobility concerns.brbrWhat past guests have to say...brbr5 Stars Guest from June 2025 - `A truly wonderful home in a wonderfully central/walkable to the activities of Boothbay Harbor. The house is both authentically Maine and well maintained - spotlessly clean. Having dedicated car parking right outside the front door was a major plus!`brbr5 Stars Guest from October 2024 - `This is a beautiful house with great views of the harbor. There are very few homes with a better location in Boothbay Harbor.`brbr5 Stars Guest from July 2024 - `We couldn`t have asked for a better location - walking distance to shops and fabulous restaurants! The house was exactly as described and incredibly comfortable. One of our favorite spots was the deck, perfect for morning coffee!`brHouse Rules & Helpful Infobrbr-Trash & Recycling: Please remove all trash, including any food left in the fridge, and place bagged trash in the outdoor bins.brbr-Recycling does not need to be sorted, except for bottles and cans that are refundable in Maine. These can be set aside—feel free to return them to a local redemption center, or housekeeping will collect them.brbr-No Smoking: Smoking is not permitted anywhere inside or outside on the property.brbr-No Fireworks: Fireworks are strictly prohibited on the premises.brbr-Damage Policy: We understand accidents happen! Please report any damage right away so we can address it quickly and prevent further issues.brbr-Starter Pack: Ohana provides a starter supply of essentials (toilet paper, paper towels, soap, etc.). Guests are responsible for replenishing the following items as needed.brbrThese items ARE NOT included...brbr-Spices & condimentsbrbr-Mosquito/tick repellentbrbr-Personal hygiene itemsbrbr-Sunscreenbrbr-Beach towelsbrbrGrill Use: If a grill is available, please do not move it and keep it 5–10 feet from the house at all times. Kindly clean the grill after each use.brbrIf propane runs out, please contact Ohana customer service for a replacement.brbrPrivate Wells & Septic Systems: Many of our homes use private wells and septic systems. brbr-Please: Flush only toilet paper—no wipes, feminine products, or other items.brbr-Avoid driving on the lawn, as pipes run underground.brbr-Be mindful of water usage. Excessive use (especially back-to-back showers or laundry) may temporarily drain the well or hot water. Give it time to replenish between uses.

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Sleeps

$470.52

/ Nightly

Cabin

Charming and Modern Log Cabin near the Ocean. Level II EV Charging on site!

Boothbay Harbor, Maine, United States

This Charming Cedar Log Cabin is a perfect mixture of Old and Modern, with Luxurious touch to add...brIt's a nicely renovated log cabin that we've worked hard to transform into a comfortable getaway cabin. .brIt is very clean and well equipped with all the new amenities, appliances and high end linens and furniture.brbrAnd there is Coffee Bar for coffee lovers~~!brbrInside and outside have plenty seats to lounge off alsobrbrIt is just a short walking distance to the Ocean/Barrett Park State Beach, Water Front Restaurants and to the center of town. Just walk down, cross the historic footbridge to the town, very unique experience.brbrThe living room area is very bright with 7 new skylights on a brand new roof, new furnitures from the high end store, coffee bar with Nespresso, Milk Frother to make a nice cup of cappuccino, or make10 cups of coffee in a big machine, or drip coffee or Press coffee , you name it, we have them.brbrThis cabin is two story with open space, clean and well equipped with all the new appliances and high end amenities.brbrFirst floor - The livingroom, 8 feet long counter spaced kitchen, and 2 bedrooms, bathroom, and both front and back porch which has a nice screened in room.brbrInstantaneous Hot Water tank, and New HVACbrbrLoft area is also a nice place to lounge.. little children will love to find the hidden door to find the toys, or watch movie with a brand new 50 inch TV...brbrBack in a screened in porch - Nice stone table & chairs to dine out there, and also a set of seating sofa and sliders for 6 people. brbrOutside - New BBQ grill and picnic table is nice to have a cookout...brNew stone firepit with chairs is another added tough to enjoy the trees and peacefulness of this location.brFront porch with 4 Adirondack chairs is also a great spot to enjoy morning coffeebrbrBrand new HVAC system is installed to ensure your comfort in 2025, unlike other humid air in the area with Bay and ocean....brbrThis log cabin was originally imported from Europe, it will be 100 years old in 2024.brbrTwo people can enjoy a spacious and open living room and kitchen, but it is also cozy for fa family of four ~ five people.brbrCheck out this cabin! We have a top rating reviews as wellbrbrDave and Yuko Taylor

3

Bed

1

Bath

5

Sleeps

$635.46

/ Nightly

Private Vacation Home

Classic Maine Summer Cottage on the Ocean

Boothbay Harbor, Maine, United States

This classic Maine summer cottage was built in 1912 and its original design has been preserved—the beadboard wood throughout and the large windows looking out on the harbor give it timeless character. The setting offers all that’s needed for a classic coastal stay: a generous, South-facing porch overlooking the harbor, a small beach for exploring, a deep-water dock, and indoor comforts for rainy days and evenings—games, puzzles, bumper pool, and a large stone fully-stocked wood fireplace. brbrWith four bedrooms and three bathrooms upstairs, two sleeping porches, and a fifth bedroom downstairs with adjacent full bath, the house is ideal for family or friend reunions.brbrOutside, the lawn slopes gently to the water, where you’ll find a seawall, rocks to climb on, a deep-water dock with a swim ladder, and a small beach.brbrThis is a place for unplugged, old-fashioned Maine summers—with enough modern comfort to make it easy (including wifi throughout).brbrThe main floor of the home features a large living room with a stone fireplace, multiple seating areas, and a bumper pool table—perfect for some good old-fashioned family competition! There is a large dining table that expands seating from six to twelve, a fully equipped kitchen with modern appliances (original cast iron stove not in use), a beautiful front porch with harbor views, a twin bedroom and full bath off the kitchen, and a large washer and dryer for guest use on the back (lattice enclosed) porch. brbrUpstairs features two water-view bedrooms with queen beds and ensuite bathrooms, one rear bedroom with a queen bed, one rear bedroom with twin beds, a shared newly renovated full bathroom for rear bedrooms, and two enclosed sleeping porches with cots (perfect for kids!) Each bedroom has a closet and a dresser. brbrThis property is a one-mile walk to downtown Boothbay Harbor, where guests can enjoy delicious fresh seafood from one of the many restaurants, enjoy shopping for souvenirs, and walking the quaint streets of this special harbor town.brbrPlease note that this is a historic cottage with original finishes, not a contemporary home. Boats and kayaks are not provided, but can be rented and delivered easily through Maine Kayak in downtown Boothbay Harbor.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.

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Sleeps

$490.92

/ Nightly

Cottage

Southern Cross by Chill Vacation Rentals

Boothbay Harbor, Maine, United States

Welcome to Southern Cross! This brand-new, waterfront cottage was built in 2023 and features loads of modern conveniences, beautiful water views, a private dock, kayaks and AC. Located in a small cabin community of about 34 homes nestled amongst the pines, Southern Cross feels miles away from the hustle and bustle, but is only 2 miles from downtown Boothbay Harbor. The community also offers a shared beach on a small lake, a community dock on the bay and is a short walk to a network of some of thhe areas best hiking trails. Come experience the best of Maine!

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Sleeps

$1090.0

/ Nightly

Private Vacation Home

LUXURY OCEAN FRONT BOOTHBAY HARBOR HOME- 3 BED, 2 BATH, SLEEPS 10- PETS OK

Boothbay Harbor, Maine, United States

10% DISCOUNT ON REMAI NING THREE WEEKS [2]brbrLUXURY 3 BEDROOM, 2 BATH HOME-SLEEPS 10brbrRIGHT ON THE WATER- 3 MINUTE WALK TO TOWN- FIREPLACE- FIREPIT -BEAUTIFUL GARDENS- KAYAKS- WIFI- SWIMMING- FISHING. brbrThis home books quickly. Reserve early to ensure your vacation at Mill Cove. 2073505344brbrUnique ocean front home located on Mill Cove, a picturesque and active setting with panoramic southerly ocean views with sunrises and sunsets. SUN ALL DAY. 3 minute walk gets you to the heart of Boothbay Harbor for shopping, dining, boat rides, and entertainment. No need to worry about parking.brThis cove is tidal and has 6-8 feet of water at high tide and is a natural habitat for waterfowl, Striped Bass and Mackerel.brThe back yard features beautiful gardens and a sitting/dining area right at the water's edge under a large pergola covered with wisteria and grapevine. Relax in one of our many Adirondack chairs on the waters edge. Enjoy the fire pit while roasting S'mores and watching the sunset on the cove. If you're feeling adventurous, we provide you with 3 ocean kayaks, or you can swim and fish off your own private dock and float without ever leaving the property. brRelax on the large deck equipped with gas grill and large dining area overlooking the magnificent gardens and the harbor. brThe fully-equipped gourmet kitchen features a large island with dine-up seating. The sunroom/dining area is just off the kitchen and features cozy pillow wrap around seating. The spacious but cozy Tuscan-style living room has bistro-style dining for four, a beautiful gas fireplace, 46' LED Smart TV with surround-sound with French doors leading out onto the expansive porch overlooking the gardens and cove. brbrMaster bedroom has a king bed, separate dressing room as well as a lounging area with Smart TV. French doors leading onto a private deck overlooking the water. Bedroom 2 is water-view with a queen bed. BR 3 has 1 full and 2 twin beds . All bedrooms are located on the second floor. There is a full-size pull-out sofa bed in the living room. A/C in each bedroom, kitchen area and living room.brbrThis traditional Maine home has been in the family for eighty years and has everything to enhance your Maine vacation. If you want to be steps from town but feel like you're miles away, Mill Cove is your perfect vacation destination. “This is it!!!!!!” 3:00 pm check-in, 10:00 am check-out. WIFI, Smart TV. Great place for a SMALL wedding! We have had 9 here. 2073505344brbrKeywords: waterfront, ocean front, on the water, Boothbay Harbor, Boating, Fishing, swimming, weddings, fireplace, firepit

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Sleeps

$577.62

/ Nightly

Private Vacation Home

Oceanfront with private dock and float. Three bedroom, two bathroom cottage on Linekin Bay

Boothbay Harbor, Maine, United States

The perfect waterfront retreat, Linekin Lodge offers a cozy and inviting atmosphere that will make you feel right at home. Step inside and be greeted by stunning water views through floor-to-ceiling windows, bringing the beauty of the Bay right into your living space. Whether you are seeking a peaceful getaway or an adventurous vacation, this cottage has something for everyone.brbrAs you make your way through the house, you will notice that every room offers a spectacular view of the Bay. The spacious and well-appointed kitchen is fully equipped with everything you need to whip up your favorite meals while embracing the sights and sounds of the water. Enjoy your meals at the dining table with a view, or take it outside to the private deck for an al fresco dining experience.brbrWith a private dock and mooring at your disposal, you can easily venture out and explore the Bay on your boat or kayak. Bayville offers a charming and peaceful community with amenities such as a tidal beach and tennis courts. Take advantage of the community beach and dock, perfect for swimming, fishing, or simply relaxing by the water.brbrLocated within a short distance from the hustle and bustle of downtown Boothbay Harbor, Bayville is the ideal location for a quiet and picturesque Maine vacation. Enjoy the local restaurants, shops, and attractions, then retreat back to the peacefulness of Linekin Lodge.brbrWe invite you to start your day with a cup of coffee, a good book, and the refreshing smells of a Maine summer while taking in the beautiful views from your waterfront cottage. Book your stay at Linekin Lodge and experience the ultimate Maine vacation.brThis is a non smoking house.

3

Bed

2

Bath

6

Sleeps

$646.54

/ Nightly

Private Vacation Home

Morning Sun | Spruce Point | 1 Bedroom | 1 Bathroom

Boothbay Harbor, Maine, United States

Morning Sun: A Modern Carriage House Retreat on Spruce PointbrbrNestled in the private and prestigious Spruce Point community of Boothbay Harbor, Morning Sun is a newly decorated carriage house offering a bright, modern, and coastal getaway. This second-floor sanctuary sits above a two-car garage, carefully furnished to provide a cozy and convenient base for your Maine adventures. With spectacular sunrises over Linekin Bay and proximity to the region's best dining and sights, Morning Sun is the perfect spot for a couple’s retreat or a small family escape.brbrCharming FeaturesbrModern Carriage House Living: Enjoy a fresh, contemporary interior with beautiful wooden walls, polished floors, and a bright, open-concept kitchen and living area.brLinekin Bay Sunrises: Wake up to the beauty of the Maine coast with stunning water views and the daily activity right outside your window.brLarge Waterside Deck: Take advantage of the first-floor deck, complete with a dining table, gas grill, and plenty of space to enjoy the cool sea breezes.brPrivate Beach Access: Explore the rocky shore and the low-tide beach—perfect for a quiet morning stroll or hunting for sea glass.brComfortable Amenities: The apartment is fully air-conditioned, ensuring you stay cool after a day of exploring in the sun.brSpacious Yard: The property features a large yard with ample outdoor seating, treated for ticks and mosquitoes, so you can relax worry-free.brbrLocated on the mouth of the harbor, Morning Sun is just a short stroll from the iconic Spruce Point Inn for dining and a quick drive (or trolley ride during the day!) into the heart of downtown Boothbay Harbor.brbrThe Details:brbrMinimum Stay: 7-Night Minimum (Summer); 4-Night Minimum (Fall).brbrBEDROOMS: 1 Spacious Bedroom.brbrBATHROOMS: (1) Full with shower onlybrbrDOGS PERMITTED Yes! Up to one adult dog under 35 lbs is welcome.brbrLINENS & TOWELS INCLUDED Yes, linens and towels are included in your reservation.brbrExplore the RegionbrSpruce Point Inn: Just a short distance away, enjoy world-class dining, spa services, and trolley pickups at this historic inn.brDowntown Boothbay Harbor: Explore the vibrant shops, local galleries, and seafood restaurants that make this town a favorite destination.brCoastal Adventures: From whale watching and island hopping to hiking the nearby land trust trails, there is no shortage of ways to experience the Midcoast.brWaterfront Relaxation: Watch the local boaters and wildlife from your private vantage point on Linekin Bay.brbrBook your stay at Morning Sun today and experience the beauty of the Maine coast!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.

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Sleeps

$484.3

/ Nightly

Private Vacation Home

Jordan Cottage by Sea Maine

Boothbay Harbor, Maine, United States

Don`t miss the chance to make our Maine cottage your home base for exploring the coastal wonders of Boothbay Harbor. Whether you seek relaxation, adventure, or a bit of both, our cottage is the perfect retreat. Secure your dates now for a quintessential Maine experience that blends tradition and modernity in a harmonious coastal setting. Your dream vacation awaits! Boothbay Harbor: Just 5 miles from downtown Boothbay Harbor, indulge in the coastal charm, explore eclectic shops, savor delicious seafood, and embark on boat tours for a true maritime experience.brbrIMPORTANT:brInstead of placing a security deposit hold on your card, we include a small, non-refundable $50 damage waiver in the reservation total—so your funds remain available throughout your trip. This Waiver covers damages up to $500.brbrPlease note that we have a pet fee (dogs only) for up to 2 for $200 and it is non-refundable. Thank you!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.

4

Bed

3

Bath

8

Sleeps

$665.57

/ Nightly

Private Vacation Home

Downtown Boothbay 3BR – Harbor Views, Private Deck, Walk Everywhere

Boothbay Harbor, Maine, United States

Welcome to your quintessential coastal Maine escape. This beautifully renovated two-story apartment occupies the top two floors of a charming 1894 Victorian home, nestled in the heart of downtown Boothbay Harbor. Combining timeless character with upscale comforts, the space offers harbor views, high-end finishes, and an unbeatable location—perfect for families, couples, or small groups seeking a walkable, pet-friendly retreat.brbrInside, you’ll find warm, rustic design touches including timber walls, shiplap accents, and reclaimed barrel décor, all softened by the natural light pouring in through oversized windows. The stylish kitchen is equipped with slate countertops from Monson, Maine, rich wood cabinetry, and modern stainless appliances, making it a pleasure to cook local seafood or morning brunches at home. A custom chandelier hangs above the dining table, and a stained glass window offers a peek onto the private back deck with seating for six.brbrThe spacious living area is made for relaxation, with a large sectional sofa, a wall-mounted TV, and playful features like a wine-barrel coffee table and a matching barrel dog bed for your furry friend. Step outside to a sunny second-floor deck and enjoy fresh ocean air. brbrThe main level features a tranquil primary suite with a queen bed, sitting chair, and a private bath outfitted with a barrel-themed sink and tiled shower. A half bath with a marble sink adds convenience for guests. Upstairs, two more bedrooms await—one with a queen bed and an oversized round window framing panoramic harbor views, and a fun bunk room perfect for kids, complete with two twin-over-twin bunks and bean bag chairs. A full bathroom on this level features a beautifully restored clawfoot tub and shower.brbrThis home is not only beautifully designed—it’s also extremely comfortable. Each bedroom and living space includes its own heat and air conditioning unit, allowing every guest to control their climate. A washer and dryer are included, along with private parking for two vehicles and a secure digital lock system for easy, contactless entry.brbrStep outside and you’re just moments from all the best Boothbay Harbor has to offer. Walk to whale watching tours with Cap’n Fish, scenic cruises aboard Schooner Eastwind, waterfront dining, independent shops and galleries. From lobster bakes on Cabbage Island to exploring the Coastal Maine Botanical Gardens (short drive) or enjoying the wintertime Gardens Aglow light festival, this central location puts everything within easy reach.brbrWhether you`re here for summer sailing, fall foliage, or a cozy winter getaway, this dog-friendly harbor view home offers the perfect balance of luxury, location, and local flavor!brbrWhat pasts guests have said - brbr5 stars Lori K. Jun 2025brWe where thrilled with Buddy`s Barrell House. It has a great layout very modern amenities and the location is the winner. Great stay!brbr5 stars Nicole C.Sep 2024brWe booked our annual trip up to Maine and was lucky enough to book Buddy’s Barrel House. Most of the time this property is booked up pretty quickly when the year starts and now we understand why. Every detail that went into this house is very impressive from the curated decor to the color coordinating Fiesta dinnerware. They keep it very well stocked with cookware, k-cups, linens, etc. The house itself is gorgeous and filled with so much character. We spent our mornings on the deck eating breakfast and enjoying the view. We LOVED the location, all of our favorite spots were just a few feet away from the front door. Looking forward to staying here again for our next visit to Boothbay!brbrbrKathy P.Jul 2024brThe place was immaculate! Location was great. It was very convenient to park the car and be able to walk to everything. The house was so unique. You could spend a day just looking at the special features of the house and the detail of it. It was very well stocked, the beds were very comfortable, and the kitchen made you want to fix meals and not go out to eat. We are looking forward to our next vacation there. GREAT PLACE!!!brHouse Rules & Helpful InfobrbrTrash & Recyclingbrbr-Please remove all trash, including any food left in the fridge, and place bagged trash in the outdoor bins located under the deck in front of the driveway.brbr-You do not need to bring the cans to the street.brbr-Recycling does not need to be sorted, except for bottles and cans that are refundable in Maine. These can be set aside—feel free to return them to a local redemption center, or housekeeping will collect them.brbr-No Smoking is permitted anywhere inside or outside on the property.brbr-Fireworks are strictly prohibited on the premises.brbr-Damage Policy: Accidents happen—please report any damage promptly so we can address it quickly. The Damage Waiver covers unintentional damage to the property and its contents up to $1500, provided damages are reported to Ohana Vacations before check-out. (Airbnb reservations excluded)brbr-Starter Pack - Ohana provides a starter supply of essentials (toilet paper, paper towels, soap, etc.). Guests are responsible for replenishing these items as needed.brbrPlease note that the following are not included:brbr-Spices & condimentsbrbr-Mosquito/tick repellentbrbr-Personal hygiene itemsbrbr-Sunscreenbrbr-dBeach towelsbrbrGrill Use - If a grill is available, please do not move it and keep it 5–10 feet from the house at all times. Kindly clean the grill after each use. If propane runs out, please contact Ohana customer service for a replacement.brbrPrivate Wells & Septic Systems: Many of our homes use private wells and septic systems. brbr-Flush only toilet paper—no wipes, feminine products, or other items.brbr-Avoid driving on the lawn, as pipes run underground.brbr-Be mindful of water usage. Excessive use (especially back-to-back showers or laundry) may temporarily drain the well or hot water. Give it time to replenish between uses.

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Sleeps

$426.55

/ Nightly

Apartment

Downtown Boothbay Harbor Studio – Ocean Views, Dog-Friendly, Walk to Pier

Boothbay Harbor, Maine, United States

Welcome to The Coal Shack, a beautifully restored, dog-friendly harbor front studio ideally located in Downtown Boothbay Harbor. Just steps from whale watching tours, boat cruises, local shops, and waterfront dining, this cozy studio is the perfect coastal retreat for couples and small families exploring Midcoast Maine.brbrWhether you`re planning a day trip to Monhegan Island, a lobster bake on Cabbage Island, or just want to soak in harbor views from your private deck, this vacation rental puts you at the center of it all.brbrInside, the warm timber walls, Blue Granite countertops, and copper fixtures create a rustic-yet-modern charm. This studio apartment features a queen bed, a twin sleeper sofa, and sleeps up to 2 adults and 1 child comfortably.brbrStep through French doors onto your private mahogany deck, where you can enjoy morning coffee or evening wine while watching the boats go by.brbrWalk a few short steps to Red Cup Coffeeshop for your favorite morning beverage and fresh baked goods, or indulge in a delicious breakfast at Kelly`s, located at the Footbridge. brbrAfter a day of adventure, unwind with your favorite show on the flat-screen TV, then relax in the river rock walk-in shower before sinking into the plush queen bed for a restful night.brbrFour-legged guests are more than welcome at The Coal Shack! A grassy park is located just outside your door, and dog-friendly hiking trails are only a short drive away.brbrWhat past guests have to say -brbr5 stars Tyler A.Feb 2025brWe look forward to returning soon. The best place we have ever stayed!brbr5 stars Sai M.Jun 2025brWonderful place right in downtown Boothbay Harbor. Everything was at a walkable distance. The place was cozy and clean.brbr5 stars Susan D.May 2025brThis property has all the bells and whistles for a studio unit right in town. We were only able to book 2 nights but enjoyed our stay. Make sure to get your the Botanical Gardens which we did!brbr5 stars Lou S.Mar 2025brVery clean and recently updated/re-modeled. Really close to restaurants, shopping and touristy things to do.brbrWalk to:brbrCap’n Fish’s Whale Watch, Balmy Days Cruises & Schooner Eastwind toursbrbrLocally owned shops, galleries & eateriesbrbrPorts of Italy (open seasonally), Footbridge Brewery, and Eventide SpecialtiesbrbrWith on-site parking, WiFi, and waterfront access, this harborfront hideaway is your key to a classic Boothbay Harbor experience—whether you visit in peak summer or for the magical Festival of Lights season.brbrShort drive to Coastal Maine Botanical Gardens, Maine State Aquarium and Boothbay Railway VillagebrbrQuick Facts:brbr-Sleeps 2 adults + 1 small childbrbr-Up to 2 dogs welcome (other pets by request)brbr-Harbor views from private deckbrbr-Free parking for 1 vehiclebrbr-Walk to downtown Boothbay attractionsbrbr-No smoking | Must be 25+ to bookbrbr-Located on the 2nd floor (stairs required)brHouse Rules & Helpful Infobrbr-Trash & Recyclingbrbr-Please remove all trash, including any food left in the fridge, and place bagged trash in the outdoor bins located at the bottom of the stairs.brbr-A key for the trash area is on the kitchen island.brbr-You do not need to bring the cans to the street.brbr-Recycling does not need to be sorted, except for bottles and cans that are refundable in Maine. These can be set aside—feel free to return them to a local redemption center, or housekeeping will collect them.brbr-No Smoking: Smoking is not permitted anywhere inside or outside on the property.brbr-No Fireworks: Fireworks are strictly prohibited on the premises.brbr-Damage Policy: Accidents happen—please report any damage promptly so we can address it quickly. The Damage Waiver covers unintentional damage to the property and its contents up to $750, provided damages are reported to Ohana Vacations before check-out. (Airbnb reservations excluded)brbrStarter Pack: Ohana provides a starter supply of essentials (toilet paper, paper towels, soap, etc.). Guests are responsible for replenishing the following items as needed.brbrThese items ARE NOT included...brbr-Spices & condimentsbrbr-Mosquito/tick repellentbrbr-Personal hygiene itemsbrbr-Sunscreenbrbr-Beach towelsbrbrGrill Use: If a grill is available, please do not move it and keep it 5–10 feet from the house at all times. Kindly clean the grill after each use.brbrIf propane runs out, please contact Ohana customer service for a replacement.brbrPrivate Wells & Septic Systems: Many of our homes use private wells and septic systems. brbr-Please: Flush only toilet paper—no wipes, feminine products, or other items.brbr-Avoid driving on the lawn, as pipes run underground.brbr-Be mindful of water usage. Excessive use (especially back-to-back showers or laundry) may temporarily drain the well or hot water. Give it time to replenish between uses.

1

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1

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3

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$414.2

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Bed & Breakfast

Boothbay Harbor Queen Suite - Room 16 at AQ Inn - Ocean View

Boothbay Harbor, Maine, United States

Quaint & Cozy Ground-Floor Queen Room – Steps from Downtown Boothbay HarborbrbrRoom 16 at the Admiral’s Quarters Inn is our most affordable and charming option—perfect for couples or solo travelers looking for comfort and convenience in the heart of Boothbay Harbor. This freshly updated queen bedroom is located on the ground floor with no stairs, making it easily accessible for all guests.brbrWhile the room itself does not offer a harbor view, you're just steps away from shared outdoor spaces including the solarium, the main balcony, and Adirondack chairs set on grassy knolls with panoramic ocean and harbor views.brbrEnjoy a peaceful stay within walking distance of the harbor’s best shops, boat tours, and waterfront dining.brbrHighlights:brbrGround-floor queen bedroom with easy accessbrbrPrivate en-suite bathroombrbrAccess to shared harbor view balconies and gardensbrbrShort stroll to downtown attractions, dining, and boat cruisesbrbrExperience classic Maine charm and exceptional value at Room 16, Admiral’s Quarters Inn.

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$330.27

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Apartment

Best Location and above it all. Updated & Refreshed.

Boothbay Harbor, Maine, United States

Cozy and quiet and yet perfect downtown location. Walk to restaurants and boats and popular with many returns - this third floor (2nd floor for our international guests) boasts 900 feet of sunlight and wonderful views of the harbor, the town, fireworks (on select holidays) and parades. On warm Thursday nights you can hear the band playing old favorites on the library lawn. The apartment has a private entrance (off a common hall), large living room with sofa, reading chairs, desk, Brand new large 'Smart' TV including HBO MAX & PBS (supplied) and access to your own accounts (not supplied) on Netflix, Amazon, Hulu and others), small private balcony to read or enjoy afternoon drinks (for 2). Classic views of town, local hilltops, churches and restaurants along the inner harbor on the near and opposite shore. Bedroom with twin Jenny Lind beds (new mattresses) and new bedding (all cotton!). Large eat in kitchen with full appliances (no dishwasher). Parking on premises (1 space). Truly in the heart of town this location provides front door access to best restaurants in region, trolleys, shops, Opera House and all that Boothbay Harbor has to offer. Solid quiet building full of art and antiques. Brand new carpeting. Ideal for relaxation and day trips returning to your in-town location for cocktails, dinner and fireworks (on certain holidays and events – see Harbor guide). For those who appreciate being above it all. Free Wifi, heat, AC, bedding, and access to laundry. Sleeps 2. Can be rented with 'Milliner' (500093) in same building for traveling with friends!

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2

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$463.25

/ Nightly

Private Vacation Home

Large 3 Bedroom Farmhouse Walking Distance from Downtown Boothbay Harbor!

Boothbay Harbor, Maine, United States

Get ready to relax in this 3-bedroom house in Boothbay Harbor. This adorable home features two king beds, two twin beds, an air mattress, and a portable crib, making it perfect for families or groups. With 1.5 bathrooms, a full kitchen with cooking accessories, a coffee/tea bar, a spacious living room, loft area, and back patio, guests can enjoy comfort and convenience throughout their stay. The cool interior offers a welcoming space to unwind after a day of exploring. Whether you’re curling up with a book or sharing a meal, this enchanting house provides a cozy retreat. Fall in love with Boothbay Harbor and enjoy the magic it has to offer. The house is a short walk from the harbor and downtown, where you will find a variety of restaurants, shops, stunning water views with boats arriving and departing throughout the day.

3

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1

Bath

7

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$356.8

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Private Vacation Home

Classic Maine Cottage: Walk to Boothbay Harbor

Boothbay Harbor, Maine, United States

Experience the charm of Boothbay Harbor from the comfort of Tide Pool Cottage, a cozy 2-bedroom, 1-bathroom retreat ideally located just minutes from one of Maine’s most beloved seaside towns. Known for its ocean views, working waterfront, and vibrant maritime culture, Boothbay Harbor offers an unforgettable blend of natural beauty, small-town warmth, and seaside adventure. brbrWander through the harbor’s quaint downtown filled with art galleries, boutique shops, and cozy cafés, or enjoy fresh-off-the-boat lobster at a dockside restaurant while watching the sunset over the bay. The harbor comes alive in the summer months with schooner sails, whale-watching tours, and live music echoing from waterfront patios.brbrInside, Tide Pool Cottage features a bright, open layout filled with natural light. The well-equipped kitchen opens into multiple living areas, including a living room and a peaceful den—perfect for relaxing, playing board games, or spending quality time with family. brbrStep outside to enjoy a private deck and backyard, the perfect spot to sip your morning coffee or unwind with an evening drink while soaking in the quiet surroundings.brbrPlease Note: This cottage does not offer water views or direct water access. A vehicle is needed to access the home and surrounding areas; Uber does not operate in the area. No dogs are allowed at this property. brbr Key Features:br• Walking distance to the iconic Boothbay Harbor Footbridge for easy access to the quintessential coastal town br• Fully Stocked Kitchen – everything needed for meals at home br• Private Backyard – grill, café table for morning coffee, a firepit and games br• Sun-Filled Living Room – with games, books and comfortable seating br• Washer & Dryer (located on the main floor)brbr Home Layout:brPrimary Level: br• Kitchenbr• Family Room (with TV) and Dining Area (seats 4) br• Den (with TV)br• Washer and Dryerbr• Access to deck and backyard brSecond Level: br• Bedroom 1: Queen Bed br• Bedroom 2: Queen Bed br• Full bathroom with walk in shower brbr♿ Accessibility: There is 1 step to enter the home. Access to both bedrooms and the bathroom require climbing a steep staircase. brbr Parking: Off street parking for 2 vehicles brbr Location & Local Charm:Located just minutes from downtown Boothbay Harbor, this cottage offers convenient access to restaurants, shops, and waterfront attractions. The iconic footbridge is a 25-minute walk away, providing easy entry into the heart of the harbor.brbrWithin walking distance, you’ll find Carousel Marina, home to The Whale’s Tale, Seafarer’s Pub, and Lobster Wharf—each offering outdoor seating, live music, and stunning sunset views. Barrett’s Park is less than a mile away and features a sandy beach, a designated swimming area, and a spacious grassy lawn perfect for picnics. You can also take a morning stroll along the Spruce Point shoreline, where you’ll enjoy views of the historic Burnt Island Lighthouse.brbrBoothbay Harbor offers many options for day excursions, including whale watch tours and the popular Cabbage Island Clambake. The Coastal Maine Botanical Gardens are nearby as well as the Maine State Aquarium and the Railway Village Museum. brbr**Stay at Tide Pool Cottage and receive a discount on a fishing charter with Fish Boothbay! Located walking distance from the cottage (Carousel Marina), Captain Jeff Dutremble is a licensed United States Coast Guard OUPV Captain and Registered Maine Tidewater Fishing Guide. brbr Things to Do Nearby: Other coastal towns that are an easy drive from the cottage include: Damariscotta (30 minutes), Camden/Rockland (1 hour), Bath (40 minutes), Brunswick (50 minutes), Freeport (1 hour) and Portland (1 ½ hours). A detailed guidebook will be provided with recommendations for these and other local highlights.

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$791.34

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Bed & Breakfast

Boothbay Harbor Penthouse Suite - Room 15 at AQ Inn - Fireplace, Ocean View

Boothbay Harbor, Maine, United States

Oceanview King Suite with Private Balcony | Prime Boothbay Harbor LocationbrSleeps 4 | 1 King Bed + Twin Trundle | 1 Bath | Balcony | Harbor Views | Free ParkingbrbrWelcome to Room 15 at Admiral’s Quarters Inn, a stunning 2-room waterfront suite perched on the second floor, offering panoramic views of Boothbay Harbor and the Atlantic Ocean. This beautifully appointed suite is perfect for couples, solo travelers, or small families looking for a peaceful coastal retreat in the heart of Downtown Boothbay Harbor, Maine.brbrSleeping Arrangements:brPrimary Bedroom: King-size bed with full harbor views, wall of windows, and cozy fireplacebrbrSecond Room: Twin trundle bed, ideal for an extra guest or childbrbrBathroom:brPrivate bath with a large walk-in glass shower, plush towels, and premium toiletriesbrbrWhat Makes This Suite Special:brPrivate Balcony with seating and breathtaking harbor and ocean viewsbrbrFloor-to-ceiling windows—wake up to the sunrise over the waterbrbrGas fireplace for cozy nights by the seabrbrBuilt-in closet with mini fridge and ample storagebrbrComplimentary robes, Wi-Fi, and on-site parkingbrbrAccess:brTwo entrances: interior staircase through the main house or private staircase via the back balconybrbrUnbeatable Boothbay Harbor Location:brWalk to everything! Just steps from:brbrLocal seafood restaurants and waterfront diningbrbrScenic boat tours, kayaking, and whale watchingbrbrBoutique shopping, galleries, and cafesbrbrTop attractions like the Boothbay Harbor Footbridge, Coastal Maine Botanical Gardens, and morebrbrGuest Perks:brDaily housekeepingbrbrComplimentary Wi-FibrbrFree on-site parkingbrbrInsider tips from our friendly innkeeper staffbrbrWhat Guests Say:brBest views in Boothbay!brWoke up every morning to lighthouses and lobster boats. The balcony was our favorite part!brbrBook Now for the Best Availability!brThis premium suite is one of the most requested rooms at Admiral’s Quarters Inn. Don’t miss your chance to enjoy an unforgettable stay with million-dollar views and walkable access to everything Boothbay Harbor has to offer.

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