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

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.

Inside, 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.

The 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.

The 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.

This 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.

Step 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.

Whether 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!

What pasts guests have said -

5 stars Lori K. Jun 2025
We where thrilled with Buddy's Barrell House. It has a great layout very modern amenities and the location is the winner. Great stay!

5 stars Nicole C.Sep 2024
We 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!


Kathy P.Jul 2024
The 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!!!
House Rules & Helpful Info

Trash & Recycling

-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.

-You do not need to bring the cans to the street.

-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.

-No Smoking is permitted anywhere inside or outside on the property.

-Fireworks are strictly prohibited on the premises.

-Damage Policy - We understand accidents happen! Please report any damage right away so we can address it quickly and prevent further issues.

-Starter Pack - Ohana provides a starter supply of essentials (toilet paper, paper towels, soap, etc.). Guests are responsible for replenishing these items as needed.

Please note that the following are not included:

-Spices & condiments

-Mosquito/tick repellent

-Personal hygiene items

-Sunscreen

-dBeach towels

Grill 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.

Private Wells & Septic Systems: Many of our homes use private wells and septic systems.

-Flush only toilet paper—no wipes, feminine products, or other items.

-Avoid driving on the lawn, as pipes run underground.

-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.