This property is managed by the property manager: Caretakers with heart.
Harborfront Luxury Meets Cozy Coastal Charm – Two Unique Dog-Friendly Rentals in Downtown Boothbay Harbor
Welcome to your quintessential Midcoast Maine escape, where two beautifully restored vacation rentals—offer timeless charm, upscale comfort, and unbeatable walkability in the heart of Boothbay Harbor.
Occupying the top two floors of a historic 1894 Victorian, this spacious, pet-friendly retreat is perfect for families, couples, or small groups. Thoughtfully designed with timber walls, shiplap accents, and reclaimed barrel décor, the space blends rustic elegance with modern amenities. Enjoy a chef-ready kitchen with Monson slate countertops, stainless appliances, and stained glass details, plus an outdoor deck for morning coffee or evening cocktails.
The home sleeps up to 8 across three bedrooms, including a queen primary suite with private bath, a second queen bedroom with panoramic harbor views, and a playful bunk room for kids. A full bath with a clawfoot tub and an additional half bath offer convenience, while mini-split heat/AC units in every room ensure year-round comfort. With a washer/dryer, private parking, and digital entry, your stay is as easy as it is memorable.
Just steps away, an adjacent cozy harbor front studio offers an intimate coastal retreat ideal for couples or small families. Featuring warm timber walls, Blue Granite countertops, and copper fixtures, the space sleeps 2 adults and 1 child with a queen bed and twin sleeper sofa. French doors open to a private mahogany deck with harbor views—perfect for soaking in the ocean breeze or watching the boats go by.
After a day of exploring, unwind in the river rock walk-in shower, stream your favorite show, and relax into plush bedding. Walk to Red Cup Coffeeshop or Kelly’s for breakfast, and return for sunset drinks on the deck. A grassy park out front and nearby trails make it a favorite for furry companions, too.
The Best of Boothbay at Your Doorstep
From both properties, you’re just steps from harbor cruises with Cap’n Fish, sailing adventures aboard Schooner Eastwind, waterfront dining, and charming local shops. Take a day trip to Monhegan Island, enjoy a lobster bake on Cabbage Island, or visit the renowned Coastal Maine Botanical Gardens—home to the magical Gardens Aglow in winter.
Whether you're here for sailing season, fall foliage, or a peaceful winter escape, these thoughtfully curated homes offer the perfect blend of location, comfort, and local flavor—with harbor views and pet-friendly charm that make every stay unforgettable.
* Managed by the property manager - Where Guests Become Family.
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.
-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: Smoking is not permitted anywhere inside or outside on the property.
-No Fireworks: 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 the following items as needed.
These items ARE NOT included...
-Spices & condiments
-Mosquito/tick repellent
-Personal hygiene items
-Sunscreen
-Beach towels
Private Wells & Septic Systems: Many of our homes use private wells and septic systems.
-Please: 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.
