Nautical vacation rental in in walkable downtown with harbor view, grill & deck
Retreat into the romance of coastal Maine at this exquisite Boothbay Harbor vacation rental that bursts with vintage character and seaside charm. Your harbor-view gem comprises two separate three-level homes. You'll love the antique decor and original 1800s wood floors, while modern amenities include updated kitchens and smart TVs. Across the street, you'll find sunset chairs with the best footbridge view in town. Stroll to the pier, waterfront parks, and tasty dining options. Pack your binoculars for Cap'n Fish's Whale Watching, climb aboard the Windjammer Eastwind, or rent a seafaring vessel at Schooner Eastward. Boothbay Harbor Country Club and Coastal Maine Botanical Gardens are within a short drive.
Captain's Quarters' modern living area presents a Sonos system and a large 4K smart TV with access to Netflix, Hulu, Apple TV, and all of today's online entertainment. Prepare delicious dishes in the convenient full kitchen, configured with a small eat-in table and a larger nearby dining table.
Sleep soundly in the primary suite that has an en suite bathroom that is also accessible via the hallway. One of the guest bedrooms includes a telescope for harbor gazing. All bedrooms provide a smart TV, bedside USB charging, and a Bluetooth music system.
Head of the Harbor has an inviting living area with twin and queen sofa beds. The 4K smart TV provides access to Netflix, Hulu, Apple TV, and other services. A large farmhouse sink and an eat-in table highlight the beautifully updated kitchen. The gas grill on the deck is perfect for sunny afternoon cookouts. The bedroom occupies the entire top floor and features a charming antechamber with a window air-conditioning unit.
Extra perks include complimentary commercial-grade WiFi and a backup generator. Each home is equipped with a private washer/dryer.
THINGS TO KNOW The homes are not directly connected.
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
About the area
Boothbay Harbor
Located in Boothbay Harbor, this holiday home is by the sea. Boothbay Region Land Trust and Boothbay Harbor Marina are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Boothbay Farmers' Market and Montsweag Flea Market. Opera House at Boothbay Harbor and Maine State Aquarium are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and ecotours.
Opera House at Boothbay Harbor - 3 min walk - 0.3 km
Boothbay Harbor Marina - 8 min walk - 0.7 km
Boothbay Region Land Trust - 8 min walk - 0.7 km
Fisherman's Memorial Park - 10 min walk - 0.9 km
Burnt Island Living Lighthouse - 10 min walk - 0.9 km
Getting around
Brunswick Station - 46 min drive
Wiscasset, ME (ISS) - 27 min drive
Restaurants
Circle K - 14 min walk
Pinkham’s Gourmet Market - 2 min drive
Footbridge Brewery - 7 min walk
Tugboat Inn - 12 min walk
Farm 23 - 16 min walk
Frequently asked questions
Is Nautical vacation rental in in walkable downtown with harbor view, grill & deck pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Nautical vacation rental in in walkable downtown with harbor view, grill & deck?
As of 19 May 2026, prices found for a 1-night stay for 2 adults at Nautical vacation rental in in walkable downtown with harbor view, grill & deck on 29 August 2026 start from NZ$497, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Nautical vacation rental in in walkable downtown with harbor view, grill & deck?
On-site parking is available at the property.
What time is check-in at Nautical vacation rental in in walkable downtown with harbor view, grill & deck?
Check-in begins at 4:00 PM.
What time is check-out at Nautical vacation rental in in walkable downtown with harbor view, grill & deck?
Checkout is at 10:00 AM.
Where is Nautical vacation rental in in walkable downtown with harbor view, grill & deck located?
Situated by the sea, this holiday home is within a 10-minute walk of Opera House at Boothbay Harbor, Boothbay Region Historical Society Museum and Boothbay Region Land Trust. Boothbay Harbor Marina and Boothbay Harbor Memorial Library are also within 10 minutes.