Located within a 5-minute walk of Opera House at Boothbay Harbor, this vacation home is within a 15-minute stroll of Boothbay Region Historical Society Museum. The vacation home includes a kitchen, a fireplace, and a patio.
Opera House at Boothbay Harbor - 3 min walk - 0.2 miles
Boothbay Region Land Trust - 6 min walk - 0.4 miles
Boothbay Harbor Marina - 8 min walk - 0.5 miles
Barrett Park - 10 min walk - 0.6 miles
Burnt Island Living Lighthouse - 10 min walk - 0.6 miles
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
Tugboat Inn - 12 min walk
Harborside 1901 Bar & Grill - 8 min walk
Boothbay Lobster Wharf - 11 min walk
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Charming, historic cottage with modern upgrades - stroll to dining & attractions
Head of the Harbor II
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
This luxury retreat in the heart of the Mid-Coast, Captain's Quarters, is an 1800s Boothbay Harbor cottage offering historic charm, modern furnishings, air-conditioning, and a prime locale looking directly out to the footbridge and across the street from the bay. A peaceful coastal getaway awaits, and you're only a short walk to the downtown shops and dining. You'll find a local brunch hot spot and a spa at your doorstep. When the day is done, head across the street to the sunset chairs providing the best view in town of the footbridge. Play golf or go sailing. Walk a half mile to Commercial Street and choose from whale watching at Maine Whale Watch, several great cruise operators, or renting a boat at Schooner Eastward.
Unwind into vacation mode in the modern living area. In the evening, listen to music on the Sonos system or settle in to stream a movie on the 55" 4k smart TV with access to Netflix, Hulu, Apple TV, and all of today's online entertainment. Prepare your favorite meals in the well-equipped kitchen, featuring an array of helpful appliances, including a dishwasher. Or, keep mealtime simple and sizzle burgers on the shared gas grill on the patio behind the building.
Each bedroom in this three-story home has a smart TV, bedside USB charging, and Bluetooth music systems. Find comfort in the primary suite, which has an en suite bathroom accessible via the hallway. A guest bedroom features a telescope for gazing out to the sites in the harbor.
Extra perks include a washer/dryer, complimentary commercial-grade WiFi, and a backup generator.
THINGS TO KNOW This vacation rental is accessed via two steep flights of stairs.
Parking notes: There is free parking available for 2 vehicles. This rental is located on floor 2.
Security camera details: this home is equipped with a ring door bell
Please note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!
Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit. More information can be downloaded from the "Rental Agreement" on the checkout page.
Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
The vacation home is air-conditioned and features a kitchen and a patio, and there's space to spread out with 3 bedrooms and a dining area. The bathroom offers hair dryers and free toiletries. Other standard amenities include a washing machine, a fireplace, and a coffee maker.
Note from host: Smoking is not permitted anywhere on the premises.
Services and conveniences
Iron/ironing board
Location highlights
In a village
In the city center
Near a hospital
Near the sea
Things to do
Birdwatching nearby
Cycling nearby
Ecotours nearby
Fishing nearby
Hiking/biking trails nearby
Jet skiing nearby
Kayaking nearby
Motor boating nearby
Parasailing nearby
Sailing nearby
Scuba diving nearby
Snorkeling nearby
Surfing/bodyboarding nearby
Swimming nearby
Water skiing nearby
Water tubing nearby
Whale watching nearby
Wildlife walks nearby
Winery tours nearby
Safety features
Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
Smoke detector (host has indicated there is a smoke detector on the property)
First aid kit
Fire extinguisher
Deadbolt lock
General
Unit size: 1,000 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
For information about quiet hours, please refer to the listing description.
Pets
This property doesn't allow pets
Children and extra beds
Children allowed: ages 0-17
Events
No events allowed
Smoking
Smoking is not permitted
Smoking is not permitted anywhere on the premises.
Important information
You need to know
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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Check-in: 4:00 PM
Check-out: 10:00 AM
Minimum check-in age: 25
We should mention
Details about charges, deposits, or other important information:
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
Onsite parties or group events are strictly prohibited.
Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.
Property is also known as
55660
Frequently asked questions
What is there to do within easy reach of this vacation home?
Located steps from Opera House at Boothbay Harbor, this vacation home is in Boothbay Harbor, and within a 10-minute walk of Boothbay Harbor Marina and Boothbay Region Land Trust. You'll also find Linekin Bay and Barrett Park less than a mile away.
Is there parking available at this vacation home?
No, there isn't parking available at the vacation home.
Is this vacation home adjacent to a casino?
No, this vacation home is not connected to a casino.
Will I find an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home.
Is Charming, historic cottage with modern upgrades - stroll to dining & attractions a good place to stay for couples?
Couples will appreciate amenities at this vacation home, including a fireplace and a kitchen in each accommodation and fireplaces in some.
Does Charming, historic cottage with modern upgrades - stroll to dining & attractions have a hot tub?
No, this vacation home doesn't have a spa tub.
Does this vacation home provide breakfast?
No, this vacation home doesn't offer breakfast.
Does this vacation home allow pets to stay for free?
No, pets aren't allowed at this vacation home.
Are there connecting rooms at this vacation home?
No, there aren't connecting rooms at this vacation home.
What is the closest airport to this vacation home?
The closest major airport to this vacation home is Wiscasset, ME (ISS), which is 17.1 mi away (27 minutes by car).
Can I book a room with a balcony at Charming, historic cottage with modern upgrades - stroll to dining & attractions?
Yes, every accommodation at Charming, historic cottage with modern upgrades - stroll to dining & attractions comes with a deck.
Charming, historic cottage with modern upgrades - stroll to dining & attractions Reviews
Reviews
9.2
Wonderful
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 16 out of 25 reviews
10 - Excellent
16
Rating 8 - Good. 7 out of 25 reviews
8 - Good
7
Rating 6 - Okay. 2 out of 25 reviews
6 - Okay
2
Rating 4 - Poor. 0 out of 25 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 25 reviews
2 - Terrible
0
9.6/10
Cleanliness
Reviews
10/10 Excellent
Preston J.
Jul 29, 2025
Liked: Cleanliness
Excellent location and very well maintained. Great WiFi.
Preston J.
Stayed 4 nights in Jul 2025
10/10 Excellent
Juliet J.
Jul 19, 2025
Liked: Cleanliness
The upper apartment of the cottage was nice for our family of 5. Location is perfect to reach either side of the harbor within a 7 minute walk. The cafe downstairs is a town favorite but only takes cash. FYI. The steps inside the apartment to the third floor are extremely steep and shallow so be mindful if you have any older people or younger people that can’t easily navigate ladder-like stairs. The closet spaces within the upstairs rooms are very limited but there are dressers in each room with ample space to unpack.One note: There is no bathroom on the third floor where the 2/3 bedrooms are so if you have to wake up at night, it’s a steep climb down to the single bathroom and back up, in the dark! The kitchen appliances are very limited and utensils/kitchen dishes are sparse. This is a problem that needs attention. There was one cereal bowl in the whole house. - there is a Roku speaker that is nice to have for days you may be spending inside and a nice long table for puzzles and card games. Overall, the place is clean and has a lot of charm in the beautiful Boothbay setting.
Juliet J.
Stayed 4 nights in Jun 2025
10/10 Excellent
Elton W., Harveys Lake
Sep 24, 2023
Liked: Cleanliness
Nice property with excellent location, with a few caveats
Check in was super smooth and the house location was excellent with off street parking. Conveniently located in town, and also half way between Southport Island and East Boothbay areas, while being right on the north edge of town for easy access to leave the Boothbay area for day trips to Freeport, Bath, Rockland, Bar Harbor, etc. The interior decor is well themed and the three bedrooms are very comfortable. Modern electrical and amenities throughout, between the lighting and the televisions to Wi-Fi and HVAC. The living area and dining areas are very spacious and make for a very relaxing and comfortable stay for a larger family.
Now for some of the concerns we had throughout our stay: there is only one bathroom on the main floor (second story of building) this required a bit more coordination during the stay. Not a deal breaker, but something to keep in mind. The hardwood floors are very smooth, and the edges are not well sanded; house slippers are a must otherwise there are some risks of snags on socks or worse a splinter in the foot. The stairs are also very steep, and smooth. This presents a slip hazard that really should be addressed with some traction tape at the edge of each stair tread. Hold the handrail firmly when using the stairs! Lastly, the breakfast cafe on the ground floor of the building has outdoor seating in the back of the house. If you are a late sleeper or plan to leave windows open through the night and into the morning be prepared for conversation noise
Elton W.
Stayed 6 nights in Sep 2023
6/10 Okay
Ryan O.
Jun 18, 2023
Liked: Cleanliness
Good Location, Adequate Amenities, But beware stairs and low doorframes
Stayed here for 3 nights with wife and in-laws. Listing doesn't do a very good job of telling you that the unit is not the building, but a smaller suite upstairs.
Place was clean and updated. Kitchen had all of the bare essentials to do minor cooking (making breakfast was fine). One bedroom is on the main level, directly connected to the single bathroom. Other two bedrooms are up a VERY steep set of stairs that anyone that is not a child would struggle to use more than once. Doorframes on the upstairs units are also very low, anyone 6'2 or tall will easily bump their head unless they are actively avoiding it, as I did.
Also, the price of the cleaning fee for this small of a place is absurd.
Ryan O.
Stayed 3 nights in Jun 2023
8/10 Good
Andrea W.
May 23, 2023
Liked: Cleanliness
Beautiful with great location, maybe haunted
We had a great time on our trip! Snug Harbor was beautiful, cozy, had everything we needed, and an excellent view of BBH! Minor concern was we weren't sure which sunset chairs were ours to sit in. There was some construction across the street so not sure we could have even made it to the chairs if we knew which ones to use. We joked through out the trip that the place was maybe haunted as we constantly heard suspicious sounds day or night. A major issue that we had is a stranger unlocked the door and walked right up into the living area at 8:00 a.m. while we were in our pajamas. There was concern that our shower was leaking into Mama D's cafe and the owner sent him to check it out. After multiple phone calls on our end to figure out what was going on, it does sound like it was an honest mistake that the owner thought our unit was empty. However, a stranger walked in on 3 young females not fully dressed, nobody told us if we could continue using the shower, was a plumber coming, did we need to leave the house, etc.
Andrea W.
Stayed 4 nights in May 2023
8/10 Good
Cathy F.
Oct 22, 2022
Liked: Cleanliness
Right in the harbor!
Very steep stairs
Cathy F.
Stayed 7 nights in Oct 2022
8/10 Good
Ian C.
Aug 26, 2022
Excellent location, watch out for the stairs
The location is perfect- walkable to the main area of town and above a fantastic breakfast spot. The unit is well-maintained and nicely furnished, although it could have been a little cleaner at check-in. The main red flag is the stairs (both floors but especially to the third floor). They are steeply pitched and challenging to descend.
Ian C.
Stayed 3 nights in Aug 2022
10/10 Excellent
Brenda M.
Jul 31, 2022
Liked: Cleanliness
great location
Very nice property. there could be a couple improvements that could make it fantastic, like hangers and a second AC unit top floor, hooks in bathroom for towels or robes. There were clean beds, nice pillows and plenty of towels.
Brenda M.
Stayed 5 nights in Jul 2022
10/10 Excellent
Mike T.
Jul 22, 2022
Liked: Cleanliness
Great Location and Home
This property was in an ideal location near the harbor. It was over a restaurant which did not impact daily functions and created an additional fun feature. There was ample space for a family of six and was very well maintained.
Mike T.
Stayed 4 nights in Jul 2022
8/10 Good
David C., Ramsey NJ
Apr 9, 2022
Liked: Cleanliness
Great location
Clean and cute. Excellent location
David C.
Stayed 3 nights in Apr 2022
10/10 Excellent
Brandi R.
Oct 19, 2021
Liked: Cleanliness
Boothbay Getaway
Very accurately described property. We enjoyed the stay and location. Many restaurants within walking distance. Everything was clean and fresh.
Would not recommend for elderly, steps are steep.
Brandi R.
Stayed 4 nights in Oct 2021
10/10 Excellent
Diane P.
Aug 23, 2021
Liked: Cleanliness
Great Location
Location was great for easy driving to many destinations & had a beautiful view of Boothbay Harbor & the bridge which was so pretty at night. It was mostly clean. I did spot what looked like makeup from a previous guest on bathroom floor & I tried to clean it up but it just smeared. The upstairs Captain's Quarters room looks like it had a new window ac but the cord was too short to plug in. Luckily our son had a short extension cord with him otherwise it would have been too hot upstairs. The only 2 things we thought would have been nice were a toaster & an exhaust fan in the bathroom. Otherwise the layout of the apartment was perfect. Tv's had good viewing choices & all the furniture was comfortable. There was plenty of towels & the kitchen was well stocked (except for missing toaster) Would advise people to be aware that it it a bit noisy in the morning with the cafe next door (which was not a problem for us) & the stairs are kind of on the steep side and there are 2 sets of stairs. We would love to stay here again.
Diane P.
Stayed 4 nights in Aug 2021
10/10 Excellent
Michael C.
May 26, 2021
Liked: Cleanliness
Fantastic stay, amazing views and location!
Amazing location and property. Walking distance to all of the downtown restaurants and bars in Boothbay. Having a coffee shop downstairs was super convenient. Apartment was beautiful, very clean, modern, and had everything we needed. We were a bit nervous about booking a place that only had one review, but we're so happy we did. Management was very easy to communicate with, instructions were clear, and we had no issues during our stay. We'll be back!
Michael C.
Stayed 3 nights in May 2021
10/10 Excellent
Gaby K.
Mar 14, 2021
Liked: Cleanliness
Beautiful place, great location!
We loved everything about this place! We were reluctant to book a new place without previous reviews, but we’re glad we did! It is just as described with a large living / dining space, many conveniences such as USB bedside chargers, premium decor and the view looks right over the harbor and footbridge.
The location is ideal just 5 minutes from downtown and with the best breakfast place right at the doorstep.
We’re excited to go back over the summer when the town is fully open!