This holiday home places you steps from Opera House at Boothbay Harbor and within a short 5-minute stroll of Boothbay Region Historical Society Museum. Highlights at this holiday home include a kitchen, a patio and a Smart TV. .Home features a TV and a coffee/tea maker. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. .Sights within a 15-minute walk of this Boothbay Harbor holiday home include Boothbay Harbor Memorial Library and Boothbay Harbor Marina.
Opera House at Boothbay Harbor - 2 min walk - 0.2 km
Boothbay Harbor Marina - 5 min walk - 0.4 km
Burnt Island Living Lighthouse - 6 min walk - 0.6 km
Carousel Music Theater - 11 min walk - 1.0 km
Coastal Maine Botanical Gardens - 7 min drive - 5.8 km
Getting around
Brunswick Station - 46 min drive
Wiscasset, ME (ISS) - 28 min drive
Restaurants
Circle K - 13 min walk
Tugboat Inn - 8 min walk
Boothbay Lobster Wharf - 15 min walk
Pinkham’s Gourmet Market - 2 min drive
McSeagull’s Restaurant - 5 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.
Downtown Boothbay Harbor, 2-Story Cottage
Charming and spacious 2-story cottage located at 40 Oak Street in Boothbay Harbor (you can google map the location and select, "street view" for a view of the neighborhood. The cottage is located up the hill behind the gray house). Just a 5-minute leisurely stroll to the harbor, restaurants, and shops, the cottage has high ceilings and a comfortable bed. There are 2 Adirondack chairs in front of the house with an amazing view of historic Oak Street. There is also a small patio area with a bistro table and grill. There is only 1 parking space.
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
Policies
Check-in
Check-in time starts at 4:00 PM
Minimum check-in age - 25
Check-out
Check-out before 11:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Rules
We do not provide toiletries for the shower.
You may have to clean the outside grill to use if the previous guest did not.
There are no refunds after you check in. A small percentage of people bring up minor house issues to prompt a partial refund.
Pets
No pets allowed
Children and extra beds
Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
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
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a private host, not a professional engaged in trade or business.
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit and a deadbolt lock in all accommodation.
Frequently asked questions
Are there any beaches close to Downtown Boothbay Harbor, 2-Story Cottage?
The closest beach to Downtown Boothbay Harbor, 2-Story Cottage is Grimes Cove Beach (5 km).
Does Downtown Boothbay Harbor, 2-Story Cottage have a pool?
No, this holiday home doesn't have a pool.
Is there a free airport shuttle available at Downtown Boothbay Harbor, 2-Story Cottage?
No, Downtown Boothbay Harbor, 2-Story Cottage does not offer an airport shuttle service.
What time are check-in & check-out at Downtown Boothbay Harbor, 2-Story Cottage?
Check-in begins at 4:00 PM. Check-out time is 11:00 AM.
Are pets allowed at Downtown Boothbay Harbor, 2-Story Cottage?
No, pets are not allowed.
Reviews
Downtown Boothbay Harbor, 2-Story Cottage Reviews
9.2
Wonderful
All reviews shown are from real guest experiences. Only travellers 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.
9.0/10
Cleanliness
Rating 10 - Excellent. 18 out of 27 reviews
10 - Excellent
18
Rating 8 - Good. 7 out of 27 reviews
8 - Good
7
Rating 6 - Okay. 2 out of 27 reviews
6 - Okay
2
Rating 4 - Poor. 0 out of 27 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 27 reviews
2 - Terrible
0
Reviews
10/10 Excellent
Chris L.
15 Oct 2025
Liked: Cleanliness
The home was very close to downtown and we were able to easily walk to everything we wanted to do in town. Would definitely consider staying here again
Chris L.
Stayed 3 nights in Sep 2025
10/10 Excellent
John F.
2 Oct 2025
Liked: Cleanliness
Could use more silverware and a tea kettle
John F.
Stayed 4 nights in Sep 2025
10/10 Excellent
Sandra P.
20 Sept 2025
Liked: Cleanliness
Wonderful stay! So appreciated the easy walk to Boothbay Harbor and all its amenities. Comfortable, quiet, well-equipped, and great location for all I wanted to do. Very grateful!
Sandra P.
Stayed 4 nights in Sep 2025
8/10 Good
Kathy B.
15 Sept 2025
Liked: Cleanliness
Convenient location and pleasant neighborhood. Inside rooms were attractive, clean, and comfortable. A little cleanup right around the front door would have been nice, as would have been a few extra amenities inside -- bath soap, exhaust fan in the bathroom, a night light, tissues....but we made it work. Good stay!
Kathy B.
Stayed 4 nights in Sep 2025
6/10 Okay
Van Zeeland, Wisconsin
8 Sept 2025
First the good. The location to the downtown is convenient. If you have mobility issues, take note, it is mostly uphill. The bedroom and kitchen is beautifully refinished. Shower water flow is great. Prime was included.However, It smells musty, the kitchen floor was not clean. No air conditioning (it was hot upstairs in the bedroom even with windows open, ceiling fan on and there were big clumps of dust blowing from the floor fan). There were 2 of us/2nights and we only had 2 bath towels layed out (I dug around and found a couple more) and only one hand towel. It could use some living room updates.
Van Zeeland
Stayed 2 nights in Sep 2025
10/10 Excellent
john m.
10 Aug 2025
Liked: Cleanliness
Nice, could use. An ac
It was better than good!
john m.
Stayed 2 nights in Aug 2025
10/10 Excellent
Gina V.
6 Aug 2025
Liked: Cleanliness
Check in was easy, perfect for 2 people and location was great.
Gina V.
Stayed 4 nights in Jul 2025
8/10 Good
JANE B.
3 Aug 2025
Liked: Cleanliness
Loved being able to walk into town.
JANE B.
Stayed 14 nights in Jul 2025
10/10 Excellent
Erik P.
14 Jul 2025
Liked: Cleanliness
Enjoyed the place, great location.
Erik P.
Stayed 2 nights in Jul 2025
8/10 Good
Emily E.
12 Jul 2025
Liked: Cleanliness
Great location, great communication, and a great time!
Emily E.
Stayed 3 nights in Jul 2025
6/10 Okay
Randy T.
25 Jun 2025
Great location but…
We enjoyed our stay for 3 nights here and while the location was great (you could walk to the harbor and downtown), the interior could use some TLC. The front screen door was missing its closer causing the door to swing wide open every time. A fresh coat of paint would brighten up the place, too, as the stairways to the 2nd floor seemed to be haphazardly painted, sometimes with flat paint, sometimes with semi gloss.I felt like we were throwing someone else out from their apartment for I found someone’s underwear in the chest of drawers (see pix). The shower needs to be attended to as the hinges had seen better days. The tile framing was worn and crumbling.I’m sorry that I didn’t take a picture of the stained pillowcases that were on the bed, but since we brought our own pillows, we ignored them.Other than that the place was fine.
Randy T.
Stayed 3 nights in Jun 2025
8/10 Good
HOWARD C.
14 Oct 2024
Liked: Cleanliness
Private two story apartment a block from the harbor.
We had fabulous 4 days in Boothbay , visiting beautiful Penaquid , Southport Island, boat cruise, morning coffee near the water, and delicious food at Waves. Fun to look in different shops too. Bed was comfortable, nice readinbathroom was clean but right in bedroom with curtain but no door. That was a negative.
Driveway was very steep for climbing and awkward parking space for unloading which was a challenge for 70 yr olds. Good kitchen area and sunny living room. Rivate and semi detached.
HOWARD C.
Stayed 4 nights in Oct 2024
10/10 Excellent
Mary E.
30 Sept 2024
Liked: Cleanliness
Location
Great Location!
Mary E.
Stayed 3 nights in Sep 2024
8/10 Good
Jane K.
27 Sept 2024
Boothbay cottage
Nice cottage with great location.
Jane K.
Stayed 7 nights in Sep 2024
10/10 Excellent
Jill M.
18 Sept 2024
Liked: Cleanliness
Great location
House was a short walk to Boothbay Harbor. Owners were great on communication with us prior to check in. House condition was good. It is need in need of a paint job and a few repairs. The price for a 2 night stay was great. Only issue for me was that bathroom has no door and located upstairs in bedroom. It only had a light weight curtain. So when my spouse or myself had to use it during the night turning the light on in the bathroom woke up the other person. So bring a nightlight to plug in to navigate an unfamiliar setting and not wake your partner. But location was worth the lack of bathroom door and we would stay there again!
Jill M.
Stayed 2 nights in Sep 2024
10/10 Excellent
Madeline B.
5 Sept 2024
Liked: Cleanliness
Convenient stay in boothbay harbor
Loved how walkable this property is!
Madeline B.
Stayed 2 nights in Aug 2024
10/10 Excellent
Fredric P.
26 Aug 2024
Liked: Cleanliness
Nice spot right in town
This was a nice spot to stay, right in town. Could walk easily to restaurants and shops. The property was comfortable and well equipped and the hosts were easy to contact.
Fredric P.
Stayed 2 nights in Aug 2024
10/10 Excellent
Sue & Tim H.
12 Aug 2024
Liked: Cleanliness
Cute cottage
Very cute cottage and perfect location.
Sue & Tim H.
Stayed 2 nights in Jul 2024
10/10 Excellent
Judy H.
26 Jul 2024
Liked: Cleanliness
Perfect place for my stay at Booth Bay
Roll right into town & park. Clean space & convenient to local shops, restaurants, the walkway that crosses Booth Bay. Very comfy bed.
Judy H.
Stayed 2 nights in Jul 2024
10/10 Excellent
Eileen C.
23 Jul 2024
Liked: Cleanliness
Downtown Boothbay Harbor
Fantastic location, convenient, and roomy 1-BR house. Quick walk to down town, where you will find shops and restaurants. Adorable waterfront to walk around down town. Full-service Hannaford’s supermarket just before you get to the house. Was visiting the Coastal Maine Botanical Gardens, so this was very convenient.
Eileen C.
Stayed 3 nights in Jul 2024
10/10 Excellent
Robert I.
20 Jul 2024
Liked: Cleanliness
Fantastic Location
Lovely house. Nicely kept. Lots of drawer space to put your stuff. Comfy couch and good tv. Kitchen is nice and clean. Altogether we very much enjoyed our stay. Best thing was the location. Right in town with just a short walk to the harbor, the footbridge, many, many good to great restaurants. We were there for a very (very) hot week but I'm sure most of the year it would be perfect and David left us a good fan to augment the ceiling fans so we were fine.
Robert I.
Stayed 3 nights in Jul 2024
8/10 Good
Judith G.
13 Jul 2024
Liked: Cleanliness
Long weekend in Boothbay
Great location—walking distance to everything in town and yet a very quiet neighborhood. Spacious and very comfortable for my husband and I. There was an initial issue with cleaning service, but owners resolved it and we enjoyed our stay.
Judith G.
Stayed 3 nights in Jul 2024
8/10 Good
Paul C.
29 Jun 2024
Liked: Cleanliness
Overall Review
Property was very clean and location was excellent.Short on some amenities and communication with owner was difficult because of the vrbo process,however once we were able to get through the owner he was very responsive. The process-logistics need improvement and again I believe that this is more s vrbo issue than the owner.
Paul C.
Stayed 2 nights in Jun 2024
10/10 Excellent
Jodi J.
21 Jun 2024
Liked: Cleanliness
Sister Get Away
Quaint little home located close to town. Perfect for me and my sister to enjoy a long awaited vacation. The bed was so comfortable. House was very clean and located in a great spot. Owners were very responsive to many emails and provided great local restaurant and activities to attend.
Jodi J.
Stayed 5 nights in Jun 2024
10/10 Excellent
Barbara M., Leesburg VA
25 Sept 2023
Liked: Cleanliness
Great location, comfortable place.
Very pleasant place. We attended a concert at the Opera House, only a block away.