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Downtown Boothbay Harbor, 2-Story Cottage

Holiday home in Boothbay Harbor with kitchen and patio

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Property grounds - Downtown Boothbay Harbor, 2-Story Cottage (Boothbay Harbor)
Property grounds - Downtown Boothbay Harbor, 2-Story Cottage (Boothbay Harbor)
Fridge, microwave, oven, stovetop - Downtown Boothbay Harbor, 2-Story Cottage (Boothbay Harbor)
Interior - Downtown Boothbay Harbor, 2-Story Cottage (Boothbay Harbor)
Exterior - Downtown Boothbay Harbor, 2-Story Cottage (Boothbay Harbor)
In the charming town of Boothbay Harbor, this 2-story cottage offers a cozy retreat at 40 Oak Street. Enjoy a short walk to the harbor and unwind with views from your Adirondack chairs in front of this historic home.

Reviews

9.2 out of 10
Wonderful

Entire home

1 bedroom1 bathroomSleeps 2

Popular amenities

  • Kitchen
  • Outdoor space
  • Parking available
  • Barbecue grill

Add dates for prices

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.

Property amenities

Internet

  • Available in the house: WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Toaster

Bedrooms

  • Bedroom

Bathroom

  • 1 bathroom
  • Shower

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Gas grill
  • Patio

Comfort

  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

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

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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
Information provided by the property may be translated using automated translation tools

Pets

Pets not 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

About the area

Boothbay Harbor is home to this holiday home. Boothbay Harbor Marina and Boothbay Region Land Trust are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Ovens Mouth Preserve and Fisherman's Memorial Park. Maine State Aquarium and Coastal Maine Botanical Gardens are also worth visiting. Visit our Boothbay Harbor travel guide
View more Holiday homes in Boothbay Harbor
Map
Boothbay Harbor, ME

What's nearby

  • Boothbay Harbor Maine
    Boothbay Harbor Marina
    5 min walk - 0.4 km
  • Opera House at Boothbay Harbor
    2 min walk - 0.2 km
  • Boothbay Harbor Memorial Library
    5 min walk - 0.5 km
  • Boothbay Region Land Trust
    5 min walk - 0.5 km
  • Burnt Island Living Lighthouse
    6 min walk - 0.6 km

Getting around

  • Brunswick Station
    46 min drive
  • Wiscasset, ME (ISS)
    28 min drive

Restaurants

  • Circle K
    13 min walk
  • Pinkham’s Gourmet Market
    2 min drive
  • Dunkin'
    3 min drive
  • Tugboat Inn
    8 min walk
  • Harborside 1901 Bar & Grill
    4 min walk

Frequently asked questions

Is Downtown Boothbay Harbor, 2-Story Cottage pet-friendly?

No, pets are not allowed at this property.

How much is parking at Downtown Boothbay Harbor, 2-Story Cottage?

On-site parking is available at the property.

What time is check-in at Downtown Boothbay Harbor, 2-Story Cottage?

Check-in begins at 4:00 PM.

What time is check-out at Downtown Boothbay Harbor, 2-Story Cottage?

Checkout is at 11:00 AM.

Where is Downtown Boothbay Harbor, 2-Story Cottage located?

Situated in Boothbay Harbor, this holiday home is within a 5-minute walk of Opera House at Boothbay Harbor, Boothbay Region Historical Society Museum and Boothbay Harbor Memorial Library. Boothbay Harbor Marina and Burnt Island Living Lighthouse are also within 10 minutes.

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Downtown Boothbay Harbor, 2-Story Cottage Reviews

Reviews

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.
More informationOpens in a new window
Rating 10 - Excellent. 18 out of 27 reviews
Rating 8 - Good. 7 out of 27 reviews
Rating 6 - Okay. 2 out of 27 reviews
Rating 4 - Poor. 0 out of 27 reviews
Rating 2 - Terrible. 0 out of 27 reviews

9.0

Cleanliness

10

Location

Reviews

10/10 Excellent

Sandra P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 4 nights in Sep 2025

10/10 Excellent

Fredric P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 2 nights in Aug 2024

10/10 Excellent

Judy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 2 nights in Jul 2024

8/10 Good

Judith G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 3 nights in Jul 2024

10/10 Excellent

Jodi J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 5 nights in Jun 2024

10/10 Excellent

Eileen C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 3 nights in Jul 2024

10/10 Excellent

Jim B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Stay in Boothbay Harbor

Verh nice property. Very roomy for small house. Clean, great yard nice deck in back. Very short walk to town and amenities. David very eash to work with. Responded quicly to all questions.
Stayed 3 nights in Sep 2023

10/10 Excellent

Robert I.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 3 nights in Jul 2024

8/10 Good

Paul C.

Liked: Cleanliness, location, listing accuracy
Disliked: Communication

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.
Stayed 2 nights in Jun 2024

8/10 Good

HOWARD C.

Liked: Cleanliness, check-in, communication, location

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.
Stayed 4 nights in Oct 2024

10/10 Excellent

Jill M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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!
Stayed 2 nights in Sep 2024

10/10 Excellent

Erik P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Enjoyed the place, great location.
Stayed 2 nights in Jul 2025

10/10 Excellent

Gina V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Check in was easy, perfect for 2 people and location was great.
Stayed 4 nights in Jul 2025

8/10 Good

Emily E.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, great communication, and a great time!
Stayed 3 nights in Jul 2025

8/10 Good

JANE B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved being able to walk into town.
Stayed 14 nights in Jul 2025

10/10 Excellent

john m.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Nice, could use. An ac

It was better than good!
Stayed 2 nights in Aug 2025

10/10 Excellent

Madeline B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Convenient stay in boothbay harbor

Loved how walkable this property is!
Stayed 2 nights in Aug 2024

8/10 Good

Jane K.

Liked: Check-in, communication, location, listing accuracy

Boothbay cottage

Nice cottage with great location.
Stayed 7 nights in Sep 2024

10/10 Excellent

Sue & Tim H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute cottage

Very cute cottage and perfect location.
Stayed 2 nights in Jul 2024

10/10 Excellent

Mary E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Location

Great Location!
Stayed 3 nights in Sep 2024

10/10 Excellent

Philip G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Boothbay Harbour

We had a great stay. Check in/out was easy, and the amenities were good. The place was just as advertised.
Stayed 2 nights in Jul 2023

10/10 Excellent

Barbara M., Leesburg VA

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location, comfortable place.

Very pleasant place. We attended a concert at the Opera House, only a block away.
Stayed 3 nights in Sep 2023

6/10 Okay

Van Zeeland

Liked: Check-in, communication, location, listing accuracy
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.
Stayed 2 nights in Sep 2025

6/10 Okay

Randy T.

Liked: Check-in, communication, location, listing accuracy

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.
Entrance
Not my underwear not my wife’s
Stayed 3 nights in Jun 2025

10/10 Excellent

Chris L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Stayed 3 nights in Sep 2025