See all properties
Entire home

Sloop Days at Naughty Pine, An Oceanfront Retreat

Photo gallery for Sloop Days at Naughty Pine, An Oceanfront Retreat

Friendship Harbor view from the deck on Floor #2
Marina
Living Room & Dining Room (Floor #2)
Living Room (Floor #2)
Living Room into Kitchen (Floor #2)

Reviews

8.6 out of 10
Excellent
4 bedrooms3 bathroomsSleeps 10

Popular amenities

  • Ocean view
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Parking available

Explore the area

View in a map
Friendship, ME
  • Place, St. George River
    ‪35 min drive‬
  • Place, Rockland Harbor Park
    ‪45 min drive‬
  • Place, Samoset Resort Golf Course
    ‪49 min drive‬
  • Airport, Rockland, ME (RKD-Knox County Regional)
    ‪51 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Floor #1, Bedroom 1

2 Single Beds

Floor #2, Bedroom 1

2 Single Beds

Floor #3, Bedroom #1

2 Single Beds and 1 Single Murphy Bed

Floor #3, Bedroom #2

1 Queen Bed

3 bathrooms

Floor #1, Bathroom 1

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo

Floor #2, Bathroom 1

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo

Floor #3, Bathroom #1

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo

Spaces

Kitchen
Balcony
Dining area

About this property

Sloop Days at Naughty Pine, An Oceanfront Retreat

Welcome to Sloop Days at Naughty Pine. Nestled in the heart of Friendship, Maine, overlooking Friendship Harbor, this charming artist retreat offers an idyllic setting for creativity and relaxation. Surrounded by the picturesque beauty of lobster country, this property provides a serene escape directly on the Atlantic waterfront. Flanked by the industrious hum of two working lobster wharves, you can immerse yourself in the authentic Maine lifestyle and observe lobster fishers at work right from the comfort of your living room. If your timing is right, you may even get an opportunity to catch a boat ride and tour.

Friendship is a haven of tranquility and natural beauty, steadfastly maintaining its character amidst the pressures of development. This town, rich in lobster-fishing heritage, offers no shortage of adventure, or scenes to capture on canvas or film. From the Friendship Sloop Society's annual July festival, with its whimsical races, to the Friendship History Museum's captivating exhibits, to the collection of protected Nature Preserves just waiting to be explored, there's plenty here to fuel your soul.
Our accommodations are tailored for artists seeking inspiration from Maine's mid-coastal splendor, couples looking for a romantic coastal getaway, or for a family looking to make a special memory and spend quality time together.

The property consists of two buildings. The Main House which can sleep up to 10 guests comfortably consists of three floors, two kitchens, four bedrooms, three bathrooms, and a laundry room. The Coach House, which is directly behind the Main House, hosts another bedroom and is available to accommodate two additional people.

Eating options in the vicinity include Moody's Diner, Wallace’s Market, Jameson Point Lobster, and more! For traditional diner fare and an array of restaurants you’ll find nearby towns offering everything from casual to gourmet dining experiences. Local groceries and organic food stores are within easy reach, ensuring you have everything you need for your stay.
Whether you're exploring the rugged Maine coastline, the rich history of Friendship, or simply soaking in the serene atmosphere, our property provides the perfect backdrop for your next retreat. Book your stay and experience the unique charm of Friendship, Maine.

Add dates for prices

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Property is on a peninsula. Amazing view of John's bay and a local lobster boat.
Maine Coast House with Spectacular Ocean Views and Beach for Swimming
South Bristol
  • Ocean view
  • Kitchen
  • Washing machine
  • Dryer
9.4 out of 10, Exceptional, (27 reviews)
Maine Coast House with Spectacular Ocean Views and Beach for Swimming

House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property

About the area

Friendship

Located in Friendship, this holiday home is in a rural area and on the waterfront. General Henry Knox Museum and Fawcett's Antique Toy and Art Museum are cultural highlights, and some of the area's attractions include Maine State Prison Store and Penobscot Marine Museum. Spend some time exploring the area's activities, including birdwatching, wildlife walks and power boating.
View more Holiday homes in FriendshipOpens in a new window
Map
Friendship, ME

What's nearby

  • St. George River - 35 min drive - 20.5 km
  • Damariscotta Lake - 41 min drive - 29.3 km
  • Rockland Harbor Park - 45 min drive - 32.1 km
  • Maine Coastal Islands National Wildlife Refuge Visitor Center - 45 min drive - 32.1 km
  • Samoset Resort Golf Course - 49 min drive - 36.3 km

Getting around

  • Rockland, ME (RKD-Knox County Regional) - 32 min drive

Restaurants

  • ‪Wallaces Market - ‬18 min walk
  • ‪squid ink coffee - ‬44 min drive
  • ‪Jameson Point Lobster Company - ‬10 min walk
  • ‪Port Clyde General Store - ‬44 min drive
  • ‪The Black Harpoon - ‬48 min drive

Frequently asked questions

Is Sloop Days at Naughty Pine, An Oceanfront Retreat pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Sloop Days at Naughty Pine, An Oceanfront Retreat?

As of 5 May, 2026, prices found for a 1-night stay for 2 adults at Sloop Days at Naughty Pine, An Oceanfront Retreat on 27 Oct, 2026 start from S$898, 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 Sloop Days at Naughty Pine, An Oceanfront Retreat?

On-site parking is available at the property.

What time is check-in at Sloop Days at Naughty Pine, An Oceanfront Retreat?

Check-in begins at 4:00 PM.

What time is check-out at Sloop Days at Naughty Pine, An Oceanfront Retreat?

Checkout is at 11:00 AM.

Where is Sloop Days at Naughty Pine, An Oceanfront Retreat located?

Situated on the waterfront, this holiday home is 10.8 mi (17.4 km) from St. George River and 12.2 mi (19.7 km) from Maine State Prison Store. General Henry Knox Museum and Fawcett's Antique Toy and Art Museum are also within 16 miles (25 km).

Reviews

8.6

Excellent

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 3 out of 4 reviews
Rating 8 - Good. 0 out of 4 reviews
Rating 6 - Okay. 0 out of 4 reviews
Rating 4 - Poor. 1 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

8.0/10

Cleanliness

8.0/10

Check-in

8.0/10

Communication

10/10

Location

9.0/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Judy P.

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

Wonderful house in a terrific location

We've spent a good deal of time in Friendship, ME, but staying at this house right in the midst of the lobster piers was a wonderful experience for us. The house is beautifully outfitted, has very comfortable beds, and is filled with interesting art. We all enjoyed the experience.
Stayed 7 nights in Jun 2024
Verified

10/10 Excellent

Robin C.

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

Beautiful inside and the location

It was a peaceful comfortable home with a fabulous location. We were 2 couples so we had lots of choices as to bedrooms. The kitchen on the 2nd floor was lovely and very functional as was the dining area and living room overlooking a grand view of the ocean, islands and waterfront working world. It doesn't get much better anywhere on the coast of Maine.
Stayed 3 nights in Aug 2024
Verified

10/10 Excellent

Marybeth P.

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

Maine motorcycle get away

We've been going to NH together for a few years and this time decided to go to Maine. The house was perfect. Plenty of space for our large crowd. Communication with Dan was awesome. Quick replies to everything, before and during. The garage was used to store the bikes overnight which was wonderful. Enough space to not be on top of each other. Able to cook and relax and enjoy an awesome view from every where.Would highly recommend to anyone.
Stayed 3 nights in Jun 2025
Verified

4/10 Poor

Carol P.

Liked: Location
Disliked: Cleanliness, check-in, communication

The House That Time Forgot

The view was stunning, definitely 5-star. However, the house felt more like a motel, reminiscent of an old aunt's house (you know the one... no one wants to go to). We arrived to find dirty dishes in the sink and dishwasher, only to discover the dishwasher was broken. The owner suggested I rinse and retry—not something I wanted to do with previous guests' dishes. No one came to fix it. We also found jars on the floor, which turned out to be catching leaks from the ceiling pipes. There was beer left in the fridge, and the pillows were uncomfortable, like cheap Walmart specials. The mattresses were equally uncomfortable. The kitchen was full of mismatched, old dishes, and we even found personal clothing, including underwear, left in one of the bedrooms. The worst part was check-in. We arrived late (9:00 PM) due to a delayed flight and struggled to find the house. After messaging the owner, we finally located it, but the lock wouldn’t work. We tried contacting the owner and VRBO, but no luck. After several frustrating hours, we got in, only to be woken at 6 AM by the owner, who accused us of being rude. Overall, the view was amazing, but the experience was disappointing. Significant improvements are needed before I would recommend this place.
Stayed 7 nights in Aug 2024

About the host

Hosted by Dan Emery

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback