Entire home

Experience coastal charm at the Pine Cliff Dweller in Southport, ME.

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A wooden deck with a chair, a flower bed with pink flowers, and a view of a lake.
A cozy cabin interior with a stone fireplace, wooden furniture, and a dining area.
A bedroom with a bed, a desk, a chair, a dresser, and a window with a view.
A wooden bridge leading to a house surrounded by dense trees and rocky terrain.
A dining area with a round table, floral chairs, a chandelier, and large windows with a view of a body of water.

Entire home

2 bedrooms2 bathroomsSleeps 41 sq ft

Popular amenities

  • Ocean view
  • Kitchen
  • Free WiFi
  • Air conditioning
  • Laundry
  • Outdoor Space

Explore the area

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Southport, ME
  • Place, Robinson's Wharf
    ‪19 min walk‬
  • Place, Boothbay Harbor Marina
    ‪9 min drive‬
  • Place, Coastal Maine Botanical Gardens
    ‪11 min drive‬
  • Airport, Wiscasset, ME (ISS)
    ‪33 min drive‬

Room options

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About the neighborhood

Southport

With a stay at this cottage in Southport, you'll be on the waterfront, within a 15-minute drive of Coastal Maine Botanical Gardens and Hendricks Hill Museum. .This cottage is 2.2 mi (3.5 km) from Hendricks Head Beach and 2.2 mi (3.5 km) from Juniper Point.

What's nearby

  • Robinson's Wharf - 19 min walk - 1.0 mile
  • Opera House at Boothbay Harbor - 8 min drive - 3.8 miles
  • Boothbay Harbor Marina - 9 min drive - 4.3 miles
  • Coastal Maine Botanical Gardens - 11 min drive - 6.3 miles
  • Bowdoin College - 51 min drive - 40.5 miles

Getting around

  • Brunswick Station - 51 min drive
  • Wiscasset, ME (ISS) - 33 min drive

Restaurants

  • ‪Coastal Maine Botanical Gardens - ‬11 min drive
  • ‪Circle K - ‬7 min drive
  • ‪Kitchen Garden Cafe - ‬11 min drive
  • ‪Robinson's Wharf - ‬18 min walk
  • ‪Tugboat Inn - ‬7 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Experience coastal charm at the Pine Cliff Dweller in Southport, ME.

Pine Cliff Dweller: Classic Coastal Comfort and Panoramic Views

Perched on a cliff overlooking the entrance to Boothbay Harbor and the islands of the Atlantic, Pine Cliff Dweller is a treasured family home ready for your next memorable Maine vacation. This cozy, traditional cottage serves as a popular home base for both adventurers and those seeking a quiet retreat, offering a warm and inviting atmosphere that feels like a true home away from home.


Charming Features
Panoramic Ocean Vistas: Watch the world go by from the dining room, which features three walls of windows overlooking the ocean, your private dock, and surrounding islands.
Classic Maine Ambiance: Enjoy the cozy feel of this non-minimalist retreat, complete with a working, wood-burning fieldstone fireplace that serves as the heart of the home.
Master Suite with A/C: The second-floor master bedroom features a king bed, panoramic views, and air conditioning to ensure comfort on warm summer nights.
Private Dock and Float: Witness the activity of the harbor firsthand, from elegant yachts to hardworking lobster boats. You may even spot porpoises, migratory shorebirds, or the occasional whale. Love fresh seafood? You can connect with local lobstermen for dockside service right on your private dock!
Inviting Living Spaces: The open layout is filled with natural light thanks to large windows and sliding doors, making it easy for guests to gather in the family room or living area.
Perfect for Groups: With a bedroom and full bathroom on each floor, this home is ideal for two couples or small families. For larger gatherings, the neighboring cottage, Piffi Biff, can be rented in conjunction for a multi-family getaway.


The Details:

Minimum Stay: Weekly (Saturday-Saturday) during June, July, and August; 4-night minimum in the Fall. Stay for a week or longer during the Fall to receive a better value on your booking! BEDROOMS: (1) King (Master with A/C), (1) Queen. BATHROOMS: (2) Full bathrooms, both featuring tub/shower combinations. DOGS PERMITTED? No, pets are not allowed at this property. LINENS & TOWELS INCLUDED? Yes, linens and towels are included in your reservation.


Explore the Region
Southport Island Exploration: Discover the quiet charm of the island, including the Southport General Store, Hendrick's Head Beach, and the scenic views along the shore.
Iconic Sightseeing: From the cottage, you have a front-row seat to views of Burnt Island and Squirrel Island.
Boothbay Harbor Entrance: Enjoy being at the gateway of the region's most famous harbor, just a short drive from downtown shops and restaurants.


Book your classic Maine retreat at Pine Cliff Dweller today!


COTTAGE CONNECTION Vacation Rentals. Privately Owned. Professionally Managed. Trusted since 1993. Cottage Connection was one of the first vacation rental companies in the Midcoast region of Maine. Since being founded by Jeff and Audrey Miller in 1993, Cottage Connection has been trusted by homeowners and vacationers alike to connect each family with the perfect vacation cottage.
Make yourself comfortable in this air-conditioned cottage, which features a fireplace. There's a private patio. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access is available to keep you connected.
This smoke-free cottage features books, hiking/biking trails nearby, and kayaking nearby. Recreational activities include sailing nearby.
Guests will find features like internet access and onsite parking.

Property amenities

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer

Living spaces

  • Fireplace

Entertainment

  • Books

Outdoor areas

  • Barbecue grill
  • Patio

Laundry

  • Laundry facilities

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Limited housekeeping
  • Phone

Location highlights

  • Near a hospital
  • Near the bay
  • Near the ocean
  • On the waterfront

Things to do

  • Birdwatching nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Kayaking nearby
  • Sailing nearby
  • Swimming nearby
  • Whale watching 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 square foot

Policies

Check-in

Check-in time starts at 5:00 PM
Contactless check-in available
Minimum check-in age: 30

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

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
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

Property is also known as

1081382