Entire home

PINE CLIFF DWELLER | 2 Bed, 2 Bath

Vacation home in Southport with kitchen and patio

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Terrace/patio - PINE CLIFF DWELLER | 2 Bed, 2 Bath (Southport)
Dining - PINE CLIFF DWELLER | 2 Bed, 2 Bath (Southport)
TV, fireplace, DVD player - PINE CLIFF DWELLER | 2 Bed, 2 Bath (Southport)
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2 bedrooms, desk, iron/ironing board, WiFi - PINE CLIFF DWELLER | 2 Bed, 2 Bath (Southport)
Perched on a cliff overlooking the ocean and islands, Pine Cliff Dweller offers a memorable Maine vacation retreat. Enjoy morning coffee or evening meals in the dining room with three walls of windows, cocktails on the open deck, and cozy nights by the wood-burning fireplace. With WiFi throughout, cable TV in the living room plus washer/dryer in master suite bathroom this home is perfect for relaxation seekers and adventurers alike.

Entire home

2 bedrooms2 bathroomsSleeps 40 sq m

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Air conditioning
  • Outdoor Space
  • Parking available

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.

PINE CLIFF DWELLER | 2 Bed, 2 Bath

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.

Property amenities

Internet

  • Available in the house: WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Bedrooms

  • 2 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

  • 2 bathrooms
  • Bathtub
  • Hair dryer
  • Towels provided

Living spaces

  • Fireplace

Entertainment

  • DVD player
  • TV with cable/satellite channels

Outdoor areas

  • Barbecue grill
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Phone

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

General

  • Unit size: 1 square foot

Similar properties

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 9:00 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

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
Parties and events are allowed on site
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 and a first aid kit
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

75cec5d8-0280-48c1-a716-3360f2d95dba

About the neighborhood

Southport is home to this vacation home. Hendricks Head Light and Boothbay Harbor Memorial Library are local landmarks, and the area's natural beauty can be seen at Ovens Mouth Preserve and Hendricks Head Beach. Maine State Aquarium and Coastal Maine Botanical Gardens are also worth visiting. Visit our Southport travel guide
View more Vacation Homes in Southport
Map
ME, Southport

What's nearby

  • Juniper Point
    4 min drive - 3.6 km
  • Maine State Aquarium
    4 min drive - 3.6 km
  • Hendricks Hill Museum
    4 min drive - 2.9 km
  • Burnt Island Living Lighthouse
    6 min drive - 5.4 km
  • Opera House at Boothbay Harbor
    7 min drive - 5.4 km

Getting around

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

Restaurants

  • Circle K
    7 min drive
  • Pinkham’s Gourmet Market
    7 min drive
  • Tugboat Inn
    7 min drive
  • Harborside 1901 Bar & Grill
    6 min drive
  • Boothbay Lobster Wharf
    8 min drive

Frequently asked questions

Is PINE CLIFF DWELLER | 2 Bed, 2 Bath pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at PINE CLIFF DWELLER | 2 Bed, 2 Bath?

Check-in begins at 5:00 PM.

What time is check-out at PINE CLIFF DWELLER | 2 Bed, 2 Bath?

Check-out is at 9:00 AM.

Where is PINE CLIFF DWELLER | 2 Bed, 2 Bath located?

Situated in Southport, this vacation home is within 3 mi (5 km) of Hendricks Hill Museum, Hendricks Head Beach, and Juniper Point. Hendricks Head Light and Maine State Aquarium are also within 3 mi (5 km).

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PINE CLIFF DWELLER | 2 Bed, 2 Bath Reviews