Entire home
PINE CLIFF DWELLER | 2 Bed, 2 Bath
Holiday home in Southport with kitchen and patio
Photo gallery for PINE CLIFF DWELLER | 2 Bed, 2 Bath





2 bedrooms2 bathroomsSleeps 41 sq ft
Popular amenities
Explore the area

Southport, ME
- Place, Juniper Point4 min drive
- Place, Maine State Aquarium4 min drive
- Place, Hendricks Hill Museum4 min drive
- Airport, Wiscasset, ME (ISS)37 min drive
Rooms & beds
2 bedrooms (sleeps 4)
1st Floor Bedroom
1 Queen Bed
2nd Floor Bedroom
1 King Bed
Common Space
1 Double Sofa Bed
2 bathrooms
Bathroom 1
Bathroom 2
Spaces
Deck or patio
Kitchen
About this property
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.
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.
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Air conditioning
Outdoor space
Parking available
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House Rules
Check in after 5:00 PM
Minimum age to rent: 30
Check out before 9:00 AM
Children
Children allowed: ages 0–17
Events
Events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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 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 and a first aid kit
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
About the area
Southport
Southport is home to this holiday home. Hendrick's Head Lighthouse 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.

Southport, ME
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
- Boothbay Harbor Marina - 7 min drive - 6.2 km
Getting around
Restaurants
- Circle K - 7 min drive
- Pinkham’s Gourmet Market - 7 min drive
- Harborside 1901 Bar & Grill - 6 min drive
- Tugboat Inn - 7 min drive
- Footbridge Brewery - 5 min drive
Frequently asked questions
About the host
Hosted by Audrey Miller
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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