Pinecroft: Spacious Southport Getaway with Association Dock Access, Patio & Mooring Available | House in Southport
4 Bedroom House in Southport
Pinecroft: A Classic Summer Haven on Southport
New for 2026! Welcome to Pinecroft, a quintessential Maine summer cottage that captures the pure essence of island life. Tucked away in a peaceful Southport association—right next door to Griffin Cottage and just a short walk to Pine Cliff and Piffi Biff—this charming multi-story home is designed for classic coastal relaxation. Boasting an incredibly spacious layout, a wrap-around porch, and community waterfront privileges just steps away, Pinecroft is the perfect setting for families and groups to gather and make lasting summer memories.
Charming Features
Grand Open-Concept Living: The heart of the home is a massive, light-filled living and dining area that spans nearly half the footprint of the first floor. Featuring soaring cathedral ceilings, it is the ultimate space for everyone to gather comfortably.
The Three-Side Porch: Step outside onto a massive porch that wraps around three sides of the cottage, offering a peaceful spot for reading, enjoying the shade, or listening to the rustle of the pines.
Scenic Patio Dining: Fire up the grill on the home's beautiful outdoor patio, which features pretty water views and plenty of space for memorable al fresco dinners under the Maine sky.
Balcony Overlook: A staircase leads from the main living area up to a beautiful second-floor balcony that overlooks the great room below, connecting the upper-level bedrooms with the social heart of the house.
Association Dock Access: While the property does not have direct water access, the neighborhood association dock and float are located just two doors down, making it incredibly easy to get down to the shoreline.
Bring Your Boat: For the boating enthusiast, a private mooring ball is available for guest rental right in front of the cottage, accommodating boats up to 20 feet.
Convenient Modern Amenities: Enjoy the major added bonus of an in-home washer and dryer—a rare and highly convenient luxury for a classic cottage located so close to the water.
Minimum Stay: 4-Night Minimum. Stay for a week or longer to receive a better value on your booking!
BEDROOMS: 4 Bedrooms: (1) King, (1) Queen, (1) Double (Main Floor), (2) Twins. Sleeps 8.
BATHROOMS: 2 Full Bathrooms (Main floor bath features a tub/shower combo).
DOGS PERMITTED? No, pets are not allowed at this home.
LINENS & TOWELS INCLUDED? Yes, linens and towels are included in your reservation.
Explore Southport Island
Coastal Maine Botanical Gardens: Just a short drive off the island (2.5 miles), explore miles of scenic trails, midcoast flora, and the famous giant wooden trolls.
Pine Cliff & Piffi Biff: Enjoy the convenience of being within easy walking distance to these beloved local island landmarks.
Hendrick's Head Beach: Pack a picnic and spend the day searching for sea glass at Southport’s beautiful public sandy beach, overlooked by its historic lighthouse.
Robinson’s Wharf: Drive just a few minutes down the road to cross the bridge and enjoy fresh lobster rolls on a bustling, working waterfront deck.
Book your classic island getaway at Pinecroft 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.
Pinecroft: Spacious Southport Getaway with Association Dock Access, Patio & Mooring Available is located in Southport. Pinecroft: Spacious Southport Getaway with Association Dock Access, Patio & Mooring Available provides accommodation, featuring Parking, TV, Bedding/Linens, among other amenities. This House features Parking, TV, Bedding/Linens, to make your stay a comfortable one.
Pinecroft: Spacious Southport Getaway with Association Dock Access, Patio & Mooring Available has 4 Bedrooms , 2 Bathrooms, and max occupancy of 8 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Southport has interesting places to visit. If you want to learn more about the House in Southport, such as places to visit and things to do nearby, you can check below to learn more.
This Property is OneKey Eligible
Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.
Amenities
Facility Overview
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Towels
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2 bathrooms
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Bed sheets
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Dryer
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Desk
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Iron/ironing board
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Oven
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Toaster
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Spices
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Dishwasher
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Stovetop
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Microwave
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Dining table
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Coffee/tea maker
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Cookware/dishes/utensils
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Refrigerator
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Fishing
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Kayaking
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Kayaking
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Cable/satellite channels
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DVD player
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Smart TV
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English
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Smoke-free property
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Dining table
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DVD player
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Microwave
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Refrigerator
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Housekeeping (limited)
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Available in all rooms: Free WiFi
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In-room WiFi speed: 100+ Mbps (good for 1–2 people or up to 6 devices)
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Garden
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BBQ grill(s)
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Deck or patio
Policies
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 onsite parties or group events are strictly prohibited safety features at this property include a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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
FAQ's
Is this Southport house pet-friendly for guests?
No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.
Does the Southport house have a swimming pool?
No, this Southport house does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.
How much does it cost per night to stay in Southport house?
Best-rates for the Southport house starts from $742 per night with includes Laundry, Balcony/Terrace, Security/Safety, Entertainment, Barbecue/Outdoor Cooking, Parking, TV, Bedding/Linens, Guest Services, Child Friendly, Internet, Kitchen with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.
Is Southport house a family-friendly place to stay?
Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.
Is the Southport house wheelchair accessible or offer services for disabled guests?
Based on the information received from our partner, the Southport house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.
What is the minimum night stay policy for the Southport house?
Based on the information reported by the owner or manager, the Southport house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.
What cancellation policy is in place for Southport house?
Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.
