Family-friendly vacation rentals in Westport Island

Harpswell Studio on Waterview Property! Lobster!

6/23 - 6/25 - last minute pricing! Cottage Style Studio! Clean, spacious, colorful, comfy, bright! Easy access to Harpswell’s 216 miles of coastline via coastal trails, lovely side roads, small beaches and preserves. Too many trails to count in the surrounding area! Fresh lobster and seafood! Popham Beach and Reid State Park with expansive beaches are 35 minutes or less away. Enjoy the trails in the woods with spectacular views or walk on the beach at one of the state parks! So beautiful!

Cozy Loft in the Woods (Dogs Welcome)

Bright, cozy loft, surrounded by deep woods, a tranquil retreat offering true peace, separate from our home, w/ its own entrance; we're here if needed. Located between Boothbay, Damariscotta, & Wiscasset, 1 mile from Route 1 and 27, on 13 acres, abutting 100s of acres of preserve land - provides the best of both worlds - woods rich with abundant birds, but less than 15 minutes from restaurants, shops & activities, plus, dedicated WiFi /2 Smart TVs. Dogs welcome, no cats due to allergies.

The Stilt House

Once the island Trading Post (in the 1820's) now serves as a private retreat on Westport Island. The whole property has been listed on the National Register of Historic Places since 1982. The building is nestled at the water's edge, half on land and half on stilts over the tidal waters of the Sheepscot River. The property has its own private deck, island, rocky beach, trails and hammock. This is an old structure - over 200 years old! A great piece of history and an absolute oasis.

Cozy Lakefront Cabin in Freedom, ME

Our secluded, very quiet and private two bedroom cabin with loft features a bug-free screened-in porch on its large deck. The cabin overlooks peaceul Sandy Pond, inhabited by bald eagles, loons, and herons. Watch beautiful sunrises and sunsets, fish and kayak from our dock. We're close to coastal Belfast, Unity, MOFGA (annual Common Ground Fair), Waterville, Acadia and Camden. Eat at The Lost Kitchen, visit the Amish, hike the Hills to Sea Trail.

A Spacious Vacation Cottage in Sheepscot Harbour

A large and stylish one bedroom cottage with water views. Newly renovated and offering style and convenience. Located within walking distance to Wiscasset. A great home base for exploring Boothbay Harbor and many more midcoast Maine destinations! Plan a day excursion, or relax inside with the view of the harbor. Make yourself at home in the cottage! Enjoy and walk the resort common areas including a gazebo, riverside lawn, and a 100 ft pier.

25 Middle: Two floor loft w. water view -sleeps 5

A private apartment on the second and third floor of an historic house located in the heart of Wiscasset village. Featuring a bird’s eye views of the harbor and surrounded by lovely gardens.Stroll to restaurants, waterfront, antique shops, historic homes & gardens. Ideal base for touring Maine attractions. Full kitchen, five other rooms including two full baths. Central yet private. Not suitable for children younger than 12.

A cozy, cute and comfortable house.

Cute and comfortable, 5 min. walk to restaurants, fast food, coffee shop, groceries and shopping centers. Also, bowling alley, miniature golf, driving range and cinema. Minutes by car to The Brunswick Executive Airport Downtown Brunswick Bowdoin College Maine State Music Theater Mid Coast Hospital Bailey Island Historic town of Bath

Tree Dwelling with Water Views & Cedar Hot Tub (2)

Experience the airiness of life up among the pines in Georgetown, ME. Unique tree dwelling with cedar hot tub perched atop 21-acre wooded hill sloping to water views. Set in classic coastal Maine village w/ Reid State Park beaches and famed Five Islands Lobster Co. River views from the King size bed, through wall of windows.

Simple Boothbay Log Cabin on Water

Relax, reflect, & let time stand still when you visit this tiny, off-the-grid (NO ELECTRICITY) log cabin. Lobster bakes, swim, paddle the cove, swing the hammock, enjoy an hypnotic fire and unplug. Looking for pure Maine experience in the Mid-Coast?