Holiday houses in Harpswell

Mere Point Coastal Cottage

Welcome to our coastal cottage on Mere Point, offering stunning views of Casco Bay and Birch Island. The open-concept living area features cathedral ceilings and skylights, creating a bright, inviting space. Thoughtfully decorated with coastal charm and modern comfort, the cottage is designed for relaxation. Enjoy coffee on the deck, take a short walk to Paul's Marina for an afternoon treat, or cozy up by the fire pit —the perfect spot to explore the coastline and experience the beauty of Maine.

Slack Tide

Relax on the dock at this stylish private guesthouse and watch the sunset over an expansive tidal cove. This waterfront retreat features a private deck with gas grill and fire pit, a full kitchen and living area with fantastic water views, leather recliner, sofa and cable TV. The bedroom has an adjustable king Tempurpedic bed and a luxurious ensuite bathroom with a large shower, towel warmer, led mirror, hand-held bidet, heated toilet seat and washer/dryer. Wake up to breathtaking water views!

Moss House: A Modern Waterfront Cabin in the Woods

Featured in VOGUE and Maine Home + Design, this modern, handcrafted cabin offers calm Atlantic views, 150 feet of shoreline, and a private dock, perfect for morning coffee, launching a kayak, or watching seals, seabirds, and passing boats. Set among tall pines, it blends Nordic and Japanese influences in a space that is calm and composed. Interiors of wood, stone, lime plaster, and concrete form a grounded, quietly expressive, and sustainably built retreat. 1hr from Portland, but a world apart.

Sunset Stunner w/summer dock

Relax with the family at this peaceful place to stay. This cozy waterfront home offers a tranquil escape with breathtaking ocean sunset views that paint the sky each evening. Lots of windows and open concept living area provide uninterrupted vistas of the water, allowing golden light to flood the space. The wrap around deck just steps from the water's edge is an ideal spot for morning coffee or evening dinners as the sun dips below the horizon. This charming home blends comfort and nature.

Lobstermen's ocean-front cottage

Be our guests & experience the life & beauty of Midcoast Maine. Relax & enjoy the views, warm up in the sauna or go for a refreshing dip. The cottage is part of an over 100 year old working lobstering, and now oyster farming property we call, Gurnet Village. Located right on historic Route 24, we are conveniently situated between Brunswick & the islands of Harpswell. All rooms have ocean views. The tidal beach & the floating dock (May-Dec) is ideal for seasonal fishing, lounging & swimming.

Ocean Views Near Beach w/ AC • Dog Friendly

Welcome to Mariner’s Rest, a lovely, dog-friendly, Harpswell retreat with ocean views and direct walking trail access to Stover’s Beach. This updated 3-bedroom home features a modern kitchen, comfy living spaces, and a fenced yard with covered deck—perfect for pups and relaxation. Enjoy time in the spacious great room with a large pool table. Each bedroom and the great room have window AC units and TVs, with an additional TV in the living area. Explore local trails, beaches, & fresh lobster!

New Modern Cottage with Ocean Views & Wildlife

The Salty Roost, a modern Scandinavian-inspired guest cottage is positioned on one acre adjacent to our main home in a coastal neighborhood. This property offers distance water views of Middle Bay, dock/water access, on-site parking, grill, hammock chairs, kitchen with all the amenities, WIFI, washer and dryer combo unit, hardwood floors. The cottage is minutes from great restaurants, breweries, hiking trails, and shopping. The most amazing sunsets will surely bring joy to your stay.

Rising Tide Times - quintessential Maine cottage

Out of State guests please read the Maine State COVID-19 restrictions currently in affect. Classic Maine cottage on the end of a point, surrounded by water on 3 sides provides stunning views. The perfect backdrop for the quintessential cottage vacation. Features spacious decks, direct tidal access for kayaking, and outdoor firepit. 15 min to downtown Brunswick/45 min to Portland. We even have Kayaks onsite for guests to paddle around Cards Cove. Perfect for couples and families!

Shore House, Leona Unit - Ocean Front Property

This is the ground level of a multi-unit house. It is wheelchair friendly, with cathedral ceilings, a modern kitchen, and wide plank pine floors. The expansive deck will only enhance you experience overlooking a working wharf on Garrison Cove and Casco Bay. Dogs allowed upon approval. Must not be big barkers and owners are responsible for any waste. We want to be courteous with all renters and their pets. Weekly rentals preferred in July and August months (Saturday - Saturday)

The Maine Frame | Modern A-Frame Cabin in Freeport

• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

Oceanfront cottage on tranquil cove in Harpswell

Nestled among the emerald waters of Basin Cove, this cottage-style waterfront home features a contemporary, highly-functional living space with picturesque views and spectacular sunsets. The property features an extended, 12-foot wide wharf that overhangs the water and provides stairs for direct water access. Swim, sun bathe, bird watch, launch a kayak, and enjoy the iconic Maine coast. Pristine Mitchell Field beach and Dolphin Marina restaurant are minutes away by car.

Coveside - Waterfront, Designer Decor, w/Heat & AC

Discover this 2-bedroom 2.5 bath designer home in Harpswell. This fabulous home features beautiful decor with beautiful views; three floors overlooking the water. Both bedrooms with en-suite bathrooms, a sleeper sofa on the lower level, Fidium Fiber and a desk for working remote. A chef's kitchen fully stock with for all your cooking needs. Heat, AC, full size washer and dryer. A Weber grill for enjoying the deck, good food, good drink and the views at any time.