Family-friendly holiday rentals in Searsport

Cozy cottage in Orland Village-Penobscot Bay area

Charming cottage in Orland Village, 2 minutes from Bucksport, a short walk away from the Orland River and its estuary on the Penobscot Bay. Nestled on 3.5 acres of wooded land, 300 ft behind an 18th-century colonial house. Completely self-contained with equipped kitchen. Fast 800 Mbs fiber internet/WiFi. 45 minutes to Acadia National Park, 30 min. to Belfast, 20 min. to Castine. Perfect base for hiking, kayaking, sailing, or discovering the maritime past of the area. We’re very pet friendly!

Comfy, Convenient Studio Apartment Near Downtown

Cozy, comfortable studio apartment in walking distance to the waterfront. This second-floor space has an open layout that includes kitchen, bathroom, dining table, queen-size bed and lounging area. A full-size futon couch accommodates extra friends or kids. Plenty of appliances for cooking. Games, books and streaming TV services for rainy days or evenings in. The well-applianced apartment overlooks a lush perennial garden in a quiet residential neighborhood. Walk to Main Street in 10 minutes.

Off-Grid Oasis with Ocean Views, Near Rt. 1

Take in the ocean views from our quiet hilltop just 20 minutes from downtown Camden and 10 minutes from Belfast. This newly constructed above garage studio apartment is private, full of light, and effortlessly off-grid. The studio features a king-sized bed, table and chairs, comfy chair and bean bag, as well as a full bath. The patio area gives breathtaking views of the bay and island. A perfect oasis amid sight seeing! We also offer $20 back for multi-night stays. Please message for details.

Quiet cottage on the bay

Settle in at this mid-coast Maine treasure, where you will find more than you hoped for in a getaway. Located in a private neighborhood and setback on a private road on 2.5 acres. You can take a short stroll down a wooded path to the Belfast bay and watch the sunset or simply enjoy the view from living room. The rocky beach gives you access to a wonderful piece of the Maine coastline. Come make some memories at this unique, pet and family-friendly quiet cottage just 1 mile to downtown Belfast.

Bright & Spacious Waterview Haven Downtown Belfast

Right on Main St. this apartment is bright and spacious; our recently renovated 2nd-floor haven is in the heart of Belfast. Sun-filled and airy, this one-bedroom offers peaceful charm just steps from downtown. Relax with views of the tidal river and Belfast Harbor—especially stunning at twilight as the sky reflects off the water. Centrally located, close by shops, cafés, and the waterfront. It’s the perfect location for solo travelers, couples, or friends to unwind, explore, and feel at home.

Historic Stephenson Farm on 35 acre Mason Pond

This water front historic Stephenson Farmhouse is a cozy 3 bedroom farmhouse that sits on 5 acres with frontage on Lower Mason Pond. A bird lovers paradise along with sightings of beaver & river otters. Trail from house leads to waterfront, canoes, paddles & PFD’s and a picnic table. We’ve maintained the antiquity of the house along with many antique pieces of furniture. Enjoy amazing sunsets, expand your birding life list, pick apples and blueberries in season. . . on a nature preserve.

Belfast Harbor Loft | Downtown

Come and experience the peaceful, yet vibrant, atmosphere of Belfast! This downtown loft is a great place to stay, being just two blocks away from the beach. Enjoy the morning light in the two bedrooms, both facing the harbor, while the living room offers a stunning view of Main Street. The loft is full of character, with its refurbished floors, exposed brick and rafters, large windows, and newly renovated kitchen and bathroom. Make yourself at home in a calm and inviting atmosphere.

The Birch Bark Cabin

Completely unplug at this silent and stunning off-the-grid cabin situated in the heart of mid coast Maine. Minutes from several lakes, ponds and Penobscot Bay. Total privacy in the woods, private fire pit, tidy composting toilet and LED lighting. Propane stove and fresh water included. Sun shower available upon request. King sized bed is made up with sheets, blanket and down comforter. Private parking and red flyer wagon provided to carry in your gear - 200 foot path to cabin.

Spectacular Cottage on Penobscot bay in Belfast

Spectacular cottage on Penobscot bay in Belfast. The cottage is focused on the views from the great room and screened porch. You’ll love the spacious, clean, open cottage with a complete kitchen and propane fireplace. Sit on the porch with a book/glass of wine and watch for seals and schooners. Easy access to the shore along a gradual path and short boardwalk. Great amenities and comfort for vacationers both young and old. Perfect for couples and families (with kids).

Bayside Victorian in historic, sea captains' town

Dynamic ocean views in a Victorian in Searsport. 2 bedrooms with a futon in the sitting room. Deck overlooking Penobscot Bay. In town location is steps away from town wharf, groceries, Penobscot Marine Museum, and numerous antique shops. Minutes from Moose Point State Park, Sears Island, Fort Point & Fort Knox state parks, Penobscot Narrows Bridge & Observatory and Belfast. A half hour to Camden and Rockport. An hour to Bar Harbor and Acadia National Park.

Peaceful Guesthouse in Rockport

This peaceful studio guesthouse has everything you need for your Rockport/Camden trip. The unit comes with Wi-Fi, free parking, and laptop-friendly workspace. During your stay, you can enjoy your private studio with kitchenette. Within close proximity to Camden (3 Miles) and Rockland (6 Miles.) Rockport Harbor (1 mile walk) features several popular restaurants, coffee shops, and beaches. An ideal base to explore Rockport.

Canoe House Bungalow and Spa Retreat ,Searsport

The best medicine for these times is a relaxing getaway in beautiful Maine. The Canoe House Bungalow and Spa Retreat will provide you with serenity, isolation and relaxation, and only walking minutes from many services. Our seven acres of managed hardwood forest, wood fired sauna and wood fired soaking hot tub is yours to enjoy at your leisure for a small fee ($35/$40 per use). Also, 1-2 well mannered pets allowed!