Holiday rentals in Winterport

Cozy Cottage on the Penobscot – Panoramic Luxury!

Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 10 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

Hidden Gem

This recently renovated home is located in the heart of historic Winterport, Maine. It’s located on a quiet street with views of the Penobscot River. Winterport is an old fashion, quaint town, where everyone is very friendly. The home has three bedrooms and one bath with plenty of room to spread out. This house is so centrally located its only 52 miles to Bar Harbor and Acadia National Park, 21 miles to Belfast and 40 miles to Camden just to name a few of the beautiful coastal towns in Maine.

Winterport Evergreen Farm - Guest House

Relax & enjoy a private, peaceful stay at this beautiful Christmas tree farm in Winterport. We offer the perfect spot for nature lovers and couples! Conveniently located 20 minutes from both Bangor and Belfast and 75+/- mins from Acadia National Park. After a day of adventuring on or off the property, unwind around the fire pit or on your deck. This property has woodland trails that cover 200+ acres that includes a pristine farm pond. Couples who love cooking will relish the appointed kitchen.

Cozy 1st Floor Studio - 1812 Pierce House

1812 Pierce House is a unique home on the National Register of Historic Places. Full of antiques & modern touches. If you like interesting places to stay, this is for you! If you like straight lines & central air, we recommend a hotel. A private entrance with your own entry hall bedroom w/ table, closet, & small hall leading to the bathroom w/ shower. Small fridge with freezer, hot water kettle, coffee/tea, 2 electric burners, toaster & microwave. Firepit in large yard. Close walk to river.

Carriage House at Bald Hill Cove

Maine, the way life should be! A perfect relaxing getaway and rejuvenating escape from the hustle and bustle. Welcome to our tranquil retreat nestled against the backdrop of Bald Hill Cove. Carriage House offers serene river views, a wooded fire-pond, and occasional wildlife in the nearby apple orchard. Days begin with the symphony of birdsong and end with star filled night skies. Private entry, parking, and waterfront facing deck included. Come experience the magic of rural living!

Acadia Region New Oceanfront Cottage

Relax and unwind at this unique waterfront retreat where you can enjoy breathtaking views of the ever-changing tides. Keep an eye out for bald eagles, osprey, and the occasional seal as you soak in the natural beauty around you. This renovated former boathouse combines comfort with convenience, offering the perfect base for your coastal adventures. Situated in Mid Coast, Maine, it's ideally located just an hour from Acadia National Park, 15 minutes from Belfast, and 45 minutes from Camden.

Acadia Pines Cabin w/HotTub 10min2Downtown

Welcome to Acadia Pines Retreat, where the whispering pines and peaceful forest trails set the tone for your perfect Maine escape. Nestled just a short drive from Acadia National Park and the coast, this charming retreat offers the serenity of the woods with the comforts of home. * Peaceful, secluded location *Private hot spa jacuzzi to soak in after a day of hiking *Outdoor seating and stargazing spots 📍 Centrally located for day trips, lobster shacks, and scenic drives

A-Frame Getaway | Hot Tub | Pool Table

Escape to this 1970’s A-frame tucked into the woods of Winterport, Maine. Thoughtfully updated while keeping its original charm, the home feels warm, cozy, and relaxed. The two bedrooms are upstairs in the loft and accessed by steep, traditional A-frame stairs. Downstairs features a casual hangout space with a pool table. Step onto the deck to enjoy the private hot tub, plus the convenience of an in-home washer and dryer.

The Cubby

Take it easy at this unique retro and peaceful second floor studio apartment. It features it’s own private entrance with ample parking. Fully functional kitchen with retro appliances and dishes. Bathroom features a large shower and vanity with plenty of light. There is a working rotary dial phone on the wall. There is also a record player with several albums. Cozy space for just relaxing. Sleeps 2 comfortably.

Cozy cottage in Winterport Village

This peaceful cottage is nestled in a small village situated halfway between Belfast and Bangor along the Penobscot River. You’ll find yourself just far enough “off the beaten path” while still in a quaint neighborhood with lots of history. An easy starting point when planning a trip to Midcoast or Downeast Maine, and to the lakes and mountains in the north and west.

Waterview-Deck-Firepit-Visit Acadia/Bar Harbor

Nestled in the woods with beautiful views of the Penobscot River, Cottage on the Cove offers the perfect balance of peaceful seclusion and coastal adventure. Enjoy easy scenic drives to favorite seaside destinations such as Camden, Rockport, Belfast, Bar Harbor, Stonington, and Acadia National Park, then return home to unwind away from the crowds and tourist bustle.

Field of Dreams Tiny Home

Escape to our charming tiny home near Bangor, a perfect retreat for 2. Enjoy serene field views from a panoramic window, a private hot tub, and a cozy fire pit. Inside, a modern wood-paneled interior with a projector screen for movie nights awaits. This unique stay offers tranquility and modern comfort, just minutes from the city.