Holiday rentals in Winterport

Cozy Cottage on the Penobscot — Panoramic Luxury!

Escape to your private sanctuary where tranquility meets luxury. Our Coastal Maine Cottage home is perched on a granite ledge that disappears twice daily with the rising tide. Enjoy the pristine interior bathed in natural light, cherry floors, and gourmet kitchen. Wake to panoramic views of the Penobscot River from the owner's suite. Conveniently located 12 minutes to downtown Bangor, our retreat offers easy access to urban amenities, an international airport, and Acadia! IG @cozycottageinmaine.

Cozy Maine Cottage.

Charming Maine Cottage,gr), sleeps 2 comfortably. Full kitchen & bath, outdoor deck, queen bed. Tucked away in a nice neighborhood just outside of Bangor. The cottage gives you a place to call home while exploring all the area has to offer. Bring your outdoor gear. There is outdoor space to store bikes, kayaks, ski equipment, and fishing gear. Taking day trips from here is perfect since we are centrally located to many popular sites and activities. great for travelers (10 minutes to hospitals

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.

Central MaineStay Cottage2 Hampden/Bangor

Welcome to the all NEW cottage #2! As of 12/14/21 this cottage has been completely renovated from the ground up - literally even new floors + ceiling. This cottage features a cozy space perfect for two. A new couch, rug, fireplace, and TV ready to stream all your favorite shows makes for the perfect night in. While you’re with us enjoy the all new fully stocked kitchen & dining area. Let’s not forget the queen sized Serta mattress and fresh linens. You can’t go wrong with this cozy cottage!

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

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!

Luxury Coastal Maine 2BR Apt, 2nd Fl Stunning View

The entire building was completely and structurally remodeled and everything is new. Each unit has new floors, walls, lighting, HVAC, kitchens, bathrooms, bedrooms, and brand new mid-century modern furniture throughout. These are truly designed and built as luxury short term rental units. It's location is perfect to explore greater Penobscot Bay region, Acadia National Park, and it sits in the heart of mid-coast Maine. It is beautiful, friendly, and a perfect place to be.

Little Log Cabin near Bangor

Cozy little log cabin located right on Rt1 (a 10-15 minute straight drive into downtown Bangor). The front yard has a parking area and faces the road (not pretty) but the back yard features a large farm pond and abundant natural wildlife (very pretty). ***We are on a main road. You will hear/see cars driving by. If you want to be out in the sticks with complete silence, this is not the place for you! ***There is no place for a fire pit here. The trees are too close 🌲

Secluded Retreat w/ Luxe Hot Tub & Forest Views

Tucked near the woods of Maine, this peaceful cabin offers the perfect escape. Soak in the private hot tub under the stars, curl up by the electric woodstove, or work remotely with fast Wi-Fi and forest views. The cabin features a comfy king bed, full kitchen, clean modern bath, and self check-in. Enjoy your morning coffee in the sunroom or take a short drive to explore Belfast and the coast. Quiet, cozy, and surrounded by nature—ideal for rest, romance, or reflection.