Pet-friendly holiday rentals in Winterport

Lakefront Cottage on Tracy Pond

Lakefront private cottage right on 47 acre Tracy pond. This pond has no public access so it is very quiet with only my home and another Air BnB rental on the 25 acre parcel. Loons, eagle, deer, otter and beaver are around. It has a fully equipped kitchen, deck and gas grill along with a stone firepit. Minutes to Bangor airport and downtown and one hour to Acadia National Park. You can swim and boat on the pond with kayaks and a canoe provided. Pets welcome but keep on leash and clean up after.

Lakefront Log Cabin on Pleasant Lake

Best view on the Lake! 500' of frontage out on a point. Private boat launch and dock site available. Covered deck to watch the sunset. Outdoor firepit, as well as indoor gas insert. Propane grill on site. Plenty of parking available. In the winter, ideal location for snowmobiling and ice-fishing. Right on to the lake and then 4 locations to get on local/ITS trails. Great fishing 200’ from the porch. Once the ice is out, hit the black crappie and Smallies from the convenience of a private launch

Historical Hideaway/In-Town

CharmHouse Historical Hideaway is a cozy one-bedroom first floor apartment in a very quiet neighborhood in the heart of Bangor. Perfect for a couple or traveling professional. There is one unit upstairs and a backyard unit with a long-term family residing. We have created a space that will welcome you home after a long day at the coast, downtown shopping and dining or workday. Our property is within a walk to downtown and close to both local hospitals for those wanting to travel and work.

Come relax in our cozy and fresh home!

Welcome to a newly renovated two bedroom and 1 bathroom home in a welcoming residential neighborhood. Our home has an open layout w/ a spacious deck and yard off the back of the house and an attached garage. We welcome children and families. This space is centrally located to the shopping areas; 5-10 minutes by car, we are also quite close to the eclectic downtown. Downtown Bangor is a quick 10 minute drive or if you enjoy walking approximately 30-35 minutes through the lovely ‘tree’ streets.

Stylish DTWN Hotel|Steps to restaurants|King Bed

1873 historic hotel that sits in the heart of downtown Bangor. Just steps from fantastic restaurants, breweries, & coffee shops! 1/2 mi. to amphitheater *10 minute walk* 43 mi. to Acadia Nat'l Park 3 mi. to Bangor Airport 3 min. walk to Zillman Museum KEY FEATURES: ☀ King-sized bed w/ high end Centium Satin linens ☀ High Speed Fiber Internet ☀ 50” Roku TV w/ HULU + ☀Work space ☀ Free Laundry in building ☀ Coffee Shop on ground floor ☀ Walking distance to Amphitheater, dining, & drinks!

Lakefront Gem with Breathtaking Island Views

You didn’t know you needed this- until you arrived. A modern studio tucked right on the water’s edge, where nothing is between you and the lake but loons, sunlight, and a whole lot of time to just be. Private dock (float, fish, float again) Spa-style indoor + outdoor showers (yes, both. Why not?) Outdoor movie night under a blanket of stars Pet-friendly Swimming, stargazing, and stories you’ll be telling next year Just a short drive from town or Acadia — if you ever want to leave.

Lake Front-Spa Tub-Fire Pit-Full Kitchen-Canoe

Need to escape the hustle and bustle or a cramped work from home life? The year-round lakehouse is perfect for the outdoor recreational enthusiast, the work-from-home adventurist, a family trip to Acadia, or a cold-weather spa escape. Enjoy this spacious waterfront home in Bucksport, Maine. Relax in the spa tub, fish from the included canoe and kayak, or work remotely with a view. When you want to explore, the home's location is convenient to Bangor, Brewer, Ellsworth, and Bar Harbor!

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 400 Mbs cable 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. Pet friendly!

Château de Stepanec

Concert and hiking season are finally here! Enjoy a quiet retreat steps away from downtown Bangor, Hollywood Casino and the Maine Savings Amphitheater, just 45 minutes to Acadia National Park, and a scenic 2-hour drive to Baxter State Park, home of Mount Katahdin, the highest mountain in Maine. This quiet, cozy space offers one queen bed and one pull out couch, comfortably sleeping 4 people. A small private second-story deck is the perfect place to sip your coffee and start your day.

Harborview Escape Downtown Belfast

Enjoy a bright, sun-filled, stylish experience at this centrally-located 2nd floor apartment. This open concept, king bed studio apartment is perfect for a couple or a solo experience. (The bedroom space is defined but does not have a door.) Spacious and cozy with a well-appointed kitchen and washer/dryer. Lots of restaurants & shops nearby with a superb coffee bar downstairs. Belfast waterfront, Saturday morning United Farmers Market, and the fabulous Harborwalk just 2 blocks away.

Belfast Harbor Loft

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.

Apt A, 30min drive 2 Acadia National Park

• Please read listing and view photos in full before booking. We are an anti-racist and LGBTQ+ affirming space, & we welcome guests who share these values of kindness and respect…. •Free parking • 25-30 min drive to Acadia National Park (18miles) •3 min walk to food and shops • 5 min walk to local craft beer tap room • 40 min drive to Bangor Airport, 15 min drive to Bar Harbor Airport • cozy second floor apt. •dogs allowed with pet fee per dog (must list when booking, 2 dog max)