Pet-friendly holiday rentals in Winterport

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Top-rated pet-friendly home rentals in Winterport

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite
A view of Tracy Pond is framed by the cottage's window. Lush trees with vibrant autumn foliage border the serene water's edge, reflecting a peaceful landscape. The clear sky above enhances the natural beauty of the secluded environment.
Cottage in Hermon
4.91 out of 5 average rating, 140 reviews

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.

Top guest favourite
A log cabin is situated on a grassy expanse beside the water, surrounded by trees displaying vibrant autumn foliage. A private dock extends into the lake, providing access for boating activities, while the spacious lawn offers plenty of room for outdoor enjoyment.
Home in Stetson
4.94 out of 5 average rating, 216 reviews

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

Guest favourite
A rustic interior is visible, showcasing warm wood finishes and natural light. A dining table and chairs sit in the screened-in porch area, surrounded by greenery. The doorway leads to a cozy sleeping area, emphasizing the home's connection with nature.
Tiny home in Jackson
4.88 out of 5 average rating, 272 reviews

Tiny House oasis in Beautiful Waldo County. We❤️🐕

We have an adorable rustic & comfy tiny house; warm & cozy, with a big queen bed & AC. LAST MINUTE DISCOUNT September 7th through 11th. Check it out! There is a fridge, tea kettle, toaster oven & stovetop. Try our new outdoor shower building. There's a composting toilet indoors which works well & smells not at all. NO INDOOR PLUMBING but we supply drinking/cooking/washing water & there is a sink that drains. If you have more people & your own camping equipment, look for our other listing.

Top guest favourite
The image captures a serene view of the water at sunset, with the sun reflecting on the surface. Framed by lush green foliage, a small rustic bench is positioned on the shore, inviting quiet moments of contemplation.
Cottage in Belfast
4.98 out of 5 average rating, 179 reviews

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.

Guest favourite
A welcoming living area is portrayed, featuring a brown leather sofa adorned with a decorative cushion. A clear glass table is set with a delicate lace doily and a small vase of yellow roses. Near the window, a vintage record player adds a touch of charm to the space.
Flat in Bangor
4.86 out of 5 average rating, 194 reviews

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.

Top guest favourite
An outdoor movie screen is positioned by the lake, reflecting a scene from a film. Warm lights are strung around the area, enhancing the ambiance. A fire pit is visible, surrounded by a rocky edge. The tranquil water and forest backdrop provide a serene setting.
Guest suite in Orrington
4.98 out of 5 average rating, 133 reviews

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.

Top guest favourite
A charming blue cottage is set in a lush green landscape, surrounded by trees and colorful flower beds. A brick chimney rises from the home's side. In the foreground, a cluster of large stones is visible on the well-kept lawn.
Guest house in Orland
4.99 out of 5 average rating, 184 reviews

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!

Guest favourite
A spacious living area features a black leather sectional sofa and a dark area rug. A modern coffee table with a blue accent sits in front of the couch. Natural light floods the room through large glass doors, adorned with sheer curtains, while plants are positioned on shelves and the media console.
Flat in Bangor
4.92 out of 5 average rating, 118 reviews

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.

Top guest favourite
The exterior of a two-story brick building is shown, featuring large windows and bright signage that reads 'Coffee & Bikes.' A bicycle is displayed in the window, and a teal bike is parked outside. Red adirondack chairs are arranged in front, adding a welcoming touch to the scene.
Flat in Belfast
4.99 out of 5 average rating, 194 reviews

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.

Top guest favourite
A spacious open-plan kitchen and dining area is featured, showcasing a wooden dining table surrounded by chairs. The kitchen is equipped with modern appliances, including a refrigerator and oven. Exposed brick walls and wooden beams add character to the loft's ambiance.
Flat in Belfast
4.97 out of 5 average rating, 399 reviews

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.

Guest favourite
Flat in Bangor
4.85 out of 5 average rating, 101 reviews

King Bed|DTWN|Fiber Internet|Steps to Food&Drink

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 Airport 3 min. walk to Zillman Art Museum KEY FEATURES: ☀ King-sized bed w/ high end Centium Satin linens ☀ High Speed Fiber Internet ☀ 50” Roku TV w/ HULU + ☀ Desk ☀ Free Laundry in building ☀ Coffee Shop on ground floor ☀ Walking distance to Amphitheater, dining, & drinks!

Guest favourite
An aerial view captures a lakeside house surrounded by autumn foliage. The two-story structure is complemented by a private dock extending into the calm water. Nearby, a road is visible among the vibrant fall colors, creating a serene and inviting outdoor setting.
Home in Bucksport
4.96 out of 5 average rating, 176 reviews

Lake Front-Maine Themed-Soaking Tub-Fire Pit-Kayak

Brand new year-round lake house is perfect for the outdoor recreational enthusiast visiting Acadia National Park, the work-from-home adventurist, a big family lake house trip, or a cold-weather spa escape. Enjoy this spacious waterfront home in Bucksport, Maine. Relax in the soaking tub, fish and paddle the lake, or work remotely with a view. When you want to explore, the home's location is convenient to Bangor, Brewer, Ellsworth, and Bar Harbor!

Popular amenities for Winterport pet-friendly home rentals

Quick stats about holiday rentals that are pet-friendly in Winterport

  • Total holiday rentals

    Explore 20 holiday rentals in Winterport

  • Nightly prices starting at

    Winterport holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 1,140 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    20 of Winterport holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Winterport rentals

  • 4.6 Average rating

    Winterport stays receive an average rating of 4.6 out of 5 from guests

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