
Family-friendly vacation rentals in Winterport
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Winterport
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Modern RV on Tracy Pond
Peaceful, roomy RV in a wooded setting on Tracy Pond. All the comforts of home plus a beautiful setting in our 30 foot trailer. Full kitchen, comfy theater seating and a great WiFi connection. Fish in the lake, use the kayaks or watch the eagles soar and otters play. Enjoy the fire pit and picnic table in the great outdoors. Only 15 minutes to downtown Bangor and the airport, an hour to Acadia National Park. AirBnB's platform now adds their service fee up front , we haven't raised our price.
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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
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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.
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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.
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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!
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The Cabins at Currier Landing Cabin 2: Meadow
Tranquil cabin; open plan. Bedroom w/queen bed & privacy doors. Alcove w/bunkbeds. The Cabins at Currier Landing, featured in Dwell as “Three Magical Tiny Cabins Take Root in a Maine Forest,” are located on the Thos. Currier Saltwater Farm. Glimpses of water & access to 300’ of the Benjamin River Harbor shore. 2 seasonal cabins; 1 studio cabin. Centrally located on the Blue Hill Peninsula near Deer Isle, the cabins offer access to outdoor activities, cultural events, restaurants & shops.
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Lakefront Cottage on Tracy Pond
Lakefront cottage on 47 acre Tracy pond. The pond has no public access so it is quiet with only my home and another Air BnB on site. You share the backyard with my home. 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.
Indoor spacesFamilyBreakfast

Upscale apartment for work, play, and family
Come and relax in a soaking tub, or by the fireplace. Spacious, 3 bedroom/1 bath, updated apartment. High end appliances, washer/dryer, dishwasher, deck with BBQ and seating. Minutes from downtown, less than 2 miles from hospitals. Only 4 miles from Bangor Airport. Fantastic craft breweries close by. Acadia National Park an hour away. High speed internet with free Netflix, Prime, HBO, and Disney + included. Alexa dot access. Make this your home away from home and stay in style.
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Waterfront Tipi Glamping // Phoenix Landing
Majestic private waterfront Tipi * on a lake. Quiet nature oasis with hot tub, woodstove, firepit, modern grill, and all the essentials. Ice skate or xc-ski across the frozen lake and watch the bald eagles fly overhead, or relax in the Adirondack chairs in front of the bonfire while you make smores and cook dinner on the grill or over the open fire, then snuggle up inside the tipi while you listen to vintage vinyl and let the owls hoot you to sleep. *Tipi closed March-April.
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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
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Waterfront Retreat | Dock, Kayaks & Outdoor Movies
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 time to relax. 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 to town or Acadia — if you ever want to leave.
FamilyKitchenParks

Forest Cabin w/ Stunning Wall of Windows
Escape to our newly built 850 sq ft cabin in Midcoast Maine, a peaceful retreat nestled in a 30-acre forest. Perfect for up to 6 guests, this unique space features a wall of windows with forest views, just a short drive from charming coastal towns and scenic parks. Wake up to the gentle morning sun cresting over the trees, relax and breathe deeper under a star-filled sky, and witness what all four seasons have to offer. Your serene getaway awaits!
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Popular amenities for Winterport family-friendly rentals
Family-friendly home rentals with a hot tub

Beachfront Guest Cottage - Year-round Hot Tub!
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Cute Midcoast Cottage w Hot Tub
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Modern Cabin in the Pines • Hot Tub + Near Acadia
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Birch Hill Cabin w/Hot Tub
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Acadia Treehouse near Bar Harbor - Private Luxury
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Unique, Whimsical Off-Grid Cabin
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Secluded Retreat w/ Luxe Hot Tub & Forest Views
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Nashport on the Penobscot
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Family- and pet-friendly home rentals

Cozy cottage in Orland Village-Penobscot Bay area
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BANGOR MAINE ENTIRE HOUSE QUIET NEIGHBORHOOD
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Historic Hotel|Heart of Bangor|Fiber Wi-Fi|Roku TV
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Cabin 4 • Unwind in Nature • Beach • Cedar Sauna
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Farm stay in a cozy yurt
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Cabin on the rocks
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Lakefront Log Cabin on Pleasant Lake
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Cedar Swamp Farm
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Family-friendly home rentals with a pool

Camping Cabin at Wild Acadia
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Cozy, fun, 3 bedroom home with a pool and Hot Tub.
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New Boho Cape with Pool! Fenced yard, pet friendly
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House in the woods
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Ocean View Lawn Cottage - Newly Renovated 2024
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Bar Harbor, near Acadia with seasonal dock & pool
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Peaceful, Spacious Lodge with Golf & Sunset Views
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Acadia get away.! With pool and hot tub
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Destinations to explore
- Montreal Vacation rentals
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- Bar Harbor Vacation rentals
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- York County Vacation rentals
- Cambridge Vacation rentals
- Acadia National Park
- Acadia National Park Pond
- Schoodic Peninsula
- The Camden Snow Bowl
- University of Maine
- Rockland Breakwater Light
- Sand Beach
- Farnsworth Art Museum
- Camden Hills State Park
- Cellardoor Winery
- Maine Lighthouse Museum
- Moose Point State Park
- Bass Harbor Head Light Station
- Hollywood Slots Hotel & Raceway
- Echo Lake Beach





