
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.

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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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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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
KitchenIndoor spacesHospitality

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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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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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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The Phenix | DTWN Hotel *King Bed* 3rd Floor
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-size 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!
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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.
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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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Tiny House oasis in Beautiful Waldo County. We❤️🐕
**JUNE PRICE DROP** We have an adorable rustic & comfy tiny house, with one queen bed. There is a fridge, tea kettle, toaster oven and stovetop. There is a daybed/couch on the porch. There is a brand new Sun Mar composting toilet in the shower house. NO INDOOR PLUMBING but we supply ample drinking/cooking/washing water and there is a sink that drains. If you have more people & your own camping equipment, look for our other listing.
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Popular amenities for Winterport family-friendly rentals
Family-friendly home rentals with a hot tub

Secluded Retreat w/ Luxe Hot Tub & Forest Views
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Modern Cabin in the Pines • Hot Tub + Near Acadia
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Cute Midcoast Cottage w Hot Tub
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SILVER MOON, a Yurt for All Seasons
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Riverside Getaway w/HotTub | 3br 2 bth
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Nashport on the Penobscot
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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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Family- and pet-friendly home rentals

Lakefront Cottage on Tracy Pond
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Cozy cottage in Orland Village-Penobscot Bay area
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Cape house in Hampden
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Cozy Cottage in the Woods
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Cabin on the rocks
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Cedar Swamp Farm
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The Birch Bark Cabin
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The Sunset Chalet | PERFECT Location!
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Family-friendly home rentals with a pool

Cozy, fun, 3 bedroom home with a pool and Hot Tub.
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Camping Cabin
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New Boho Cape with Pool! Fenced yard, pet friendly
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Ocean View Lawn Cottage - Newly Renovated 2024
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Gorgeous house with a view
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Indoor Pool*Hot Tub*Sauna*Game Room*Near Acadia
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Peaceful, Spacious Lodge with Golf & Sunset Views
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Maine Lakehouse Retreat with pool
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Destinations to explore
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- Acadia National Park
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- University of Maine
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- Farnsworth Art Museum
- Camden Hills State Park
- Cellardoor Winery
- Maine Lighthouse Museum
- Moose Point State Park
- Bass Harbor Head Light Station
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