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.

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Guest favorite

Home in Stetson

4.95 out of 5 average rating, 202 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

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Apartment in Bangor

4.75 out of 5 average rating, 440 reviews

Apartment near Airport with Pasture View

Private apartment on a tranquil farm with a deck facing the garden & pasture. Conveniently located just 5 minutes away from the Bangor airport, and 10 minutes from downtown. Enjoy TV with streaming, WiFi, a hot bath, a very comfy bed, and kitchenette. We also have our own nature trail on the property. We have common courtesy house rules and simple self-checkin. There's no cleaning required on checkout. Includes complimentary coffee, snacks, toiletries, and parking for one car. See you soon!

Top guest favorite

Cabin in Hope

4.98 out of 5 average rating, 346 reviews

Hand built cabin overlooking a pond

Beautiful hand built cabin, overlooking Cotton Pond. Ten minutes from Camden, the sailing mecca of the east coast. Solar lights, (we are off the grid) gravity fed kitchen water, gas-hot water outdoor shower, outhouse overlooking the forest. Hiking trails everywhere! Swimming across the road on Hobbs Pond. If you book in November, there is a possibility that if it gets cold, you will not have a hot outdoor shower and will use water from a 5 gallon ceramic container for drinking and cooking.

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Cottage in Orrington

4.88 out of 5 average rating, 108 reviews

Lakefront Stargazing Haven w/Loons, 45 Min Acadia

Discover the perfect lakeside retreat at Kings Mountain Cottage in Orrington, Maine. This luxurious waterfront escape combines modern amenities with nature's tranquility, making it an ideal base for exploring Acadia National Park and enjoying the best of Maine. Nestled in tranquil Orrington, with an indulgent, new, 65' rock solid cedar and alluminum dock, KMC combines modern amenities with nature's tranquility: canoe, fish, or simply soak in the serene views at sunset while sipping coffee.

Guest favorite

Cottage in Belfast

4.87 out of 5 average rating, 203 reviews

Eastside Garden Cottage - 5-mins From Town

This happy home has all you need for a perfect Maine vacation or remote work escape. Relax in the garden, hang out on the deck, soak in the clawfoot tub, enjoy the fast wifi – or walk or drive over to Belfast center - it's close! This coastal town is truly a gem, but if you’d like to explore further afield, it’s also an excellent base for day trips to Camden (30 minutes) or Acadia National Park (1.25 hours.) Belfast celebrates diversity. We welcome guests from all backgrounds.

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Cottage in Verona Island

4.89 out of 5 average rating, 175 reviews

Nashport on the Penobscot

Ideal for families and outdoor enthusiasts! NOT A PARTY HOUSE! 3 BR 2 bath house located on Verona Island in the Penobscot River just inside the bay. Enjoy a peaceful stay on the water's edge or take day trips to Acadia NP and neighboring port towns like Bar Harbor, Castine, Ellsworth, Camden & Belfast. Mins from Bucksport, Penobscot Narrows Bridge & Observatory, and Fort Knox. 40mins to Mt Desert Island/Acadia National Park entrance. Hot tub. 3 bikes available. Garage.

Top guest favorite

Cottage in Belfast

4.99 out of 5 average rating, 133 reviews

Spectacular Cottage on Penobscot bay in Belfast

Spectacular cottage on Penobscot bay in Belfast. The cottage is focused on the views from the great room and screened porch. You’ll love the spacious, clean, open cottage with a complete kitchen and propane fireplace. Sit on the porch with a book/glass of wine and watch for seals and schooners. Easy access to the shore along a gradual path and short boardwalk. Great amenities and comfort for vacationers both young and old. Perfect for couples and families (with kids).

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Apartment in Brooksville

4.83 out of 5 average rating, 140 reviews

Tapley Farm Waterfront Apartment, Acadia, Pets

Private Beach on Historic Waterfront farm with cozy, private apartment for two. In remote, quintessential Maine style, gaze at breathtaking sunsets over private beaches. Queen bed, full kitchen, full bath and 5G await. Stunning open fields with fireflies and star-filled skies and the saltwater air lulls you to sleep. Antique charm and complete modern comfort and privacy. Experience the real Maine on a Sea Captain Farm. Acadia National Park, Castine. Dog OK $30 per day

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Home in Bangor

4.88 out of 5 average rating, 241 reviews

Big Red House - Historic Bangor Home

STAY IN A HISTORIC MAINE HOME!! Welcome to the Big Red House, located in the Whitney Park Historic District in Bangor! Enjoy our pine ceilings, new furniture, memory foam gel mattress toppers, and a renovated master bathroom. We are excited to invite you to Maine! Built c. 1869, the BRH is one of the Queen City’s oldest homes - once the residence of sea captains and other interesting people of the past. Come stay & enjoy our gift of bottled cider for choosing the BRH!

Guest favorite

Cottage in Belfast

4.77 out of 5 average rating, 404 reviews

Cozy Belfast Home Away from Home

This house is walking distance from downtown Belfast, Belfast Rail Trail, and Belfast Harbor. It's a romantic nest for two or a crash pad for up to six. Live comfortably while gaining easy access to all the cool adventures Mid-Coast Maine offers. Please note this is an older house with a basement sump pump. It is eco-friendly - I don't use pesticides. You may see harmless house spiders. It is NOT a good fit for those with severe dust or mold allergies.

Guest favorite

Cottage in Penobscot

4.82 out of 5 average rating, 106 reviews

Cozy cottage in the woods

Cozy cabin set in the woods surrounded by fields. The perfect place for a romantic getaway, or to reconnect with friends and family, unplug and relax. Get cozy by the wood stove on chilly nights, or star gaze while you make s’mores by the fire-pit. Our place is just a few minutes drive to the ocean and great hiking trails. We are located very close to historic Castine and Maine Maritime Academy, and about one hours drive from Acadia National Park.

Guest favorite

Cabin in Freedom

4.91 out of 5 average rating, 318 reviews

Cozy Lakefront Cabin in Freedom, ME

Our secluded, very quiet and private two bedroom cabin with loft features a bug-free screened-in porch on its large deck. The cabin overlooks peaceul Sandy Pond, inhabited by bald eagles, loons, and herons. Watch beautiful sunrises and sunsets, fish and kayak from our dock. We're close to coastal Belfast, Unity, MOFGA (annual Common Ground Fair), Waterville, Acadia and Camden. Eat at The Lost Kitchen, visit the Amish, hike the Hills to Sea Trail.