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

Oceanview Escape near Maine Beaches
Located at the end of a private road you will find the area very peaceful with beautiful ocean view sunrises and sunsets and lots of wildlife sightings. This cozy 1000 square foot apartment has been recently renovated for a clean coastal vibe. The house was originally hand built in 2000 by the owner. You will notice the craftsmanship detail, built ins, hand made furniture and unique nautical style throughout the apartment. The kitchen is fully stocked and equipped with stove, full fridge and a new microwave and dishwasher. The living space provides a 50 inch smart TV and queen pull out sofa. Enjoy the vast ocean views from the large living room picture windows. Watch the boats cruising through Penobscot Channel or a local lobsterman hauling their traps. The bedroom offers a queen bed and plenty of closet/storage space. There is a large jacuzzi tub and separate hand tiled shower in the bathroom. Spacious deck off the kitchen/living area provides an outdoor dining area and grill. Enjoy dinner or drinks taking in the salty ocean air and views. At the base of the entry stairs is a separate patio space with propane fire pit shared amongst both living spaces. Located behind the apartment is an adorable playhouse with slide, saucer swings and a rock climbing wall that is shared amongst the neighborhood. Please play at your own risk. WiFi included

Maine Country Home Young
Take it easy at this unique and tranquil getaway. This little country home sits in town in the fishing village of Winter Harbor, Maine. Explore Schoodic Point, a part of Acadia National Park, while hiking, fishing, bicycling, kayaking, and picnicking at Frazer Point.Several area restaurants are within walking distance and serve up Maine traditional fare.Want to enjoy Bar Harbor as well? Take the ferry from the marina and experience sea life such as dolphins, seals, or a bald eagle on your trip.

Schoodic Loft Cabin "The Roost" with Kayaks
This playful cabin offers a unique spot to unwind and explore the Schoodic peninsula and Downeast Maine. Kayaks are provided to explore island studded 462 acre Jones pond, a 10 minute walk down a trail. A 10 minute drives brings you to the less visited Schoodic section of Acadia NP, where a network of hiking and biking trails lace the coastal forests and dramatic rocky coast. Nearby Winter Harbor has shops and restaurants and even a ferry across the bay to Bar Harbor and Mount Desert Island.

The Maine Getaway - Lakefront with Beach
If you are looking for a place to get away and relax, our house on Molasses Pond may be a good fit for you/your family. It is a hidden gem down a dirt road away from hustle and bustle. Peace and quiet is what you’ll find, along with a gorgeous view. It’s a great place for swimming, kayaking, paddle boarding, grilling, fishing, and laying on the hammock. We try to provide you with all the necessities you may need and are happy to answer any questions. We hope you enjoy it as much as we do!

Cozy & Walkable Winter Harbor Home next to Acadia
Walk everywhere in Winter Harbor while enjoying picturesque Downeast Maine right next to the most peaceful section of Acadia National Park on the Schoodic Peninsula. This vintage cottage has everything you need to relax in a quintessential fishing village. Walk to coffee shops, restaurants, bars, a grocery store, the Bar Harbor Ferry and gorgeous harbor views. Avoid the traffic and congestion of Bar Harbor and come experience Downeast Maine's best kept secret! Sorry no dogs allowed.

Acadia Treehouse near Bar Harbor - Private Luxury
Escape to a secluded luxury treehouse in the forest of Maine. Unwind in the spa-like full bath with a jacuzzi and sauna. Includes 1 bedroom and loft with 2 queen beds, full kitchen, fireplace, 2 screened porches & outdoor shower. Perfectly located for visiting Acadia National Park, ATV trails and scenic drives. Whether soaking in the jacuzzi, relaxing by the fire, or unwinding on the porch to the sound of rustling leaves, this luxury treehouse is a getaway you’ll never forget

Waterfront near Acadia | Hot Tub| Kayaks| Bay View
Welcome to the 'Maine Squeeze'- where morning coffee tastes better on your private waterfront deck and every sunset over Hog Bay feels like a personal show just for you. Located just 40 minutes from Acadia National Park, this cozy coastal retreat offers the perfect blend of adventure and relaxation. Imagine kayaking right from your backyard, soaking in the hot tub under a canopy of stars, and falling asleep to the gentle sounds of the bay.

Bear tent, Airbnb fees paid by host.
4 miles from Acadia. Relax, re-charge! Our tents have all the comforts of home. Linens, towels, bath products and kitchen supplies. Just 4 miles from Acadia N.P. This tent has a full bathroom, 2 queen beds, a bunk bed, kitchenette, kitchen table and outside deck. There is a communal fire pit with free wood. We have boardgames and outside games the family can enjoy. Check out the Woods of Eden Glampground in Bar Harbor.

Great Timbers Retreat Minutes from Schoodic Park
This private newly renovated log home is nestled right next to the ocean front. Radiant floors with all new appliances and granite countertops. Spa showers in both bathrooms. One large bedroom with king bed and two Queen luxury futon beds for guest. Stone fireplace. Brand new washer and dryer. Charcoal grill outside and picnic table with ocean views. Pet Friendly there are pet beds and crate available

Escape to Sandy River Beach
Bella Vista is a cozy, 2 bedroom house with views of Englishman's Bay and Roque Island. The house is set just a few feet away from the soft white sand of Sandy River Beach. You will enjoy magnificent ocean views and comfy accommodations. Stroll the ½ mile sandy beach collecting sea glass and other treasures washed in by the waves. At low tide, hike across the sand bar to explore a nearby island.

Anchor Down at Schoodic Point
Anchor Down in this nautically inspired salt box home in the quaint seaside town of Winter Harbor, Maine. Comfortably furnished and well equipped for your vacation getaway. At Anchor Down you will be conveniently located across the road from the entrance to Acadia National Park's Schoodic Penninsula with hiking and biking trails and gorgeous views of the ocean.

Sunset Studio the Heart of Bar Harbor (King Bed)
Explore the best of Maine from this 2nd-story studio apartment! Drive just 5 minutes to explore Acadia National Park, or walk 3 minutes to discover a plethora of dining and shopping downtown. Bar Island sandbar sunrises and sunsets are only a 4-minute walk away. Sleeps 4. No animals please, no exceptions, our cleaning lady is allergic.
Popular amenities for Winter Harbor family-friendly rentals
Family-friendly home rentals with a hot tub

6 Lovely 1Br Acadia Apartment Open Hearth Inn

Cute Midcoast Cottage w Hot Tub

Field of Dreams Tiny Home

Birch Hill Cabin w/Hot Tub

A comforting sweet off grid cabin near the beach!

The Seamist Cottage - Converted Historic Barn

Delight<Farmhouse

Waterfront with Hot Tub
Family- and pet-friendly home rentals

Lake House Cottage

Amazing Mountain Views

Plovers Cottage, Waterfront

Evergreen Hill in Acadia National Park

Hobb’s House - Year Round Log Cabin on the Water

Cozy Cottage on Frenchman Bay

Long Cove Artist Cottage

Driftwood Cottage
Family-friendly home rentals with a pool

Deluxe Cabin A at Wild Acadia

Cozy, fun, 3 bedroom home with a pool and Hot Tub.

The Jarvis Homestead | Historic Maine Mansion

New Boho Cape with Pool! Fenced yard, pet friendly

Loon Sound Cottage, On the Water

Ocean View Retreat with Heated Pool / Hot Tub

Main Street Suite with Waterfront Resort Access

The Haven at Hadley's
When is the best time to visit Winter Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ731 | ﺩ.ﺇ918 | ﺩ.ﺇ918 | ﺩ.ﺇ826 | ﺩ.ﺇ918 | ﺩ.ﺇ1,047 | ﺩ.ﺇ1,230 | ﺩ.ﺇ1,322 | ﺩ.ﺇ1,120 | ﺩ.ﺇ1,135 | ﺩ.ﺇ918 | ﺩ.ﺇ918 |
| Avg. temp | -7°C | -6°C | -1°C | 6°C | 13°C | 18°C | 21°C | 20°C | 16°C | 9°C | 3°C | -3°C |
Quick stats about vacation rentals that are family-friendly in Winter Harbor

Total vacation rentals
Explore 80 vacation rentals in Winter Harbor

Nightly prices starting at
Winter Harbor vacation rentals start at ﺩ.ﺇ551 per night before taxes and fees

Verified guest reviews
Over 2,720 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
70 of Winter Harbor vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Winter Harbor rentals

4.9 Average rating
Winter Harbor stays are highly rated by guests—averaging 4.9 out of 5!
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- Family-friendly rentals Hancock County
- Family-friendly rentals Maine
- Family-friendly rentals United States




