
Family-friendly vacation rentals in Winter Harbor
Find and book unique family-friendly homes on Airbnb
Quick stats about vacation rentals that are family-friendly in Winter Harbor

Total vacation rentals
Explore 90 vacation rentals in Winter Harbor

Nightly prices starting at
Winter Harbor vacation rentals start at G$31,386 GYD per night before taxes and fees

Verified guest reviews
Over 2,810 verified reviews to help you choose

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
80 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!
Top-rated family-friendly rentals in Winter Harbor
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.
KitchenIndoor spacesHiking
4.81 out of 5 average rating, 117 reviews
The Adventure House
The Adventure House was named by a family of houseguests with 3 fun and lively children who filled their time here with adventures at Acadia National Park and beyond! We are 10 minutes from the quiet side of the park and just under an hour to the busy side, both filled with scenic beauty! We have an added amenity for families traveling with extra family or friends. We're now offering a beautiful camper that comfortably sleeps 6 on the property available only for an extra charge after booking.
KitchenIndoor spacesAccuracy
4.92 out of 5 average rating, 198 reviews
Captain Guptill House views of Acadia & lighthouse
Captain Guptill House overlooks Frenchman Bay, with views of Acadia National Park Schoodic and Mark Island Lighthouse. Watch the lobster boats haul their traps and return with their catch. Relax on your front porch, stargazing or just breathing in the ocean air. Walk 1/2 mile up to the Village of Winter Harbor with it's quaint shops and restaurants. If hiking, biking or walking is your thing, the Park has miles of trails. Or do what people come to Maine to do - eat lobster fresh off the boat.
FamilyIndoor spacesLocation
5.0 out of 5 average rating, 41 reviews
Stylish ocean-view home on Acadia's Schoodic Loop
This stylish, former 1940s schoolhouse is one of just a few homes located along Acadia's scenic Schoodic Loop; guests can virtually hike or bike by stepping out the back door. Enjoy our crowd-free corner of Acadia or drive 7 min to the ferry for a charming boat ride to Bar Harbor. Alternatively, head up the coast for more hikes, picturesque fishing villages, quirky shops and quintessential Maine culture. At home, enjoy books, original art, a curated record collection and fresh local lobster.
FamilyIndoor spacesBathroom
4.97 out of 5 average rating, 111 reviews
Steps from Acadia National Park
This bungalow is located closer to the national park than any other cottage rental on the Schoodic Peninsula. The interior is charming and airy with everything you could possibly need. Walk to the ocean and enjoy coffee along the shore in Acadia National Park. At night, marvel at the stars you feel like you could reach up and touch. Our night skies are among the best in the country. In daylight walk or ride a bicycle around our scenic 6-mile loop road with one stunning view after another.
KitchenFamilyBiking
4.99 out of 5 average rating, 155 reviews
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.
Indoor spacesKitchenParks
4.89 out of 5 average rating, 141 reviews
2026 Fall Colors Waterfront on Flat Bay WiFi
Fall 2026 ~Visit Acadia Park & Bar Harbor by day & stay here at night. Our 1.4 acre shore-front family retreat began an 18 month renovation Fall of 2018 & only opened recently - Dishwasher, new beds, Hi-speed Internet no data limit. We fell in love with this quiet coastal sanctuary, the perfect place to reconnect with nature while staying on grid. ☪ At night you'll experience deafening silence under the natural light of the stars. High-speed Internet keeps you connected.
FamilyKitchenValue
4.96 out of 5 average rating, 247 reviews
Shore Haven - Oceanfront Home in Corea by the Sea
Peak Season (July & August 2027): Weekly rentals only, Sunday arrival/departure. Enjoy this charming cedar-shingled cottage with 1,850 sq. ft. of single-level living. Features include an open-concept kitchen, dining, living, and sunroom area with spectacular ocean views, 3 bedrooms, 2 baths, and a library off the main bedroom with a double bed. Beautifully landscaped grounds slope gently to 240 feet of dramatic oceanfront.
KitchenFamilyWalkability
4.91 out of 5 average rating, 171 reviews
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
Indoor spacesKitchenValue
4.94 out of 5 average rating, 363 reviews
Acadia’s Schoodic Oceanfront Cabin
Enjoy your morning coffee or dinner on the oceanside deck while waves splash underfoot. This home is situated at the mouth of prospect harbor. It’s deck overlooks open ocean with deep water frontage. Take the local ferry to MDI to explore Bar harbor’s restaurants and shops, or stay local and enjoy the less traveled side of Acadia National Park, Schoodic Pennisula (5-10 minute drive).
Indoor spacesFamilyDecor
4.89 out of 5 average rating, 114 reviews
Quiet lakefront cottage on Graham Lake
Waterfront cottage on quiet Graham lake in the middle of our small working farm. Great spot for quiet relaxation, fishing or kayaking. 2 canoes on the property. Good central location for visiting Bangor, Bar Harbor, Acadia National Park and Downeast Sunrise ATV Trail. Private setting. Wifi available at the farmhouse. Because of family allergies, we cannot host pets
FamilyIndoor spacesCheckout
4.94 out of 5 average rating, 921 reviews
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.
FamilyIndoor spacesWifi
4.97 out of 5 average rating, 135 reviewsPopular amenities for Winter Harbor family-friendly rentals
Family-friendly home rentals with a hot tub

A waterfront home on the rugged Maine coast.
KitchenFamilyBiking
4.95 out of 5 average rating, 303 reviews
Unique, Whimsical Off-Grid Cabin
KitchenIndoor spacesSolo travel
4.97 out of 5 average rating, 302 reviews
Hot Tub Time Machine
KitchenIndoor spacesParks
4.95 out of 5 average rating, 327 reviews
6 Lovely 1Br Acadia Apartment Open Hearth Inn
FamilyIndoor spacesAir conditioning
4.95 out of 5 average rating, 144 reviews
The Seamist Cottage - Converted Historic Barn
Indoor spacesFamilyLong stay
4.88 out of 5 average rating, 370 reviews
Acadia Treehouse near Bar Harbor - Private Luxury
KitchenIndoor spacesBackyard
4.94 out of 5 average rating, 586 reviews
Beachfront Guest Cottage - Year-round Hot Tub!
Indoor spacesFamilyParks
4.94 out of 5 average rating, 433 reviews
Tranquil lakefront retreat for nature lovers
Indoor spacesFamilyHot tub
4.95 out of 5 average rating, 107 reviewsFamily- and pet-friendly home rentals

Bayview Cottage on the Atlantic
FamilyIndoor spacesGetting around
4.98 out of 5 average rating, 124 reviews
Little Gem - Ocean Cottage near Schoodic & Acadia
FamilyKitchenBackyard
4.99 out of 5 average rating, 101 reviews
Early Riser barn-loft on Organic farm near Acadia
Indoor spacesKitchenWalkability
4.88 out of 5 average rating, 133 reviews
Driftwood Cottage
Indoor spacesFamilyAmenities
5.0 out of 5 average rating, 231 reviews
New Modern Cabin with RV Pad near Acadia
FamilyKitchenQuiet
5.0 out of 5 average rating, 102 reviews
Plovers Cottage, Waterfront
KitchenFamilyOutdoor spaces
4.99 out of 5 average rating, 198 reviews
Crooked Road Cottage, Cozy Coastal Retreat
FamilyKitchenHospitality
5.0 out of 5 average rating, 105 reviews
Schoodic Loft Cabin "The Roost" with Kayaks
FamilyIndoor spacesHeating
4.94 out of 5 average rating, 270 reviewsFamily-friendly home rentals with a pool

Cozy, fun, 3 bedroom home with a pool and Hot Tub.
KitchenFamilyCheckout
4.97 out of 5 average rating, 372 reviews
Seaswept Cottage
FamilyIndoor spacesCheck-in
4.9 out of 5 average rating, 29 reviews
Indoor Pool*Hot Tub*Sauna*Game Room*Near Acadia
Indoor spacesKitchenDecor
5.0 out of 5 average rating, 25 reviews
Camping Cabin at Wild Acadia
Indoor spacesFamilyCondition
4.97 out of 5 average rating, 35 reviews
Large MDI house w/pool perfect for groups+families
KitchenIndoor spacesOutdoor spaces
4.71 out of 5 average rating, 51 reviews
Cabin_Wilderness_Acadia_Pet friendly_Cabin 15
Indoor spacesKitchenNearby
4.93 out of 5 average rating, 14 reviews
Gorgeous house with a view
FamilyIndoor spacesSleep quality
5.0 out of 5 average rating, 46 reviews
Camping Cabin
FamilyLocationBreakfast
5.0 out of 5 average rating, 9 reviewsWhen is the best time to visit Winter Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$52,310 GYD | G$52,310 GYD | G$52,310 GYD | G$52,310 GYD | G$67,584 GYD | G$72,606 GYD | G$70,095 GYD | G$75,326 GYD | G$63,818 GYD | G$64,655 GYD | G$52,310 GYD | G$52,310 GYD |
| 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 |
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