
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 80 vacation rentals in Winter Harbor

Nightly prices starting at
Winter Harbor vacation rentals start at G$31,372 GYD per night before taxes and fees

Verified guest reviews
Over 2,710 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
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.

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.

Fisherman's Nook & Schoodic Retreat
Upstairs apartment, interior & exterior stairs/ all private space. Open concept living room with full kitchen. Living area: sofa with ottoman, recliner, rocker, smart TV, ceiling fan & window A/C. WiFi. Bathroom: shower, vanity, flush, washer/dryer, laundry supplies, iron, toiletries, towels, and blow dryer. Bedroom: One queen size platform bed, dresser, bedside tables, sound machine, closet, ceiling fan, window A/C. Bedroom door opens to a small private deck w/stairs to ground level.

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.

Artsy Tiny House & Cedar Sauna
Our family is excited to share our tiny house with you! Located on our artist collective farm, this is our favorite place on earth. It’s off grid, cottage core, and has a beautiful & fragrant cedar sauna. We are 27 minutes from Acadia National Park and surrounded by truly gorgeous local beaches. We offer super comfy beds, an outdoor shower, twinkle lights, summer nights filled with fireflies, bright maples in the fall, and cozy winter movie nights in a bed alcove like on a boat.

Lillebo
Lillebo is set near the end of a dead end road with a five minute walk yielding views over Frenchman's bay with Sorrento in the near view and Winter Harbor and Bar Harbor in the long view. This homey house is set about 200 feet from the road with no neighbors in direct view. There’s a screen porch on one end of the house and a garage on the other. In the garage there is a ping pong table, corn hole, darts and bikes. There are three adult bikes, one youth bike and one kids bike.

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.

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

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).

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.

320 Ft Of Private Beachfront w/ Stargaze Platform!
🌊 Welcome To Compass Point Cottage 🌊 Placed Below A Winding Driveway At The Edge Of Compass Point, Our Beachfront Cottage Rests 20 Feet From The Water's Edge...Surrounded On Two Sides By Over 320 Feet Of Private Shoreline With Views Of Petit Manan Lighthouse In The Distance!

The GrindStone Bungalow
Enjoy all that This Historical Home has to Offer..and the Wonderful outdoors Surrounding it. A Ferry to Bar Harbor close by. A 9 hole Golf course Est.1891 Watch the waves crash in At Schoodic Point Enjoy your morning coffee on the enclosed front porch..
Popular amenities for Winter Harbor family-friendly rentals
Family-friendly home rentals with a hot tub

Waterfront near Acadia | Hot Tub| Kayaks| Bay View

Hot Tub Art Sail Loft. Swans Island

Modern Cabin in the Pines • Hot Tub + Near Acadia

Field of Dreams Tiny Home

Secluded Retreat w/ Luxe Hot Tub & Forest Views

A comforting sweet off grid cabin near the beach!

SNOW SWEET, A Yurt for All Seasons

A waterfront home on the rugged Maine coast.
Family- and pet-friendly home rentals

Bayview House 1br 2ba Stunning Harbor Views

Long Cove Hideaway

Cozy Cottage on Frenchman Bay

Camp Ottah' Knot Rustic Camping Cabin 2

Cabin In The Woods: Little Loon

Early Riser barn-loft on Organic farm near Acadia

Driftwood Cottage

‘Round the Bend Farm - private, modern cabin
Family-friendly home rentals with a pool

Camping Cabin at Wild Acadia

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

New Boho Cape with Pool! Fenced yard, pet friendly

Ocean View Lawn Cottage - Newly Renovated 2024

Bar Harbor, near Acadia with seasonal dock & pool

Loon Sound Cottage, On the Water

Dog Friendly Midcoast Cape

Ocean View Retreat with Heated Pool / Hot Tub
When is the best time to visit Winter Harbor?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$52,286 GYD | G$52,286 GYD | G$52,286 GYD | G$47,058 GYD | G$52,286 GYD | G$59,606 GYD | G$70,064 GYD | G$75,292 GYD | G$63,789 GYD | G$64,626 GYD | G$52,286 GYD | G$52,286 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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