
House vacation rentals in Winter Harbor
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Top-rated house rentals in Winter Harbor
Guests agree: these houses are highly rated for location, cleanliness, and more.

The Farm-- A Lovely Place and a High-End Space!
TAKE ADVANTAGE OF OUR APRIL2025 DISCOUNT! This upscale and modern home was fully renovated in 2020 with your comfort in mind! Nestled in the woods and just steps from the Seal Cove entrance to the National Park, “The Farm” is also just 1.5 miles to downtown SW Hbr’s bustling village. It features a high-end kitchen, 3 well-appointed bedrooms, 2 full baths, an expansive game room with card and puzzle table, air hockey, and a unique screened-in porch w/cathedral ceiling and wood burning fireplace!

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.

Acadia's Oceanfront CAMP - near Bar Harbor
Oceanfront cottage. 30 minute drive to Bar Harbor! 2 acres, Stunning waterfront and sunset views. Westerly views across Young's Bay. 15 minutes from Schootic Point. What makes this place unique is the privacy you experience as forest meets ocean. Excellent condition, wide pine floors, granite counter tops, quality appliances. The woods have been carefully groomed to open views of the cove framed with beautiful granite ledges. A short distance to Hancock Point and the amenities it has to offer.

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.

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.

Bayview House 1br 2ba Stunning Harbor Views
Do you crave balmy summer evenings or frosty winter days that make you feel like you've been transported back to a simpler time? Or long for days spent on the water or experiencing village life with friendly locals in charming pubs tasting local eats? Experience the simple joys of life with rustic yet modern amenities offered at this coastal 2-story home. Whether daily strolls by the water or taking in the sunset on your deck, you'll fall in love with this lovely New England destination.

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.

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.

Hot Tub Time Machine
Step into a vibrant world with this collection of paintings that celebrate color and texture. Enjoy pristine beaches and forest and spread out in this 2600 sq ft house with cathedral ceilings, 2 fireplaces, sauna and well stocked kitchen. Explore the island and it's hikes and fine sand beaches or take a dip in the quarry. Discover a dramatic narrative with this striking home that juxtaposes nature and fantastic mythical creatures

Home away from Home
Nestled in a quiet location! Screened in balcony to enjoy the view! Cleared path to the oceanfront to enjoy sun bathing or sea glass hunting Not far from Schoodic Acadis National Park which offers some serene hiking and biking paths Two ferries located in Winter Harbor to go exploring in Bar Harbor There are several fantastic Restaurants I have left plenty of local information at the property

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.

Pondside w/ Firepit Near Bar Harbor & Acadia
🌳 Welcome To Woodlawn Retreat 🌳 Tucked Beside A Pond On 5 Acres and Perfectly Sized For 6 Guests, Our 1,800 Sq Ft Retreat Features Wooded and Pond Views w/ A Wood-Burning Outdoor Fireplace and Propane Grill. Located Just 9 Miles From Mount Desert Island and A Comfortable 20-25 Minute Drive To Bar Harbor and Acadia National Park!
Popular amenities for Winter Harbor house rentals
House rentals with a pool

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

Higgins Retreat Quiet Country Cape

The Jarvis Homestead | Historic Maine Mansion

New Boho Cape with Pool! Fenced yard, pet friendly

Peaceful 4 Bedroom Maine Retreat with Pool

Bar Harbor shorefront near Acadia with dock & pool

Bar Harbor / In-Town 6BDRM with heated pool

1798 - Spacious - Sleeps 10 - On Morgan Bay
Weekly house rentals

The GrindStone Bungalow

Coastal Retreat

Sunrise Over Schoodic Mountain

Pondside View Family Friendly Home! [Moose Lodge]

Schoodic Peninsula, in Town, short walk to Ocean

Schoodic Seaside Duplex

Oceanfront Estate Located On Private Peninsula

Camp Ripples lake cottage.
Private house rentals

Harborfront Getaway | Minutes to Acadia

Oceanside Cottage • Firepit + Beach by Bar Harbor.

Pilot House

Perfect Downeast Rosehip Cottage

Cozy *Newly Renovated* 3BR Home

Waterfront w/ Kayaks, SUP, A/C, 30 miles to Acadia

Bar Harbor In-Town Convenience minutes to Acadia!

3-bedroom 1798 Farmhouse
Quick stats about house rentals in Winter Harbor

Total vacation rentals
Explore 60 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 2,170 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 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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