
House holiday rentals in Winter Harbor
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Top-rated house rentals in Winter Harbor
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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.

In town retreat close to Acadia
This cozy one bedroom retreat is ideally located for walking to downtown or a stroll into Acadia. Secluded off of a residential street and with off street parking, the house has a private courtyard for you to enjoy, a full kitchen, washer/dryer and AC/heat. The park's loop road with access to Sand Beach, Ocean Drive, Champlain mountain and a huge network of trails are just down the street while restaurants, the village green, shops, shore path and an active waterfront are a 15 min. walk away.

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.

Quiet 2-bedroom house on Acadia's doorstep.
Minutes from Acadia, Bar Harbor, Ellsworth and other DownEast destinations. Relax with the whole family at this peaceful home in the heart of Vacationland. We are nearing the end of a long renovation, so you will find some projects unfinished (mostly exterior). But, we hope that won't stop you from having a great time exploring the area. New floors, kitchen, lighting, and hot water heat pump - we've poured a lot of love and energy into making this a great spot for our family, and yours!

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.

Hulls Cove Hideaway.
Located about a 1/4 from groomed X-country ski trails. Thank you for considering the Hideaway for you stay. The house is well equipped for your comfort. Located near the Hulls Cove park entrance and beach. The calendar does reflect availability, please believe the calendar, if it won't let you book the dates you are looking for that does mean it is not available. We are dog friendly, however we do not accept cats for allergic reasons.

The Cozy Cottage right on Acadia National Park
The perfect spot for your Mount Desert Island vacation! Tucked away in a quiet neighborhood in Seal Harbor, you are right around the corner from Acadia National Park, short walk to a sand beach, 10 minute drive to the shopping and nightlife of Bar Harbor. Let the sound of the bubbling stream lull you to sleep. Three bedrooms and a small fold out couch in the living room. The twin bed is a daybed/trundle which opens into a king.

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 Holidays 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

Cove House with Private Pool, Ocean Views, Family

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

Coastal Retreat with Pool and Cheerful Vibes

New Boho Cape with Pool! Fenced yard, pet friendly

Peaceful 4 Bedroom Maine Retreat with Pool

Bar Harbor shorefront near Acadia with dock & pool

Ocean View Retreat with Heated Pool / Hot Tub

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

The GrindStone Bungalow

Oceanfront Acadia Getaway

Mildreds Cottage - Otter Creek - hike from here!

Schoodic Peninsula, in Town, short walk to Ocean

Schoodic Seaside Duplex

Tranquility Cottage (Year Round) & Cabin (May-Oct)

Perfect 3 bedroom New England home.

Wonderful Winter Harbor Retreat!
Private house rentals

Amazing Views- Central to Acadia

Beautiful Oceanfront Estate

Fresh Catch a Cottage Steps to Acadia & Town

Pilot House

Lucky Stone Retreat - private beach & Acadia view

1830's Large 4BR in Heart of Acadia! [Somes Villa]

Spacious Private Home

Schoodic summer house in center of Winter Harbor
Quick stats about house rentals in Winter Harbor

Total holiday rentals
Explore 60 holiday rentals in Winter Harbor

Nightly prices starting at
Winter Harbor holiday rentals start at $248 NZD per night before taxes and fees

Verified guest reviews
Over 2,170 verified reviews to help you choose

Family-friendly holiday rentals
50 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
60 of Winter Harbor holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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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