
Holiday rentals with a fireplace in Winter Harbor
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Top-rated Accommodation with Fireplace in Winter Harbor
Guests agree: these holiday homes with a fireplace are highly rated for location, cleanliness and more.

Cozy cottage in Orland Village-Penobscot Bay area
Charming cottage in Orland Village, 2 minutes from Bucksport, a short walk away from the Orland River and its estuary on the Penobscot Bay. Nestled on 3.5 acres of wooded land, 300 ft behind an 18th-century colonial house. Completely self-contained with equipped kitchen. Fast 800 Mbs fiber internet/WiFi. 45 minutes to Acadia National Park, 30 min. to Belfast, 20 min. to Castine. Perfect base for hiking, kayaking, sailing, or discovering the maritime past of the area. We’re very pet friendly!

The Cottage
A rustic cottage in the middle of Darthia Farm. The farm sits along the shore of West Bay and a short walking trail brings you from the cottage to the salt water. We grow organic mixed vegetables, herbs and flowers, raise sheep, ducks, chickens, pigs, and work with Haflinger horses. We have a farm store that is open everyday except Tuesdays and Sundays. The property is 15 minutes away from the Schoodic Section of Acadia and is surronded is by countless hiking trails and access to fresh water.

Prime location/Steps to Pier, Shops and Tours
You will love the location of "On Island Time". A cute coastal themed cottage steps to waterfront & right in downtown Bar Harbor. Waterview & smell of salty sea breeze greet you from your doorstep! Ollie’s Trolley just across the street. Close to Agamont Park, Bar Island Trail, Ocean Path. Walk down the streets & dine at restaurants within a short easy walk. Tandem Parking for 2 vehicles. Each room equipped with split type heat pumps. Enjoy our hospitality and create beautiful memories!

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.

Southwest Harbor Cottage
Enjoy unparalleled views of bustling Southwest Harbor and the beauty of Acadia National Park from the comfort of Eagle's Nest. Perched on a granite cliff, this thoughtfully designed little home provides for your every need. For anything else, take the ten minute stroll into the village, where you'll find plenty of local shops and restaurants. You can access the water via a set of stairs leading from the property to the shoreline. End your days on the deck and keep your eyes peeled for seals!

Whitetail by the River, Acadia National Park 10m
Whitetail Cottage - 4 MILES TO MDI- nestled between woods edge & rolling meadows w/views distant views of the Jordan River! Tiny home with WIFI is ONLY 10 MILES to Acadia National Park -a hikers paradise! Minutes to Mount Desert Island but secluded enough to disconnect &get back to nature. Enjoy a stroll to the water, privacy, breathtaking sunsets,stargazing & local wildlife! Perfect for 2 & cozy for 4. Short drive to MDI,Acadia, Bar Harbor,Ellsworth,Southwest Harbor,Shops & Lobster Pound

Lamoine Modern Guest House
Relax, recharge, & escape here. A unique & peaceful guest house in the woods of Lamoine, Maine with large windows looking out to the woods. Close enough to Bar Harbor / Acadia National Park (45 minutes) but removed from the hustle & bustle. A 10-minute walk down a gravel road to a beach in Lamoine with distant views of Acadia National Park. Enjoy all weather with our new wood stove fireplace surrounded by large windows. We have a comprehensive guidebook for our guests upon check-in.

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
New gas fireplace insert of fall 2025** Peak season- Jun 14 to Sep 13, 2026- weekly bookings only with arrival/departure on Sunday***. This cedar shingled cottage home boasts 1850 sq ft of living space on one level. It has open concept Kitchen/Dining/Living/Sun room with spectacular ocean views; 3 bedrooms; 2 baths; and a library/reading room with a double bed. The property is nicely landscaped with a gently sloping lawn to 240 ft. of bold oceanfront.

Modern Cabin in the Pines • Hot Tub + Near Acadia
Enjoy our cozy home-away-from-home amid towering pines and granite boulders — the perfect respite after exploring Acadia. Our newly built cabin has rustic Maine charm and modern comforts: AC, waterfall shower, memory foam mattresses, indoor gas fireplace, outdoor gas fire pit, gas grill, hot tub, 4KTV, high-speed internet, modern kitchen, filtered water, gas range, high-end appliances, and front-loading washer/dryer.

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

Cottage by Acadia National Park
Located by the Giant Slide Trail and bordering Acadia National Park the nature enthusiast will enjoy the comfort and central location of this cottage on Mt. Desert Island. Making touring in Acadia easy with trails, sites, and Bar Harbor within easy access. Walk right from the cottage to access the carriage roads and the Giant Slide Trail which leads up Sargeant Mountain.
Popular amenities for Winter Harbor Accommodation with Fireplace
Holiday House Rentals with a fireplace

Quiet side ranch home SW Harbor. Prime MDI locale

Daylily Cabin

Mildreds Cottage - Otter Creek - hike from here!

Harbor View from the deck of Capt's Cottage

Maine Wilderness Oasis: Hike Swim Kayak Fish

The Boathouse on the ocean

Sunny Waterfront Home Overlooking Blueberry Field

Baileard A large and Lovely Historic Village Home!
Apartment rentals with a fireplace

Hummingbird Suite

Nest:a place of rest, retreat, or lodging

Tapley Farm Waterfront Apartment, Acadia, Pets

NEW MaineStay near Bangor Airport & Acadia Park

The Sovereign Suite - Cozy/Convenient/Home Theater

Parisian apartment in downtown Belfast, Maine

Sunny In-Town Camden Studio, 10% weekly discount

The American Eagle - Inn on the Harbor
Other holiday rentals with a fireplace

Glamping Log-Cabin: Coastal Maine /year-round

Hancock, Frenchman's Bay Cottage

Stylish ocean-view home on Acadia's Schoodic Loop

Beautiful Waterfront Home Close to Trails & Acadia

Best of Both Worlds Retreat~ Walk to DT and Acadia

Schoodic Point Cabin

New Modern Cabin with RV Pad near Acadia

Oceanfront on Somes Sound, Acadia National Park ME
Quick stats about holiday rentals with a fireplace in Winter Harbor

Total holiday rentals
Explore 30 holiday rentals in Winter Harbor

Nightly prices starting at
Winter Harbor holiday rentals start at $216 NZD per night before taxes and fees

Verified guest reviews
Over 1,240 verified reviews to help you choose

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

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

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

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Winter Harbor rentals

4.8 Average rating
Winter Harbor stays are highly rated by guests—averaging 4.8 out of 5!
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