
House holiday rentals in Winter Harbor
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Top-rated house rentals in Winter Harbor
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Lakefront Log Cabin on Pleasant Lake
Best view on the Lake! 500' of frontage out on a point. Private boat launch and dock site available. Covered deck to watch the sunset. Outdoor firepit, as well as indoor gas insert. Propane grill on site. Plenty of parking available. In the winter, ideal location for snowmobiling and ice-fishing. Right on to the lake and then 4 locations to get on local/ITS trails. Great fishing 200’ from the porch. Once the ice is out, hit the black crappie and Smallies from the convenience of a private launch

Cozy Cottage on the Penobscot — Panoramic Luxury!
Escape to your private sanctuary where tranquility meets luxury. Our Coastal Maine Cottage home is perched on a granite ledge that disappears twice daily with the rising tide. Enjoy the pristine interior bathed in natural light, cherry floors, and gourmet kitchen. Wake to panoramic views of the Penobscot River from the owner's suite. Conveniently located 12 minutes to downtown Bangor, our retreat offers easy access to urban amenities, an international airport, and Acadia! IG @cozycottageinmaine.

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.

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 Cottage
Settled right outside Hulls Cove Village and its entrance to Acadia National Park, this lovely, cozy cottage is minutes from downtown Bar Harbor and its shopping, restaurants, kayaking and other activities. A classic New England shingled cape, you'll feel right at home in the updated living space, with an upstairs queen bedroom, loft with twin beds, and private backyard. Centrally located to take advantage of everything Mt. Desert Island has to offer! Registration #VR1R25-047

Graham Lakeview Retreat
Escape to the beauty of coastal Maine in this peaceful and fully-equipped waterfront home—just 40 minutes from Acadia National Park. Enjoy serene water views, launch one of the provided kayaks, or soak in the jacuzzi tub after a day of hiking. Ideal for couples, families, solo travelers, and your four-legged friends, too! Whether you're here for the national park, the coast, or just a quiet escape, this welcoming retreat has everything you need.

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.

Plovers Cottage, Waterfront
Plovers Cottage on Taunton Bay near Bar Harbor and Acadia Ntl Park provides waterfront living to enjoy swimming, kayaking, and nature up close! Shorefront home with fireplace for cool evenings, spectacular sunset views, all 1linens, kitchen, laundry..... type this in to Youtube search box for arial video! -q9pfaODbcY.

Your Mount Desert Island Base Camp
BAR HARBOR Short Term Rental Registration# VR122-14 Northern Mount Desert Island location close to Bar Harbor and Acadia National Park Entrance Spacious ground floor two-bedroom unit of a two story duplex Located on a quiet private lane just off Route 3 Complete kitchen with all the essentials (no dishwasher)
Popular amenities for Winter Harbor house rentals
House rentals with a pool

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

New Boho Cape with Pool! Fenced yard, pet friendly

Coastal Retreat with Pool and Cheerful Vibes

The Jarvis Homestead | Historic Maine Mansion

Three Sisters Retreat

Dog Friendly Midcoast Cape

Ocean View Retreat with Pool / Hot Tub

Acadia get away.! With pool and hot tub
Weekly house rentals

Waterfront Coastal Retreat 4BR3BA w/ Private Cove

Oceanfront Home on 11 Acres Near Schoodic Acadia

Enchanting waterfront home on serene 15 acres

Harbor View House

Villa Acadia w/ Mountain Views

Perfect 3 bedroom New England home.

4BR Oceanfront 0.5miles to Acadia [Schooners Edge]

Lighthouse & Harbor View, an Ultimate ME Vacation
Private house rentals

The GrindStone Bungalow

Perfect Downeast Rosehip Cottage

Antique Barn Apartment at Salt Water Farm

Sunrise Over Schoodic Mountain

BarHarbor Cedar Chalet - Ocean view- 10 min Acadia

Spacious Private Home

Peaceful Private 3BR House Near Acadia + Huge Yard

Waterfront HotTub Kids Pets Compound![Ocean Oasis]
Quick stats about house rentals in Winter Harbor
Total rentals
60 properties
Nightly prices starting at
$231 AUD before taxes and fees
Total number of reviews
2.1K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
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- Acadia National Park
- Northeast Harbour Golf Club
- Sandy Point Beach
- Sand Beach
- Kebo Valley Golf Club
- Bear Island Beach
- Lighthouse Beach
- Spragues Beach
- Driftwood Beach
- Wadsworth Cove Beach
- Three Island Beach
- Narrow Place Beach
- Hero Beach
- Islesboro Town Beach
- North Point Beach
- Hunters Beach
- Billys Shore
- Gilley Beach
- Cellardoor Winery
- Penobscot Valley Country Club
- Bar Harbor Cellars
- Catherine Hill Winery
- Bartlett Maine Estate Winery and Distillery
- Pebble Beach