Vacation rentals with beach access in Winter Harbor

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Top-rated beach-access accommodations in Winter Harbor

Guests agree: these beach-access accommodations are highly rated for location, cleanliness, and more.

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Top guest favourite
An aerial view captures the coastal cottage set on a granite ledge beside the Penobscot River. Surrounding trees in autumn hues frame the property, and the tranquil water reflects the colorful foliage, creating a serene natural setting.
Home in Hampden
5 out of 5 average rating, 132 reviews

Cozy Cottage on the Penobscot — Panoramic Luxury!

Escape to your private waterfront retreat where tranquility meets luxury. Our Coastal Maine Cottage style home rests on a granite ledge that disappears twice daily with the tide. Enjoy a sun-filled interior with cherry floors, a gourmet kitchen, and a private deck for sunrise coffee or evening wine. Wake to sweeping Penobscot River views & unwind by the fire pit at river’s edge. Just 12 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

Top guest favourite
Tiny homes in Surry
4.96 out of 5 average rating, 156 reviews

The Black Haven Tiny Home

This new modern home is anything but ordinary. With four 11 foot windows lining the front of the home it allows for the space to feel light and airy. The bright interior is a perfect contrast to the exterior. Located in a quite neighborhood close to Newbury Neck Beach. This home offers parking, WIFI, a washer and dryer, and an outdoor lounge area. Just a short drive will put you in the heart of Blue Hill where you’ll find great restaurants and cafes. Acadia National Park is just 30 miles away.

Top guest favourite
The open-plan kitchen and living area feature sleek wooden cabinetry and luxury appliances. Bright natural light filters through large windows that frame the peaceful outdoor surroundings. A dining table accommodates four, while the cozy seating area invites relaxation amidst the modern furnishings.
Home in Lamoine
4.92 out of 5 average rating, 166 reviews

Lamoine Modern

This modern house designed by award-winning architect Bruce Norelius and built by Peacock Builders is located in the woods of Lamoine but close to Bar Harbor and Acadia National Park for day and night excursions. Furnished with luxury appliances and supplies for your comfort and use, it is a short walk to quiet Lamoine Beach with views of Mount Desert Island and Frenchman Bay. Peaceful, modern retreat. Please, no pets. Family-friendly with the gear needed for the littlest guests.

Top guest favourite
Tiny homes in Lamoine
5 out of 5 average rating, 106 reviews

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.

Top guest favourite
A view from a shaded patio showcases a round table surrounded by wicker chairs. The lush green lawn extends to the water's edge, where trees provide a natural frame for the serene expanse of the bay, dotted with clouds reflecting in the distance.
Home in Belfast
4.92 out of 5 average rating, 195 reviews

[Trending Now]Belfast Ocean Breeze

Welcome to an exquisite retreat nestled on a tranquil dead-end lane in the thriving coastal town of Belfast. With private access to Belfast City Park and Ocean, this charming space offers unparalleled serenity, and boasting breathtaking views of Penobscot Bay and beyond. The exceptional grounds offer an ideal setting for relaxation with the added allure of explorations along the shoreline or tennis/ pickleball at park/ year round hot tub. Near downtown and Rt. 1. No parties.

Top guest favourite
Cottage in Gouldsboro
4.91 out of 5 average rating, 160 reviews

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.

Top guest favourite
A modern tiny house features large glass doors opening to a spacious wooden deck. Adirondack chairs are placed near a table under a black umbrella, surrounded by flower pots filled with colorful blooms. Lush greenery is visible in the background, framed by a partly cloudy sky.
Tiny homes in Trenton
5 out of 5 average rating, 206 reviews

The Tiny House with the Enormous View of Acadia

The Tiny House on Goose Cove is the perfect place from which to enjoy your visit to Acadia National Park. Set on three acres of shore front property, the house features spectacular views of Mount Desert Island. The entrance to the Park, and the shops and restaurants of Bar Harbor, are just 20-25 minutes away by car. And when you've had enough of the bustle and crowds, you can retreat to the peace and serenity of this beautiful property.

Top guest favourite
Cabin in Gouldsboro
4.96 out of 5 average rating, 103 reviews

Forested Cabin Decorated For The Holidays!

Wanderers | Travelers | Explorers Stained In Raven Black and Cloaked From Peering Eyes, Stonebrook Cabin Sits Proudly Concealed Behind Maine's Mighty Pines. Eclectic, Romantic and Streamside, Stonebrook Cabin Features An Expansive Sundeck Overlooking 5 Acres Of Forested Privacy and Beach Access 5 Minutes Away! 🎅 Ho, Ho Ho...Tis The Season 🎅 Stonebrook Cabin Will Be Decorated For The Holidays Through December!

Top guest favourite
The log home's exterior features a large, angled window surrounded by tall trees. A wooden deck is visible, and natural stone landscaping with patches of vibrant foliage is present in the foreground, capturing the home's serene connection to the forest.
Chalet in Gouldsboro
4.93 out of 5 average rating, 334 reviews

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

Top guest favourite
A view from above captures the cottage set amidst a grassy area, surrounded by trees. In the background, the ocean extends towards the horizon, with hints of shoreline visible. The structure is positioned to showcase its proximity to nature.
Cottage in Lamoine
4.97 out of 5 average rating, 121 reviews

Meadow Point Cottage

Meadow Point cottage is located on a very quiet five acre property with panoramic views of Frenchman's Bay and Mount Desert Island. It takes about thirty minutes to drive over to MDI and Acadia National Park. The property has a private beach for kayaking and woods with a picnic area and fire pit. It is a wonderful spot for walking and viewing wildlife; ducks, eagles, shore birds, seals and deer.

Top guest favourite
A vibrant sunset is reflected on the calm waters of Graham Lake, with streaks of orange, pink, and purple filling the sky. Silhouettes of distant hills and trees frame the scene, creating a serene atmosphere perfect for relaxation.
Cottage in Waltham
4.95 out of 5 average rating, 847 reviews

Quiet lakefront cottage on Graham Lake

Waterfront cottage on quiet Graham lake in the middle of our small working farm. Great spot for quiet relaxation, fishing or kayaking. 2 canoes on the property. Good central location for visiting Bangor, Bar Harbor, Acadia National Park and Downeast Sunrise ATV Trail. Private setting. Wifi available at the farmhouse. Because of family allergies, we cannot host pets

Top guest favourite
The boathouse exterior features a two-story structure with a wraparound deck overlooking the harbor. A small patio area is furnished with a round table and four chairs. Lush green grass surrounds the building, and a winding brick path leads to the dock area by the water.
Cottage in Islesboro
5 out of 5 average rating, 108 reviews

Islesboro Boathouse

The Boathouse is on Gilkey Harbor with western views over the Camden Hills and spectacular sunsets. Full use of dock directly in front of the boathouse. Full beachfront access & many acres to explore! LGBT friendly. Harbor tour can be arranged at an additional cost.

Popular amenities for Winter Harbor beach-access accommodations

Quick stats about vacation rentals with beach access in Winter Harbor

  • Total vacation rentals

    Explore 40 vacation rentals in Winter Harbor

  • Nightly prices starting at

    Winter Harbor vacation rentals start at $232 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,620 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Winter Harbor vacation rentals include wifi 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!