Holiday rentals with beach access in Winter Harbor

Find and book unique accommodation with beach access on Airbnb

Quick stats about holiday rentals with beach access in Winter Harbor

  • Total holiday rentals

    Explore 40 holiday rentals in Winter Harbor

  • Nightly prices starting at

    Winter Harbor holiday rentals start at $295 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,710 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Winter Harbor holiday 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!

Top-rated Accommodation with Beach Access in Winter Harbor

Guests agree: These holiday homes with beach access 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, 155 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 10 minutes to downtown Bangor, with easy access to urban amenities, Bar Harbor, and Acadia Park. @cozycottageinme

Guest favourite
A fire pit area is surrounded by four Adirondack-style chairs, set on a grassy patch. Views of the harbor and surrounding trees provide a tranquil backdrop, with the cottage’s red exterior visible in the corner of the image. The scene captures a peaceful outdoor gathering space.
Cottage in Southwest Harbor
4.97 out of 5 average rating, 156 reviews

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!

Top Guest favourite
A modern home with a sloped roof is situated on a lush green lawn by the water's edge. Trees frame the property, and a sandy beach is visible along the shoreline. Outdoor seating is arranged on a spacious patio overlooking the tranquil cove.
Home in Lamoine
4.97 out of 5 average rating, 116 reviews

Timber Point – Secluded Waterfront Oasis

Timber Point has beautiful coastal views and water access in a modern air conditioned 4-Bedroom+2-Bath home. Gorgeous water views from every room. Ideally located minutes from Acadia National Park. Walk to Lamoine Beach or launch your boat at nearby Lamoine State Park. This secluded home has private access to an unspoiled coast with wonderful views of Racoon Cove. Explore all the beauty of Acadia National Park, kayak the sheltered cove, or just watch the birds and tides from your patio!

Top Guest favourite
The exterior of a vibrant green tiny house features large, decorative window frames adorned with colorful floral designs. A bright red door offers an inviting entrance, while small wooden tables and chairs are positioned on the decking. A charcoal grill sits nearby, enhancing the outdoor living space.
Tiny home in Lamoine
5 out of 5 average rating, 151 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 charming cottage exterior is displayed, featuring traditional shingled siding and a light blue front door. Two gable dormers top the structure, while flower planters with colorful blooms line the entryway, complemented by clear blue skies overhead.
Home in Bar Harbor
4.99 out of 5 average rating, 211 reviews

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 #VR1R26-037

Top Guest favourite
A hot tub is situated outdoors amidst a serene wooded setting, surrounded by trees with the faint hint of steam rising. The structure features a partially enclosed wooden fence for privacy, with a few nearby seating options visible, set against a softly lit twilight sky.
Cottage in Deer Isle
4.94 out of 5 average rating, 419 reviews

Beachfront Guest Cottage - Year-round Hot Tub!

Our cozy guest cottage has easy beachfront/kayak/canoe access, and is located very close (within walking distance at low tide) to the public boat launch for larger boats. Great location to explore Deer Isle, Acadia (approx 1hr), Castine (45m), and the Bangor (1hr) area. Brave children and adults even swim from the beach but comfortable swimming ponds/lakes are 10m in several directions. The hot-tub is open year-round! Additional guests can be considered prior to booking.

Top Guest favourite
A rustic fire pit area features four blue Adirondack chairs arranged around a stone circle, set within a grassy space. A small table sits nearby, and a serene tidal cove is visible through the trees in the background.
Campervan/RV in Sorrento
4.91 out of 5 average rating, 141 reviews

Long Cove Hideaway

Escape the tourist madness of Bar Harbor at your own private tidal cove. Camp with the comforts of home, water, power and Wifi. Outdoor grill, awning and lobster cooker for the complete Maine experience. After a hard day of hiking relax by fire pit. The Schoodic National Scenic Byway is on the far side of Long Cove, and you can hear some traffic noise from outside the RV, but for complete silence check out my other two places by looking at "about me" on my profile.

Top Guest favourite
Cottage in Gouldsboro
4.92 out of 5 average rating, 166 reviews

Shore Haven - Oceanfront Home in Corea by the Sea

Peak Season (July & August 2027): Weekly rentals only, Sunday arrival/departure. Enjoy this charming cedar-shingled cottage with 1,850 sq. ft. of single-level living. Features include an open-concept kitchen, dining, living, and sunroom area with spectacular ocean views, 3 bedrooms, 2 baths, and a library off the main bedroom with a double bed. Beautifully landscaped grounds slope gently to 240 feet of dramatic oceanfront.

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, 128 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
The exterior of a charming house is visible, featuring a sloped roof and weathered wooden siding. Decorative elements include American flags and potted plants. A staircase leads to the entrance, surrounded by landscaped gardens and greenery.
Home in Gouldsboro
4.88 out of 5 average rating, 136 reviews

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

Top Guest favourite
A seating area with four log chairs surrounds a wood-burning firepit, positioned on rocky shoreline. The tranquil water extends into the horizon, reflecting the cloudy sky. The landscape presents a blend of natural elements, inviting relaxation by the beach.
Cottage in Gouldsboro
5 out of 5 average rating, 148 reviews

320 Ft Of Private Beachfront w/ Stargaze Platform!

🌊 Welcome To Compass Point Cottage 🌊 Placed Below A Winding Driveway At The Edge Of Compass Point, Our Beachfront Cottage Rests 20 Feet From The Water's Edge...Surrounded On Two Sides By Over 320 Feet Of Private Shoreline With Views Of Petit Manan Lighthouse In The Distance!

Top Guest favourite
A serene coastal scene depicts a rocky shoreline at low tide, with gentle waves lapping at the water's edge. Tall trees border the landscape, casting subtle shadows. The clear sky reflects soft light over the calm water, creating a peaceful atmosphere.
Cottage in Gouldsboro
5 out of 5 average rating, 224 reviews

Driftwood Cottage

This is the million dollar view on the Schoodic Peninsula. Sit on your private deck and private beach, sipping wine, while gazing across Frenchman Bay as the sun sets over Cadillac Mountain. Watch lobster boats crisscross the bay while eagles soar overhead.

Popular amenities for Winter Harbor Accommodation with Beach Access