
Waterfront holiday rentals in Winter Harbor
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Top-rated waterfront rentals in Winter Harbor
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Peaceful Branch Lake Cabin minutes to Acadia
Ellsworth is the gateway to Downeast Maine. Just minutes from Acadia National Park, and Bar Harbor, enjoy relaxing along Ellsworth's pristine 9 mile long 120 foot deep Branch Lake (one of Maine's most best kept secrets)! Our furnished lake side cottage is a perfect place to vacation in Maine. You won't find a more beautiful or convenient, yet secluded spot, anywhere. Enjoy using our kayaks, pedal boat, fishing equipment, and canoe. Go swimming in our sandy waterfront or just relax on shore.

Stylish ocean-view home on Acadia's Schoodic Loop
This stylish, former 1940s schoolhouse is one of just a few homes located along Acadia's scenic Schoodic Loop; guests can virtually hike or bike by stepping out the back door. Enjoy our crowd-free corner of Acadia or drive 7 min to the ferry for a charming boat ride to Bar Harbor. Alternatively, head up the coast for more hikes, picturesque fishing villages, quirky shops and quintessential Maine culture. At home, enjoy books, original art, a curated record collection and fresh local lobster.

Lavender by the Sea
The Cottage rests over the end of Penobscot River as it opens into the Bay. The Cottage will comfortably accommodate two. The Cottage has a spacious bedroom, full kitchen, dining area, den and an all season porch with rockers. From Cottage there are views of the water and the lavender gardens. The gardens are terraced with a path down to the sea. The Carriage House Suite is available for an additional fee. it has has two bedrooms, a full bath and a sitting area. It can easily sleep four.

Bayview House 1br 2ba Stunning Harbor Views
Do you crave balmy summer evenings or frosty winter days that make you feel like you've been transported back to a simpler time? Or long for days spent on the water or experiencing village life with friendly locals in charming pubs tasting local eats? Experience the simple joys of life with rustic yet modern amenities offered at this coastal 2-story home. Whether daily strolls by the water or taking in the sunset on your deck, you'll fall in love with this lovely New England destination.

2026 Summer Waterfront! Hi-Speed Wifi on Flat Bay
Summer 2026 ~Visit Acadia Park & Bar Harbor by day & stay here at night. Our 1.4 acre shore-front family retreat began an 18 month renovation Fall of 2018 & only opened recently - Dishwasher, new beds, Hi-speed Internet no data limit. We fell in love with this quiet coastal sanctuary, the perfect place to reconnect with nature while staying on grid. ☪ At night you'll experience deafening silence under the natural light of the stars. High-speed Internet keeps you connected.

*Stunning Views* Oceanfront Nordic House
Oceanfront Nordic cabin perched on the edge of Dyer Bay surrounded by large cedar and spruce trees. A perfect retreat nestled in a quiet, private neighborhood off the beaten path. This is where you get away from it all, and enjoy proximity to all the best of Downeast. The view is spectacular, and wildlife abounds. Watch the lobster boats work their traps just in front of the house. Not appropriate for small children. Sorry, NO PETS, we're allergic :-(

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

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.

The Spot - Water Views
Off the beaten path in a small quiet town right on the banks of Taunton Bay, enjoy peaceful relaxing location and watch the tide roll in and out. Wake up to waterviews from your bed. You have the entire "Spot" to yourself and whatever wildlife happens to show up that day! ***Shoulder Season is upon us and this is a great opportunity to experience Downeast Maine and all of Acadia with less crowds!

Acadia’s Schoodic Oceanfront Cabin
Enjoy your morning coffee or dinner on the oceanside deck while waves splash underfoot. This home is situated at the mouth of prospect harbor. It’s deck overlooks open ocean with deep water frontage. Take the local ferry to MDI to explore Bar harbor’s restaurants and shops, or stay local and enjoy the less traveled side of Acadia National Park, Schoodic Pennisula (5-10 minute drive).

Beachfront Cottage w/ Fireplace Near Acadia
🌊 Welcome To Rocky Beach Cottage 🌊 Perched On Coastal Waters and Tucked Into The Woods, Our Cottage Sits On 120 Feet Of Private Shoreline For You To Explore. A True Maine Beachfront Cottage Only 20 Minutes Drive to the Quiet Side of Acadia National Park...The Schoodic Peninsula!

Piper Cottage at Bay Meadow Cottages
At the foothills of Acadia National Park and in the seaside village of Salisbury Cove, Bay Meadow Cottages offers comfort and convenience. Stay with us and be amongst the adventurous and the young at heart. 5 min to Acadia National Park, 10 min to Bar Harbor.
Popular amenities for waterfront rentals in Winter Harbor
Waterfront apartment rentals

Historic Farm, Waterfront Apartment, Acadia, Pets

Canal View|DTWN Bangor|Steps to great Restaurants

Coastal Loft Apartment with Beach Access

Union River Retreat Private Apartment

Downtown waterfront Belfast with amazing views.

Duck Cove Apartment

Parisian apartment in downtown Belfast, Maine

Oddfellows Hall-Second Floor
Waterfront house rentals

The GrindStone Bungalow

Waterfront near Acadia | Hot Tub| Kayaks| Bay View

Beautiful Oceanfront Estate

Coveside Lakehouse on Sandy Point

Gran Den Lakefront Home Near Acadia

"The Red House" Island Adventure for 6 oceanfront

Water's Edge-Oceanfront with Stellar View

Captain Guptill House views of Acadia & lighthouse
Waterfront apartment rentals

Harbor Heights

Marina side Stern condo

Toddy Haven: A Lakeside Condo Near Acadia.

Historic Condo in Downtown Camden, steps to Harbor

Cozy 2BR in Downtown Bar Harbor! [Agamont Cottage]

2BR Condo + Ocean Views in Downtown SW [Seaglass]

Best views on MDI 2 bdrm 2 bth condo waterfront

Rockland Central Over Main, downtown living
Quick stats about waterfront rentals in Winter Harbor

Total holiday rentals
Explore 40 holiday rentals in Winter Harbor

Nightly prices starting at
Winter Harbor holiday rentals start at €43 per night before taxes and fees

Verified guest reviews
Over 1,670 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Winter Harbor holiday 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!
Destinations to explore
- House rentals Winter Harbor
- Pet-friendly rentals Winter Harbor
- Cottage rentals Winter Harbor
- Rentals with beach access Winter Harbor
- Rentals with a firepit Winter Harbor
- Rentals with a fireplace Winter Harbor
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- Rentals with a washing machine and dryer Winter Harbor
- Family-friendly rentals Winter Harbor
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