Waterfront holiday rentals in Winter Harbor

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.

*New* Wharf house w/Hot Tub, Sauna, Harbor Views

*New* to the market! Be among the first to enjoy this completely renovated waterfront retreat overlooking Prospect Harbor, Maine. Featuring 2 luxurious master suites, a hot tub, and a sauna perched above the harbor, you’ll wake to breathtaking views of the lighthouse and working lobster boats. Watch fishermen bring in the day’s catch—or buy fresh lobster right from the dock. Experience the authentic charm of coastal Maine in an unforgettable setting. 5 mins to Acadia National Park Schoodic.

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.

Gordon Cottage on Flanders Bay

Relax with the family at this peaceful and private cottage on the shores of Flanders Bay with views of Cadillac Mountain. Enjoy the expansive lawn and shore access for all of your favorite activities. Bring your kayaks and SUPs. You will not tire of watching the wildlife or water views from this oasis. If you can tear yourself away from the splendor outside your door, Acadia National Park, Mount Desert Island and the scenic Schoodic Peninsula are just 30 minutes away.

The Boathouse on the ocean

The Boathouse is steps from the ocean. Relax to the sounds and smell of the sea. Watch lobster boats hauling their traps and returning with their catch. Views of Acadia National Park and Mark Island Lighthouse. A true Maine Experience. Walk to the quaint village of Winter Harbor with shops and restaurants. If hiking and biking are your thing, there are trails in the Schoodic section of Acadia National Park. Or just kick back on the sofa and enjoy the views.

*Stunning Views* Oceanfront Nordic Cabin

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, the wildlife abounds and the WiFi is fast! Watch the lobster boats work their traps just in front of the house. Not appropriate for small children. Sorry, NO PETS.

Lake Front-Kayaks-Dock-Fire Pit-Sand Beach-Acadia

Welcome to Beech Hill Pond! Whether you're looking for a landing spot to explore Bar Harbor and Acadia National Park, a gathering place for a friends and family getaway, or a quiet place to listen to the loons and cook up s'mores by the fire - The Beech House is the place for you! Take a break from work and jump in a kayak at The Beech House! Let us help you enjoy the great state of Maine - The Way Life Should Be

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.

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

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).

Harbor & Pine |Oceanfront near Acadia

Oceanfront and just minutes from Acadia, Harbor & Pine is a relaxed coastal cottage in Prospect Harbor with unbelievable views, salty air, and the quiet charm of Maine’s working waterfront. Spend your days exploring the shoreline, watching lobster boats drift through the harbor, and unwinding in a place that feels comfortably lived in and deeply connected to the coast.