Waterfront vacation rentals in Winter Harbor

Bayview Cottage on the Atlantic

Nestled at the head of Pigeon Hill Bay, our cottage is surrounded by 20 acres of fields, marshland, private walking paths, and a private pebble beach on the ocean with views of the Atlantic. Acadia National Park is nearby (1 hour plus) or take the ferry (20 minutes away) to BarHarbor. Acadia Park Schoodic Point is a must see (20 minutes). Enjoy our kayaks, our recommended day trips, blueberry picking, visiting white-tailed deer. For a full week stay we serve a lobster shore dinner for two.

Downeast Oceanside Escape

Enjoy life the way it should be in this charming, spacious, serene, oceanfront home on the Schoodic Peninsula. This sweet get-away is only 10 minutes away from the Schoodic Loop of Acadia National Park. Hike nearby trails, bike, kayak, explore, take the local ferry to Bar Harbor or simply relax on your deck overlooking the sea. Quaint shops line the streets of nearby Winter Harbor. Create a seafood feast in the well-equipped kitchen or explore great dining-out options minutes from your retreat.

Magnificent Oceanfront Modern, 8 Guests 4 Bedrooms

Ideally situated at the mouth of Gouldsboro Bay, this modern style gem is awash with ocean views from multiple angles. With an expansive living room and open floor plan, a family or a group can stretch out and enjoy the spacious comforts of this home's contemporary design. A short distance to Acadia National Park on the Schoodic Peninsula, this year round home is an extension of the unspoiled natural beauty that abounds in the region, offering all the amenities for a sublime Maine experience.

The Cottage

A rustic cottage in the middle of Darthia Farm. The farm sits along the shore of West Bay and a short trail brings you from the cottage to the salt water. We grow organic mixed veggies and fruit, raise sheep, ducks, chickens, pigs, and work with Haflinger horses. Our farm store that is open everyday except Tuesdays, Thursdays and Sundays. The property is 15 minutes away from the Schoodic Section of Acadia and is surronded is by countless hiking trails and access to fresh and salt water.

Captain Guptill House views of Acadia & lighthouse

Captain Guptill House overlooks Frenchman Bay, with views of Acadia National Park Schoodic and Mark Island Lighthouse. Watch the lobster boats haul their traps and return with their catch. Relax on your front porch, stargazing or just breathing in the ocean air. Walk 1/2 mile up to the Village of Winter Harbor with it's quaint shops and restaurants. If hiking, biking or walking is your thing, the Park has miles of trails. Or do what people come to Maine to do - eat lobster fresh off the boat.

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.

Acadia cottage with lobster boat views!

We are both artists and we love interior design. My husband is a well-known Maine, artist, with a focus on Maine fisherman and the working harbor, that is why we purchased this stunning property so that we can watch a genuine Maine working Harbor in action all day, long ! Our house is artfully designed to be a mid century, modern get away with Scandinavian touches and cozy, feel. Genuine, vintage furniture throughout with modern conveniences. renovating this place has been so fun! Enjoy

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 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.

Enchanting waterfront home on serene 15 acres

"The Wells " is a true 3 season getaway. Tucked at the waters edge on 15 acres, you truly feel you have escaped into your own little piece of Maine paradise. The house is situated on the edge of serene West Bay with views of the water throughout. 2 private decks and a large screened in porch a fire pit and a shirt walk to the waters edge make for easy summer living. For the adventurous, 2 kayaks are available for exploring serene West Bay.

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.