Waterfront holiday rentals in Winter Harbor

Downeast Oceanside Retreat on the Atlantic

Welcome to Downeast Oceanside Retreat on Gorgeous Gouldsboro Bay! Starlink for high speed service! We thoroughly sanitize & clean between stays. Spectacular sunrises & moon rises over the bay, explore the pink granite shoreline looking for sea glass, kayak the bay, climb "Elephant Rock", our glacial erratic or simply linger oceanside. Bald Eagles, grey heron, seals. 1 & 1/2 hours to Acadia Nat'l Park & 25 minutes to Schoodic Section New full bath for '25 season-Picture to come soon

Bike, hike, kayak Acadia cottage

Watersway cottage is one of just a few homes located along Acadia's lovely Schoodic Loop. Guests can rent kayaks, bikes, or go hiking by stepping out the back door. Walk or ride to bars, restaurants and art galleries. Enjoy our crowd-free corner of Acadia — or drive 5 min to the Bar Harbor ferry for a charming boat ride to Mt Desert Island. Alternatively, drive up the coast for more spectacular hiking, picturesque fishing villages, quirky shops and quintessential Maine culture.

Serene Nature Retreat near Acadia National Park

Secluded and tranquil, near the sea on the Schoodic Peninsula of Acadia NP—Saltgrass Barn is a perfect place to unplug. Close to hiking, biking, kayaking, beaches, and exploring islands or small lobster villages. Drive to Acadia and Bar Harbor in 50 minutes, or relax on the ferry ride. A queen bed, cozy window seat and full kitchen provide the comforts of home. Look out your window at sensational sunsets, tons of wildlife. See it all, or just take a Slow Life Holiday.

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.

Oceans edge Unbeatable views! (1)

Unwind in this cozy oceanfront cottage for a picturesque seaside escape. Immerse yourself in the ocean's charm! Compact at 227 sq ft, enjoy a functional kitchen, queen bed, pack & play, outdoor seating, lawn, fire pit, and grill provide relaxation spaces. Near Schoodic Point, Acadia National Park, and local dining. Experience tidal walks, spot sea creatures, and relish authentic Maine charm. Book your magical getaway now!

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.

East of Acadia - A Spacious Waterfront Cottage

For the 2025 season, we are offering week to week stays, with Saturday turnovers only. Mid-stay cleaning is available for stays of 2 weeks or longer. We are not currently able to host stays that start or end on any days other than Saturday. Please find us on social media and join our mailing list to stay posted on last minute openings, schedule changes and discounts.

"Kelp" Dome at Historic Waterfront Cannery Site

Brand new private dome on site of historic cannery. On the water with dramatic views of Acadia National Park and Stave Island. Shared bath and shower located in a separate building. Mini kitchen in unit. Access to waterfront picnic area with gas grill. Includes use of two kayaks. [New photos coming.] We have two domes. If you rent both there is a 25% discount.

Beachfront Beauty 20 Steps To Water w/ Firepit

🌊 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!