Wake to Sunrise on the Ocean

Bailey Island, Maine
$409 avg/night Minimum Stay 7 Nights
Bed 4

Bed

Bath 2

Bath

Home Cottage

Property Type

Sleep 7

Max Sleeps

Night 7 nights

Min Stay

Enjoy all three seasons, Spring Summer and the quiet of Fall. Central heat and fireplace will keep you toasty in this traditional 1891shingle-style cottage sitting on a bluff with ocean views from every room. This will make you feel like you are stepping back in time to the way things used to be.

Sleep with the sound of the surf. Wake up to the sunrise and enjoy breakfast on the large front porch. Nothing to see but water, islands and boats, both working and sail. Back for the night,cook up some lobster from local fisherman, enjoy the meal in the fully appointed dining room (lobster bibs included) enjoy the sunset over Mt Washington and come in from the cool night air to read by the fire in the fireplace. Enjoy games of scrabble or cards, enjoy the challenge of a jigsaw puzzle. Then back to bed to the sound of the surf. It's a good day on Bailey Island.

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    4 Bedrooms
  • KITCHEN

    Blender Cookware/dishes/utensils Electric Kettle Microwave Oven Paper Towels Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Required Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Barbecue Grill Firepit Garden Patio
  • BATHROOMS

    2 Bathrooms Bathtub Or Shower Hair Dryer
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Cycling Nearby Fishing Nearby Hiking Nearby Hiking/biking Trails Nearby Kayak On Site Kayaking Nearby Power Boating Nearby Sailing Nearby Swimming Nearby Whale Watching Nearby
  • ENTERTAINMENT

    Books Games
  • LIVING SPACES

    Dining Room Fireplace Living Room
  • CLIMATE CONTROL

    Heating
  • FAMILY FRIENDLY

    Children's Games
  • LOCATION HIGHLIGHTS

    In A Rural Location Near Outlet Shopping Near The Bay Near The Ocean On The Waterfront
  • SERVICES AND CONVENIENCES

    Iron/ironing Board Phone
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 02:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 7

Map Map

School District Availability

Review Review

  • Grace G.

    Submitted Aug 4, 2025

    Stayed Jul 5, 2025

    We visit Bailey regularly and have tried many locations. This spot on the ridge overlooking the ocean is just wonderful.

  • Angie B.

    Submitted Jun 29, 2024

    Stayed Jun 22, 2024

    We loved our week at Gay’s! The view is breathtaking and the house is a lovely gem! Gay is very responsive and helpful. Overall a spectacular place to stay ❤️

  • Michael D.

    Submitted Jul 25, 2023

    Stayed Jul 15, 2023

    Beautiful antique cottage with modern amenities that make for a comfortable stay without losing any of the charm. Would definitely stay again!

  • Sharon M.

    Submitted Sep 11, 2021

    Stayed Aug 28, 2021

    One of our best vacations EVER! It is hard to describe how special a place this is. The pictures can never do it justice… Truly, one of the Most beautiful places we have ever stayed in our lives. So grateful to the De Hart family for sharing this amazing home.

  • Vita M.

    Submitted Sep 5, 2021

    Stayed Aug 14, 2021

    Throughly enjoyed a week at this total BI gem. immaculately clean, tastefully furnished, and a completely wonderful location. Generous outdoor space to run and play, and the most perfect porch and picture window to enjoy all manner of weather. The DeHart family are warm hosts who have imbued this home with care and heart.

  • Barbara L.

    Submitted Jul 25, 2021

    Stayed Jul 17, 2021

    We felt very fortunate to find this place on Bailey Island—130-year-old cottage that has been in the owner’s family for 5 generations and was built by her great grandfather. The view from the front porch of ocean was unparalleled, and the island is real with unpretentious residents, many of whom are in the lobster business. We had a perfect week celebrating our 50th wedding anniversary and highly recommend it to others who like a low key, chill vibe. Gay was a welcoming, helpful host.

  • Stephanie G.

    Submitted Jul 11, 2021

    Stayed Jul 3, 2021

    This property has one of the most spectacular water views in Maine - Sunrises in the morning and sunsets over the Cove. The cottage is clean and cozy. We were very comfortable and enjoyed our stay.

  • Dina S.

    Submitted Sep 23, 2020

    Stayed Sep 5, 2020

    The house is completely charming and is in a perfect location. Ocean views and breezes from every room, glorious sunrises and sunsets from Inside and out and Gay has done a terrific job of keeping the house immaculate. Also, the fresh lobsters Gay arranged to have delivered were a real treat.

  • Submitted Sep 6, 2020

    Stayed Aug 15, 2020

    We had a lovely week and a much needed reprieve on Bailey Island. Gay was very responsive and coordinated a local fisherman to deliver lobster to the house! (Best to plan and reach out to Gay 48 hours in advanced from when you'd want the lobster). The home was charming and cozy especially with the fireplace. We spent every morning on the large porch overlooking the sea with our coffee and breakfast. We went kayaking, and hiked down to the Giant Steps. For a classic beach experience, Gay suggested going to Popham Beach (50 minutes drive from the home). We also ate at Cook's several times and got ice-cream at Island Candy Company. Sunsets at Lookout Point are highly recommended (15 minute drive from the house), but we also caught some beautiful sunsets across the street from the house. Every night we star gazed and were lulled to sleep by the sound of the waves. Thanks so much Gay for sharing your home!

  • Braden B.

    Submitted Jul 15, 2020

    Stayed Jun 20, 2020

    As we wrote to Gay in the journal in the cottage before leaving, what an extraordinary three weeks our family spent at this wonderful, historic, Maine cottage. It is so comforting to know that places like this still exist on earth. The cottage is perfect, stepping back in time, and we hope it never changes. But at the same time it also includes the modern amenities, including very fast WIFI and modern front-loading washer and dryer. The history, and generations of happiness Gay’s wonderful family has enjoyed at this special place seeps through the original floorboards and walls of this special place - we cannot thank you enough for sharing it with our family (2 small children, mom and dad, and grandparents). Gay is such a wonderful, gracious, and extremely responsive host, and was so welcoming - it was truly a pleasure meeting you and having the opportunity to watch you launch your sailboat. If not enough, Gay also went to the trouble to have one of the local fisherman deliver fresh lobsters right to the doorstep of the cottage - we took advantage of this local perk several times - and Gay even gave us authentic pointers from a native on how to properly steam lobsters the Maine way. Our family's days were packed with exploring beautiful Bailey Island, from the cribstone bridge, Giant’s Stairs, Abner Point, Lands End, striper fishing with captain Emily, and a schooner trip on the Schooner Alert, Cedar Beach and on the property, croquet and bocce ball in the wonderful yard, and dinners and fires in the pit overlooking the rocky Maine coast. We also took several day trips to popular southern coastal Maine sites, all within less than an hour from Bailey Island. What a place, what an experience - we cannot wait to come back! If Covid still has us on lockdown next year, book us for three more weeks!

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Total

Includes taxes and fees
$409+
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