Entire home
Situated at the waters edge with picturesque sunset views to Mt Washington.
Waterfront holiday home with kitchen and patio
Photo gallery for Situated at the waters edge with picturesque sunset views to Mt Washington.





4 bedrooms3+ bathroomsSleeps 7229.4 sq m
Popular amenities
Explore the area
Bailey Island, ME
- Place, Land's End Gift Shop3 min walk
- Place, Mackerel Cove3 min walk
- Place, LL Bean Flagship Store47 min drive
- Airport, Portland, ME (PWM-Portland Intl. Jetport)71 min drive
Rooms & beds
4 bedrooms (sleeps 7)
Bedroom 1
1 King Bed
Bedroom 2
2 Single Beds
Bedroom 3
1 King Bed
Bedroom 4
3 Single Beds
3 bathrooms, 1 half bathroom
Bathroom 1
Toilet · Shower only
Bathroom 2- Master en suite
Toilet · Shower only
Bathroom 3
Bathtub or shower · Toilet
Half Bathroom 4
Toilet
Spaces
Deck or patio
Porch or lanai
Kitchen
Office
Dining area
About this property
Situated at the waters edge with picturesque sunset views to Mt Washington.
Welcome to Whitesail's House!
Perched along the western shore of Bailey Island, Whitesail's House offers a front-row seat to some of the most breathtaking scenery in Midcoast Maine. From its peaceful perch near the end of the island, this elegant seaside cape captures golden sunsets over Harpswell Sound and even distant views of Mt. Washington on a clear day. With rocky shore frontage and a private water's-edge deck, this home brings the beauty of the Atlantic right to your doorstep. Watch the lobstermen glide in and out of Mackerel Cove, listen to the calming crash of the waves, and savor the salty breezes that drift across the property throughout the day.
Inside, Whitesail's House combines classic coastal charm with spacious comfort. The fully equipped kitchen invites you to prepare anything from a hearty breakfast to a fresh lobster dinner. Two dining rooms—each with their own unique character—provide space for intimate meals or lively gatherings. The formal living room, complete with a large flat-screen TV, offers a cozy place to unwind while still enjoying ocean views through the windows. Wherever you settle on the main level, the sea is never out of sight.
Also on the first floor are a full bathroom and a dedicated laundry room with washer and dryer, making longer stays easy and convenient.
Upstairs, the home opens to four beautifully arranged bedrooms, designed to welcome families and groups with comfort and privacy. In its own serene wing, the primary bedroom offers a king bed, sitting area, big-screen TV, and a private ensuite bathroom—all with shimmering water views that greet you each morning. The opposite wing of the home includes three additional bedrooms and one and a half bathrooms: a spacious bedroom with a king bed, a twin bedroom, and another twin bedroom with a trundle bed—perfect for kids or additional guests. An office is also located on this level, providing a quiet retreat for remote work, reading, or planning your next island adventure. High-speed wireless internet ensures you stay connected when needed.
Outdoor living is where Whitesail's truly shines. The covered porch invites peaceful morning coffee moments, shaded afternoon lounging, or rainy-day relaxation with the ocean as your backdrop. Steps away, the oceanside deck places you nearly at the waterline—an unforgettable setting for dining al fresco, stargazing, or simply soaking in the serene rhythm of the tides.
Whether you're gathering with family, vacationing with friends, or seeking a tranquil coastal retreat, Whitesail's House offers the ideal blend of spacious comfort, classic style, and unrivaled ocean scenery.
Come experience the magic of Bailey Island and make Whitesail's House your home by the sea.
Please note: Fireplace is not available for renter(s) use.
Perched along the western shore of Bailey Island, Whitesail's House offers a front-row seat to some of the most breathtaking scenery in Midcoast Maine. From its peaceful perch near the end of the island, this elegant seaside cape captures golden sunsets over Harpswell Sound and even distant views of Mt. Washington on a clear day. With rocky shore frontage and a private water's-edge deck, this home brings the beauty of the Atlantic right to your doorstep. Watch the lobstermen glide in and out of Mackerel Cove, listen to the calming crash of the waves, and savor the salty breezes that drift across the property throughout the day.
Inside, Whitesail's House combines classic coastal charm with spacious comfort. The fully equipped kitchen invites you to prepare anything from a hearty breakfast to a fresh lobster dinner. Two dining rooms—each with their own unique character—provide space for intimate meals or lively gatherings. The formal living room, complete with a large flat-screen TV, offers a cozy place to unwind while still enjoying ocean views through the windows. Wherever you settle on the main level, the sea is never out of sight.
Also on the first floor are a full bathroom and a dedicated laundry room with washer and dryer, making longer stays easy and convenient.
Upstairs, the home opens to four beautifully arranged bedrooms, designed to welcome families and groups with comfort and privacy. In its own serene wing, the primary bedroom offers a king bed, sitting area, big-screen TV, and a private ensuite bathroom—all with shimmering water views that greet you each morning. The opposite wing of the home includes three additional bedrooms and one and a half bathrooms: a spacious bedroom with a king bed, a twin bedroom, and another twin bedroom with a trundle bed—perfect for kids or additional guests. An office is also located on this level, providing a quiet retreat for remote work, reading, or planning your next island adventure. High-speed wireless internet ensures you stay connected when needed.
Outdoor living is where Whitesail's truly shines. The covered porch invites peaceful morning coffee moments, shaded afternoon lounging, or rainy-day relaxation with the ocean as your backdrop. Steps away, the oceanside deck places you nearly at the waterline—an unforgettable setting for dining al fresco, stargazing, or simply soaking in the serene rhythm of the tides.
Whether you're gathering with family, vacationing with friends, or seeking a tranquil coastal retreat, Whitesail's House offers the ideal blend of spacious comfort, classic style, and unrivaled ocean scenery.
Come experience the magic of Bailey Island and make Whitesail's House your home by the sea.
Please note: Fireplace is not available for renter(s) use.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Free WiFi
Outdoor space
Ocean view
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House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit
Property # 3992089vb
About the area
Bailey Island
Located in Bailey Island, this holiday home is in a rural area and on the waterfront. Bailey Island Bridge and Cobwork Bridge are local landmarks, and some of the area's attractions include Land's End Gift Shop and Paddleworks. Ash Cove Pottery and Wolfe's Neck Farm are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Bailey Island, ME
What's nearby
- Land's End Gift Shop - 3 min walk - 0.3 km
- Mackerel Cove - 3 min walk - 0.3 km
- Bowdoin College - 35 min drive - 30.0 km
- LL Bean Flagship Store - 47 min drive - 53.0 km
Getting around
Restaurants
- Dolphin Marina & Restaurant - 35 min drive
- Cook's Lobster & Ale House - 5 min drive
- Erica's Seafood & Lobster Shop - 35 min drive
- B.I.G.S. Bailey Island General Store - 2 min drive
- Slow Bell Cafe - 189 min drive
Frequently asked questions
About the host
Hosted by Your Island Connection, LLC
Languages:
English
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