Entire home

Situated at the waters edge with picturesque sunset views to Mt Washington.

Waterfront holiday home with kitchen and patio

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Welcome to Whitesail's House!
Welcome to Whitesail's House!
Here is the view of house as you drive up.
Side view of the house.
A view of the house and neighboring cottages.
4 bedrooms3+ bathroomsSleeps 7229.4 sq m

Popular amenities

  • Washer
  • Dryer
  • Barbecue grill
  • Kitchen
  • Parking available
  • Outdoor space

Explore the area

View map
Bailey Island, ME
  • Place, Land's End Gift Shop
    ‪3 min walk‬
  • Place, Mackerel Cove
    ‪3 min walk‬
  • Place, LL Bean Flagship Store
    ‪47 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.

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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
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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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.
Map
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

  • Brunswick Station - 27 min drive
  • Portland, ME (PWM-Portland Intl. Jetport) - 64 min drive

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

Is Situated at the waters edge with picturesque sunset views to Mt Washington. pet-friendly?

No, pets are not allowed at this property.

How much is parking at Situated at the waters edge with picturesque sunset views to Mt Washington.?

On-site parking is available at the property.

What time is check-in at Situated at the waters edge with picturesque sunset views to Mt Washington.?

Check-in begins at 4:00 PM.

What time is check-out at Situated at the waters edge with picturesque sunset views to Mt Washington.?

Checkout is at 10:00 AM.

Where is Situated at the waters edge with picturesque sunset views to Mt Washington. located?

Situated on the waterfront, this holiday home is within a 5-minute walk of Casco Bay, Mackerel Cove and Land's End Gift Shop. Bailey Island Bridge and Cobwork Bridge are also within 3 miles (5 km).

About the host

Hosted by Your Island Connection, LLC

Host profile image

Languages:

English