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Oceanside Tower Ultimate Comfort/ Lighthouse View

Bedrooms 3
Half Baths1
Space 2,500 sq. ft.
Property type house
Minimum Stay 2 - 7 nights


About the property

2 bedrooms, large sleep loft, private sunporch room 1.5 baths, sleeps 10- 14

Exciting ocean views spectacular sunrises and sunsets from the many windows of this three-story home located on Bailey Island's highest point of land. Your fully appointed gourmet kitchen is equipped to cook meals for up to twenty people. A dining area, breakfast-nook, sunroom, powder room, living room complete the first floor. Wide pine plank floors continue onto the second floor, where you will find a library area, two bedrooms, large full bath, and sun deck.

Third floor sky room loft features a lighthouse perspective of the Atlantic Ocean to the east, Mackeral Cove, Mericoneag Sound, and the Presidential Mt. Range to the west --an essential part of your every sunset party. An antique claw foot tub, futons to sleep six, a writing desk, an entertainment center, and a collection of antique sleds complete the sky room. A paddle fan suspended from the open rafters promotes breezes for a comfortable environment.

LOCAL attractions include the one- of- a -kind Cribstone Bridge, the Giants Stairs, Kayak lessons and tours, boat tours and rentals, bean hole suppers, lobster bakes, local auctions,craft fairs, and art shows, Eagle Island tours ( Admiral Peary's summer home), 'Island Romance' boat tours of surrounding islands,and the annual lobster boat races.

NEARBY attractions include LLBean, Maine State Music Theater, outlet shopping in Freeport, golf, sailing, hiking.

Also nearby is Portland and its many offerings in arts, dining, entertainment, historic lighthouse tours, and BEAUTIFUL beaches just south of the city! Less than an hour to the north is Boothbay Harbor with much of the same PLUS the beautiful botanic garden recently opened there, a narrow guage railway museum in the 'prettiest village in Maine', antiquing, local farmers markets, and agricultural fairs and midways.

Something for everyone!

For those of you who want to stay put and RELAX, this is the best place in the world to do just that!

More Details

Property Manager
Sherri Duprey
Member since: 2010
Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
March 16, 2017


Bailey Island House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
Floor Area:
  • 2500 sq. ft.
House Rules:
  • Max. occupancy: 14
  • non smoking only
  • pets considered ...
  • children welcome
Location Type:
  • Beach
  • Near The Ocean
  • Ocean View ...
  • Water View
  • Away From It All
  • Budget
  • Family
  • Air Conditioning ...
  • Alarm Clock
  • Basic Soaps
  • Ceiling Fans
  • Clothes Dryer
  • Filtered Water
  • Firewood
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Laundry Soap
  • Linens Provided
  • Living Room
  • Local Activities Guide
  • Local Maps
  • Local Restaurant Guide
  • Paper Towels
  • Parking
  • Shampoo
  • Sofa Bed
  • Telescope
  • Tiled Stove
  • Toilet Paper
  • Towels Provided
  • Washing Machine
  • Water Cooler
  • Wireless Internet
  • Wood Stove
  • fax
  • 4 Ring Stove
  • Blender
  • Coffee Grinder
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Kitchen
  • Lobster Pot
  • Microwave
  • Oven
  • Pantry Items
  • Refrigerator
  • Stove
  • Toaster
  • Child's Highchair
  • Dining
  • Dining Area
  • seating for 12 people
  • 1 Bathroom
  • 1 Half Bath
  • Bathroom - toilet , sink
    Bathroom - toilet , shower , sink
  • A claw foot bathtub is located on the top floor. Suitable for bathing children, or for a relaxing soak in the tub - with a birds eye view of Casco Bay to the south, sunrise and the Atlantic Ocean to the east, Merriconeag Sound and the White Mountains of New Hampshire/sunset to the west!
  • 3 Bedrooms, Sleeps 14
  • Bedroom - 1 queen
    Bedroom - 1 double
    Bedroom - 3 sleep sofa /futon
  • The top floor loft space serves as a third bedroom and has 3 double size futons. The sleep sofas in living room and first floor private sunporch room, offer additional sleep space for 4 more individuals.
  • Books
  • Books for Adults
  • Books for Kids
  • DVD Player
  • Games
  • Games for Kids
  • Radio
  • Satellite / Cable
  • Television
  • Toys
  • VCR
  • Balcony
  • Beach Chairs
  • Beach Towels
  • Bicycles
  • Binoculars
  • Deck / Patio
  • Kayak / Canoe ...
  • Large Cooler
  • Lawn / Garden
  • Outdoor Grill
  • Outdoor Grill Gas
  • Screen Porch / Veranda
  • Small Cooler
  • Walkway to Water
  • Wood Deck
  • 3 garden chairs
  • 5 beach chairs
  • Long-term Renters Welcome
  • wheelchair inaccessible
  • autumn foliage
  • bay/sound
  • botanical garden
  • churches
  • cinemas
  • coin laundry
  • forests
  • library
  • live theater
  • marina
  • museums
  • pond
  • recreation center
  • restaurants
  • synagogues
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • horseback riding
  • outlet shopping
  • photography
  • scenic drives
  • sight seeing
  • walking
  • whale watching
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • laundromat
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • fly fishing
  • freshwater fishing
  • golf
  • hiking
  • pier fishing
  • sailing
  • swimming
  • tennis
1 queen, 1 double, 2 sleep sofas - 1 in living room, 1 in sunporch first floor, 3 double futons in top floor loft. Internet, tv in each room, PO box. lobster cooker, gas gril, . hammock, picnic table, bikes, large parking lot, RV power H.U., rock garden/cutting garden

Learn more about this vacation rental at the manager's website:


5/5 -
(4 traveler reviews)

Oceanside Tower Ultimate Comfort/ Lighthouse View
average rating of 5.0 based on 4 reviews

Already planning our return!

  • 5 of 5

Our family of 5 LOVED this home. Sherri has paid so much attention to detail and ensures that her guests are extremely comfortable. We were arriving late and she turned on the heat so my kids would not be chilly. As we pulled up, the top floor was illuminated giving the house a "lighthouse" look and we knew we were at the right destination. The kids slept on the top floor and enjoyed the 360 views at sunrise to gently wake them. The antiques, collectables, repurposed items....all of it made this home so charming. Kitchen and linen closets are well supplied, we didn't need to bring anything but whatever we wanted to cook and toiletries, which was great with an already full mini van lol.

We cannot wait to come back and are already looking at our calendar.

Sherri, thank you, thank you for helping to make my 40th birthday weekend a great one for my family! ps- Cooks was delish!

  • Submitted: Oct 17, 2016
  • Stayed: Oct 2016
  • Source: HomeAway
Did you find this review helpful?
2 0

Fun, fun place!

  • 5 of 5

We had such a wonderful time here! Sherri has the house decorated so uniquely with all kinds of treasures. The house has everything you need! Loved visiting all the beautiful places on the island and made a trip up to Acadia National Park. The lobsters were out of this world and my grandkids loved seeing the touch tank. Everyone was so friendly on the island. We will certainly make this a place to come back to.

  • Submitted: Aug 13, 2016
  • Stayed: Jul 2016
  • Source: VRBO, from HomeAway
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3 0

A spectacular gem surrounded by shimmering waters.

  • 5 of 5

Beautiful home with gorgeous views from tower. Ocean views from all windows on third floor. Home owner is incredibly nice. The island itself is full of history and wonderful restaurants. The BIGs store seem to serve the biggest, sweetest blueberry pancakes on earth. On the first night we ate at the church and had homemade chowder and desserts and we felt like true islanders. Additionally, the islanders are friendly and open. If you are like for a break from the day-to-day grind, and are seeking beautiful sights and history, this is the place for you.

  • Submitted: Jul 22, 2015
  • Stayed: Jul 2015
  • Source: HomeAway
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7 0

Little bit of Heaven

  • 5 of 5

I have stayed there many times over the past few years and have really

enjoyed it. The house is spacious and charming with good amenities and very

well maintained. The owner is super nice and very helpful . Lots to do for both

kids and adults on and off the island. Restaurants on the Island serve great food.

You have access to a rocky shore to do some walking and beachcombing for seaglass and heart rocks. There is also a town sandy beach which is good

for swimming and sunbathing.

I recommend it highly to families, couples and singles who are looking for

an unforgettable vacation.

  • Submitted: Apr 27, 2013
  • Stayed: Aug 2012
  • Source: HomeAway
Did you find this review helpful?
14 0


Nearest Airport
36 Miles
Portland International Airport
Nearest Motorway
14 Miles
Brunswick Maine
Nearest Beach
1 Miles
Car: recommended

Bailey Island is a quiet lobstering community that delights visitors summering on the Maine coast. Sandy or rocky beaches, easy access to waterside hiking, kayaking, and bicycling make this half mile by two mile island a special place. Three restaurants, churches, boat charters (sail, touring, fishing), and a general store make life here 'island easy.' Everything to do on Bailey Island is only a short walk away.

For those who love to shop, the towns of Brunswick and Freeport offer major name brand outlet stores for bargain hunters, as well as malls and discount stores that are all within a few minutes drive to the mainland. The scenic and historical communities of Bath, Boothbay Harbor, Portland and Wiscassett are all within an hour drive; in addition, golf courses, movie theaters, performance theater, art galleries and museums, live music, cultural festivals, horseback riding and restaurants are also short distance away.


Rates & Availability

Bailey Island House Rental Rates

Rental Basis:
per property
Manager accepts payment in:
Convert Currency
Rate Period Nightly Weekend Night Weekly Monthly Event
off season
May 12 2017 - May 25 2017
2 night minimum stay
Notes: Rates are based on 8 guests; add $10 per night, per additional guest
high season
May 26 2017 - Sep 4 2017
Changeover Day: Saturday
7 night minimum stay
Notes: Rates are based on 8 guests; add $10 per night, per additional guest
off season
Sep 5 2017 - Oct 9 2017
2 night minimum stay
Notes: Rates are based on 8 guests; add $10 per night, per additional guest

Additional information about rental rates

Refundable damage deposit $200
Tax Rate 8.0%

During the off season, a three (3) night minimum is requested. Price is pro rated based on the weekly off season rate.

50% deposit
balance due at check in

Manager's Cancellation Policy

  • 50% refund if canceled at least 14 days before arrival date.
  • 100% refund if canceled at least 30 days before arrival date.
Enter dates for accurate pricing

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