Bailey Island, Maine Real Estate: 207-833-5078 Rentals: 207-833-7795 Ext. 18


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Bailey Island Condo Now booking!

Location: Mackerel Cove, Bailey Island
Availability: June, July, August, Sept. Oct.
In-Season Rate: 1200/week
Off-Season Rate: 1200/week
You won’t want to miss this opportunity. This completely remodeled condo on beautiful Mackerel Cove is ready to go! 1 bedroom,1 bath condo weekly rental in a quiet, picturesque condominium complex. Such a great location for you to relax while watching the working lobster boat activity while having...

Basin Cove Cottage

Location: 165 Basin Point Road, Harpswell
In-Season Rate: $1,000 per week
Off-Season Rate: $1,000 per week
Within walking distance to the Dolphin Restaurant and the new boat launch / marina, this house is on Basin Cove and the views are into the cove! Sit on the deck and enjoy your morning coffee and enjoy your dinner at the table with a quiet breeze blowing! The house hosts 3 bedrooms all on the first...

Cedar Farm Cottage

Location: Cedar Farm Lane - Cundy’s Harbor - Harpswell
Availability: June, , September, October and November
In-Season Rate: $2400 per week - July/August
Off-Season Rate: $2000 per week
Ready for June Rental! 3 bedrooms - 1 queen and 2 double beds; 2 bathrooms, spacious open living room, dining room w/seating for 6, and a huge wrap around deck for outdoor relaxation! Watch the wildlife right at your doorstep. This beautiful spot on Rich Cove is the just peaceful retreat you need...

Coveside Cottage

Location: 21 Coveside Road, Harpswell
Availability: Seaonsal June ~ October
In-Season Rate: $1,200 per week
Off-Season Rate: $1,000 per week
This cozy cottage faces north with great beachfront access within 25' in front of it and is an awesome spot for watching the sunset, going for walks, kayaking and of course if your daring going swimming! There is a small deck on the beach side, and the cottage is open and airy. There are two...

Cribstone Cottage

Location: Harpswell Islands Road, Bailey Island
Availability: Year Round Availability
In-Season Rate: $2400. per week (July and August)
Off-Season Rate: $1800 per week (last week June/ first week September) $1500 per week (off season)
This one of a kind location is sure to be your favorite vacation destination. The Cribstone Cottage offers 4 bedrooms, (1 King & 3 Queen) 3 full baths, beach, deck, dock, and one of the most gorgeous views that Bailey Island has to offer. Walk the beach and search for sea glass treasures, or walk...

Farleigh Cottage

Location: 94 Back Shore Lane. Orr's Island
Availability: Seasonal May-October
In-Season Rate: $4500 per week
Off-Season Rate: $4000 per week
This is a spectacular summer house on the Maine coast with 180 degree view of ocean. The house, built in 1902, has tremendous character and charm, with 6 bedrooms that sleep 10. The master bedroom has a king bed, the third floor bedroom has a queen, and the others have a standard double bed, a room...


Location: 14 Linwood Road, Bailey Island
Availability: Seasonal June ~ October
In-Season Rate: $2000. per week (July & August)
Off-Season Rate: $1,000 per week
A secluded setting, magnificent sunsets and beach are a few wonderful features at this cottage. The lawn is large and slopes to (Bailey Island) Lowell's Cove with a path to the beach. There is a great deck on the water side to enjoy the sunsets from. Outside there is a shower with hot and cold...

Joan's Ocean View on the Point

Location: 17 Lubee Dr. Bailey Island, ME 04003
Availability: May-October
In-Season Rate: $1900 per week (July & August)
Off-Season Rate: $1700 per week
Joan's view is a lovely 1900's cottage perfectly perched directly on the waters edge. Private oceanfront, with panoramic views of Harpswell Sound. Enjoy the amazing sunsets on the waterfront deck. The home has a first floor bedroom with queen size bed and direct access to the deck, and gorgeous...

Manderley Cottage

Location: Bailey Island
In-Season Rate: $2000 per week (May 4-October 5th, 2019)
Off-Season Rate: $1750 per week
Manderley Cottage is a year-round ocean front home on Bailey Island, with phenomenal ocean views over Harpswell Sound and the islands of Casco Bay. Enjoy the vista of beautiful sea views, busy lobster boats and peaceful kayakers from the spacious three sided deck, or from floor to ceiling picture...

The Narrow Escape

Location: 144 Hildreth Road, Harpswell, Maine 04079
Availability: May-October
In-Season Rate: $1200 per week
Off-Season Rate: $700 per week
The Narrow Escape Cottage is adorable, modest, and quiet, nestled on the shores of Great Island; come smell the salt air, fish, swim, read and relax on the waters edge. Just minutes from local restaurants in West Harpswell and Bailey Island, and just a short drive to all that downtown Brunswick has...

Woodbine Cottage

Location: 139 Indian Rest Road, Harpswell Maine 04079
In-Season Rate: $1400.00 per week (July & August)
Off-Season Rate: $1200.00 per week
Tranquility awaits! This completely remodeled and updated 2 bedroom cottage in the charming Indian Rest neighborhood offers gorgeous views of Gurnet Strait and has everything you need to relax on your next vacation! The fully equipped kitchen is open to the living room and dining area, making it a...