16 Grasshopper Ln, Wells, ME

Winter Beach Retreat on Drakes Island

Available October 1-April 30
$2,500/month | Furnished | 3 Bedrooms | 2 Bathrooms

Experience the magic of coastal Maine in the off-season at this charming, fully furnished home just 300 steps from Drakes Island Beach. Tucked away on a quiet, dead-end road, this inviting winter rental offers the rare combination of serenity, comfort, and proximity to the ocean perfect for those seeking a peaceful beachside lifestyle from fall through spring.
Winter on Drakes Island is something special: crisp ocean air, long shoreline walks, glowing sunsets, and a true sense of calm without the summer crowds.

Home Highlights:
-Fully furnished winter rental- this home is rented as a vacation rental in the summer (linens and bedding not included in the winter rental)
First floor: Bedroom with queen bed, 1 full bathroom with shower/tub, living room, fully equipped kitchen with dishwasher, open concept with large dining table, large sunroom, washer & dryer on the first floor in a closet.
Second floor: Bedroom with full bed, Another Bedroom with spacious kids’ room with two twin beds, and a twin over full bunkbed, and a kid’s retreat in the large closet.

Private backyard and private parking in driveway Quiet, residential setting on desirable Drakes Island neighborhood.

The Location: Steps to Drakes Island Beach for daily walks, shell collecting, and winter sunsets Easy access to Route 1, I-95, and the Wells Amtrak station ideal for commuters or remote workers Close to Rachel Carson Wildlife Refuge, nature trails, golf courses, and conservation land Minutes to downtown Wells, Ogunquit, and Kennebunkport for dining, shopping, and year-round culture

Rental Terms:
-$2,500 per month
-$3,750 security deposit + first month’s rent due at lease signing
-Utilities not included
-No smoking -Dogs may be considered ($50/month per pet)
-Application and tenant screening required ($50 fee per adult)

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Skye Ouellette

Owner / CEO

Skye is the CEO of Maine Street Property Management. She founded the company after leaving the corporate world, where she built a successful career as a consultant and project manager. Under her leadership, Maine Street has grown into a leading property management firm, known for its expertise and commitment to excellence.

Skye and her husband, Joe, are passionate about real estate, and experienced property investors, actively expanding their extensive portfolio of residential and commercial rental properties in the Wells area. From hands-on, sweat equity renovations in their investing early days to now having a full maintenance staff and overseeing multi-million dollar renovation projects, Skye and Joe have built a reputation as industry experts in real estate investment, property rehabilitation, and large-scale renovations. Skye has made it Maine Street’s mission to help real estate investors tap into this wealth of knowledge and continue building their portfolios with confidence.
 

As a licensed Real Estate Broker with Anne Erwin Sotheby’s International Realty in York, Skye is a real estate expert.  Her focus is 100% on running Maine Street, so she rarely is active in the sales world these days, however she strongly collaborates with her colleagues at Anne Erwin to provide comprehensive real estate services—from deal analysis and negotiation to purchase—seamlessly transitioning into full-service property management.

Outside of work, Skye enjoys spending time with her family and their dog, Charlie. She has a passion for flower gardening and loves taking in the beauty of Maine’s beaches.