Winter rental Houses For Rent In Maine
Need to get away for the winter?
Looking for a furnished winter rental in Southern Maine? Maine Street Property Management offers seasonal homes in Wells, Ogunquit, Kennebunkport and surrounding communities. Our winter rentals provide comfortable, temporary housing along the Southern Maine coast during the quieter fall, winter and spring months.
Availability, monthly rent and lease dates vary by property. Some homes are available as early as September 1, while others begin their winter rental season on October 1 or November 1. Lease end dates can range from April 1 through June 30, depending on the home. Please review each property listing carefully for its exact 2026–2027 availability.
Below are available, winter rental houses for rent in Maine. If you have any questions regarding our properties or if you would like to have a discussion about your specific needs, please contact us, we’d be happy to talk.
572 Ocean Avenue, Wells, ME
Winter Rental Available 10/1 – 4/15
-$3,750 / month
– 4 Bedroom, 3 Bath
– Dogs Considered
240 Island Beach Road, Wells, ME
Winter Rental Available 10/1 – 4/30
-$2,800 / month
– 4 Bedroom, 2 Bath
– Dogs Considered
16 Grasshopper Ln, Wells, ME
Winter Rental Available 10/1 – 4/30
-$2,500 / month
– 3 Bedroom, 2 Bath
– Dogs Considered
181 Main St, Ogunquit, ME
WINTER RENTAL AVAILABLE 11/1/26 – 4/30/27
– 4 Bed, 1.5 Bath
– $2,500/month
– Security Deposit: $3,750 (first month’s rent and deposit due at lease signing)
– Comes Furnished
– Dog Friendly
29 Ox Plow Lane, Kennebunkport, ME
WINTER RENTAL AVAILABLE 10/1/26 – 6/30/27
– 3 Bed, 2 Bath
– $3,200/month
– Security Deposit: $4,800
– Comes Furnished
– Dog Friendly (subject to restrictions)
