Long Term Winter Rentals

Looking for a home for the winter months? We have several properties that are available and rented monthly from Sept/Oct to May/June. Please call The Girls at MaineStay Vacations 207-833-5337 for more information regarding availability and pricing.

Sort by:
Brunswick, ME
  • 4 Guests
  • 2 Bedrooms
  • 1 Bathrooms
  • Code: Sea Chaser Cottage
View Rental
Orrs Island, ME
  • 5 Guests
  • 2 Bedrooms
  • 1 Bathrooms
  • Code: The Little House
  • Pets Allowed
View Rental
Harpswell, ME
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Bay Vista
  • Pets Allowed
View Rental
Harpswell, ME
  • 6 Guests
  • 3 Bedrooms
  • 3 Bathrooms
  • Code: Dockside
  • Pets Allowed
View Rental
Starting at (USD)

$245.00

Home Port
Bailey Island, ME
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Homeport
  • Pets Allowed
View Rental
West Bath, ME
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Gull Haven
  • Pets Allowed
View Rental
Harpswell, ME
  • 6 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Windward
View Rental
Phippsburg, ME
  • 7 Guests
  • 3 Bedrooms
  • 2 Bathrooms
  • Code: Samuel`s Landing
  • Pets Allowed
View Rental
Harpswell, ME
  • 8 Guests
  • 4 Bedrooms
  • 2 Bathrooms
  • Code: Windrift
  • Pets Allowed
View Rental
Harpswell, ME
  • 8 Guests
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Code: Portside
  • Pets Allowed
View Rental
Starting at (USD)

$350.00

Harbor Watch
Harpswell, ME
  • 10 Guests
  • 5 Bedrooms
  • 3 Bathrooms
  • Code: Harbor Watch
  • Pets Allowed
View Rental