Our winter rentals are available approximately Oct/Nov to April/May. We require all potential tenants to complete a rental application for a basic credit/background check. Potential tenants are responsible for $25 rental application fee.
Long Term Winter Rentals
The Little House
Link to view photos: https://www.mainestayvacations.com/vacation-rentals/little-house
Address: To respect the privacy of current guests, we do not disclose the address until after application process
Location: Orr’s Island
Current Availability: October 20th through May 11th
Rent: $1850/month including utilities
Pets Allowed: Yes, Owner Approval Required
Electricity: Central Maine Power, included
Heat Source: Propane Stove in Living Room, Electric Baseboard, and Infrared Space Heaters, included
Heat Fuel: Propane and Electricity, included
Hot Water: Electric, included
Internet: Yes, Xfinity Cable Internet, included
TV: Xfinity Cable TV, included
Washer & Dryer: No, laundromat located 15-20min away
Generator: Yes, Propane Fueled, On Demand, included
Garage: No
Parking: 2 vehicles
Plowing: Road maintenance and snow plowing of the road and parking area are included. Tenant is responsible for shoveling walking paths, deck/porch, and paths to propane tanks.
Sea Chaser Cottage
Link to view photos: https://www.mainestayvacations.com/vacation-rentals/sea-chaser-cottage
Address: To respect the privacy of current guests, we do not disclose the address until after application process
Location: Brunswick
Current Availability: October 23rd through May 11th
Rent: $1850/month including utilities
Pets Allowed: Yes, Owner Approval Required
Electricity: Central Maine Power, included
Heat Source: Rinnai Direct Vent Heater, Electric Baseboard Back Up in Primary Bedroom, included
Heat Fuel: Propane, Electric, included
Hot Water: Electric, included
Internet: Yes, Xfinity Cable Internet, included
TV: Xfinity Cable TV and Smart TV, included
Washer & Dryer: Yes
Generator: No
Garage: No
Parking: 2 vehicles
Plowing: Road maintenance and snow plowing of the driveway are included. Tenant is responsible for shoveling parking areas, walking paths, deck/porch, and paths to propane tanks.
Cedar Ledge Cottage
Link to view photos: https://www.mainestayvacations.com/vacation-rentals/cedar-ledge-cottage
Address: To respect the privacy of current guests, we do not disclose the address until after application process
Location: Bailey Island
Current Availability: October 1st through May 11th
Rent: $2000/month including utilities
Pets Allowed: Yes, Owner Approval Required
Electricity: Central Maine Power, included
Heat Source: Forced Hot Air Furnace, included
Heat Fuel: Oil, included
Hot Water: Electric, included
Internet: Yes, Xfinity Cable Internet, included
TV: Smart TV only, included
Washer & Dryer: Yes
Generator: No
Garage: No
Parking: 2 vehicles
Plowing: Road maintenance and snow plowing of the driveway are included. Tenant is responsible for shoveling parking areas, walking paths, deck/porch, and paths to oil spigot.
Aweighs Away
Link to view photos: https://www.mainestayvacations.com/vacation-rentals/aweighs-away
Address: To respect the privacy of current guests, we do not disclose the address until after application process
Location: Orr’s Island
Current Availability: October 1st through May 11th
Rent: $2000/month including utilities
Pets Allowed: Owner might consider
Electricity: Central Maine Power, included
Heat Source: Hot Water Baseboard, included
Heat Fuel: Oil, included
Hot Water: On Demand, included
Internet: Yes, Xfinity Cable Internet, included
TV: Smart TV only, included
Washer & Dryer: Yes
Generator: No
Garage: No
Parking: 2-3 vehicles
Plowing: Road maintenance and snow plowing of the driveway are included. Tenant is responsible for shoveling parking areas, walking paths, deck/porch, and paths to oil spigot.
Homeport
Link to view photos: https://www.mainestayvacations.com/vacation-rentals/homeport
Address: To respect the privacy of current guests, we do not disclose the address until after application process
Location: Bailey Island
Current Availability: October 15th through May 11th
Rent: $2500/month including utilities
Pets Allowed: Yes, Owner Approval Required
Heat Source: Hot Water Baseboard, included
Heat Fuel: Propane, included
Hot Water: On Demand, included
Internet: Yes, Xfinity Cable Internet, included
TV: Yes, Xfinity Cable TV, included
Washer & Dryer: Yes
Generator: No
Garage: No
Parking: 2 vehicles
Plowing: Road maintenance and snow plowing of Abner Point Road are included. Tenant is responsible for shoveling parking areas, walking paths, deck/porch, and paths to propane tanks/oil spigot.
Windward
Link to view photos: https://www.mainestayvacations.com/vacation-rentals/windward
Address: To respect the privacy of current guests, we do not disclose the address until after application process
Location: Harpswell
Current Availability: October 15th through May 11th
Rent: $2850/month including utilities
Pets Allowed: Owner might consider
Electricity: Central Maine Power, included
Heat Source: Hot Water Baseboard, included
Heat Fuel: Oil, included
Hot Water: On Demand, included
Internet: Yes, Xfinity Cable Internet, included
TV: Xfinity Cable TV and Smart TV, included
Generator: No
Garage: Yes, with space for 1 vehicle, other bay is used for storage
Parking: 2-3 vehicles
Plowing: Road maintenance and snow plowing of the driveway are included. Tenant is responsible for shoveling parking areas, walking paths, deck/porch, and paths to oil spigot.
Crow's Nest
Link to view photos: https://www.mainestayvacations.com/vacation-rentals/crows-nest
Address: To respect the privacy of current guests, we do not disclose the address until after application process
Location: Harpswell Current
Availability: October 1st through May 11th
Rent: $2850/month including utilities
Pets Allowed: Yes, Owner Approval Required
Electricity: Central Maine Power, included
Heat Source: Hot Water Baseboard, Propane Fireplace, included
Heat Fuel: Oil, Propane, included
Hot Water: On Demand, included
Internet: Yes, Xfinity Cable Internet, included
TV: Xfinity Cable TV and Smart TV, included
Generator: No, Hook-Up Available for Use of a Personally Owned Generator
Garage: Yes, with space for 1 vehicle, other bay is used for storage
Parking: 3-4 vehicles
Plowing: Road maintenance and snow plowing of the driveway are included. Tenant is responsible for shoveling parking areas, walking paths, deck/porch, and paths to oil spigot/propane tanks.
Frequently Asked Questions:
How is trash handled?
Harpswell has a recycling center and transfer station for all household trash and recycling. It is free and no special bags are necessary. They offer single stream recycling, so all household trash is placed in one dumpster and all recyclables (glass, plastic, cardboard, etc.) are placed in the other dumpster. For our Brunswick properties, the town offers pick up and we will provide you with a schedule.
What do you require for a deposit?
We collect first and last month’s rent, as well as a security deposit (equal to one month’s rent). This is due shortly after the signing of the lease.
Is there any flexibility with move-in and move-out dates?
All of our properties are listed as vacation rental homes Memorial Day through Sept/Oct, so we do not have a great deal of flexibility. For questions regarding specific homes, please contact our office.
How are the roads maintained during the winter months?
Harpswell is home to over 5,000 yearround residents. The main roads (and some side roads) are town maintained and well-kept through the winter months. It is important to be prepared for inclement weather and snow storms and ensure your vehicle is suitable for poor driving conditions (snow tires, AWD, etc.)
Smoking?
Smoking is prohibited at all of our rental properties