Rental homes are available for an extended stay of a month or more at a time. While some rentals by owner will be available for long-term stays during the summer or year-round, majority are available during the off-season (fall, winter and spring). Monthly prices may vary depending on the number in your party and length of stay.
House is now booked to October 25, 2022, and then would be available to the right party from November to mid-May. Please contact me and tell me about...
Contact: Dennis Wiggins, Property ID: 5382
Considered upon request.$6,000-$8,000. Non-refundable deposit required to secure rental, fully refundable damage deposit also required.
Contact: Kathy, Property ID: 5527
The house is not available for long-term rentals. It is, however, available for bookings of up to 30 days, and Fall, Winter, and Spring guests appreci...
Contact: Andrew , Property ID: 31120
Available monthly off season: price ranges from $3,000per month to $5000. Call for more information.
Contact: Jim, Property ID: 28852
We are opening our cozy Orleans Farmhouse up for winter rentals. You may rent any amount of time, ranging from four weeks to three months. One week...
Contact: Carrie, Property ID: 29389
Long term rentals will be considered from December to March $3500/ per month Electricity/gas/water/internet and cable included.
Contact: Maria B, Property ID: 34372
Monthly rental is available from Oct - May; see rates on the Pricing Calendar. Utilities are included except for trash collection (which is available ...
Contact: Bob and Fran, Property ID: 8592
**Also available...High-Speed Wireless Internet.'
Contact: Pamela, Property ID: 4865
Fall and winter rentals are available from September through April. Pricing is from $1700-$1900 per month depending on the month of rental.
Contact: Norma Jean, Property ID: 22979
Long Term Rentals (> 1 month) considered after Columbus Day Weekend and before Memorial Day Weekend. Monthly Rental is $2000/mo + 25% security deposit...
Contact: David, Property ID: 35363
Available to rent for January, February, and March $2500 a month excluding utilities, Additional $2500 security deposit required
Contact: Michelle, Property ID: 35527
Available for Long-term winter rentals - Cottage is NOT included since it is not winterized Price range from $3,000 to 3,500
Contact: Kim, Property ID: 18302
May consider winter rental October 1 to March 31. Rate is $2500 p/mo + oil heat + snow plow. No pets.
Contact: Wendy Northcross, Property ID: 35011
We love winter guests November through March, with monthly price based on occupancy. The house is heated and until recently occupied year round. The s...
Contact: Matt & Marie, Property ID: 31917
Please inquire
Contact: Mary Ella , Property ID: 33655
This home is available for winter rental between Oct 15-April 1. Obviously it is fully furnished. The amount of rent somewhat depends on the # of peop...
Contact: Kenneth, Property ID: 29075
MONTHLY WINTER RENTAL **$1,600 monthly** Renter's costs: Utilities which are Gas & Electric, and trash pick-up. (Owner will keep bill in their nam...
Contact: Tammie, Property ID: 30995
split ductless a/c recently upgraded and all new kitchen appliances
Contact: Michelle, Property ID: 31068
The house is available off season. Monthly rate for offseason is $3000/month.
Contact: Ricki, Property ID: 31578
Long-term winter rentals available upon request. Please reach out for more information as pricing ranges from $2300 to $2500 per month in December, Ja...
Contact: Laura , Property ID: 32390
Please email us for rentals less than 30 days to discuss pricing details. We do not offer rentals over 30 days.
Contact: Sally, Property ID: 20657
No long term winter rental.
Contact: Rebecca Hansen, Property ID: 25891
Windward has been rented by artists and writers for up to 6 months. The fee is much dependent on number of people at the house and how the house is pl...
Contact: Windward, Property ID: 3600
Peak-season rate $2,800/ Peak Season July to August - Weekly rental only Off-season rate $2,300/ Late Season: September-November. Off-season rate $...
Contact: Julie or Carol, listing agents, Property ID: 7964
Available monthly from October - April 30. Six person occupancy. Three cars.
Contact: Kibibi, Property ID: 4564
Potential short term monthly rentals in the off season.
Contact: Bret, Property ID: 35887
up to 6month rental is available - please contact for more details
Contact: Ania, Property ID: 36418
We offer long term rentals for the Off-Season from October to May. Monthly: $2000
Contact: Robert, Property ID: 36591
Would consider monthly winter long term rental November - April (5000/mo)
Contact: Frank, Property ID: 35968
Please contact the owner to discuss long term rentals
Contact: Valerie, Property ID: 35973
Available January-March, $7000 a month +utilities
Contact: Elise Costa, Property ID: 36106
For more long term rentals, view the listings by area and town using the filters. Filter by town