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).
Rentals are listed by location, sleeping capacity, and number of bedrooms.
# of Rentals: 44
'October to May for $3,400 per month, depending on party size and length of stay. Includes utilities.'
Contact: Gerry or Cindy, Property ID: 19604
Available for Monthly Rentals in the off season (Oct - April) starting at $3500/month, please inquire for more info.
Contact: Emily LaPierre, Property ID: 38671
Inquire about September through May rentals for $4,000/month
Contact: Mike, Property ID: 31725
Starting early January this property is available for long term rental around 3200 per month!
Contact: Allan and Jenn Peterson, Property ID: 19423
Open to consideration between November and April. Monthly rentals begin at $3500 and include utilities.
Contact: Christine, Property ID: 35643
Available from October-May for $1000-2000/month (negotiable). If looking to retire on the Cape or just wintering and you need a wonderful place to sta...
Contact: John, Martha, Elly and little Olivia, Property ID: 5843
Winter rental $1850/month. Wifi & Utilities included. Minimum 6 month lease. Available Feb-April. No pets. Fabulous location in heart of historic Brew...
Contact: Victoria Majewski, Property ID: 12130
Available upon request. For two months or more, monthly rent is $2,400 in the winter months (December, January, February, March); $3,800 / month in sp...
Contact: Mary, Property ID: 12150
Possible. $3500 per month plus utilities
Contact: Harvey Ross, Property ID: 9648
November, December, January, February, March, April. $6500 per month.
Contact: Wendy Gruenberg, Property ID: 16695
1 month or more $16,000
Contact: Courtney, Property ID: 39782
$4000/mo. We welcome the opportunity to discuss off-season, long term rentals (October - May). Please reach out for more information should you be in...
Contact: Justin, Property ID: 38971
This house is available as a winter rental from mid October to mid May 2024, $1,650 per month plus utilities.
Contact: Paul K. McGrath, Property ID: 4560
We would consider a 6 month rental (starting Oct/Nov). $20,000
Contact: Erin, Property ID: 28980
Sleeps 6 in 3 Bedrooms. Available approx November through May. $1400-$3500 monthly depending upon length of stay, plus utilities. Small pets considere...
Contact: Catherine Batcheller, Property ID: 20787
Available as a winter rental end of October to mid May. $1200-1500/ month plus utilities and security deposit.
Contact: Bob Sneden, Property ID: 23722
The only months available for long term rents are Nov., Dec. Jan. Feb. March, April minimum rent $1600 month plus utilities
Contact: Joyce Anderson, Property ID: 25053
Off season in Chatham? Yes please! This cottage is a perfect fit for a single person or a couple looking to be in Chatham for the winter. $2,300/mo c...
Contact: Sean Pope, Property ID: 25326
The cottage is available for single occupancy only in the off-season Oct. - May as a monthly rental for $1200/mo. All utilities included.
Contact: Carol, Property ID: 30589
October 1, 2024 to April 15, 2025 $3,500 Main house only - does not include efficiencies
Contact: Andrea, Property ID: 39195
$3000/mo from October through May. If you're looking to relocate, trying to find your own piece of Cape Cod heaven but don't want to jump into a commi...
Contact: Susan Speight, Property ID: 12069
October through April; $3,000/month
Contact: Lori, Property ID: 21491
Quiet vacations in the winter, monthly rates $8000.
Contact: Greg Stone, Property ID: 13970
Available January 1 - May 31 2024 monthly, $3k/month plus utilities
Contact: Laura, Property ID: 37731
This home will be offered as a one bedroom home at winter season (from Jan -March) from $1300; Nov & Dec & April from $1700/mo plus all utilities for...
Contact: Nina, Property ID: 31116
Yes, September through April $5500/mo plus utilities
Contact: JOHN V., Property ID: 38311
Long term rentals available after Labor Day (September) until Memorial Day (May), $3400/month.
Contact: Tom and Dan Camarro, Property ID: 26783
October through April; $3,500/month
Contact: Patrick, Property ID: 22324
Monthly rental available - October through May $3600-$3,800/mo. Please inquire
Contact: Jeff, Property ID: 39358
Long term or monthly rentals are available at $12,000/month (June-September) or $6,000 (October-May).
Contact: Peter, Property ID: 39768
September through end of April Price range per month is $2500-$3500
Contact: Eric, Property ID: 39066
Long Term Rental Available by the Month of Season $12k to $24K
Contact: Sean Kearney, Property ID: 7091
This Luxury home is available for winter rental at $1800 per month . Minimum winter rental is 6 months.
Contact: Michael McNally or Chris Sage, Property ID: 22987
Long term winter rental available for 1600.00 a month Includes all utilities, Gas, Electric, Cable. Minimum winter rental, 6 months.
Contact: Michael McNally or Chris Sage, Property ID: 22990
Rental Fee: Price Range $60,000 - $125,000 Experience Cape at the Luxury Estate. We offer long-term rentals in June, July and August. Inquire for d...
Contact: Alex, Property ID: 14224
Rates depend on Month chosen, from $14,500-21,500.00 per month
Contact: Raymond, Property ID: 32244
October to May monthly rentals available. $3000 - $4000/mo.
Contact: Ruth, Property ID: 20703
This home will be offered as a one or two bedroom home at winter season (from Jan -March) from $1300 ; Nov & Dec & April from $1800/mon plus all util...
Contact: Nina, Property ID: 9286
Our home is available for long term rental in the shoulder and winter seasons. The price per month ranges from $4000 for one month and can go as low a...
Contact: Carrie, Property ID: 29389
Long term rental is available for 3 bedroom/3bath home from January 15th - April 15th at $5,000 a month. Proration for less than 30 days.
Contact: Tracy, Property ID: 35950
$2,500 per month, includes all utility charges. Orleans location, opposite Nauset Farm Shop, 3-bed, 2-bath home, fully furnished available Nov 1 - May...
Contact: Richard, Property ID: 36644
Available for long-term winter rental from November to June. $5000 per month
Contact: Louis Morongell, Property ID: 28481
We will consider multi-month rentals from Oct 15 thru May 15. Monthly rent will be about $1950-$2,200/month depending on length of time and utilities....
Contact: Beth , Property ID: 28618
Months of June, July & September offered for rent long term at a discount of $6000 - $7500
Contact: Dolores, Property ID: 38839