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Long-Term Vacation Rentals in Brewster

A long-term rental is considered to be an extended stay of more than 31 days. 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). Massachusetts Landlord Tenant Laws will apply.

Rentals are listed by location, sleeping capacity, and number of bedrooms.

# of Rentals: 10

Brewster
Brewster Dennis town line Rental
Beautiful Home Close to Beaches, Sesuit Harbor & Golf
5BR
4 baths
Sleeps 12

'October to May for $3,400 per month, depending on length of stay. Includes utilities.'

Contact: Gerry or Cindy, ID: 19604
Brewster Rental
Charming Cape - Steps to Greenland Pond!
4BR
2 baths
Sleeps 11

Available for Monthly Rentals in the off season (Oct - April) starting at $3500/month, please inquire for more info.

Contact: Emily LaPierre, ID: 38671
Brewster Rental
Charming 4 Bedroom Home near Breakwater Beach
4BR
2 baths
Sleeps 10

Off season rental at $2300 per month October-May plus utilities.

Contact: John , ID: 23161
Brewster Rental
Cape Retreat+Water Views - Pet Friendly!
3BR
2 baths
Sleeps 10

This property is available in the off season (Nov - April) for monthly stays - starting at $3,000/month and includes utilities.

Contact: Emily LaPierre, ID: 40017
Brewster Rental
Walk to beach/shops from coveted Paine's Creek neighborhood
4BR
2 baths
Sleeps 8

Inquire about September through May rentals for $4,000/month

Contact: Mike, ID: 31725
Brewster Rental
Family Friendly Home at Cobbs Pond/Cape Cod Bay in Brewster
4BR
3 baths
Sleeps 8

Starting early January this property is available for long term rental around 3200 per month!

Contact: Allan and Jenn Peterson, ID: 19423
At Greenland Pond Rental
Renovated Coastal Farmhouse at Greenland Pond
3BR
2 baths
Sleeps 8

Open to consideration between November and April. Monthly rentals begin at $3500 and include utilities.

Contact: Merritt Harris, ID: 35643
Brewster Rental
The Mink Shell - 5 Min Walk to TWO Bay Beaches!!
3BR
2 baths
Sleeps 8

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, ID: 5843
Brewster Rental
Charming Cottage, Walk/Cycle to Beach/Shops/Cafes
3BR
1 bath
Sleeps 6

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, ID: 12130
East Brewster Rental
Birdwatcher's Delight
3BR
1 ½ bath
Sleeps 6

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, ID: 12150