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Long-Term Vacation Rentals in Brewster

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.

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

# of Rentals: 10

Brewster

Beautiful Home Close to Beaches, Sesuit Harbor & Golf
5BR
4 baths
Sleeps 12

'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

Spacious home with private pond beach, steps from rail trail
5BR
3 baths
Sleeps 12

Off-season: 1-week rate: $4,000 (includes cleaning fee) 2-week rate: $6,500 (includes cleaning fee) 4-week rate: $10,000 (includes cleaning fee)

Contact: Talia, Property ID: 34024

Renovated Brewster Beach House + Cottage Near Bay Beaches
4BR
3 baths
Sleeps 12

Case-by-case basis. Monthly rentals begin at $3500 and vary by month. Please inquire for details.

Contact: Christine, Property ID: 33519

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, Property ID: 38671

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 , Property ID: 23161

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, Property ID: 31725

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, Property ID: 19423

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: Christine, Property ID: 35643

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, Property ID: 12130

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, Property ID: 12150