Long-Term Vacation Rentals on Cape Cod

4BR

2 baths

Sleeps 8

Property available for long term rental from mid-September to May. Price ranges from $3,500 to $4,500 depending on utilities included and length of s...

Contact: Marcia, ID: 7487

3BR

2 ½ baths

Sleeps 8

We would love to open our home for a winter rental of 1-8 months. Rental rate ranges from $2000-$4000 per month plus utilities, depending on how many ...

Contact: Carrie and Tim, ID: 29389

3BR

2 baths

Sleeps 6

October through May is 2700. per month plus utilities.

Contact: Irene , ID: 30595

3BR

2 baths

Sleeps 8

Stays over 31 nights are exempt form 14.45% MA lodging.

Contact: John Muldoon, ID: 24757

2BR

2 baths

Sleeps 4

Long Term rental is available from November 2026 - May 2026. $2000 per month plus utilities.

Contact: David, ID: 35363

4BR

2 baths

Sleeps 11

Prices range from $3000-$3500/mo depending on length of stay. Typical long-term availability runs from October through early April (with some flexibil...

Contact: Steve, ID: 37347

3BR

2 ½ baths

Sleeps 6

October 2026 -May 20, 2027 $4000- $6000/month includes All utilities and wifi

Contact: Mary, ID: 39927

3BR

2 ½ baths

Sleeps 8

September - May Rental $2900 - $3300 - Please ask for details.

Contact: Robbi Laak, ID: 4699

6BR

3 ½ baths

Sleeps 15

Available for Long-term winter rentals - Cottage is NOT included since it is not winterized Price range from $3,400 to 4,000

Contact: Kim, ID: 18302

4BR

2 baths

Sleeps 10

Available November 2026 - May 2027. $4,000 - $6,000/mo including utilities.

Contact: Jennifer Moore, ID: 40321

4BR

2 ½ baths

Sleeps 10

Open to longer terms rentals - $7,000-$8000/month

Contact: Bill, ID: 39756

2BR

1 bath

Sleeps 4

Off Season Monthly Rental - $2150 + Utilities - Great Location Near the Rail Trail. One floor living with basement laundry.

Contact: Melissa, ID: 40670

3BR

2 baths

Sleeps 6

Special pricing available upon request $3,500-$4,000/mo negotiable

Contact: Jen, ID: 40898

3BR

1 ½ bath

Sleeps 8

Summer months $30,000 July and August. Winter months $4,500 October - May.

Contact: Sally, ID: 39873

4BR

4 baths

Sleeps 10

Quiet vacations in the winter, monthly rates $8000.

Contact: Greg Stone, ID: 13970

2BR

1 bath

Sleeps 6

MONTHLY WINTER RENTAL **$1800-$2000 monthly** Renter's costs: Utilities which are Gas & Electric, and trash pick-up. (Owner will keep bill in the...

Contact: Tammie, ID: 30995

3BR

3 baths

Sleeps 8

Nov-April, $4,000/month utilities included (FYI - Rentals over 31 days are exempt from the 17.45% short-term rental tax)

Contact: Bill & Joy O'Connor, ID: 32564

1BR

1 bath

Sleeps 4

Nov-April, $2,500/month utilities included (FYI - Rentals over 31 days are exempt from the 17.45% short-term rental tax)

Contact: Bill & Joy O'Connor, ID: 33217

3BR

1 bath

Sleeps 5

Availble for 2 to 3 month tenancies only, to end no later than May 31, 2027. Monthly rent ranges from $3000 to $3400, depending upon occupancy. Tena...

Contact: Eileen Morgan, ID: 42155

4BR

2 baths

Sleeps 10

Bargain winter rental for only $2,300/month for a large 4 bedroom waterfront home. November 1st until May 1st view the ocean and walk the beach. Celeb...

Contact: Candace Nattie, ID: 6521

4BR

2 baths

Sleeps 8

We will rent for 32 days subject to availability in June and July each summer season. The rent is $28,000 for June and $32,000 for July, plus two cle...

Contact: Lisa Fabian Lustigman, ID: 7160

3BR

3 baths

Sleeps 9

SUMMER 2027 | JUNE, JULY & AUGUST EXTENDED STAYS! Spend a month or more enjoying beautiful Brewster, Cape Cod! Our newly renovated, pet-friendly 3-...

Contact: Julie, ID: 37957

3BR

1 bath

Sleeps 6

Available off-season 2026-2027, $1,800 per month, with a $250/mo gas/electric usage cap with monthly availability November 2026 through May 2027 with...

Contact: Rich, ID: 38206

3BR

2 baths

Sleeps 6

Winter rental available mid October until the end of May, but dates are flexible. A full winter rental price is $1900 a month. Summer long term rental...

Contact: Jen, ID: 41836

3BR

2 baths

Sleeps 8

This home is available at $4,000-$5,000/mo for the months of November, December, January, February, March, and April.

Contact: Xia, ID: 41918

2BR

1 bath

Sleeps 6

We have rented this cottage the past two Winters, September through May and will consider shorter stays than May. Winter rent is $2200 including, ele...

Contact: Michelle, ID: 39312

4BR

1 ½ bath

Sleeps 8

10/2026 - 5/2027: Four-bedroom furnished home $2500/mo. Minimum 5 months. Dogs considered. I pay for internet & trash. You would be responsible for ga...

Contact: Marsha A., ID: 23933

4BR

4 ½ baths

Sleeps 13

Available September 3- June 15 2026 for $6,000/mo plus utilities

Contact: Shari, ID: 26427

4BR

2 baths

Sleeps 8

Home available for a minimum one-month rental, beginning NOVEMBER 2026 - MAY 2027. Total monthly rent of $2,900 includes utilities (heat, hot water, e...

Contact: Kari, ID: 34287

3BR

2 baths

Sleeps 6

Available for monthly rental in the off-season $2,700 - $3,200, depending on utilities and/or timing.

Contact: Kevin, ID: 23333

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