Long-Term Vacation Rentals on Upper 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

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

Contact: Robbi Laak, ID: 4699

3BR

2 baths

Sleeps 6

Available for winter rental beginning January 2027 $3,500.00 per month includes utilities.

Contact: Marcia, ID: 35940

3BR

2 baths

Sleeps 6

Off-season long term rentals are priced at $4,000 to $5,000 per month. Prices are lower if renting for multiple months.

Contact: Don Warner, ID: 38842

4BR

2 baths

Sleeps 10

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

Contact: Jennifer Moore, ID: 40321

3BR

1 ½ bath

Sleeps 8

Offered as a winter long-term rental, or willing to negotiate a long-term rental during peak season (June-September). Off-season monthly rate is $2300...

Contact: Brett, ID: 39231

2BR

1 bath

Sleeps 6

This home is being considered for a WINTER rental also, $2500 monthly. Utilities to be paid by guest.

Contact: Martha/ Homeowner & Kate/Realtor, ID: 25025

5BR

3 baths

Sleeps 14

Our home is available monthly in the off season (Sept-June) $3,000 per month plus utilities.

Contact: Alison, ID: 42001

6BR

4 baths

Sleeps 12

The home is available for longer term rentals (32 days or more) from April 15 through November 15. Peak season (July - Aug) is $49,000/month (32 da...

Contact: Susan, ID: 39600

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

4BR

2 baths

Sleeps 10

Available Nov-May only for a min of 3 months @4500/mo Fully furnished, all utilities (internet, water, trash, electric, oil, generator, lawn care, 1x...

Contact: Jessica, ID: 42022

4BR

2 baths

Sleeps 9

Long-term rentals available Sept-May ($1800-$2000)

Contact: Robert McKean, ID: 24190

3BR

2 baths

Sleeps 9

Long-term rental available starting in September 2026 - June 2027. Monthly Rent $3000-$3500

Contact: Kim, ID: 40448

4BR

2 baths

Sleeps 8

Home available for a minimum one-month rental, beginning OCTOBER 2026 - MAY 2027. Total monthly rent of $,3000 includes utilities (heat, hot water, el...

Contact: Kari, ID: 34287

4BR

3 baths

Sleeps 8

Long-term rental is available off-peak season. $3,500-$5,000/mo Please inquire

Contact: Sandra Callahan, ID: 40897

3BR

2 baths

Sleeps 8

May be available for long-term rental until Sept. 7 at discounted rent of $11,875 per month. Rentals for 32 days or more are exempt from 14.45% tax....

Contact: Lynn, ID: 40487

3BR

2 baths

Sleeps 7

This is available for winter, 2027 at $2,200 per month. no pets no smoking. Minimum 2 month stay.

Contact: Michael, ID: 40513

3BR

3 baths

Sleeps 6

Off season rental available at $3,200 per month. (September 19th - May 22nd)

Contact: Fran, ID: 31357

3BR

1 ½ bath

Sleeps 6

The House is now available from September 27, 2026, through May 31, 2027 for $1400/month on a 'long term rental' basis. $400 rebate, if secured by Sep...

Contact: George MacNaughton, ID: 18977

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

2 ½ baths

Sleeps 6

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

Contact: Mary, ID: 39927

4BR

2 baths

Sleeps 4

Winter Rental. Available September 1, 2026 - May 1, 2027. $2,400/month includes cable and internet. Does not include heat (oil) or electricity..

Contact: Bob Clift, ID: 40718

2BR

1 bath

Sleeps 4

Available Sept - May $2,000/mo. 3-month minimum preferred.

Contact: Shannon, ID: 41204