Long-Term Vacation Rentals on Upper Cape Cod

5BR

3 baths

Sleeps 10

Watch the surf roll in all winter. Dec 2025 -Apr 2026, $1650-$4000/month depending on length of stay.

Contact: Jay Ryan, ID: 3378

5BR

3 ½ baths

Sleeps 10

Available October 2025 through April 2026 $3500/month plus utilities

Contact: Chris, ID: 37948

4BR

2 baths

Sleeps 8

From Mid September 2025 to May 31st 2026. Price range from $3,500 to $5,200 depending on month, length of stay and if utilities are included.

Contact: Marcia, ID: 7487

4BR

2 baths

Sleeps 7

Off season long term Rental Mid Oct 2025 -April 2026. $3800/month includes utilities.

Contact: Stephanie , ID: 39939

3BR

2 baths

Sleeps 6

Summer 2026 Special: July & August - $16,000 (Includes Utilities) All other months as listed

Contact: Lynn & George Barnett, ID: 22911

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

3BR

2 baths

Sleeps 6

Available for monthly winter rental from December 2025 through May 2026 for $3500/month plus utilities.

Contact: Margie Nilson at Marietta Realty, ID: 35593

3BR

2 baths

Sleeps 6

Available for winter rental beginning January 2025 $3,500.00 per month includes utilities.

Contact: Marcia, ID: 35940

1BR

1 bath

Sleeps 4

For Long Term Furnished winter rental - Rental period begins on October 4th 2025 through May 3rd 2026. $1200 plus utilities per month. Please inquire ...

Contact: Bob, ID: 34238

4BR

2 baths

Sleeps 10

Available November 2025 - June 2026. $4,000 - $6,000/mo

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

7BR

3 ½ baths

Sleeps 15

Winter rental available Oct 2025 - April 2026. $4000 plus gas & electric - First floor 2 bedrooms, 1 1/2 baths available. Contact owner for details.

Contact: Jacqui, ID: 5040

6BR

2 ½ baths

Sleeps 12

September 2025 - May 2026 $5,000 - $10,000 per month

Contact: Mary D., ID: 17999

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

5BR

3 baths

Sleeps 12

Available off-season. Price range for Nov 1 2025 to May 1st 2026 is $5,000-5,500 per month

Contact: Katerina, ID: 40029

4BR

2 baths

Sleeps 11

Long term rentals between November 2025 and April 2026. Cost is $2,800 - $3,500 per month plus utilities.

Contact: Jaymee, ID: 35309

4BR

2 baths

Sleeps 11

Prices range from $2700-$3200/mo depending on length of stay. Availability from October 2025 through early May 2026 (some flexibility).

Contact: Steve, ID: 37347

4BR

2 ½ baths

Sleeps 10

Monthly off season (September 2025 - May 2026) rental’s are available. $2500-$4000/month. Reach out to me for summer monthly rental rates.

Contact: Alison, ID: 36134

4BR

2 baths

Sleeps 10

If you are interested in staying September 12, 2025 to June 12, 2026 - $3,500 per month. If you are interested in staying in the Summer Season from J...

Contact: Mike, ID: 40816

3BR

2 baths

Sleeps 10

Sept 12 2026 to May 1 2026 $2,500 plus utility or $2,700 including utility

Contact: Anthony , ID: 31330

4BR

2 baths

Sleeps 9

Offered off season( Nov 2025 - May 2026) as a 4 bdrm/ 2 ba or as a 2 bdrm/1 ba ( with second floor closed for the winter and used as a storage). $3000...

Contact: Serge , ID: 39279

4BR

2 baths

Sleeps 8

Great location and affordable. Will consider temporary winter rental $1,800 month plus $300 for all utilities. November 2025 - April 2026.

Contact: Siobhan Tautkus, ID: 26948

4BR

2 baths

Sleeps 8

Would Consider monthly off Season Rental November 2025 - April 2026. $2100-per Month.

Contact: Steve & Ozana , ID: 30451

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. 1 at discounted rent of $12,000. per month. Monthly rental is exempt from tax.

Contact: Lynn, ID: 40487

3BR

1 bath

Sleeps 8

October 2025 thru April 2026 - $3000 per month plus utilities.

Contact: Nancy, ID: 38692

3BR

2 baths

Sleeps 7

October 2025 thru March 2026. $2,500/mo plus utilities

Contact: Michael, ID: 40513

3BR

2 baths

Sleeps 6

February 16th 2026 - May 19th 2026 is available for $2500/month!

Contact: Valerie Bono-Bunker, ID: 35549

3BR

2 ½ baths

Sleeps 6

December 2025 -May 20, 2026 $4000- $6000/month includes All utilities and wifi

Contact: Mary, ID: 39927

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 baths

Sleeps 6

Available monthly during off season (Oct 2025 - May 2026) for $2800/Month, plus utilities. Please contact owner for additional details and requirement...

Contact: Neftali, ID: 32959

3BR

3 baths

Sleeps 6

November 2025 through March 2026 - monthly rentals available at $5000 plus utilities. Please contact owner to discuss.

Contact: Myra Abelson, ID: 3140

3BR

1 ½ bath

Sleeps 6

Available month to month Oct 2025 -May 2026. 2000-3500 month. Friendly dogs welcomed in the off season.

Contact: Lauren , ID: 34772

3BR

2 baths

Sleeps 6

Cozy 3-bedroom available for long-term, off-season rental Sept 2025 -May 2026. $2,500/month plus utilities and snow removal.

Contact: Hal, ID: 13998

2BR

1 bath

Sleeps 4

Available as a long term rental (32 days or more) for months of May -Sept 2026. Price per month of $9k.

Contact: Daniel, ID: 33343

2BR

1 bath

Sleeps 4

Available Sept - May $2,000/mo

Contact: Shannon, ID: 41204

4BR

2 baths

Sleeps 9

Long-term rental is available October 2025-March 2026. Price range @$3,000 per month, plus utilities.

Contact: Nancy, ID: 39030

3BR

2 baths

Sleeps 8

September 2025 - May 2026. Monthly rental $3,500-$4,500/mo

Contact: Tom, ID: 40682

3BR

3 ½ baths

Sleeps 8

This house is available for year round rent or 6 mo rent. Year round rent: $4000/mo May- October

Contact: Bistra Vlassakova, ID: 40829