Long-Term Vacation Rentals on Upper Cape Cod

5BR

3 baths

Sleeps 10

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

Contact: Jay Ryan, ID: 3378

5BR

3 ½ baths

Sleeps 10

Available October through April $3500/month plus utilities

Contact: Chris, ID: 37948

4BR

3 baths

Sleeps 10

This property may be available for long-term rentals at $6000 monthly rent between November and April.

Contact: Ivana, ID: 38510

4BR

2 ½ baths

Sleeps 10

July and August 2025 are available for long-term rental at 12k per month.

Contact: Jenia, ID: 39097

3BR

1 bath

Sleeps 10

Each year, December 1st through the end of May (off-season rental) $3,000/mo

Contact: Janet, ID: 38326

4BR

2 baths

Sleeps 8

From Mid September to May 31st. 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 ½ baths

Sleeps 8

House is available for winter rental from October - May for $2,500/mo plus utilities

Contact: Bob Clift, ID: 39922

3BR

1 ½ bath

Sleeps 8

Long term rental, off season, available. $2200 a month plus utilities. Fully furnished. Available from November - April.

Contact: Robin , ID: 20360

4BR

2 baths

Sleeps 7

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

Contact: Stephanie , ID: 39939

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

$3,000 - $,6000 - minimum 4 weeks. See Calendar for pricing and complete the Contact Form to inquire for more details.

Contact: Lynn & George Barnett, ID: 22911

3BR

2 baths

Sleeps 6

Available for monthly winter rental from December through May for $3000/month plus utilities.

Contact: Margie Nilson, 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

2BR

1 bath

Sleeps 6

For long-term winter rentals, rental period begins October 15th and goes until May 1st . Pricing is $1500/month plus utilities.

Contact: Debra Avery, ID: 18150

1BR

1 bath

Sleeps 4

Available winter rental only 9/7/24 thru 5/24/25 $1200. month-$500. deposit. East Sandwich beach-CapeCod Bay in back yard- 420 sq cottage-furnished-fi...

Contact: Bob, ID: 34238

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 - April $4000 plus gas & electric - First floor 2 bedrooms, 1 1/2 baths available, 4 max people. Contact owner for detail...

Contact: Jacqui, ID: 5040

6BR

6 baths

Sleeps 13

This property is offered as a long term rental of 32 days or more during the months of January-April 2025. The rental rate is $4000 per month plus ...

Contact: Caroline , ID: 33626

6BR

2 ½ baths

Sleeps 12

September - May $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 for long term rentals in the off season. $4000-$10,000 per week. Longer term rates are negotiable

Contact: Scott, ID: 34663

4BR

2 baths

Sleeps 11

Long term rentals considered between November and April. 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 through early May (some flexibility).

Contact: Steve, ID: 37347

4BR

2 ½ baths

Sleeps 10

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

Contact: Alison, ID: 36134

4BR

2 baths

Sleeps 8

Long-term, off-season rentals available for 1-4 months at a time, November-May. Monthly rate ranges between $2,200-$2,600. Credit check and references...

Contact: Meg, ID: 36003

4BR

1 ½ bath

Sleeps 8

The House is now available from September 25, 2025, through May 31, 2026 for $1500/month on a 'long term rental' basis. $400 rebate, if secured by Sep...

Contact: George MacNaughton, ID: 18977

4BR

2 baths

Sleeps 8

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

Contact: Siobhan Tautkus, ID: 26948

4BR

2 baths

Sleeps 8

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

Contact: Steve & Ozana , ID: 30451

4BR

1 ½ bath

Sleeps 8

4bd, 1.5 bath for $3,000/month-Close to beaches and walking trails!

Contact: Rachel, ID: 39380

3BR

2 ½ baths

Sleeps 8

Monthly prices in the range of $8,500 to $13,500. Available for the months of Jan, Feb, Mar, Apr, May and Jun 2025.

Contact: Richard, ID: 39001

3BR

1 ½ bath

Sleeps 8

Long Term Rentals - Available off-season only. Prices start at $7,500 per month, max 2 months.

Contact: Kathy and Debra, ID: 34405

3BR

1 bath

Sleeps 8

Available for Monthly Rentals Oct - May, starting at $4,000, utilities and internet included. Please inquire for a custom quote.

Contact: Emily LaPierre, ID: 37884

3BR

1 bath

Sleeps 8

October thru April - $3000 per month plus utilities.

Contact: Nancy, ID: 38692

3BR

3 baths

Sleeps 6

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

Contact: Myra Abelson, ID: 3140

3BR

2 baths

Sleeps 6

Charming Home for Long-Term Rental. Available: September - June Off-Season Rental Price: $3,400 per month. Utilities and Wifi Included. Location: Fal...

Contact: Lisa and Chris, ID: 38170

3BR

2 baths

Sleeps 6

November 2- April 30 is available for $2500/month!

Contact: Valerie Bono-Bunker, ID: 35549

3BR

1 ½ bath

Sleeps 6

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

Contact: Lauren , ID: 34772

3BR

3 baths

Sleeps 6

Winter rental available at $1,300 per month.

Contact: Fran, ID: 31357

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

$3000 - $4000/ month August 25, 2025-May 20, 2026

Contact: Mary, ID: 39927

3BR

1 bath

Sleeps 6

Available September 15 - May 15 - $2,000/mo includes cable. Tenant responsible for heat and electricity

Contact: Heather, ID: 39866

2BR

1 ½ bath

Sleeps 6

Off Season 24/25 $3000 a month Summer 2025 $3500

Contact: Kerstin, ID: 39417

2BR

1 bath

Sleeps 6

September 2024 through June 2025. $2800 per month First month plus security up front.

Contact: Paula, ID: 37322

2BR

1 bath

Sleeps 4

Available as a long term rental (32 days or more) for months of May-Sept. All rentals start & end on Thursday. Price per month of $9k.

Contact: Daniel, ID: 33343

2BR

2 baths

Sleeps 4

We offer monthly rentals from November through May from $2,500-$3,000 depending on the month

Contact: Adam Volin, ID: 39282

1BR

1 bath

Sleeps 3

This property is offered as a long term rental of 32 days or more during the months of January-April 2025. The rental rate is $2100 per month includ...

Contact: Caroline , ID: 33639

1BR

1 bath

Sleeps 2

This property is offered as a long term rental of 32 days or more during the months of January-April 2025. The rental rate is $2100 per month includ...

Contact: Caroline , ID: 33645

1BR

1 bath

Sleeps 2

From April 12, 2025 through October 31, 2025. Rentals for 6+ weeks or more will be reduced by $100/month. Range: from $700-$800/mo instead of $800-$90...

Contact: Kathleen, ID: 28888

4BR

2 baths

Sleeps 9

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

Contact: Nancy, ID: 39030

4BR

2 baths

Sleeps 8

Open for long term rentals during the off-season $4,500/mo negotiable

Contact: Tara Mulloy, ID: 39364

3BR

1 ½ bath

Sleeps 8

From October 24th to May 31st. Price upon demand $3,500 $5,000/mo

Contact: Viviane and Carlos, ID: 39634