Your browser's security settings have disabled Javascript, which is required to use this web site effectively.
Please alter your security settings. Click here to see how.

Long-Term Vacation Rentals on Upper Cape Cod

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: 60

Sandwich

Family Friendly Home - Walk to Beach
6BR
2 ½ baths
Sleeps 15

Monthly pricing available for winter renters

Contact: Johannah, Property ID: 35414

Beautiful Beachfront House Nestled in Dunes, Ocean views.
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, Property ID: 3378

Sanctuary - Beachfront on Cape Cod Bay
4BR
3 baths
Sleeps 8

Long term rental available for October, November, December, January, February, and March for $5,000 a month.

Contact: Kerry, Property ID: 34130

Seaside Sandwich - Walk to Beach, Restaurants, Canal
4BR
2 baths
Sleeps 8

Will consider longer term rentals

Contact: Kristen, Property ID: 36470

Shore to Please
3BR
3 baths
Sleeps 8

Negotiable length of stay - October to February - depending on party size and length of stay. Utilities not included.

Contact: Bob & Sue, Property ID: 29385

Spacious two story family home - walk to Town Neck beach
3BR
2 baths
Sleeps 8

Sleeps 8 in 3 Bedrooms, long term off season rentals, September throguh June. Beautiful close to Town Neck Beach, contact Unmesh, Property ID 11328

Contact: Unmesh Gundewar, Property ID: 11328

Pool House. Cute, Cozy And Clean.
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 , Property ID: 20360

2 Story Beautiful Oceanfront Home w/AC
3BR
2 baths
Sleeps 6

Considered upon request. We offer short and long term winter rentals as the house is heated. We rent for long weekends in the spring and fall. For spe...

Contact: Cathy , Property ID: 25169

On a Private Beach with AC and King Bed
3BR
2 baths
Sleeps 6

Available for winter rental from December through May for $2500/month

Contact: Margie Nilson, Property ID: 35593

Serenity in Sandwich: Overlooking Marsh with AC
3BR
2 baths
Sleeps 6

Available October through May...monthly only. $3200 plus utilities.

Contact: Margie Nilson, Property ID: 35940

Pet Friendly Family Home in Great Location
3BR
2 baths
Sleeps 6

Please reach out if interested in a long term or winter rental

Contact: Stacey, Property ID: 36101

Clean, Bright, Relaxing East Sandwich House
2BR
1 bath
Sleeps 6

For long-term winter rentals, rental period begins October 15th and goes until May 1st . Pricing is $1300/month plus utilities.

Contact: Debra Avery, Property ID: 18150

Beach Escape
2BR
1 bath
Sleeps 4

Will consider long term winter rental October 1 - May 1 1550-2,200.00 per month

Contact: Jason , Property ID: 26434

Cottage in East Sandwich near private beach
1BR
1 bath
Sleeps 4

Winter rental available for October - May 2023- $1000 +utilities per month.

Contact: Bob, Property ID: 34238

Sunny Beach Cottage in Dunes of Private Beach
1BR
1 bath
Sleeps 2

2500$ monthly rental fee off season

Contact: Isabel, Property ID: 27342

Bourne

Monument Beach Getaway
2BR
1 bath
Sleeps 5

off-season longer term rentals considered-just ask

Contact: Mary, Realtor, Property ID: 35220

Falmouth

X-Large Beach House. Cape Cod Charm - This is it!
7BR
3 ½ baths
Sleeps 15

Winter rental available Oct - April $3000 plus gas & electric - First floor 2 bedrooms, 1 1/2 baths available, 4 max people. Contact owner for detail...

Contact: Jacqui, Property ID: 5040

6BR steps to Falmouth Heights Beach and Bristol Beach
6BR
2 baths
Sleeps 14

6BR Beach house available Oct-March walking distance to 3 Falmouth Beaches. Enjoy the ocean air and changing of the seasons from this well appointed o...

Contact: Erica, Property ID: 35100

Spacious, Newly Renovated Home w/2 Separate Living Areas
4BR
2 baths
Sleeps 14

Long-term / winter rentals welcome! Availability is from October through May (pending no previous long-term rental booked). Please contact for details...

Contact: Mike, Property ID: 32484

Beautiful large house in Village, 6 bedrooms & 6 bathrooms
6BR
6 baths
Sleeps 13

January 1 to April 30: $ 4900/ month

Contact: Caroline & Trevor, Property ID: 33626

Spacious Falmouth Waterfront Rental on Little Pond
6BR
2 ½ baths
Sleeps 12

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

Contact: Mary D., Property ID: 17999

Oceanfront Dream - Newly Renovated w/Direct Waterfront Views
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, Property ID: 34663

Falmouth Heights 4 Br, 2 Bath, walkable to beach & downtown
4BR
2 baths
Sleeps 11

Oct - May monthly rates available; $3,000 to $4,500

Contact: Gail, Property ID: 28788

Fall/Winter Availability; Short or Long-Term
5BR
2 baths
Sleeps 10

Available 10/4/22 - 4/28/23 for $3,000 per month for 1 month stay; $2,500/mo. for 2-3 months; $2,250/mo. for 4-6 months; Plus utilities

Contact: Old Barnstable Holdings, Property ID: 24615

Gorgeous Property, Inground Heated Pool, Stroll To Beach!!
5BR
4 baths
Sleeps 10

We will consider long term winter rentals on a case by case basis.

Contact: Susan, Property ID: 7281

Quintessential Cape House/Walk to private Beach
4BR
2 baths
Sleeps 10

Winter months are available

Contact: Corinne, Property ID: 35489

Waquoit Bay, Water Views, Kayaks for 7 & Sunfish Included
4BR
2 ½ baths
Sleeps 10

Monthly off season rental’s are available. $2500-$3500/month

Contact: Alison, Property ID: 36134

Fabulous Falmouth House
4BR
2 ½ baths
Sleeps 9

September to June for $2500 per month, depending on party size and length of stay.

Contact: Elizabeth Lydon, Property ID: 21666

Falmouth - Great Value for Family, Couple, and Friends!
4BR
1 ½ bath
Sleeps 8

The House is now available for a 32 day (long term) rental from early July through August 5, 2023, for $8000. No rental tax is required for this ter...

Contact: George MacNaughton, Property ID: 18977

Family Friendly Home 6 min walk to Beach or town
4BR
2 baths
Sleeps 8

Will consider temporary winter rental $1,800 month November - April.

Contact: Siobhan Tautkus, Property ID: 26948

Spacious, Great outdoor space, Great Location 5 min to Beach
4BR
2 baths
Sleeps 8

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

Contact: Steve & Ozana , Property ID: 30451

Cooper Cottage Falmouth Walk to Great Pond
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, Property ID: 36003

Updated, Family Friendly, Cape House Near Great Pond
4BR
2 baths
Sleeps 8

Long term rental available Oct 15 to May 15. $3000-3300 per month depending on party size and length of stay. All utilities included except cable TV.

Contact: Jennifer, Property ID: 34357

Waterfront with central AC on a beautiful lake
4BR
3 baths
Sleeps 8

available, November - March $2000 -$3000/month

Contact: Julia, Property ID: 34110

Falmouth Cape Escape - Walk to Private Beach!
3BR
1 bath
Sleeps 8

Long Term Winter Rental is Available from October 1 - May 31

Contact: Greg and Jesse, Property ID: 34134

New Construction! Central AC, Walk to Private Beach
3BR
3 baths
Sleeps 8

New construction! Everything is new in this beautiful, fully furnished 3 BR, 2.5 bath home sleeps 8. 1st floor master BR features king size bed, walk-...

Contact: Stephanie , Property ID: 34269

Beautiful Home with close access to Pristine Cape Waters
3BR
2 baths
Sleeps 8

Maybe, but short term rentals all year round with a two day minimum is my current thinking. Contact the owner for details.

Contact: Brian Sullivan, owner, Property ID: 34398

Work and Play Away From Home
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, Property ID: 34405

Falmouth Family Get Away
3BR
2 ½ baths
Sleeps 8

$2,000.00 per month plus utilities of electric, gas, and cable. October through May. Our property manager will set an appointment to show you the hous...

Contact: Jean and John Feick, Property ID: 28258

Waterfront 3 BR Cape-Walk to two Falmouth beaches
3BR
2 baths
Sleeps 8

email for winter and off-season rates or dates that might not be listed

Contact: Ted, Property ID: 31083

<800Feet to Private Beach - Gorgeous Home
3BR
2 ½ baths
Sleeps 8

2800 per month plus utilities.(gas, electric, cable)

Contact: Michael , Property ID: 4346

Quaint New Silver Beach Cottage 1/3 mile from Beach
4BR
1 ½ bath
Sleeps 7

Available for Winter Rental from Sept/Oct-May. Please call for details.

Contact: Kristine, Property ID: 35761

Renovated Home w/Gorgeous Water Views
3BR
1 ½ bath
Sleeps 6

Available month to month Dec-May. $3000 a month.

Contact: Lauren , Property ID: 34772

Beautiful updated 3 BR, 2 BA, waterfront home w/AC
3BR
2 baths
Sleeps 6

long term winter rentals considered, as well as short term winter and off season rentals.

Contact: Terry, Property ID: 33990

Newly available/renovated Cottage
3BR
2 baths
Sleeps 6

Available from November to April. Please contact homeowner for details

Contact: Neftali, Property ID: 32959

Great 3 Bedroom Vacation Home on the Water
3BR
1 bath
Sleeps 6

Also renting for winter off season, Sept - May

Contact: Mark, Property ID: 33275

Great Harbors Family Friendly Vacation Home
3BR
2 baths
Sleeps 6

Long term off-season rental available between September - November and between April - June.

Contact: Meghan, Property ID: 33295

Newly Renovated Waterfront Home on Round Pond
3BR
2 baths
Sleeps 6

We are offering long term rental of $2500-$3000 a month from October 9, 2022 to end of May 2023.

Contact: Trang Price, Property ID: 36270

Casa Del Sol
3BR
3 baths
Sleeps 6

Winter rental available at $1,300 per month.

Contact: Fran, Property ID: 31357

Charming 3 bedroom home in Falmouth Heights
3BR
2 ½ baths
Sleeps 6

October 1 - May 31 $1700 per month Utilities tenant responsibility. Cable paid to owners. Tenant to maintain lawn.

Contact: Julie, Property ID: 29813

Little Pond views, short walk to beaches, Falmouth Heights
3BR
1 bath
Sleeps 6

We will consider a winter rental if for multiple months, if rental is 6 months of more from Sept to June. Shorter rentals are also available. This is...

Contact: Marc and Margaret , Property ID: 24837

Magnificent Contemporary on Exclusive Point, Private Beach
3BR
3 baths
Sleeps 6

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

Contact: Myra Abelson, Property ID: 3140

Pondfront Old Silver Beach Getaway - North Falmouth
2BR
1 bath
Sleeps 6

October - May $1800-$2500/Month

Contact: Bill, Property ID: 35111

Cozy Cape Cod Cottage
2BR
1 bath
Sleeps 5

Available for winter rental starting September 17th, 2022 through May 17 or 31, 2023. Monthly rate of $1900.00 including cable and internet. Tenant re...

Contact: Gary, Property ID: 28249

Cozy, Comfortable, and Clean - 300 feet Walk to Sandy Beach
2BR
1 bath
Sleeps 5

Available from Sept./Oct. through April or May at $1200/month. Please inquire about specifics.

Contact: Maria or Gus, Property ID: 5390

Cape Cod Retreat in Great Location
2BR
2 ½ baths
Sleeps 4

Winter rental available after Labor Day or to be negotiated. Winter rent is $1,500.00 per month plus utilities. Many WHOI students, employees or sci...

Contact: Jane Baughman, Property ID: 13371

Right On the Water with Ocean Access Spectacular Views
2BR
2 baths
Sleeps 4

We are also willing to rent in the winter weekly, monthly and long weekends. Any request for rentals are always considered . We will rent any 7 days...

Contact: Barbara & Rick, Property ID: 35273

Classic Cape Cod Seaside Cottage for Active Families
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, Property ID: 33343

Quaint Cottage in Falmouth Village
2BR
1 bath
Sleeps 4

Long Term Rental (1 month or more): $2200/month. Monthly rental is available from Oct 1 – June 30. Tenant responsible for their own linens, trash rem...

Contact: Valerie Bono-Bunker, Property ID: 36546

Mashpee

Spacious 3 bedroom near Santuit Pond-great central location
3BR
2 ½ baths
Sleeps 6

Long term rentals will be considered from December to March $2800/ per month Electricity/gas/water/internet and cable included.

Contact: Maria B, Property ID: 34372