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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: 59

Sandwich

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

Oceanfront 5 Bedroom Home
5BR
3 baths
Sleeps 10

would be available @$2000. per month net.

Contact: Larry Begnal, Property ID: 19241

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

Long term rental available for October, November, December, January, February, and March for $8,000-$10,000 a month.

Contact: Chris, Property ID: 34130

Pool House. Cute, Cozy And Clean.
3BR
1 ½ bath
Sleeps 8

Long term rental, off season, available. 1700 a month plus utilities. Fully furnished.

Contact: Robin , Property ID: 20360

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

Helen's Dream House, short walk to bayside beach
3BR
2 baths
Sleeps 8

Available for long-term winter rentals from October until June. $1,800-$2,500/month (depending on party size) plus utilities. Fully furnished and line...

Contact: Peter or Janette Sergio, Property ID: 21734

Comfortable and Spacious Colonial - Sleeps 8
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, Property ID: 29385

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

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 1rst - May 1rst 1550-1850 per month

Contact: Jason , Property ID: 26434

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

Would be considered

Contact: Bob, Property ID: 34238

Bourne

Sagamore house with a huge pool
3BR
2 baths
Sleeps 10

Monthly rental available

Contact: Joao, Property ID: 33985

Custom Built Beachfront Getaway w/Central AC
4BR
3 baths
Sleeps 8

Long term winter rentals will be considered with a 3 month min

Contact: Mary, Realtor, Property ID: 33052

Falmouth

Walk to Old Silver Beach /Shining Sea Bikepath
6BR
3 baths
Sleeps 14

Available for monthly off season rental for $3,000 a month September through May. June can be rented for $5,000.

Contact: Erick Bourke, Property ID: 23248

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 multi-family 6B/6B in Village
6BR
6 baths
Sleeps 13

January until May 1, $3900 - $4900.

Contact: Caroline, 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

Falmouth Heights 4 Br, 2 Bath, Updated Spacious Home
4BR
2 baths
Sleeps 11

Sep - June monthly rates available; $2,000 to $3,500

Contact: Gail, Property ID: 28788

5 bedroom house with In-Ground Heated Pool; Pet-Friendly
5BR
2 baths
Sleeps 10

Available October 2021 - April 2022 $1,750 per month plus utilities

Contact: Jon Schwartz, Property ID: 24615

Charming Cape Style Home Near Amazing Sunset Beach
5BR
2 ½ baths
Sleeps 10

Property available October 2021 - May 2022, 8 month lease, $3000/mo.

Contact: Bill, Property ID: 31375

New Silver Beach! June and last week of August available
4BR
1 ½ bath
Sleeps 10

Long term and winter rentals will not be considered!

Contact: Joseph Santorine, Property ID: 26517

Newly Renovated, Large Heated Pool, Close to the Beach
4BR
3 baths
Sleeps 10

October through May (actual dates tbd by owner and renter), $1900 per month plus untilities. Fully Furnished, Completely renovated 2018, great locatio...

Contact: Gary = Home Owner, Property ID: 29118

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

4 BR/2 BA Cape, Sleeps 9, Walk to Great Pond & Bristol Beach
4BR
2 baths
Sleeps 9

Long term rental information available upon request

Contact: Patricia and John , Property ID: 34262

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

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

available, November - March $2000/month

Contact: Julia, Property ID: 34110

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

$1250/month, September 21 - April 1 to June 1. Well-built house has little off-season use. Gas furnace, gas water-heater, and gas dryer. New septic s...

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

Our Home By The Bay
3BR
2 baths
Sleeps 8

We offer winter rentals from September to June for qualified tenants at $1,975 per month plus utilities. No pets, no smoking.

Contact: Robert Daw, Realtor, Property ID: 29829

Cape House Steps to the Beach clubhouse POOL & Pet Friendly!
3BR
2 baths
Sleeps 8

Winter months available November 1- March 31 $3,500 monthly.

Contact: Wendy Cressey, Property ID: 17238

3 Bedroom 1.5 Bath In North Falmouth
3BR
1 ½ bath
Sleeps 8

Long-term winter rental is available from September through May for $1,100 a month.

Contact: Mark, Property ID: 11558

Waterfront 3 BR Cape Walk to Beach Falmouth off season avail
3BR
2 baths
Sleeps 8

email for winter rates or dates that might not be listed

Contact: Ted, Property ID: 31083

Falmouth Family Get Away
3BR
2 ½ baths
Sleeps 8

$1,500.00 per month plus utilities. September,starting after Labor Day and through May. You are required to have Renter's Insurance. Costs include...

Contact: Jean and John Feick, Property ID: 28258

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

The Great Gambrel Coastal Retreat
3BR
2 ½ baths
Sleeps 7

We offer winter rentals from September to June at $2,250 per month plus utilities, except cable and internet

Contact: Robert Daw, Realtor, Property ID: 29913

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

September 1 - May 31 $1300 per month Utilities tenant responsibility. Cable paid to owners. Tenant to maintain lawn.

Contact: Julie, Property ID: 29813

Belmar: Renovated 3 BR/2 1/2 Bath Cape w/AC & Assn Beach
3BR
2 ½ baths
Sleeps 6

We would consider a winter rental September-May $2600-2800 including utilities.

Contact: Paula , Property ID: 28185

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 $3000-$3500 plus utilities. Please contact owner to discuss.

Contact: Myra Abelson, Property ID: 3140

Immaculate Waterview 3 Bedroom Home near Surf Drive Beach
3BR
1 ½ bath
Sleeps 6

$1200.00 monthly, September to June 2019 Winter Rental

Contact: Mary Pasciucco, Property ID: 11035

Casa Del Sol
3BR
3 baths
Sleeps 6

Winter rental available at $1,300 per month.

Contact: Fran, Property ID: 31357

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 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

Tiptoe on Toledo to the Shore
2BR
1 bath
Sleeps 6

Winter Rental offered September to June, $1,300 plus utilities

Contact: Robert Daw, Realtor, Property ID: 29925

Newly Renovated Maravista Cottage. Walk to Beach and Bay!
3BR
1 bath
Sleeps 5

Monthly rental October through April will be considered with price based on occupancy.

Contact: Jim, Property ID: 33795

Cozy Cape Cod Cottage
2BR
1 bath
Sleeps 5

Available for winter rental starting Oct 1 or 15th, 2017 through May 15 or 31, 2018. Monthly rate of $1200.00 including cable and internet. Tenant res...

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

LOCATION..Quick,easy walk to Surf Drive Beach, 2 BR,sleep 5
2BR
1 bath
Sleeps 5

Contact: Liz Forance, Property ID: 8919

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 $1,350.00 per month plus utilities. Many WHOI students, employees or sci...

Contact: Jane Baughman, Property ID: 13371

Spacious Cottage in Falmouth Village
1BR
1 bath
Sleeps 3

This cottage is available for long-term winter rental. Contact owner for rates.

Contact: Caroline, Property ID: 33639

A light & lovely hideaway in Falmouth Village
1BR
1 bath
Sleeps 3

Available for long-term winter rental. Contact owner for rates.

Contact: Caroline, Property ID: 33645

Mashpee

Walk to South Cape Beach - 5+ BR Home - A/C, WIFI & Linens!
5BR
2 baths
Sleeps 16

Monthly rentals available from Sep - May start at $1,500/Month. Cost Factors: length of stay, # in party & if Thanksgiving and Christmas/New Years are...

Contact: John, Property ID: 22394

Comfort, amenities, and quick access to a private beach!
4BR
2 baths
Sleeps 8

Available November through March. April is not available as it is reserved for maintenance and renewal.

Contact: Amy, Property ID: 33030

Lakefront Home w/ Private Dock, Sandy Beach area
3BR
2 baths
Sleeps 8

Please call, text, email for Long term winter rental. October 1 to April 30 ($3500 to $4000.00) No Pets, security deposit required.

Contact: Barbara or Michael, Property ID: 17055

Beautiful Popponessett Oceanfront with A/C!
3BR
3 baths
Sleeps 8

Available from Oct 15 to May 15. Monthly from $2500 to $4000 depending on # of months. Utilities are extra. Fully furnished oceanfront with full house...

Contact: Jim and Patsy Kelley, Property ID: 10704

Popponesset Beach-4 Blocks from the Poppy Beach/Spit
3BR
1 bath
Sleeps 6

Long term rental available after Jan 1, 2021. Go to rental calendar for monthly pricing. Ranging from $2500 to $8000 per month

Contact: Bruce/Norma, Property ID: 22577

Pets Welcome-Fabulous Popponneset Home w AC & Steps to Beach
3BR
2 baths
Sleeps 6

Fall and Spring are the best months on Cape Cod! This year-round property will make you feel like you are on vacation every moment of your day. Mont...

Contact: Gail, Property ID: 30193

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

Long term rentals are available from November to April $3000/ per month (negotiable) Electricity/gas included, basic cable and internet.

Contact: Maria B, Property ID: 34372

Just listed! 100 Feet from Maushop Beach
2BR
1 ½ bath
Sleeps 4

Off season months are November, December, January, February, March and April. Monthly pricing for off season is $3000 a month. If you were to stay lon...

Contact: Rosemary, Property ID: 33671