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Long-Term Vacation Rentals on 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.

Waterfront.Walls of glass.Views surround.Walk to town.A/C
4BR
2 baths
Sleeps 8

Considered upon request.$6,000-$8,000. Non-refundable deposit required to secure rental, fully refundable damage deposit also required.

Contact: Kathy, Property ID: 5527

Bright waterfront haven with AC and heavenly 100° views
4BR
3 ½ baths
Sleeps 10

The house is not available for long-term rentals. It is, however, available for rentals of up to 30 days, and Fall, Winter, and Spring guests apprecia...

Contact: Andrew , Property ID: 31120

Welcome to our Orleans Escape!
2BR
1 bath
Sleeps 5

Inquire

Contact: Cindy, Property ID: 31244

Chatham Beach Chic 5 STAR Family retreat-5 min walk to Beach
3BR
2 baths
Sleeps 10

Tennis court, basketball hoop and children climbing gym available to our guests.

Contact: John Muldoon, Property ID: 24757

Create memories here! Private, close to everything, TREES!
4BR
2 baths
Sleeps 8

No long term winter rental.

Contact: Rebecca Hansen, Property ID: 25891

Charming Restored Cottage: The Summer House in East Orleans
3BR
2 baths
Sleeps 6

Available monthly off season: price ranges from $3,000per month to $5000. Call for more information.

Contact: Jim, Property ID: 28852

North Eastham Cape In Quiet Area On The Ocean Side
3BR
2 baths
Sleeps 6

Considered. Electric heat. $3,000 per month plus utilities

Contact: Denise Fritschy, Property ID: 28993

Great Pond/Wiley Park or Bay Beach! 1 Block/ AC Family Home!
6BR
3 baths
Sleeps 11

Will consider no pets allowed.

Contact: Joseph 508-868-7828, Property ID: 14081

On gorgeous private beach, two kayaks
2BR
1 ½ bath
Sleeps 6

We regret that we are not able to accommodate long term rentals.

Contact: Sarah, Property ID: 15835

''Green'' Home, Water Views, Garden, Birds, Quiet Road
3BR
2 baths
Sleeps 6

Not available. House is occupied by owners from the 4th week in August to the 2nd week in July.

Contact: Bonnie Shepard/David Holmstrom, Property ID: 17168

Cape Get Away
2BR
1 bath
Sleeps 4

Please email us for less than seven days rental and for rentals less than 30 days to discuss pricing details.

Contact: Sally, Property ID: 20657

Outstanding Harwich Long Pond Family Home
4BR
2 baths
Sleeps 8

Fall and winter rentals are available from September through April. Pricing is from $1700-$1900 per month depending on the month of rental.

Contact: Norma Jean, Property ID: 22979

Secluded Gem in Village: 2021 Calendar now posted
3BR
2 baths
Sleeps 8

Monthly rental is available from Sept - May; see rates on the Pricing Calendar. Utilities are included except for trash collection (which is available...

Contact: Bob and Fran, Property ID: 8592

Beautiful Ocean Front Home- Near Historic Downtown Plymouth
4BR
2 baths
Sleeps 13

**Also available...High-Speed Wireless Internet.'

Contact: Pamela, Property ID: 4865

Chatham's Best Views On Large Sandy Beach,4 Kayaks, 2 SUP's
3BR
3 ½ baths
Sleeps 5

5 overnight or Beach Guests. 3 car overnight max. LIMIT Strictly enforced. External only - 2 Blink outside surveillance units secure the home'...

Contact: Gregory Johnson, Property ID: 1695

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

Stunning Water Views from ''Windward'' on the Bay
4BR
2 ½ baths
Sleeps 8

Windward has been rented by artists and writers for up to 6 months. The fee is much dependent on number of people at the house and how the house is pl...

Contact: Windward, Property ID: 3600

Renovated Home Close to 15 Cape Cod Beaches
3BR
1 ½ bath
Sleeps 6

Available September - May for 2000 Utilities not included Furniture from Jordans Furniture Newer appliances Completely outfitted kitchen with sil...

Contact: Russell Hunt, Property ID: 5396

Ocean Front-Cottage with a Million $ View, A/C, 2 bedroom
2BR
1 bath
Sleeps 4

We cannot due to our association rules!

Contact: Deena, Property ID: 12792

Main House and Adjoining Cottage - Great for Large Families
6BR
3 ½ baths
Sleeps 15

Available for Long-term winter rentals - Cottage is NOT included since it is not winterized Price range from $2,500 to 3,000

Contact: Kim, Property ID: 18302

Bay/Marsh Front, Gorgeous views, Walk to Skaket Beach
4BR
2 baths
Sleeps 8

Rent by month off season.

Contact: Laura, Property ID: 28723

Nauset Beach House - Big, Beautiful, Views, Walk To Beach!
4BR
3 ½ baths
Sleeps 12

This home is available for winter rental between Oct 15-April 1. Obviously it is fully furnished. The amount of rent somewhat depends on the # of peop...

Contact: Kenneth, Property ID: 29075

Cozy, nautical themed 2BR home just minutes to beaches!
2BR
1 bath
Sleeps 6

MONTHLY WINTER RENTAL **$1,400 monthly** Renter's costs: Utilities which are Gas & Electric. (Owner will keep bill in their name and will pay bil...

Contact: Tammie, Property ID: 30995

Charming Cottage and Glamping Bunkhouse Steps From The Beach
3BR
1 bath
Sleeps 10

PLEASE NOTE THE PROPERTY IS NO LONGER AVAILABLE FOR LONG TERM RENTAL FOR 2021-2022. The long term rental calendar will reopen in Fall 2022.

Contact: Carole , Property ID: 31348

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

Brewster Mountain Retreat (Blueberry Pond)
3BR
2 baths
Sleeps 8

Available from December - May for multi month rental. Price is $2,500/month.

Contact: Eric, Property ID: 33279

ROMANTIC GETAWAY!!
1BR
1 bath
Sleeps 2

Long-term winter rentals are available, pricing reduced depending on length of stay. Please contact me if you are interested in multiple months.

Contact: Susan, Property ID: 33435

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

Quiet Cottage, Central Location
2BR
1 bath
Sleeps 6

Long-term, off-season rentals are available in Nov, Dec, Jan, Feb, and Mar. $1800 per month. Price includes electric, heat and hot water, trash collec...

Contact: Niki, Property ID: 34793

Your Great es-CAPE Awaits!
3BR
2 baths
Sleeps 8

Suitable for long-term winter rental with 2-level heating system and 1-car garage. Winter weekly rate is $1,300

Contact: Anna , Property ID: 34707

Stylish Cottage in Wellfleet
2BR
1 bath
Sleeps 4

Long-term rental available, tax-free after 30 days. Please email me with your dates and we can discuss off-season rates ($3000-$4000/mo between Novemb...

Contact: Maura, Property ID: 34666

For more long term rentals, view the listings by area and town using the filters. Filter by town