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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.

Charming South Harwich Cape With Ocean View & Walk 2 Beach
4BR
2 ½ baths
Sleeps 10

House is now booked to Memorial Day Week 2022, but that week and the next three weeks in June area available. June is a perfect time on the Cape befor...

Contact: Dennis Wiggins, Property ID: 5382

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

Sunny, Charming, 5 BR, Kid-Friendly, Updated Farmhouse w/AC
5BR
2 ½ baths
Sleeps 12

We are opening our cozy Orleans Farmhouse up for winter rentals this year. You may rent any amount of time, ranging from four weeks to three months, f...

Contact: Carrie, Property ID: 29389

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

''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 rentals less than 30 days to discuss pricing details. We do not offer rentals over 30 days.

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

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

Secluded Gem in Village: 2022 Calendar now posted
3BR
2 baths
Sleeps 8

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

Contact: Bob and Fran, Property ID: 8592

Ocean Views, beach, private residence, free wifi, parking,
3BR
2 baths
Sleeps 6

No

Contact: Mariellen Serena, Property ID: 11491

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

Wellfleet Gem – Close to Beaches and Town, Central A/C
3BR
2 baths
Sleeps 8

September and October monthly rentals available for $6000. Please contact for more details.

Contact: Sheldon, Property ID: 29425

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

Modern 3Br, Hot Tub, Game Room, a/c, Dog Ok, Near Ocean
3BR
2 baths
Sleeps 10

We love winter guests November through March, with monthly price based on occupancy. The house is heated and until recently occupied year round. The s...

Contact: Matt & Marie, Property ID: 31917

Spacious & Bright with a Screened Porch
3BR
2 baths
Sleeps 6

Off-Season - Monthly and Short term rentals are available.

Contact: Ted or Vanessa, Property ID: 34173

Beautiful large house in Village
6BR
6 baths
Sleeps 13

January until April 30: $ 4900/ month

Contact: Caroline & Trevor, Property ID: 33626

Upscale East Orleans Home- 5 minutes to Nauset Beach!
3BR
2 baths
Sleeps 8

Off season monthly rentals and shorter stays available. Please inquire.

Contact: Mary Ella , Property ID: 33655

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

Inquire

Contact: Cindy, Property ID: 31244

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

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

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

No long term winter rental.

Contact: Rebecca Hansen, Property ID: 25891

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

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

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

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

Contact: Pamela, Property ID: 4865

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

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 $3,000 to 3,500

Contact: Kim, Property ID: 18302

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

Beachside Home at LeCount Hollow Beach with A/C
3BR
2 baths
Sleeps 7

Two excellent golf courses nearby (Chequessett in Wellfleet and Highland in Truro).

Contact: Brian Regan, Property ID: 21479

Cape Cod Retreat near Long Pond Beach with Central Air, WiFi
2BR
2 baths
Sleeps 5

Cape Cod Retreat available Nov.1-April 30. $1850 without utilities. Please email for additional information. Great opportunity to work from home, expl...

Contact: Mrs. Litchfield, Property ID: 24035

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

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