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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

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

Eastham Cape Cod Cottage near Private Beach
3BR
1 bath
Sleeps 5

Monthly rentals available, no taxes charged if greater then 32 days.

Contact: Chris or Brenda, Property ID: 20867

Our Rose Cottage Home on private Lewis Bay beach
3BR
3 baths
Sleeps 10

We offer long term winter rentals at $3,200 per month including utilities.

Contact: John & Bonnie, Property ID: 25294

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

Available monthly off season: price ranges from $2000 per month to $5000. Call for more information.

Contact: Jim, Property ID: 28852

Seaside Cape Cod Bungalow w/ AC & a 3-Min. Walk to the Beach
2BR
1 bath
Sleeps 6

Late October - June - $1,600-1,800.00/month includes utilities. We welcome Traveling Nurses. We are located about 2 miles from Cape Cod Hospital.

Contact: Elaine , Property ID: 32133

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

October through April with price based on occupancy. The house is heated and until recently occupied year round. The separate Game Room building has r...

Contact: Matt & Marie, Property ID: 31917

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

Considered. Electric heat. $1,900 per month plus utilities

Contact: Denise Fritschy, Property ID: 28993

Beautiful Priscilla Beach HouseW/PrivateBeach!Coastal OASIS!
4BR
2 ½ baths
Sleeps 12

Monthly off season rental is available with 28 day lease max. Nightly rates in off season also available. Contact Colleen with group size and specifi...

Contact: Colleen , Property ID: 27280

Private Location Close to Beaches, Modern and Clean
3BR
2 baths
Sleeps 8

Sept through May is possible, $1700 - $2500 depending on the month and length of stay.

Contact: David Ward, Property ID: 27324

GREAT FAMILY E.ORLEANS BEACH HOUSE 1.7 m NAUSET BEACH!
4BR
2 ½ baths
Sleeps 13

Long term winter rental available. Please contact me to discuss. Thank you.

Contact: Michael & Liz, Property ID: 23957

Home Away From Home on Cape - Perfect Getaway for Families
3BR
2 baths
Sleeps 6

Available for off season rental. Contact me to discuss monthly pricing (approximately 2500/month). Monthly rental available through May.

Contact: Lynn, Property ID: 22818

Impeccable 4BR Bayside Cottage
4BR
2 baths
Sleeps 10

If you are looking for a long term winter rental please call Sarah directly at 617-230-1413 to discuss pricing and availability.

Contact: Sarah, Property ID: 8717

Clean Family Friendly, A/C, Close to Cape Cod Beaches!
4BR
1 ½ bath
Sleeps 8

Will consider long term winter monthly rental depending on party size and length of stay. Utilities not included. Price range $2750- $3000. Please c...

Contact: The Murphys, Property ID: 33618

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

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

Three day romantic spring & fall weekends, $225/night. Enjoy a relaxing break; walk the beaches, sit in front of the fire and enjoy the Cape at its b...

Contact: Dennis Wiggins, Property ID: 5382

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

Chatham Ocean View! Reunion/Retreat, Winter also available!
9BR
5 ½ baths
Sleeps 20

Available monthly from October - April 30. Six person occupancy. Three cars.

Contact: Betsey, Property ID: 4564

Cozy Cottage with a lot of amenities
1BR
1 bath
Sleeps 4

We rent to Summer help workers

Contact: Jacqui, Property ID: 9969

Winslow Homestead - Spacious 1700s home, A/C, near Bay beach
4BR
1 ½ bath
Sleeps 8

Available September to June; price range $2,500 - $4,000 per month depending on month(s) and length of stay. Please inquire for more information.

Contact: Christy Johnson, Property ID: 12721

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 $3000 to $6000 per month

Contact: Bruce/Norma, Property ID: 22577

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

''Saltaire'' A Stunning Private Property W/Resort Amenities
5BR
2 ½ baths
Sleeps 12

32 Day Rentals Available for Saltaire during Summer 2020. Dates include June, July, August and September. From $20k to $40k for the extended month. Pl...

Contact: Kim, Property ID: 32168

Newly Renovated - Just Steps to the Beach
2BR
1 bath
Sleeps 6

Off season monthly rentals are available November 1st - March 31st. Contact owner for details. Estimated price range $2,000 - $2,500/m.

Contact: Stephen, Property ID: 31511

Cozy, updated 2BR home just minutes to beaches!
2BR
1 bath
Sleeps 5

MONTHLY WINTER RENTAL **$1200 - $1500 monthly** We are will to negotiate a rental cost with any potential renter. Monthly rental rate will be det...

Contact: Tammie, Property ID: 30995

Waterview Home, Overlooking Cape Cod Bay & Audubon w/ A/C
3BR
2 ½ baths
Sleeps 7

split ductless a/c recently upgraded

Contact: Michelle, Property ID: 31068

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

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

The house has exquisite views north and west, is well-insulated, features two fireplaces, and is protected from easterly storms. Once snow falls, i...

Contact: Andrew , Property ID: 31120

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

Escape the City this Winter we are offering Monthly Rentals this Winter $2500-2800 per month. Please reach out to discuss.

Contact: Cindy, Property ID: 31244

Lovely Ocean Edge Resort Condo (Pool Access, WiFi, A/C)
2BR
2 baths
Sleeps 4

Full month rentals are possible for April, October, and November only.

Contact: Lori , Property ID: 32101

Family friendly; panoramic view, A/C, walk to Fisher Beach
5BR
3 baths
Sleeps 12

Contact us (e-mail works best) - we're pretty flexible about off-season rental. $350/day, three-day minimum, October through May.

Contact: Duarte/Downey Real Estate, Property ID: 32666

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