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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

Oceanfront Luxury Home On Nauset Beach In Cape Cod
6BR
5 baths
Sleeps 16

Linens are provided for an additional fee. Arrangements are requested to be made at the time of rental. The rate is dependent on the number of beds m...

Contact: Alex, Property ID: 5026

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

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

''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

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

Clean Family Friendly + 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

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

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

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

Long term winter rental available. October thru mid-May. Rent $8,000/month and utilities not included.

Contact: Michael & Liz, Property ID: 23957

Fully renovated with ocean views, 2 living rooms plus loft
3BR
2 baths
Sleeps 10

Available November-April at monthly rates. Please inquire for specific rates as they vary by month and length of stay. Prices start at $2400 per mon...

Contact: Michelle Kelly, Property ID: 25935

On the Bay + pool. Includes kayaks SUP bikes beach pass
4BR
4 ½ baths
Sleeps 9

No long term rentals until October 2021 !!!!!

Contact: Paul Thompson, Property ID: 26216

Updated Ocean Edge Resort Condo with A/C, WiFi & Pool Access
2BR
2 baths
Sleeps 5

Full month rentals are possible for May, June, September and October only.

Contact: Jean and Bill, Property ID: 6363

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

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

Contact: Betsey, Property ID: 4564

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

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

Contact: Pamela, Property ID: 4865

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

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

We rent to Summer help workers

Contact: Jacqui, Property ID: 9969

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

Beautiful Family Home, Walk to Beach, Ball Game and Town
4BR
2 baths
Sleeps 10

In town of Chatham! Great family home! 4 bedrooms, 2 baths. Fully furnished including linens. Located near schools,town and park. Available for winter...

Contact: Lauren Cardillo, Property ID: 19554

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

BANK ST BEAUTY 3 MASTERS, WALK TO BEACH, WINTER AVAILABLE!
6BR
4 baths
Sleeps 19

Available monthly from November 1-April 30. Maximum 6 occupants.

Contact: Betsey, Property ID: 23725

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

Long term rental available after October 5th. 32 days or more, will avoid Mass short term rental tax. Go to rental calendar for monthly pricing. Ran...

Contact: Bruce/Norma, Property ID: 22577

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

Fall and winter rentals are available from September through March. Pricing is from $1300-$1750 per month depending on the month of rental.

Contact: Norma Jean, Property ID: 22979

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

Nauset Beach Home - Walk to Beach & Two Outdoor Showers
3BR
2 baths
Sleeps 8

Contact: Suzanne, Property ID: 30622

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

Not Avail. Winter 2020/2021: Cache la Cotuit
3BR
2 baths
Sleeps 9

Long term winter rentals are available, please email for more details.

Contact: Julie and Jonathan, Property ID: 33326

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