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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

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

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

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

Views, Linens, 4 ensuite bathrooms, ADA, pets, private.
4BR
4 ½ baths
Sleeps 12

T

Contact: Eric, Property ID: 31451

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

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

''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

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

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

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 $7,500/month and utilities not included.

Contact: Michael & Liz, Property ID: 23957

On the Bay + pool. Includes: kayaks bikes beach-pass pets ok
4BR
4 ½ baths
Sleeps 9

We have no long term rental available until October 2021.

Contact: Paul Thompson, Property ID: 26216

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

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

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

Contact: Pamela, Property ID: 4865

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

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

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

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

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

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

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

We rent to Summer help workers

Contact: Jacqui, Property ID: 9969

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

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

Lovely Condo-Ocean Edge Resort (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

Private Beach Access, Great Family Get Away
4BR
2 baths
Sleeps 8

Long term winter rental available. Please contact owner for specific information

Contact: Nick, Property ID: 30572

Quiet, Just-Renovated Hideaway in Heart of Eastham
4BR
2 ½ baths
Sleeps 8

Rental from November through May available.

Contact: Tiffany, Property ID: 30787

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

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

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