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Long-Term Vacation Rentals on Cape Cod

A long-term rental is considered to be an extended stay of more than 31 days. 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). Massachusetts Landlord Tenant Laws will apply.

Orleans Rental
Fits 2 Families, 3+ bedroom, Kid & Dog Friendly, Charming
3BR
2 ½ baths
Sleeps 8

Our home is available for long term rental in the shoulder and winter seasons. The price per month ranges from $4000 for one month and can go as low a...

Contact: Carrie, ID: 29389

South yarmouth Rental
Cozy 2 BR cottage just minutes to beaches on a quiet road!
2BR
1 bath
Sleeps 6

MONTHLY WINTER RENTAL **$1900 monthly** Renter's costs: Utilities which are Gas & Electric, and trash pick-up. (Owner will keep bill in their nam...

Contact: Tammie, ID: 30995

Standish Shores Rental
Luxury Cape Home with Water Views & Steps To Water
3BR
2 baths
Sleeps 8

Home is available from Nov thru April. 1 month $3,500. 2+ months $4,000/month. Love to welcome traveling nurses or visiting families in need

Contact: Paul, ID: 35707

East Sandwich Rental
4 Bedroom Beach House with central AC and Private Dune Deck
4BR
2 baths
Sleeps 8

From Mid September to May 31st. Price range from $3,500 to $5,200 depending on month, length of stay and if utilities are included.

Contact: Marcia, ID: 7487

East Brewster Rental
Birdwatcher's Delight
3BR
1 ½ bath
Sleeps 6

Available upon request. For two months or more, monthly rent is $2,400 in the winter months (December, January, February, March); $3,800 / month in sp...

Contact: Mary, ID: 12150

North Truro Rental
Beautiful Home and Gardens in North Truro
3BR
2 baths
Sleeps 6

Winter months are 2600. plus utilities.

Contact: Irene , ID: 30595

West Yarmouth Rental
Cape Escape - Inviting Home, Close to Yarmouth Beaches
2BR
2 baths
Sleeps 4

Long Term rental is available from October through April ($2000-$2500) per month and includes everything (utilities, Wifi, trash removal, etc.)).

Contact: David, ID: 35363

Provincetown West End Rental
Artist's Cottage, Exceptional West End Locale! WITH PARKING!
1BR
1 bath
Sleeps 5

Average $3900/month, October through May. Be a local -- the off season is magical!

Contact: Natalie, ID: 36944

Maravista Rental
Seaside Serenity: Your Ultimate Falmouth Retreat
3BR
1 bath
Sleeps 8

October thru April - $3000 per month plus utilities.

Contact: Nancy, ID: 38692

Teaticket Rental
Sanctuary on Great Bay & Marivista
3BR
2 baths
Sleeps 6

November 2- April 30 is available for $2500/month!

Contact: Valerie Bono-Bunker, ID: 35549

South Chatham Rental
Wildlife Lovers Salt Pond Perch - Authentic Cape Experience
4BR
2 baths
Sleeps 8

Monthly or longer rental available from October through April at $3000 a month is possible with references and interview along with a tour.

Contact: Sylvia, ID: 31092

Dennis Village, North of 6A Rental
Central Air/New kitchen/baths 4Bed/2.5Ba North of 6A
4BR
2 ½ baths
Sleeps 10

October through April or May. $3200-$6000/mo

Contact: Caitlin, ID: 29759

Falmouth Heights Rental
Sprawling Cape Cod Cottage in the heart of Falmouth Heights!
3BR
2 baths
Sleeps 6

Available for monthly rental in the off-season $2,700 - $3,200, depending on utilities and/or timing.

Contact: Kevin, ID: 23333

South Yarmouth Rental
TinkerTown Luxury Cottage: Walk to Beach
2BR
2 baths
Sleeps 4

Long term off-season rentals from October through May. $2,800 per month. Includes utilities, high speed internet and 2 parking spaces. A signed leas...

Contact: Stephen, ID: 39193

HarwichPort Rental
Spacious Kid-Friendly Home; Walk to Red River Beach
4BR
2 ½ baths
Sleeps 8

Open to longer terms rentals - $7,000-$8000/month

Contact: Bill, ID: 39756

Brewster Rental
Private Retreat on 2 Acres; Walk/Bike to 3 Brewster Beaches
3BR
2 baths
Sleeps 8

Available Sept - Dec $3,000-4,000/mo negotiable

Contact: Kathy, ID: 40197

Cedarville Landing Rental
Seaside Retreat w/ Private Beach & Sauna
3BR
2 ½ baths
Sleeps 6

Off-season (October-March) available as long-term rental (generally monthly or longer). $4,500-$7,500/month depending on which utilities are included...

Contact: Jay, ID: 40479

Dennis Port Rental
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 $3,400 to 4,000

Contact: Kim, ID: 18302

Provincetown Rental
The Most Famous House In Provincetown
4BR
2 baths
Sleeps 8

We will rent for 32 days subject to availability in June and July each summer season. The rent is $28,000 for June and $32,000 for July, plus two cle...

Contact: Lisa Fabian Lustigman, ID: 7160

Near Ocean, Bay, Ponds, Town Rental
Modern, Clean, Green Home, Stocked for Family Fun (a/c&spa)
3BR
2 baths
Sleeps 10

Available for rentals of 1-5 months duration from Nov. 1—March 31; rent varies, $2400-$3600. Tenant will reimburse utilities and internet, which will ...

Contact: Matt & Marie, ID: 31917

West Dennis Rental
Walk to Beach Cape House with 4 Bedrooms/2 Baths and AC
4BR
2 baths
Sleeps 8

Long-term winter rentals available upon request. Please reach out for more information as pricing ranges from $2300 to $2500 per month in December, Ja...

Contact: Laura , ID: 32390

Yarmouthport Rental
Spacious Home with Central Air beside Follins Pond
3BR
2 baths
Sleeps 7

Will consider monthly rentals off season $4000

Contact: Maureen, ID: 34025

Dennis Rental
Sandcastle by the Sea
2BR
1 ½ bath
Sleeps 6

Long term rentals for October, November, December Weekly $3,750.00

Contact: John, ID: 36007

Provincetown Rental
5 STAR 1,500 + SF Spacious & Charming Townhome - West End
2BR
2 ½ baths
Sleeps 4

Available Monthly - June, July, Aug = $20K + month. Sept & May $18K/month. Oct or April at $12K/month and Nov through March at $5K/month. Prices subj...

Contact: Mark, ID: 40447

Harwich Rental
Relaxing Coastal Getaway/Central A/C, Quiet Cul-De-Sac
4BR
2 baths
Sleeps 10

Available now or flexible move-in. Price fluctuates from $5,000 (off-season) to $23,000 (during the season). Charming and updated 4BR/2BA home located...

Contact: Amanda , ID: 40560

Eastham Rental
Beautiful Renovated Cape Home 5 Min walking from Beach!
5BR
2 ½ baths
Sleeps 8

Will rent long term for October-April. Please email or inquire for availability $4,500/mo

Contact: Greg Kotsaftis, ID: 39551

South Yarmouth Rental
Waterfront Home- mins to the beach, fishing at the backyard!
5BR
4 ½ baths
Sleeps 16

Long term rental for off seasons (October- May) is available. Monthly pricing $12000-$16000.

Contact: Jane, ID: 32789

Falmouth Center Rental
Cape House in the Heart of Falmouth Village Sleeps 11
4BR
2 baths
Sleeps 11

Long term rentals considered between November and April. Cost is $2,800 - $3,500 per month plus utilities.

Contact: Jaymee, ID: 35309

East End Provincetown Rental
Provincetown artist's cottage
1BR
1 bath
Sleeps 2

Long-term winter rental available October-March. $900-$1500/week.

Contact: Alex, ID: 34798

Harwich Rental
Waterfront 4 Bedroom 4 Bath Sleeps 10, Dock, Lake, & Kayaks!
4BR
4 baths
Sleeps 10

Quiet vacations in the winter, monthly rates $8000.

Contact: Greg Stone, ID: 13970

Falmouth Heights Rental
Family Friendly Home 6 min walk to Beach or town
4BR
2 baths
Sleeps 8

Great location and affordable. Will consider temporary winter rental $1,800 month plus $300 for all utilities. November - April.

Contact: Siobhan Tautkus, ID: 26948

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