Your browser's security settings have disabled Javascript, which is required to use this web site effectively.
Please alter your security settings. Click here to see how.

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.

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

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, water and trash pick-up. (Owner will keep bill in thei...

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

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

Wellfleet Harbor, on the Bluff Rental
Waterfront.Walls of glass.Views surround.Walk to town.A/C
4BR
2 baths
Sleeps 8

Considered upon request: $10,000-$15,000. Non-refundable deposit required to secure rental, fully refundable damage deposit also required.

Contact: Kathy, ID: 5527

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

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

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

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

East Falmouth Rental
Spacious, Beautifully Renovated w/ AC - Comfortably Sleeps 8
4BR
2 baths
Sleeps 8

House available on a monthly basis beginning October 1, 2025 - May 1, 2026. Total monthly rent: $2900 (includes utilities - heat, hot water, electric,...

Contact: Kari, ID: 34287

Falmouth Heights Rental
Falmouth Heights Life! Great Amenities and Walk to Beaches
4BR
2 baths
Sleeps 11

Prices range from $2700-$3200/mo depending on length of stay. Availability from October through early May (some flexibility).

Contact: Steve, ID: 37347

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

East Falmouth Rental
Tranquil Green Pond Waterfront with Dock boat ramp access
3BR
2 ½ baths
Sleeps 6

August 9, 2025-May 20, 2026 $4000- $6000/month includes All utilities and wifi

Contact: Mary, ID: 39927

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

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

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

Harwich Rental
Happy Hours: Central AC & Walk to a Freshwater Beach
3BR
2 baths
Sleeps 8

Long term rentals available after Labor Day (September) until Memorial Day (May), $3400/month.

Contact: Tom and Dan Camarro, ID: 26783

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

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

South Yarmouth Rental
Walk to Salt Water beaches, 4 bedroom, 3.5 bath home!
4BR
3 ½ baths
Sleeps 8

Available November through April for $2,500 to $3,000 per month, including utilities, depending on length of stay. Minimum 31 day rentals from Decemb...

Contact: Jim or Ellen, ID: 10025

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

Near Ocean, Bay, Ponds, Town Rental
Family, Friends, Fun. Modern, Clean, a/c, Eco & Dog-friendly
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 r...

Contact: Matt & Marie, ID: 31917

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

East Dennis Rental
Secluded Family/Pet Friendly Home in E. Dennis, Near Beaches
3BR
2 baths
Sleeps 7

Available October through April as a monthly rental. $4,900 per month, includes all heat and utilities (electric, gas, internet, water).

Contact: Ron, ID: 37939

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

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

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

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