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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.

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

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

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

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

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

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

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

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

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

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

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

Chatham Rental
3BR nr Hardings Beach, 5 min walk Oyster River,see reviews!
3BR
2 baths
Sleeps 6

Available as a winter rental end of October to mid May. $1200-1500/ month plus utilities and security deposit.

Contact: Bob Sneden, ID: 23722

Dennis Rental
Cape Cod Charmer!! 4 Bedrm, Central Air, Porch & Patio
4BR
1 ½ bath
Sleeps 8

Oct - May: $ 2,500/mo, fully furnished & includes internet & trash. An ideal candidate would stay between 7 and 8 months. Non-shedding dogs are consi...

Contact: Marsha A., ID: 23933

Pine Point Rental
A wonderful house with spectacular view
5BR
2 baths
Sleeps 12

Price range from 5,000 a month to 24,000 a month. The more you rent, the less it costs to rent! Please inquire to find out more! Long-term rentals (32...

Contact: Susan and Clint, ID: 39745

Barnstable Village Rental
Right on the Water, Private Swimming Beach, Sunsets
3BR
1 ½ bath
Sleeps 8

Summer months $30,000 July and August. Winter months $4,500 October - May.

Contact: Sally, ID: 39873

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

Provincetown Rental
The Most Famous House In Provincetown 7/25-8/1 2026 ONLY!
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

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

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 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

Eastham Rental
Adorable Bayside Rental w/ Wraparound Deck
2BR
1 bath
Sleeps 4

September through April. Price range 2800 to 3000. Utilities, wifi included. Washer/dryer on premises. Trash disposal the responsibility of tenant. $1...

Contact: Lisa & Brian Hoag, ID: 38403

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

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

Contact: Mark, ID: 40447

Bourne Rental
Waterfront Family-Friendly Home on 8 Acres
4BR
2 baths
Sleeps 10

Available November - June $4,000 - $6,000/mo

Contact: Jennifer Moore, ID: 40321

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