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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
North Truro Rental
Heated Pool, 4 Ensuite, Beach,ADA, Pets, EV Car Charger.
4BR
4 ½ baths
Sleeps 8

Please inquire for pricing

Contact: Eric, ID: 31451
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
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
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
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
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
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 Sandwich Rental
Serenity in Sandwich: Overlooking Marsh with AC
3BR
2 baths
Sleeps 6

Available for winter rental beginning January 2025 $3,500.00 per month includes utilities.

Contact: Marcia, ID: 35940
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 $2500/mo, Fully furnished & includes internet & trash. I prefer 7-8 month renter, but there is some flexibility. Non-shedding dogs considere...

Contact: Marsha A., ID: 23933
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
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
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
Dennis Port Rental
SUMMERS ON SUMMER, clean and unique in a quiet neighborhood!
4BR
2 baths
Sleeps 9

The first floor of the house, 2 bedrooms, living and dining room, kitchen and bathroom with washer/dryer is available as a winter rental. Nov.1.2025...

Contact: Bob Serio, ID: 3544
Brewster Rental
Family Friendly Home at Cobbs Pond/Cape Cod Bay in Brewster
4BR
3 baths
Sleeps 8

Starting early January this property is available for long term rental around 3200 per month!

Contact: Allan and Jenn Peterson, ID: 19423
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 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
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 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
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

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