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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.

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, Property ID: 5527

Luxury Cape 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, Property ID: 35707

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

Average $2900/month, October through May. Be a local -- the off season is magical.

Contact: Natalie, Property ID: 36944

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, Property ID: 29389

Executive Waterfront Luxury Estate; Heated Pool; 6000 Sq.ft.
4BR
6 baths
Sleeps 16

Rental Fee: Price Range $60,000 - $125,000 Experience Cape at the Luxury Estate. We offer long-term rentals in June, July and August. Inquire for d...

Contact: Alex, Property ID: 14224

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

Winter months are 2600. plus utilities.

Contact: Irene , Property ID: 30595

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

MONTHLY WINTER RENTAL **$1850 monthly** Renter's costs: Utilities which are Gas & Electric, water and trash pick-up. (Owner will keep bill in thei...

Contact: Tammie, Property ID: 30995

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, Property ID: 35363

Olivia Walker Way Cape Escape
3BR
2 baths
Sleeps 8

Available to rent for January, February, and March $2500 a month excluding utilities, Additional $2500 security deposit required

Contact: Michelle, Property ID: 35527

Harbor House Ocean, Pond & Marsh Views/Walk to Beach
4BR
5 ½ baths
Sleeps 17

Off season rental possible January-April Over 30 days no sales tax is charged $22,000-$30,000 plus cleaning and security deposit

Contact: Deborah and Jack Murphy, Property ID: 38990

TinkerTown Luxury Cottage: Walk to Bch/2 Units Available
2BR
2 baths
Sleeps 4

TinkerTown Cottage #6 offer long term off-season rentals from October through May. $2,800 per month. Includes utilities, high speed internet and 2 pa...

Contact: Stephen, Property ID: 39193

Modern 3Br, Hot Tub, Game Room, a/c, Dog Ok, Near Beaches
3BR
2 baths
Sleeps 10

Available for rentals of 1-5 months duration from November 1 through March 31. Monthly rent varies with occupancy, $2600-$3600. Tenant will reimburse ...

Contact: Matt & Marie, Property ID: 31917

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, Property ID: 29759

Provincetown artist's cottage
1BR
1 bath
Sleeps 2

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

Contact: Alex, Property ID: 34798

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, Property ID: 37347

Available for Off-Season Sept 18 - June 2025
4BR
2 ½ baths
Sleeps 8

Available 9/15/24: $2250/mo, including internet. The tenant is responsible for gas and electricity. I prefer a total 8-month winter renter, but there ...

Contact: Marsha A., Property ID: 23933

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, Property ID: 26783

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, Property ID: 18302

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, Property ID: 23333

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, Property ID: 23722

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

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

Contact: Valerie Bono-Bunker, Property ID: 35549

Harwich Port Beach Home W/Ac, 3/10 Mile To Beach
4BR
2 ½ baths
Sleeps 8

This home will be offered as a one bedroom home at winter season (from Jan -March) from $1300; Nov & Dec & April from $1700/mo plus all utilities for...

Contact: Nina, Property ID: 31116

Oceanfront Home on Private Beach!
4BR
3 baths
Sleeps 8

Long-term rental is available for October, November, December, January, February, and March for $5,000 a month (pending availability).

Contact: Kerry, Property ID: 34130

Fall in love w/ a Cozy Cape Cod Cottage-btw 2 ponds! on CCRT
4BR
2 baths
Sleeps 8

Long term rental during off season. 3500/month from December-March. Contact me for specifics and for more details.

Contact: Jennifer Denterlein, Property ID: 39191

Beautiful Spacious Home/Walk to Pond-Swim, Fish, Paddleboard
3BR
2 ½ baths
Sleeps 8

Monthly prices in the range of $8,500 to $13,500. Available for the months of Jan, Feb, Mar, Apr, May and Jun 2025.

Contact: Richard, Property ID: 39001

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, Property ID: 38403

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

October thru April - $3000 per month plus utilities.

Contact: Nancy, Property ID: 38692

TinkerTown Luxury Cottage 4Bdrm, 4Bth Quick walk Beach & Bar
4BR
4 baths
Sleeps 8

TinkerTown Cottages #6 and also #8 are identical and we offer long term off-season rentals from October through May. Two (2) cottages available Monthl...

Contact: Stephen, Property ID: 39753

Cape Escape in New Seabury; Walk to Bay and kayaking
4BR
2 baths
Sleeps 8

Open for long term rentals during the off-season $4,500/mo negotiable

Contact: Tara Mulloy, Property ID: 39364

Charming Monument Beach Home
3BR
1 ½ bath
Sleeps 8

Offered as a winter long-term rental, or willing to negotiate a long-term rental during peak season (June-September). Off-season monthly rate is $2300...

Contact: Brett, Property ID: 39231

Sandcastle by the Sea
2BR
1 ½ bath
Sleeps 6

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

Contact: John, Property ID: 36007

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