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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

Standish Shores Rental
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, ID: 35707

Provincetown West End Rental
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, ID: 36944

East Orleans Rental
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, ID: 14224

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

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

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

South Dennis Rental
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, ID: 35527

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

South yarmouth Rental
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, ID: 30995

South Plymouth Rental
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, ID: 38990

South Yarmouth Rental
TinkerTown Luxury Cottage: Walk to Beach
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, ID: 39193

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

Ocean Side near Indian Neck Rental
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, ID: 31917

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

West Yarmouth, MA Rental
Oceanfront View of Nantucket Sound in W. Yarmouth
2BR
1 bath
Sleeps 4

Peak-season rate $2,800/ Peak Season July to August - Weekly rental only Off-season rate $2,300/ Late Season: September-November. Off-season rate $...

Contact: Elise is the listing agent, ID: 7964

Dennis Rental
Charming Cape Cottage w/central air, 4 bedrm, porch, patio
4BR
2 ½ baths
Sleeps 8

Available 9/15/25 $2500/mo, including internet. The tenant is responsible for gas and electricity. I prefer a total 8-month winter renter, but there ...

Contact: Marsha A., ID: 23933

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
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

East Dennis Rental
Quivet Neck Beauty - Walk to Sea Street/Cold Storage Beach
4BR
3 baths
Sleeps 10

$3500/month in off season, from roughly October-April

Contact: Billy Hartmann, ID: 38985

Between Falmouth &Woods Hole Rental
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, ID: 39001

Mashpee Rental
Walk to Beaches in Beautiful Neighborhood/Close to Shopping
4BR
2 baths
Sleeps 9

Long-term rental is available October-March. Price range @$3,000 per month, plus utilities.

Contact: Nancy, ID: 39030

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

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

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

Two (2) cottages available Monthly rent of each cottage, a 2 bedroom & 2 bath unit, is $2,800 per month. TinkerTown Cottages #6 and also #8 are identi...

Contact: Stephen, ID: 39753

HarwichPort Rental
Spacious Kid-Friendly Home; Walk to Red River Beach
4BR
2 ½ baths
Sleeps 10

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

Contact: Bill, ID: 39756

Barnstable Village Rental
Right on the Water, Private Swimming Beach, Sunsets
3BR
1 ½ bath
Sleeps 7

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

Contact: Sally, ID: 39873

East Falmouth Rental
Green Pond Waterfront/Deeded Access
3BR
2 ½ baths
Sleeps 6

$3000 - $4000/ month August 25, 2025-May 20, 2026

Contact: Mary, ID: 39927

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

Harwich Port Rental
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, ID: 31116

East Sandwich Rental
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, ID: 34130

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