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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.
East Sandwich Rental
4 Bedroom Beach House with central AC and Private Dune Deck
4BR
2 baths
Sleeps 8

From Mid September 2025 to May 31st 2026. Price range from $3,500 to $5,200 depending on month, length of stay and if utilities are included.

Contact: Marcia, ID: 7487
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
Near Ocean, Bay, Ponds, Town Rental
A Vacation Within a Vacation - 3B2b, a/c, spa, game room
3BR
2 baths
Sleeps 10

The Map House is available for rentals of 1-5 months duration from Nov. 1, 2025—March 31, 2026; rent varies, $2400-$3600 depending on occupancy. We lo...

Contact: Matt & Marie, ID: 31917
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
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, and trash pick-up. (Owner will keep bill in their nam...

Contact: Tammie, ID: 30995
West Yarmouth Rental
Cape Escape - Inviting Home, Close to Yarmouth Beaches
2BR
2 baths
Sleeps 4

Long Term rental is available from October 2025 - April 2026. ($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
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
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
TinkerTown Luxury Cottage 4Bdrm, 4Bth Quick walk Beach & Bar
4BR
4 baths
Sleeps 8

Two (2) cottages available Monthly rent - 2 bedroom & 2 bath per unit, is $5,600 per month. TinkerTown Cottages #6 and also #8 are identical and we of...

Contact: Stephen, ID: 39753
Eastham Rental
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, ID: 39191
Teaticket Rental
Sanctuary on Great Bay & Marivista
3BR
2 baths
Sleeps 6

November 2, 2025 - April 30, 2026 is available for $2500/month!

Contact: Valerie Bono-Bunker, ID: 35549
Standish Shores Rental
Luxury Cape Home with Water Views & Steps To Water
3BR
2 baths
Sleeps 8

Home is available from Nov 2025 thru April. 1, 2026 month $3,500. 2+ months $4,000/month. Love to welcome traveling nurses or visiting families in n...

Contact: Paul, ID: 35707
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 2025 through early May 2026 (some flexibility).

Contact: Steve, ID: 37347
Maravista Rental
Seaside Serenity: Your Ultimate Falmouth Retreat
3BR
1 bath
Sleeps 8

October 2025 thru April 2026 - $3000 per month plus utilities.

Contact: Nancy, ID: 38692
Dennis Rental
2 miles from Mayflower Beach - Olivia’s Cottage
3BR
2 baths
Sleeps 8

Available November 2025 to April 2026. $5000 per month. Fully Furnished. Utilities Included.

Contact: Robin, ID: 38663
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
Dennis Rental
Cape Cod 4 bedroom updated Cottage c/air, porch, firepit
4BR
1 ½ bath
Sleeps 8

Oct 2025 - May 2026. 4 Bedroom furnished home $2500/ mo. Less than 7 months negotiable. I pay for internet & trash. You would be responsible for gas ...

Contact: Marsha A., ID: 23933
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
West Harwich Rental
The Willow House w/ Deck, AC, Outdoor Shower, Near Beach
3BR
1 ½ bath
Sleeps 6

Available November - April $2,500-3,000/mo - please inquire

Contact: Amy, ID: 40755
Provincetown Rental
#PtownDreams Beachfront Luxury Penthouse-Water Views/Parking
1BR
1 bath
Sleeps 2

Available monthly beginning Nov-April 2026 - $3,500-$5,000/mos. 1 mo. min stay includes all utilities & reserved parking space - Max 2 adults, no pets...

Contact: Fran M., ID: 40798
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. Prices subj...

Contact: Mark, ID: 40447
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 2025 - April 2026 for $2,500 to $3,000 per month, including utilities, depending on length of stay. Minimum 32 day rentals from De...

Contact: Jim or Ellen, ID: 10025
Dennis Rental
Sandcastle by the Sea
2BR
1 ½ bath
Sleeps 6

Long term rentals for October, November, December 2025 $15,000.00/mo.

Contact: John, ID: 36007
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 2025 -March 2026. $3600-$6000/mo.

Contact: Alex, ID: 34798
East Dennis Rental
Secluded Family/Pet Friendly Home in E. Dennis, Near Beaches
3BR
2 baths
Sleeps 7

Available October 2025 through April 2026 as a monthly rental. $4,900 per month, includes all heat and utilities (electric, gas, internet, water).

Contact: Ron, ID: 37939
Eastham Rental
Adorable Bayside Rental w/ Wraparound Deck
2BR
1 bath
Sleeps 4

September 2025 through April 2026. Price range $2800 to $3000. Utilities, wifi included. Washer/dryer on premises. Trash disposal the responsibility o...

Contact: Lisa & Brian Hoag, ID: 38403
Harwich Rental
Renovated Modern Home with Firepit, Outdoor Shower & More
3BR
2 baths
Sleeps 7

Monthly rental available - October through May $3600-$3,800/mo. Please inquire

Contact: Jeff, ID: 39358

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