Your browser's security settings have disabled Javascript, which is required to use this web site effectively.
Please alter your security settings. Click here to see how.

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

MONTHLY WINTER RENTAL **$1700-1800 monthly** Renter's costs: Utilities which are Gas & Electric, and trash pick-up. (Owner will keep bill in thei...

Contact: Tammie, ID: 30995
Near Ocean, Bay, Ponds, Town Rental
A Vacation Within a Vacation - 3B2b, a/c, spa, game room
3BR
2 baths
Sleeps 8

The Map House is available for rentals of 1-5 months duration from Nov. 1, 2025—March 31, 2026; rent varies, $2400-$3600. We love off-season guests. W...

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
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
Brewster Rental
Family Friendly Home at Cobbs Pond/Cape Cod Bay in Brewster
4BR
3 baths
Sleeps 8

Starting early January 2026, this property is available for long term rental around 3200 per month!

Contact: Allan and Jenn Peterson, ID: 19423
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
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
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
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
Teaticket Rental
Sanctuary on Great Bay & Marivista
3BR
2 baths
Sleeps 6

February 16th - May 19th is available for $2500/month!

Contact: Valerie Bono-Bunker, ID: 35549
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
Brewster Rental
Private Retreat on 2 Acres; Walk/Bike to 3 Brewster Beaches
3BR
2 baths
Sleeps 8

Available Sept - Dec 2026 $3,000-4,000/mo negotiable

Contact: Kathy, ID: 40197
HarwichPort Rental
Spacious Kid-Friendly Home; Walk to Red River Beach - 5star!
4BR
2 ½ baths
Sleeps 8

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

Contact: Bill, ID: 39756
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 Rental
Family-Friendly Coastal Getaway; Walk to Haigis Beach
4BR
1 bath
Sleeps 7

September 2025 through May 2026. $2200 - $2800 per month, please inquire

Contact: Linda, ID: 40491
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
Dennis Port Rental
Prime Cape Location: Golf, Dining, Drama, and Deep Blue Sea
3BR
2 baths
Sleeps 6

Special pricing available upon request $3,500-$4,000/mo negotiable

Contact: Jen, ID: 40898
Teaticket Rental
3 BR East Falmouth House - Walk to downtown & Beaches
3BR
2 baths
Sleeps 10

Sept 12 2026 to May 1 2026 $2,500 plus utility or $2,700 including utility

Contact: Anthony , ID: 31330
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
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 AUG 1-8 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
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
Wellfleet Rental
Wellfleet Gem – Close to Beaches and Town, Central A/C
3BR
2 baths
Sleeps 6

September and October monthly rentals available for $6000. Please contact for more details.

Contact: Sheldon, ID: 29425
West Dennis Rental
Walk to Beach Cape House with 4 Bedrooms/2 Baths and AC
4BR
2 baths
Sleeps 8

Pricing ranges from $2300 to $2500 per month in December 2025, January and February 2026. Long-term winter rentals available upon request. Please reac...

Contact: Laura , ID: 32390
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
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 - no pets. Message us f...

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
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
Eastham Rental
Beautiful Renovated Cape Home 5 Min walking from Beach!
5BR
2 ½ baths
Sleeps 8

Will rent long term for October 2025 - April 2026. Please inquire for availability $4,500/mo

Contact: Greg Kotsaftis, ID: 39551

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