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

Property available for long term rental from mid-September to May. Price ranges from $3,500 to $4,500 depending on utilities included and length of s...

Contact: Marcia, ID: 7487

Orleans Rental
Fits 2 Families, 3 bedroom, Kid & Dog Friendly, Charming
3BR
2 ½ baths
Sleeps 8

We would love to open our home for a winter rental of 1-8 months. Rental rate ranges from $2000-$4000 per month plus utilities, depending on how many ...

Contact: Carrie and Tim, ID: 29389

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 **$1800-$2000 monthly** Renter's costs: Utilities which are Gas & Electric, and trash pick-up. (Owner will keep bill in the...

Contact: Tammie, ID: 30995

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

October through May is 2700. per month 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

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

Sandwich - Town Neck Area Rental
Cape Cod Bay Water Views Galore - Walk to Two Beaches
3BR
2 ½ baths
Sleeps 8

September - May Rental $2900 - $3300 - Please ask for details.

Contact: Robbi Laak, ID: 4699

Falmouth Heights Rental
Falmouth Heights Life! Great Amenities and Walk to Beaches
4BR
2 baths
Sleeps 11

Prices range from $3000-$3500/mo depending on length of stay. Typical long-term availability runs from October through early April (with some flexibil...

Contact: Steve, ID: 37347

HarwichPort Rental
Spacious Kid-Friendly Home; Walk to Red River Beach - 5star!
4BR
2 ½ baths
Sleeps 10

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

Contact: Bill, ID: 39756

East Falmouth Rental
Tranquil Green Pond Waterfront with Dock boat ramp access
3BR
2 ½ baths
Sleeps 6

October 2026 -May 20, 2027 $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 2026 $3,000-4,000/mo negotiable

Contact: Kathy, ID: 40197

Bourne Rental
Waterfront Family-Friendly Home on 8 Acres
4BR
2 baths
Sleeps 10

Available November 2026 - May 2027. $4,000 - $6,000/mo including utilities.

Contact: Jennifer Moore, ID: 40321

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
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

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

Chatham; Chatham Oceanfront Co Rental
Beachfront Condo Walkable to Downtown Chatham
2BR
2 baths
Sleeps 4

Will consider long-term rental, maximum of 32 days.

Contact: Lynnette, ID: 33575

Harwich Port Rental
HarwichPort beach home, walk to Red River Beach, central air
3BR
2 baths
Sleeps 7

Open for Winter season 10/1/26- 5/22/27 rental at $1800 / month plus utilities.

Contact: Laura and Jim, ID: 29274

Wellfleet Rental
3 BR Cottage Near National Seashore and Rail Trail
3BR
3 baths
Sleeps 8

Nov-April, $4,000/month utilities included (FYI - Rentals over 31 days are exempt from the 17.45% short-term rental tax)

Contact: Bill & Joy O'Connor, ID: 32564

Wellfleet Rental
The Road House at Hidden Hollow
1BR
1 bath
Sleeps 4

Nov-April, $2,500/month utilities included (FYI - Rentals over 31 days are exempt from the 17.45% short-term rental tax)

Contact: Bill & Joy O'Connor, ID: 33217

Dennis Rental
Your Perfect Family Vacation Home!
4BR
1 ½ bath
Sleeps 8

Oct 2026 - May 2027. 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

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
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

West Brewster Rental
Cranberry Cottage: Cozy, Convenient, Charming, and Cool!
2BR
1 bath
Sleeps 4

Contact owner for long-term rental. Monthly rate ranges from $2,000-$10,000 depending on season.

Contact: Christy Johnson, ID: 41031

Wellfleet Rental
Coastal Chic Retreat
2BR
1 bath
Sleeps 4

We are happy to negotiate a long-term rental of 1-3 months. Rates are $12000/month July & August $10000/month June, September, October $6000 Nove...

Contact: Laura, ID: 41591

Eastham Rental
Meadow View House - 5 Minute Walk to Beautiful Bayside Beach
3BR
2 baths
Sleeps 6

Winter and long term rentals are welcome. Winter rental available Oct 1 until the end of May, but dates are flexible. Winter rental price $1900 a mo...

Contact: Jen, ID: 41836

Dennis Port Rental
Cottage • Outdoor Shower • Walk to Sea St. Beach • Sleeps 7
3BR
1 bath
Sleeps 7

This cottage is available October 1, 2026 - May 31, 2027 for monthly rentals or multi month rentals. $3000-$3500. Reach out for exact rates.

Contact: Jolene Doucette, ID: 41838

Dennis Rental
10 minute walk Mayflower/Bayview Beach Clean
2BR
1 bath
Sleeps 5

contact if interested in a summer of extended stay on the Cape Summer - 8500 Sholder season - $6000 Winter - TBD

Contact: Fred, ID: 41952

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

Eastham Rental
Newly Renovated Bay Breeze Retreat
2BR
2 baths
Sleeps 6

We are happy to have winter renters. September -April 2750 a month

Contact: Nicholas, ID: 40071

Plymouth Rental
Beautiful White Horse Beach Cottage/Walk to Beach
2BR
1 bath
Sleeps 6

We have rented this cottage the past two Winters, September through May and will consider shorter stays than May. Winter rent is $2200 including, ele...

Contact: Michelle, ID: 39312

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