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

Rental homes are available for an extended stay of a month or more at a time. 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). Monthly prices may vary depending on the number in your party and length of stay.

Charming South Harwich Cape With Ocean View & Walk 2 Beach
4BR
2 ½ baths
Sleeps 10

House is now booked to Memorial Day Week 2022, but that week and the next three weeks in June area available. June is a perfect time on the Cape befor...

Contact: Dennis Wiggins, Property ID: 5382

Bright waterfront haven with AC and heavenly 100° views
4BR
3 ½ baths
Sleeps 10

The house is not available for long-term rentals. It is, however, available for rentals of up to 30 days, and Fall, Winter, and Spring guests apprecia...

Contact: Andrew , Property ID: 31120

Waterview Home, Overlooking Cape Cod Bay & Audubon w/ A/C
3BR
2 ½ baths
Sleeps 7

split ductless a/c recently upgraded and all new kitchen appliances

Contact: Michelle, Property ID: 31068

Sunny, Charming, Kid-Friendly, Updated Farmhouse
5BR
2 ½ baths
Sleeps 12

We are opening our cozy Orleans Farmhouse up for winter rentals. You may rent any amount of time, ranging from four weeks to three months. One week...

Contact: Carrie, Property ID: 29389

Charming Restored Cottage: The Summer House in East Orleans
3BR
2 baths
Sleeps 6

Available monthly off season: price ranges from $3,000per month to $5000. Call for more information.

Contact: Jim, Property ID: 28852

Beautiful Ocean Front Home- Near Historic Downtown Plymouth
4BR
2 baths
Sleeps 13

**Also available...High-Speed Wireless Internet.'

Contact: Pamela, Property ID: 4865

Waterfront.Walls of glass.Views surround.Walk to town.A/C
4BR
2 baths
Sleeps 8

Considered upon request.$6,000-$8,000. Non-refundable deposit required to secure rental, fully refundable damage deposit also required.

Contact: Kathy, Property ID: 5527

Cape Get Away
2BR
1 bath
Sleeps 4

Please email us for rentals less than 30 days to discuss pricing details. We do not offer rentals over 30 days.

Contact: Sally, Property ID: 20657

Chatham Beach Chic 5 STAR Family retreat-5 min walk to Beach
3BR
2 baths
Sleeps 10

Tennis court, basketball hoop and children climbing gym available to our guests.

Contact: John Muldoon, Property ID: 24757

Cape Escape - Inviting Home, Close to Yarmouth Beaches
2BR
2 baths
Sleeps 6

Long Term Rentals (> 1 month) considered after Columbus Day Weekend and before Memorial Day Weekend. Monthly Rental is $2000/mo + 25% security deposit...

Contact: David, Property ID: 35363

M & Seas Beach Cottage
2BR
1 bath
Sleeps 5

At this time, we do not offer Long Term rentals.

Contact: Kate, Property ID: 35277

Spacious 3 bedroom near Santuit Pond-great central location
3BR
2 ½ baths
Sleeps 6

Long term rentals will be considered from December to March $3000/ per month Electricity/gas/water/internet and cable included.

Contact: Maria B, Property ID: 34372

Cape Cod Retreat near Long Pond Beach with Central Air, WiFi
2BR
2 baths
Sleeps 5

Available Nov.1-April 30. $1875 plus utilities. Work remotely; Relax and Enjoy the Cape! In proximity to Cape Cod Hospital for Traveling Healthcare Pr...

Contact: Mrs. Litchfield, Property ID: 24035

Water views, private waterfront, 2.7 mi. to Nauset Beach!
3BR
2 baths
Sleeps 10

October to May monthly rentals available. $3000 - $4000/mo. Please call Ruth ( 917-586-3753) or Phil (929-810-8068) to inquire further.

Contact: Ruth, Property ID: 20703

Beautiful Family Home, Walk to Beach, Ball Game and Town
4BR
2 baths
Sleeps 10

In town of Chatham! Great family home! 4 bedrooms, 2 baths. Fully furnished including linens. Located near schools,town and park. Available for winter...

Contact: Lauren Cardillo, Property ID: 19554

Great Pond/Wiley Park or Bay Beach! 1 Block/ AC Family Home!
6BR
3 baths
Sleeps 11

Will consider, no pets allowed during high season.

Contact: Joseph, Property ID: 14081

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

We love winter guests November through March, with monthly price based on occupancy. The house is heated and until recently occupied year round. The s...

Contact: Matt & Marie, Property ID: 31917

Brewster Mountain Retreat (Blueberry Pond)
3BR
2 baths
Sleeps 8

Available from December - May for multi month rental. Price is $2,500/month.

Contact: Eric, Property ID: 33279

GEM OF A GETAWAY!!
1BR
1 bath
Sleeps 2

Long-term winter rentals are available, pricing reduced depending on length of stay. Please contact me if you are interested in multiple months.

Contact: Susan, Property ID: 33435

Upscale East Orleans Home- 5 minutes to Nauset Beach!
3BR
2 baths
Sleeps 8

Off season monthly rentals and shorter stays available. Please inquire.

Contact: Mary Ella , Property ID: 33655

Beautiful updated 3 BR, 2 BA, waterfront home w/AC
3BR
2 baths
Sleeps 6

long term winter rentals considered, as well as short term winter and off season rentals.

Contact: Terry, Property ID: 33990

Sanctuary - Beachfront on Cape Cod Bay
4BR
3 baths
Sleeps 8

Long term rental available for October, November, December, January, February, and March for $8,000-$10,000 a month.

Contact: Chris, Property ID: 34130

Wonderful Retreat On The Ocean Side
3BR
2 baths
Sleeps 6

Considered. Electric heat. $3,000 per month plus utilities

Contact: Denise Fritschy, Property ID: 28993

Falmouth Heights 4 Br, 2 Bath, walkable to beach & downtown
4BR
2 baths
Sleeps 11

Sep - June monthly rates available; $2,000 to $3,500

Contact: Gail, Property ID: 28788

Welcome to our Orleans Escape!
2BR
1 bath
Sleeps 5

Inquire

Contact: Cindy, Property ID: 31244

Charming Cottage and Glamping Bunkhouse Steps From The Beach
3BR
1 bath
Sleeps 10

PLEASE NOTE THE PROPERTY IS NO LONGER AVAILABLE FOR LONG TERM RENTAL FOR 2021-2022. The long term rental calendar will reopen in Fall 2022.

Contact: Carole , Property ID: 31348

Cozy, nautical themed 2BR home just minutes to beaches!
2BR
1 bath
Sleeps 6

MONTHLY WINTER RENTAL **$1,400 monthly** Renter's costs: Utilities which are Gas & Electric. (Owner will keep bill in their name and will pay bil...

Contact: Tammie, Property ID: 30995

Charming Cottage, Great Location for Walking/Bike Riding!
3BR
1 bath
Sleeps 6

Winter Rental Available for 2022

Contact: Victoria Majewski, Property ID: 12130

Ocean Views, beach, private residence, free wifi, parking,
3BR
2 baths
Sleeps 6

No

Contact: Mariellen Serena, Property ID: 11491

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 $3,000 to 3,500

Contact: Kim, Property ID: 18302

Helen's Dream House, short walk to bayside beach
3BR
2 baths
Sleeps 8

Closed for the winter.

Contact: Peter or Janette Sergio, Property ID: 21734

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