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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 9

House is now booked to October 25, 2022, and then would be available to the right party from November to mid-May. Please contact me and tell me about...

Contact: Dennis Wiggins, Property ID: 5382

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

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 bookings of up to 30 days, and Fall, Winter, and Spring guests appreci...

Contact: Andrew , Property ID: 31120

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

Sunny, Charming, Kid-Friendly, Updated Farmhouse
3BR
2 ½ baths
Sleeps 10

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

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 $3500/ per month Electricity/gas/water/internet and cable included.

Contact: Maria B, Property ID: 34372

Secluded Gem in Village: 2022 Calendar now posted
3BR
2 baths
Sleeps 8

Monthly rental is available from Oct - May; see rates on the Pricing Calendar. Utilities are included except for trash collection (which is available ...

Contact: Bob and Fran, Property ID: 8592

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

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

Contact: Pamela, Property ID: 4865

Outstanding Harwich Long Pond Family Home
4BR
2 baths
Sleeps 8

Fall and winter rentals are available from September through April. Pricing is from $1700-$1900 per month depending on the month of rental.

Contact: Norma Jean, Property ID: 22979

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

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, Property ID: 35527

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

A Classic Cape Cod Getaway - Sandy Nook Cottage
2BR
1 bath
Sleeps 4

May consider winter rental October 1 to March 31. Rate is $2500 p/mo + oil heat + snow plow. No pets.

Contact: Wendy Northcross, Property ID: 35011

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

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

Please inquire

Contact: Mary Ella , Property ID: 33655

Nauset Beach House - Big, Beautiful, Views, Walk To Beach!
4BR
3 ½ baths
Sleeps 12

This home is available for winter rental between Oct 15-April 1. Obviously it is fully furnished. The amount of rent somewhat depends on the # of peop...

Contact: Kenneth, Property ID: 29075

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

MONTHLY WINTER RENTAL **$1,600 monthly** Renter's costs: Utilities which are Gas & Electric, and trash pick-up. (Owner will keep bill in their nam...

Contact: Tammie, Property ID: 30995

Waterview Home, Overlooking Cape Cod Bay & Audubon w/ A/C
3BR
2 ½ baths
Sleeps 6

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

Contact: Michelle, Property ID: 31068

Highland House-Pleasant Point: Peaceful Home w/Central AC
3BR
2 baths
Sleeps 8

The house is available off season. Monthly rate for offseason is $3000/month.

Contact: Ricki, Property ID: 31578

Walk to Beach Cape House with 4 Bedrooms/2 Baths and AC
4BR
2 baths
Sleeps 8

Long-term winter rentals available upon request. Please reach out for more information as pricing ranges from $2300 to $2500 per month in December, Ja...

Contact: Laura , Property ID: 32390

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

Create memories here! Private, close to everything, TREES!
4BR
2 baths
Sleeps 8

No long term winter rental.

Contact: Rebecca Hansen, Property ID: 25891

Stunning Water Views from ''Windward'' on the Bay
4BR
2 ½ baths
Sleeps 8

Windward has been rented by artists and writers for up to 6 months. The fee is much dependent on number of people at the house and how the house is pl...

Contact: Windward, Property ID: 3600

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: Julie or Carol, listing agents, Property ID: 7964

WATERVIEWS! 4 min drive to Hardings Beach!
6BR
4 ½ baths
Sleeps 17

Available monthly from October - April 30. Six person occupancy. Three cars.

Contact: Kibibi, Property ID: 4564

Walk to Long Pond Beach and Bike Trail
2BR
1 bath
Sleeps 4

Potential short term monthly rentals in the off season.

Contact: Bret, Property ID: 35887

Enjoy the Convenience at its Finest
3BR
2 baths
Sleeps 9

up to 6month rental is available - please contact for more details

Contact: Ania, Property ID: 36418

Family-friendly Oasis in the Heart of the Cape
3BR
2 baths
Sleeps 8

We offer long term rentals for the Off-Season from October to May. Monthly: $2000

Contact: Robert, Property ID: 36591

Chatham Cottage < 1 mile to beach; 2 BR with Huge Loft
3BR
1 bath
Sleeps 8

Would consider monthly winter long term rental November - April (5000/mo)

Contact: Frank, Property ID: 35968

Cape Cottage near beaches, golf, restaurants and kayak ports
3BR
1 ½ bath
Sleeps 7

Please contact the owner to discuss long term rentals

Contact: Valerie, Property ID: 35973

Stars Align Near Pleasant Bay
4BR
2 baths
Sleeps 8

Available January-March, $7000 a month +utilities

Contact: Elise Costa, Property ID: 36106

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