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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

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

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 $2800/ per month Electricity/gas/water/internet and cable included.

Contact: Maria B, Property ID: 34372

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

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

Contact: Pamela, Property ID: 4865

Secluded Gem in Village: 2023 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

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, Property ID: 12150

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

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

Shore Road - July 1 -11 now available
4BR
3 baths
Sleeps 6

No longer term winter rentals available

Contact: Robert Stevens, Property ID: 21315

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

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

Cape Classic, Super Clean, Beach Pass, Pets, by Bay Beaches
2BR
1 bath
Sleeps 4

Rent Feb to May2023 @ $2500 per mo. + oil heat + snow plow. No pets.

Contact: Wendy Northcross, Property ID: 35011

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

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

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

Please inquire

Contact: Mary Ella , Property ID: 33655

Spacious Home with Central Air beside Follins Pond
3BR
2 baths
Sleeps 8

Will consider monthly rentals off season $3500

Contact: Maureen, Property ID: 34025

Perfect Beach House Getaway on Private Road
4BR
1 ½ bath
Sleeps 6

We will consider long term rentals for any month.

Contact: Louise, Property ID: 33358

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

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

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

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

Spacious two story family home - walk to Town Neck beach
3BR
2 baths
Sleeps 8

Sleeps 8 in 3 Bedrooms, long term off season rentals, September throguh June. Beautiful close to Town Neck Beach, contact Unmesh, Property ID 11328

Contact: Unmesh Gundewar, Property ID: 11328

Executive Waterfront Luxury Estate; Heated Pool; 6000 Sq.ft.
4BR
6 baths
Sleeps 16

Experience Cape Cod at this 6000 sq.ft Luxury Waterfront estate /w heated pool. Offers long-term rentals in July and August. Inquire for detail quote ...

Contact: Alex, Property ID: 14224

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

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

Winter months are 2600. plus utilities.

Contact: Irene , Property ID: 30595

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

Oct - May monthly rates available; $3,000 to $4,500

Contact: Gail, Property ID: 28788

Chequessett Bluff Road, 4 BR w/AC, 200 yards to Mayo Beach
4BR
2 baths
Sleeps 8

.8 of a mile (3 minute drive) to Chequessett Yacht & Country Club for golf, tennis and sailing. .5 mile to public tennis courts, basketball court and ...

Contact: Richard, Property ID: 32933

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

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