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Long-Term Vacation Rentals on Lower 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.

Rentals are listed by location, sleeping capacity, and number of bedrooms.

# of Rentals: 49

Brewster

Spacious home with private pond beach, steps from rail trail
5BR
3 baths
Sleeps 12

Off-season: 1-week rate: $4,000 (includes cleaning fee) 2-week rate: $6,500 (includes cleaning fee) 4-week rate: $10,000 (includes cleaning fee)

Contact: Talia, Property ID: 34024

Renovated Brewster Beach House + Cottage
4BR
3 baths
Sleeps 12

Case-by-case basis. Monthly rentals begin at $3500 and vary by month. Please inquire for details. Generally we have rented long term in the off season...

Contact: Emily , Property ID: 33519

Charming Cape - Steps to Greenland Pond!
4BR
2 baths
Sleeps 11

Available for Monthly Rentals in the off season (Oct - April) starting at $3500/month, please inquire for more info.

Contact: Emily LaPierre, Property ID: 38671

Charming 4 Bedroom Home near Breakwater Beach
4BR
2 baths
Sleeps 10

Off season rental at $2300 per month October-May plus utilities.

Contact: John , Property ID: 23161

The Mink Shell - 5 Min Walk to TWO Bay Beaches!!
3BR
2 baths
Sleeps 8

Available from October-May for $1000-2000/month (negotiable). If looking to retire on the Cape or just wintering and you need a wonderful place to sta...

Contact: John, Martha, Elly and little Olivia, Property ID: 5843

Renovated Coastal Farmhouse at Greenland Pond
3BR
2 baths
Sleeps 8

Open to consideration between November and April. Monthly rentals begin at $3500 and include utilities.

Contact: Emily , Property ID: 35643

Charming Cottage, Walk/Cycle to Beach/Shops/Cafes
3BR
1 bath
Sleeps 6

Winter rental $1850/month. Wifi & Utilities included. Minimum 1 month lease. Available Feb-April. No pets. Fabulous location in heart of historic Brew...

Contact: Victoria Majewski, Property ID: 12130

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

*Sea Peace Cottage* East Brewster
3BR
2 baths
Sleeps 6

Long Term rental available off season. $3200-$5000 per month

Contact: Paige, Property ID: 13092

Chatham

Chatham Walk to Hardings Beach Spectacular Oceanview House
5BR
4 ½ baths
Sleeps 10

November, December, January, February, March, April. $6500 per month.

Contact: Wendy Gruenberg, Property ID: 16695

True Waterfront 4 Bedrooms, 4 Acres on Nantucket Sound
4BR
2 baths
Sleeps 10

Possible. $3500 per month plus utilities

Contact: Harvey Ross, Property ID: 9648

Ridgevale-Walk to Beach-pets considered-spacious home
4BR
2 baths
Sleeps 9

This house is available as a winter rental from mid October to mid May 2024, $1,650 per month plus utilities.

Contact: Paul K. McGrath, Property ID: 4560

4 Bedroom Air Conditioned Home 1 Mile from Beach
4BR
3 ½ baths
Sleeps 8

September thru May is available

Contact: Ferraro Nancy, Property ID: 28617

Charming Family Cape, Impeccably Landscaped With Ocean Views
3BR
2 baths
Sleeps 8

We welcome the opportunity to discuss off-season, long term rentals (October - May). Please reach out for more information should you be interested. ...

Contact: Justin, Property ID: 38971

Location and View! Waterfront Cottage In Town
3BR
1 ½ bath
Sleeps 6

We would consider a 6 month rental (starting Oct/Nov). $20,000

Contact: Erin, Property ID: 28980

Blue Hydrangea Cottage
3BR
3 baths
Sleeps 6

Will rent monthly between September and May. Will discuss rate depending on number of occupants. Your range could be between 3,000-3,500.

Contact: Heather A. Dean, Property ID: 34674

Value! Charming Chatham 3 Bedroom Home; Close to Town/Water
3BR
1 ½ bath
Sleeps 6

Sleeps 6 in 3 Bedrooms. Available approx November through May. $1400-$3500 monthly depending upon length of stay, plus utilities or $1250-1500 weekly....

Contact: Catherine Batcheller, Property ID: 20787

3BR nr Hardings Beach, 5 min walk Oyster River,see reviews!
3BR
2 baths
Sleeps 6

Available as a winter rental end of October to mid May. $1200-1500/ month plus utilities and security deposit.

Contact: Bob Sneden, Property ID: 23722

Newly Restored Cottage
3BR
2 ½ baths
Sleeps 6

The only months available for long term rents are Nov., Dec. Jan. Feb. March, April minimum rent $1600 month plus utilities

Contact: Joyce Anderson, Property ID: 25053

Outermost Waterfront Chatham Home w/Wraparound Views & AC!
2BR
2 baths
Sleeps 6

Long-term off-season rental is considered on a monthly basis ($3500/mo), between November and April.

Contact: Sarah & Dave, Property ID: 33598

Oceanfront Holiday Shores, Seaside Cottage, South Chatham MA
2BR
1 bath
Sleeps 5

Available off season for $1000 per week April 21 - June 16 September 5 - Nov. 17

Contact: Pam Parsons, Property ID: 13850

Charming Chatham Cottage w/AC - Walk to town and beach
2BR
1 bath
Sleeps 4

Winter rental! $2,150/mo This furnished cottage is available September through June! Perfect for a single person or a couple. Includes: heat, hot wate...

Contact: Sean Pope, Property ID: 25326

Chatham Village cottage weekly summer rental 2nt off season
1BR
1 bath
Sleeps 3

The cottage is available in the off-season Oct. - May as a monthly rental for $1000/mo. All utilities included.

Contact: Carol, Property ID: 30589

Harwich

Fabulous Lake Front Family Retreat
5BR
3 ½ baths
Sleeps 14

$3000/mo from October through May. If you're looking to relocate, trying to find your own piece of Cape Cod heaven but don't want to jump into a commi...

Contact: Susan Speight, Property ID: 12069

Great for 2 families, 2 masters both with their bathroom
4BR
3 baths
Sleeps 11

October through April; $3,000/month

Contact: Lori, Property ID: 21491

Waterfront 4 Bedroom 4 Bath Sleeps 10, Dock, Lake, & Kayaks!
4BR
4 baths
Sleeps 10

Quiet vacations in the winter, monthly rates $8000.

Contact: Greg Stone, Property ID: 13970

Cottage by the Sea/Walk to Long Pond/Sleeps 10
4BR
2 baths
Sleeps 10

Available January 1 - May 31 2024 monthly, $3k/month plus utilities

Contact: Laura, Property ID: 37731

Harwich Port Beach Home W/Ac, 3/10 Mile To Beach
4BR
2 ½ baths
Sleeps 8

This home will be offered as a one bedroom home at winter season (from Jan -March) from $1300; Nov & Dec & April from $1700/mo plus all utilities for...

Contact: Nina, Property ID: 31116

Updated, Sunny and Private Home on Cul-de-sac/Walk to Beach
3BR
2 baths
Sleeps 8

Yes, September through April $5500/mo plus utilities

Contact: JOHN V., Property ID: 38311

Well appointed, Private Yard, Super Clean, AC, Walk to Beach
3BR
2 ½ baths
Sleeps 8

Available for winter rental October 2023-April 2024. $2400/month. first, last, security deposit and utility escrow required.

Contact: Karen, Property ID: 33503

HUGE SAVINGS - PRICE REDUCED!
3BR
2 ½ baths
Sleeps 8

Sept-May Offseason Rentals Considered ranging from $3200-3500/mo

Contact: Jason, Property ID: 33774

Classic Cape Vacation - Big Yard & Walking Distance to Lots!
3BR
2 baths
Sleeps 8

October through April; $3,500/month

Contact: Patrick, Property ID: 22324

Happy Hours: Central AC & Walk to a Freshwater Beach
3BR
2 baths
Sleeps 8

Long term rentals available after Labor Day (September) until Memorial Day (May), $3400/month.

Contact: Tom and Dan Camarro, Property ID: 26783

Vacation Escape on Cape Cod Bike Trail
2BR
1 ½ bath
Sleeps 7

We will consider long-term rentals on or off season. On season rental price is $6,500 per month (July & August). Off season rental price is $2,000 per...

Contact: Victoria Ekstrom High, Property ID: 38846

'Seaquestered' -Enjoy all of Harwichport and Hide Away too!
3BR
2 baths
Sleeps 6

We are happy to rent for 32 or more days between May and November. Contact owner for pricing specific to your timeframe.

Contact: Holly , Property ID: 24665

''Reliance Retreat'' On ''Old Cape Cod,'' Newly Renovated
2BR
1 bath
Sleeps 6

Available Sept 15 to May 31 $1550/month includes utilities, basic cable and internet

Contact: Ron and Diana , Property ID: 31484

Two Bedroom with Loft Luxury Home
2BR
1 bath
Sleeps 4

This Luxury home is available for winter rental at $1800 per month . Minimum winter rental is 6 months.

Contact: Michael McNally or Chris Sage, Property ID: 22987

Luxury One Bedroom Unit in Harwich Port Center
1BR
1 bath
Sleeps 3

Long term winter rental available for 1600.00 a month Includes all utilities, Gas, Electric, Cable. Minimum winter rental, 6 months.

Contact: Michael McNally or Chris Sage, Property ID: 22990

Orleans

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

Rental Fee: Price Range $60,000 - $125,000 Experience Cape at the Luxury Estate. We offer long-term rentals in June, July and August. Inquire for d...

Contact: Alex, Property ID: 14224

Beautiful, 5 BR/5 BA w/Gust Ste. Perfect for 2 Families
5BR
5 baths
Sleeps 11

Rates depend on Month chosen, from $14,500-21,500.00 per month

Contact: Raymond, Property ID: 32244

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

October to May monthly rentals available. $3000 - $4000/mo.

Contact: Ruth, Property ID: 20703

Waterfront Four Bedroom Classic Cape With Private Beach
4BR
3 baths
Sleeps 8

Available December through April, 2024. Pricing from $4,500.

Contact: Bill, Property ID: 33258

Beautiful Nauset Beach 4 Br Home, A/C, Wifi
4BR
3 baths
Sleeps 8

This home will be offered as a one or two bedroom home at winter season (from Jan -March) from $1300 ; Nov & Dec & April from $1800/mon plus all util...

Contact: Nina, Property ID: 9286

Sunny, Charming, Kid & Dog Friendly, 3+ bedroom, Farmhouse
3BR
2 ½ baths
Sleeps 8

Our home is available for long term rental in the shoulder and winter seasons. The price per month ranges from $3500 for one month and can go as low a...

Contact: Carrie, Property ID: 29389

Parson's Cottage
3BR
2 baths
Sleeps 6

$2,500 per month, includes all utility charges. Orleans location, opposite Nauset Farm Shop, 3-bed, 2-bath home, fully furnished available Nov 1 - May...

Contact: Richard, Property ID: 36644

East Orleans Old Cape Vacation Cottage
2BR
1 bath
Sleeps 6

Happy to offer this home for a reduce rate for teachers or visiting nurses during the off season. Please contact owner for information. $2000 a mont...

Contact: Patty Doshier, Property ID: 9996

Fish, Swim, Kayak (supplied) in safe, clean pond.
2BR
1 bath
Sleeps 5

Available for long-term winter rental from November to June. $5000 per month

Contact: Louis Morongell, Property ID: 28481

Cute Cape Cottage
2BR
1 bath
Sleeps 4

We will consider multi-month rentals from Oct 15 thru May 15. Monthly rent will be about $1850-$2,000/month depending on length of time and utilities....

Contact: Beth , Property ID: 28618

Perfect Cape Cottage Close to Nauset Ocean and Village :
2BR
1 bath
Sleeps 4

Months of June, July & September offered for rent long term at a discount of $6000 - $7500

Contact: Dolores, Property ID: 38839