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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.

Beautiful Popponessett Oceanfront with A/C!
3BR
3 baths
Sleeps 8

Available from Oct 15 to May 15. Monthly from $2500 to $4000 depending on # of months. Utilities are extra. Fully furnished oceanfront with full house...

Contact: Jim and Patsy Kelley, Property ID: 10704

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

Available monthly off season: price ranges from $2000 per month to $5000. Call for more information.

Contact: Jim, Property ID: 28852

Oceanfront Kalmus Beach Retreat
2BR
1 bath
Sleeps 6

Month by month rental available during off season - typically Tuesday after Columbus Day until the Friday of Memorial Day weekend. Dates negotiable. M...

Contact: Julie, Property ID: 30937

On the Bay + pool. Includes kayaks SUP bikes beach pass
4BR
4 ½ baths
Sleeps 8

Executive and Corporate rentals are available in 32 day intervals for well established corporations, families and individuals. There is no state lodgi...

Contact: Paul Thompson, Property ID: 26216

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

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

Contact: Pamela, Property ID: 4865

Oceanfront Luxury Home On Nauset Beach In Cape Cod
6BR
5 baths
Sleeps 16

Linens are provided for an additional fee. Arrangements are requested to be made at the time of rental. The rate is dependent on the number of beds m...

Contact: Alex, Property ID: 5026

Steps to Private beach. Big Beach house. 5 Kayaks.
5BR
2 baths
Sleeps 11

December, January, February. $2,400/mo

Contact: Howard Feinstein, Property ID: 14678

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

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

Fall and winter rentals are available from September through March. Pricing is from $1300-$1750 per month depending on the month of rental.

Contact: Norma Jean, Property ID: 22979

GREAT FAMILY E.ORLEANS BEACH HOUSE 1.7 m NAUSET BEACH!
4BR
2 ½ baths
Sleeps 13

Long term winter rental available. October thru mid-May. Utilities not included.

Contact: Michael & Liz, Property ID: 23957

5 bedroom house with In-Ground Heated Pool; Pet-Friendly
5BR
2 baths
Sleeps 10

Winter Rental available October 2020 - April 2021 for $1,600 per month plus utilities. Contact owner if interested in discussing.

Contact: Jon Schwartz, Property ID: 24615

Pets Welcome-Fabulous Popponneset Home w AC & Steps to Beach
3BR
2 baths
Sleeps 6

Fall and Spring are the best months on Cape Cod! This year-round property will make you feel like you are on vacation every moment of your day. Mont...

Contact: Gail, Property ID: 30193

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

The house has exquisite views north and west, is well-insulated, features two fireplaces, and is protected from easterly storms. Once snow falls, i...

Contact: Andrew , Property ID: 31120

Family Friendly House Close To West Dennis Beach!
4BR
1 ½ bath
Sleeps 8

Summer 2020: Now accepting multi-week and monthly rentals. Promotions of up to 20% of normally listed weekly price available! Will consider long ...

Contact: The Murphys, Property ID: 33618

Pleasant Bay Beach House
3BR
1 ½ bath
Sleeps 6

Come and enjoy this cozy 3 bedroom beach house in the off season. The house has water views and is in walking distance to the water. Close to both C...

Contact: Amy , Property ID: 33635

Cache la Cotuit: Walk to Loop Beach + Central Air
3BR
2 baths
Sleeps 9

Long term winter rentals are available, please email for more details.

Contact: Julie and Jonathan, Property ID: 33326

House on Sea: Less than 1/2 a Mile to Keyes Beach & Main St!
2BR
2 ½ baths
Sleeps 6

Long Term Renters considered year round! Maximum of 4 guests for long-term rentals based on bed space. No pets, no smoking. Prices vary by month: Sep...

Contact: Billy, Property ID: 32965

BANK ST BEAUTY 3 MASTERS, WALK TO BEACH, WINTER AVAILABLE!
6BR
4 baths
Sleeps 19

Available monthly from November 1-April 30. Maximum 6 occupants. $2900/month.

Contact: Betsey, Property ID: 23725

Fully renovated with ocean views, 2 living rooms plus loft
3BR
2 baths
Sleeps 10

Available November-April at monthly rates. Please inquire for specific rates as they vary by month and length of stay. Prices start at $2400 per mon...

Contact: Michelle Kelly, Property ID: 25935

Stone's Throw from Follins Pond
3BR
2 baths
Sleeps 6

Available as a monthly rental most off season months ( December, January, February and March) $1475 monthly

Contact: Sandra Swenson, Property ID: 26731

Birdwatcher's Delight
3BR
1 ½ bath
Sleeps 6

available upon request. $1200/monthly

Contact: Mary, Property ID: 12150

Cozy Cottage with a lot of amenities
1BR
1 bath
Sleeps 4

We rent to Summer help workers

Contact: Jacqui, Property ID: 9969

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

Considered upon request. $4,000- $5,000 Non-refundable deposit required to secure rental, fully refundable damage deposit also required.

Contact: Kathy, Property ID: 5527

Chatham Ocean View! Reunion/Retreat, Winter also available!
9BR
5 baths
Sleeps 20

Available monthly from November 1- April 30. Six person occupancy. Three cars. $3800/month.

Contact: Betsey, Property ID: 4564

Breathtaking Views of N. Beach / Ideal House for 2 Families
5BR
4 ½ baths
Sleeps 12

This house is available this year for a long term rental from May 30 -July 3. This stay is more than 31 days so it is exempt from the short term rent...

Contact: Mary Cavanaugh, Property ID: 25878

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

Little Pond views, short walk to beaches, Falmouth Heights
3BR
1 bath
Sleeps 6

We will consider a winter rental if for multiple months, if rental is 6 months of more from Sept to June. Shorter rentals are also available. This is...

Contact: Marc and Margaret , Property ID: 24837

Rent this home today! Fantastic reviews Cape Cod retreat
4BR
2 baths
Sleeps 10

We are available for winter getaways for 28 days or less. Please contact us to inquire. Winter/Spring/Fall is a great time to visit the Cape!

Contact: Stacey, Property ID: 30468

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

Short Term Monthly Rentals in Winter Considered. $1750-1950 per month.

Contact: Cindy, Property ID: 31244

Wellfleet Modern 3Br, Hot Tub, Game Room, Dog Ok, Near Ocean
3BR
2 baths
Sleeps 10

October through April with price based on occupancy. The house is heated and until recently occupied year round. The separate Game Room building has r...

Contact: Matt & Marie, Property ID: 31917

''Saltaire'' A Stunning Private Property W/Resort Amenities
5BR
2 ½ baths
Sleeps 12

32 Day Rentals Available for Saltaire during Summer 2020. Dates include June, July, August and September. From $20k to $40k for the extended month. Pl...

Contact: Kim, Property ID: 32168

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