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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.

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

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

On gorgeous private beach, two kayaks
2BR
1 ½ bath
Sleeps 6

We regret that we are not able to accommodate long term rentals.

Contact: Sarah, Property ID: 15835

Eastham Cape Cod Cottage near Private Beach
3BR
1 bath
Sleeps 5

Monthly rentals available, no taxes charged if greater then 32 days.

Contact: Chris or Brenda, Property ID: 20867

Cape Get Away
2BR
1 bath
Sleeps 4

Please email us for less than seven days rental and for rentals less than 30 days to discuss pricing details.

Contact: Sally, Property ID: 20657

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

Will consider no pets allowed.

Contact: Joseph, Property ID: 14081

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

Impeccable 4BR Bayside Cottage
4BR
2 baths
Sleeps 10

If you are looking for a long term winter rental please call Sarah directly at 617-230-1413 to discuss pricing and availability.

Contact: Sarah, Property ID: 8717

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

Long term winter rental available. Please contact me to discuss. Thank you.

Contact: Michael & Liz, Property ID: 23957

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

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

North Eastham Cape In Quiet Area On The Ocean Side
3BR
2 baths
Sleeps 6

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

Contact: Denise Fritschy, Property ID: 28993

''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

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

MONTHLY WINTER RENTAL **$1200 - $1500 monthly** We are will to negotiate a rental cost with any potential renter. Monthly rental rate will be det...

Contact: Tammie, Property ID: 30995

Waterfront 3 BR Cape Walk to Beach Falmouth off season avail
3BR
2 baths
Sleeps 8

email for winter rates or dates that might not be listed

Contact: Ted, Property ID: 31083

Renovated Home Close to 15 Cape Cod Beaches
3BR
1 ½ bath
Sleeps 6

Available September - May for 2000 Utilities not included Furniture from Jordans Furniture Newer appliances Completely outfitted kitchen with sil...

Contact: Russell Hunt, Property ID: 5396

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

Three day romantic spring & fall weekends, $225/night. Enjoy a relaxing break; walk the beaches, sit in front of the fire and enjoy the Cape at its b...

Contact: Dennis Wiggins, Property ID: 5382

Chatham's Best Views On Large Sandy Beach,4 Kayaks, 2 SUP's
3BR
3 ½ baths
Sleeps 5

5 overnight or Beach Guests. 3 car overnight max. LIMIT Strictly enforced. External only - 2 Blink outside surveillance units secure the home'...

Contact: Gregory Johnson, Property ID: 1695

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

We rent to Summer help workers

Contact: Jacqui, Property ID: 9969

Winslow Homestead - Spacious 1700s home, A/C, near Bay beach
4BR
1 ½ bath
Sleeps 8

Available September to June; price range $2,500 - $4,000 per month depending on month(s) and length of stay. Please inquire for more information.

Contact: Christy Johnson, Property ID: 12721

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

Popponesset Beach-4 Blocks from the Poppy Beach/Spit
3BR
1 bath
Sleeps 6

Long term rental available after Jan 1, 2021. Go to rental calendar for monthly pricing. Ranging from $2500 to $8000 per month

Contact: Bruce/Norma, Property ID: 22577

Spacious, Bright, & Clean w/ Screened Deck
3BR
2 baths
Sleeps 6

Off-Season - Long and Short term rentals are available.

Contact: Ted or Vanessa, Property ID: 34173

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

Seasalt Orleans -New- 5 minute drive to Nauset Beach!
3BR
2 baths
Sleeps 9

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

Contact: Mary Ella , Property ID: 33655

Classic Cape House in South Yarmouth
3BR
2 baths
Sleeps 8

If you are thinking of retiring to the cape and want to spend an offseason our home would be available from September (after Labor Day) to end of May....

Contact: Chris , Property ID: 34474

Absolutely Beautiful Cottage!!!
4BR
2 baths
Sleeps 9

Contact owner via phone or email for long-term rental requests.

Contact: Mark, Property ID: 11675

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: Windswept, Property ID: 3600

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

Escape the City this Winter we are offering Monthly Rentals this Winter $2500-2800 per month. Please reach out to discuss.

Contact: Cindy, Property ID: 31244

Lovely Ocean Edge Resort Condo (Pool Access, WiFi, A/C)
2BR
2 baths
Sleeps 4

Full month rentals are possible for April, October, and November only.

Contact: Lori , Property ID: 32101

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