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Long-Term Vacation Rentals in Orleans

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: 9


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

Rental Fee: July 16th 2023 - August 18th 2023 - $109,000. July 23rd 2023 - August 25th 2023 - $119,000. Cape Cod at this 6000 sq.ft Luxury Waterf...

Contact: Alex, Property ID: 14224

Beautiful, 5 BR/5 BA w/Gust Ste. Perfect for 2 Families
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!
2 baths
Sleeps 10

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

Contact: Ruth, Property ID: 20703

Beautiful Nauset Beach 4 Br Home, A/C, Wifi, Slp 12
3 baths
Sleeps 9

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

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

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

Contact: Bill, Property ID: 33258

Sunny, Charming, Kid & Dog Friendly, 3+ bedroom, Farmhouse
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
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

Fish, Swim, Kayak (supplied) in safe, clean pond.
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
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