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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

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

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

Fits 2 Families, 3+ bedroom, Kid & Dog Friendly, Charming
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 $4000 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

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 $1950-$2,200/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