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Long-Term Vacation Rentals in Orleans

A long-term rental is considered to be an extended stay of more than 31 days. 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). Massachusetts Landlord Tenant Laws will apply.

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

# of Rentals: 10

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

Rental Fee: Price Range $60,000 - $125,000. Inquire about 2025 Special! Experience Cape at the Luxury Estate. We offer long-term rentals in June, J...

Contact: Alex, ID: 14224
Orleans Rental
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, ID: 32244
Orleans Rental
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, ID: 20703
East Orleans Rental
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, ID: 9286
Orleans Rental
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, ID: 29389
Orleans Rental
Pleasant Bay with Private Beach Use
3BR
3 baths
Sleeps 6

Long term rental is available for 3 bedroom/3bath home from January 15th - April 15th at $5,000 a month. Proration for less than 30 days.

Contact: Tracy, ID: 35950
East Orleans Rental
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, ID: 36644
East Orleans, Barley Neck Rd o Rental
East Orleans Old Cape Vacation Cottage
2BR
1 bath
Sleeps 6

Will consider off season rental, please contact us to discuss. $2600-2800 per month during the fall, winter, spring season. Summertime monthly rental ...

Contact: Patty Doshier, ID: 9996
East Orleans Rental
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 , ID: 28618
Orleans Rental
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, ID: 38839