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Long-Term Vacation Rentals in Osterville

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: 8

Osterville

NEW OPEN WEEKS-PRICE REDUCED Osterville retreat
4BR
2 ½ baths
Sleeps 10

Long term rental available Sept- May $3,500-$4,500

Contact: Elizabeth, Property ID: 35972

Spacious Home, Quiet Neighborhood, Great for Families
4BR
2 baths
Sleeps 10

Property is available October - May in the off-season for long term rentals. $3000-$4000 per month.

Contact: Michelle Fuller, Property ID: 37549

Walking Distance to French Bakery/Beach Pass Provided
4BR
3 ½ baths
Sleeps 9

$20,000 month in summer $12,000 - $15,000. September - April

Contact: RoseAnn, Property ID: 38500

Osterville- New renovation, central AC, beach pass included
3BR
2 ½ baths
Sleeps 8

Off season (October through mid May) monthly rental is available. $5,000. per month

Contact: Mary and Tricia, Property ID: 35895

Dog Friendly Charmer - Convenient Location
3BR
2 baths
Sleeps 6

I am happy to rent the house for a long term rental between February and June. Price is $2,200 a month including utilities.

Contact: Erin, Property ID: 38319

Osterville Great Family Rental!
3BR
3 baths
Sleeps 6

Off-season is $3000/ month inclusive of internet, cable and gas.

Contact: Ryan & Laura, Property ID: 35272

NO TAX. lowest rate in Osterville Village.Clean 7/20-26 OPEN
2BR
1 bath
Sleeps 5

OSTERVILLE VILLAGE! $2200mo. plus utility. Mid-Sept./Oct. 1 to June 1 (possibly few weeks longer) Preference for single occupancy, pet welcome.

Contact: Gina, Property ID: 27783

Updated Prime Osterville Location! Walk to Town/Beach Pass
1BR
1 bath
Sleeps 2

Yes, we offer long term rentals. Our monthly rental rate for off season from October - May ranges from $3000-$3500.

Contact: Moira, Property ID: 39297