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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: 7

Osterville

Osterville Retreat- minutes to Village and beach!
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

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

Spacious Home/Walk to Town/Beach Pass & Kayaks Included
3BR
2 baths
Sleeps 6

Available long-term Labor Day to Memorial Day (school year).

Contact: Arthur Barrett, Property ID: 36955

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

Enchanting Cottage - one block to Osterville Village!
2BR
1 ½ bath
Sleeps 4

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Contact: Marie Souza, Realtor, Property ID: 34848