Your browser's security settings have disabled Javascript, which is required to use this web site effectively.
Please alter your security settings. Click here to see how.

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: 5


Osterville retreat. Perfect for multiple families or groups
2 ½ baths
Sleeps 10

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

Contact: Elizabeth, Property ID: 35972

Osterville~Newly Renovated 3BR,2.5BA w/AC near Joshua Pond
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

Spacious, Renovated Cape. Walk to Main St. and a Swim!
2 baths
Sleeps 7

Available for a month or more between October and May at a substantially reduced rate, plus utilities. The final price depends on the number of peopl...

Contact: Liz, Property ID: 23526

New Listing in Charming Osterville - Seasonal Rentals
2 baths
Sleeps 5

Seasonal and Long-term rentals considered.

Contact: Denise, Property ID: 35847

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


Contact: Marie Souza, Realtor, Property ID: 34848