loading

30 Homes For Rent in Osterville, MA

Sort by:
house for rent
3 bds | 2 ba | 1,356 sqft

25 Chesapeake Bay Ave, Barnstable, MA 02655

WINTER RENTAL - FULLY FURNISHED - "The Cottage on Chesapeake Bay Ave" This adorable 3 bedroom, 2 full bath home w an off...
Save
View Home
$1,900/mo
Est. $634/bed
house for rent
4 bds | 5 ba | 4,100 sqft

533 Wianno Avenue, Osterville, MA 02655

This stunning Wianno home features a first and second master bedroom, 3 additional bedrooms, 3 and a half baths and an o...
Save
View Home
$8,500/mo
Est. $2125/bed
house for rent
5 bds | 4 ba | 3,706 sqft

289 West Bay Road, Osterville, MA 02655

Kick back and relax in this beautiful five bedroom ship captains home in the heart of Osterville Village. You will enjoy...
Save
View Home
$6,000/mo
Est. $1200/bed
house for rent
3 bds | 5 ba | 3,503 sqft

75 Sturbridge Drive, Osterville, MA 02655

Large sunny home in excellent condition available as an academic rental. Located in one of Osterville's established neig...
Save
View Home
$2,500/mo
Est. $834/bed
house for rent
4 bds | 3 ba | 2,594 sqft

288 West Bay Road, Osterville, MA 02655

This updated rental is located in the heart of Osterville walking distance to the village, restaurants, marina, and beac...
Save
View Home
$5,500/mo
Est. $1375/bed
house for rent
4 bds | 1 ba | 4,560 sqft

144 Eel River Road, Osterville, MA 02655

Shingle-style residence on Eel River Road and abutting the Wianno Club Golf Course provides a luxurious yet comfortable ...
Save
View Home
$28,000/mo
Est. $7000/bed
house for rent
5 bds | 4 ba | -- sqft

145 Bridge St, Osterville, MA 02655

Enjoy the boats as they go by from this grand and classic Cape Cod summer house with fabulous views and breezes. Recentl...
Save
View Home
$9,000/mo
Est. $1800/bed
house for rent
4 bds | 3 ba | -- sqft

459 Wianno Avenue, Osterville, MA 02655

Crystal Lake anyone? Rare opportunity to rent on Crystal Lake in the heart of Wianno minutes to Dowses Beach and the vil...
Save
View Home
$5,900/mo
Est. $1475/bed
house for rent
8 bds | 8 ba | -- sqft

271 Eel River Road, Osterville, MA 02655

6/20 is $15,000/week. Weeks 6/27, 7/4 are $22,000/week. Weeks 7/11, 7/18 are $20,000/week. Charming private estate has g...
Save
View Home
$17,000/mo
Est. $2125/bed
house for rent
2 bds | 1 ba | -- sqft

5 Gallery Pl, Osterville, MA 02655

SPRING, SUMMER, FALL RENTAL Elegant two-bedroom, one-bath cottage. All living spaces are on ground level. Located on a ...
Save
View Home
$1,600/mo
Est. $800/bed
house for rent
5 bds | 6 ba | 6,000 sqft

390 North Bay, Osterville, MA 02655

Seasonal Rental. Stunning private estate in prestigious Oyster Harbors completely renovated and professionally decorated...
Save
View Home
$20,000/mo
Est. $4000/bed
house for rent
3 bds | 2 ba | -- sqft

215 Scudder Rd, Osterville, MA 02655

SPRING, SUMMER, FALL RENTAL. Just a quick stroll to the village and 1.24 miles to the beach. This pretty Ranch features ...
Save
View Home
$1,600/mo
Est. $534/bed
house for rent
7 bds | 6 ba | 4,274 sqft

90 Garrison Lane, Osterville, MA 02655

Osterville waterfront summer rental with beach and dock. Beautiful four-bedroom residence with attached three-bedroom co...
Save
View Home
$11,000/mo
Est. $1572/bed
house for rent
3 bds | 3 ba | 2,306 sqft

105 Scudder Road, Osterville, MA 02655

Sensational indoor/outdoor living space, a private patio and distinctive landscape make this Cape Cod home a treasure. L...
Save
View Home
$14,000/mo
Est. $4667/bed
house for rent
4 bds | 5 ba | -- sqft

312 Bridge St, Osterville, MA 02655

Stunning four bedroom home on Little Island with gourmet kitchen, fabulous screened porch, large decks, and air conditio...
Save
View Home
$30,000/mo
Est. $7500/bed
house for rent
5 bds | 4 ba | 3,500 sqft

355 Bridge Street, Osterville, MA 02655

Prepare to indulge in the Osterville lifestyle with this sophisticated Cape house with deeded beach rights to picturesqu...
Save
View Home
$10,000/mo
Est. $2000/bed
house for rent
6 bds | 4 ba | -- sqft

260 Wianno Ave, Osterville, MA 02655

Immaculate "like new" large Colonial in Wianno. Tastefully decorated and fully applianced, this is a real find. Location...
Save
View Home
$42,800/mo
Est. $7134/bed

Location data not available
width="24" height="24" viewBox="0 0 24 24" version="1.2" xmlns="http://www.w3.org/2000/svg" xmlns:xlink="http://www.w3.org/1999/xlink" overflow="visible" preserveAspectRatio="none" >