Search Vacation Homes in Osterville
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Our top choices for Osterville vacation homes

Vacation Home in West Brewster
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!10.0 out of 10, Exceptional, (25)
$604 nightly
The price is $692
Dec 21 - Dec 22
Total with taxes and fees

Vacation Home in Wareham
The Mermaid Cottage @ The Compound Beach Resort Habitat8.0 out of 10, Very Good, (7)
$562 nightly
The price is $589
Dec 21 - Dec 22
Total with taxes and fees

Vacation Home in West Brewster
Cheery house with deck, sunroom & patio - short walk to pond, beach & Rail Trail9.6 out of 10, Exceptional, (50)
$491 nightly
The price is $561
Dec 21 - Dec 22
Total with taxes and fees

Vacation Home in Wareham
The Park View Room @ The Compound ~E-Bike-Hot Tub-Boats$226 nightly
The price is $229
Dec 21 - Dec 22
Total with taxes and fees

Vacation Home in Harwich
Cozy Large Home in Harwich with Patio near Wequassett Resort9.8 out of 10, Exceptional, (11)
$468 nightly
The price is $518
Dec 21 - Dec 22
Total with taxes and fees

Vacation Home in Dennis
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard9.0 out of 10, Wonderful, (2)
$316 nightly
The price is $350
Jan 5 - Jan 6, 2026
Total with taxes and fees

Vacation Home in Wareham
Make this charming, modern retreat your home away from home!!9.6 out of 10, Exceptional, (5)
$276 nightly
The price is $308
Dec 21 - Dec 22
Total with taxes and fees

Vacation Home in Ponds of Plymouth
Big Sandy Beachcomber9.6 out of 10, Exceptional, (12)
$350 nightly
The price is $391
Dec 22 - Dec 23
Total with taxes and fees
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top Osterville Hotel Reviews

Courtyard Resort
10/10 Excellent
Find out more about Osterville
Osterville Vacation Homes information
Number of reviews | 654 |
|---|---|
Accommodation | 2896 Vacation Homes |
Lowest Price | $229 |
Highest Price | $695 |
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