Search Cottages in Osterville
- Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Compare 593 Cottages in Osterville with updated reviews, rates, and availability.

Charming Antique Boathouse Located Directly On Long Pond.
Charming Antique Boathouse Located Directly On Long Pond.
9.8 out of 10, Exceptional, (93)

beachfront cottage at Chases Ocean Grove
beachfront cottage at Chases Ocean Grove
9.8 out of 10, Exceptional, (24)

Steps to the beach with an ocean view,
Steps to the beach with an ocean view,
10.0 out of 10, Exceptional, (111)

Craigsville beach cottage located .4 walking distance to the Beach!
Craigsville beach cottage located .4 walking distance to the Beach!
9.8 out of 10, Exceptional, (6)

Peaceful Cozy Water Front Cottage. Step back in time and ENJOY
Peaceful Cozy Water Front Cottage. Step back in time and ENJOY
9.6 out of 10, Exceptional, (42)

Chatham Seaside Cottage - Oceanfront Beach Cottage - Spectacular Views
Chatham Seaside Cottage - Oceanfront Beach Cottage - Spectacular Views
10.0 out of 10, Exceptional, (156)

Gorgeous Cottage steps from the beach
Gorgeous Cottage steps from the beach
9.0 out of 10, Wonderful, (12)

Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace
Private condo in Maushop. Steps to beach, ocean, Popponesset Inn and Marketplace
9.6 out of 10, Exceptional, (64)
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.
Save an average of 15% on thousands of hotels when you're signed in
Other property types in Osterville

Edgewater Beach Resort, a VRI resort
Edgewater Beach Resort, a VRI resort
8.8 out of 10, Excellent, (261)

InnSeason Resorts Captain's Quarters
InnSeason Resorts Captain's Quarters
9.8 out of 10, Exceptional, (162)
The price is SAR 441
SAR 504 total
includes taxes & fees
31 Mar - 1 Apr

The Club at New Seabury
The Club at New Seabury
9.0 out of 10, Wonderful, (314)
The price is SAR 630
SAR 721 total
includes taxes & fees
31 Mar - 1 Apr
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.
Recent reviews of Osterville hotels
Recent reviews of Osterville hotels

Hampton Inn & Suites Cape Cod-West Yarmouth
5/5 Excellent
"Pet friendly "
A verified traveler from New York stayed at Hampton Inn & Suites Cape Cod-West Yarmouth
Posted 2 days ago
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Popular Destinations
Top Cottages in Other Destinations
More Accommodation Types in Osterville
- Vacation Homes in Osterville
- Apartments in Osterville
- Condo Rentals in Osterville
- B&B in Osterville
- Motels in Osterville
- Aparthotels in Osterville
- Guest Houses in Osterville
- Resorts in Osterville
- Cabin Rentals in Osterville
- Lodges in Osterville
- Inns in Osterville
- Villas in Osterville
- Condo Resorts in Osterville
- Hotels