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Check prices for these dates, December 13 – 14, 2026
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.
Elegant boutiques and seafood restaurants line Main Street in this charming Cape Cod village with New England coastal appeal. Spend sunny afternoons at Joshua's Pond or Dowses Beach, where calm waters welcome swimmers and kayakers.
There are plenty of places to stay in Osterville with 91 accommodations. Though there aren't many apartments, we can help you find accommodations that are similar. When you search on Expedia, you can use the filters to search for conveniences you might find in an apartment such as a kitchen. You can also filter by similar property types like vacation homes, condos, or cabins.
An apartment features a kitchen for convenient meals, and often has more space than a traditional hotel room. Apartments are a good option for couples who want to live like locals, and also for families wanting the conveniences of home.
Below are some of the favorite apartments in the area to choose from: Walking Distance From Oak Bluffs Ferry Terminal with 180 Degree Ocean View: Located in Oak Bluffs, 14.7 mi/23.6 km from the heart of Osterville. Includes free WiFi and Smart TVs. Access to onsite laundry facilities is available on site. Gorgeous lake beachfront private apartment with canoe, kayaks, & home theatre: It's situated in Harwich, 18.6 mi/30 km away. Includes free WiFi, outdoor space, and fireplaces. Secluded-Entire 2nd floor Suite with Private Bath: 5.8 mi/9.3 km away in Hyannis. Free WiFi and Smart TVs are included. The SandDollar Suite - Private Deck with Gorgeous Views of Onset Beach: Located in East Wareham, 16.1 mi/26 km from Osterville. Includes free WiFi, private balconies, and separate dining areas. Access to onsite laundry facilities is available on site.
Weather is only one factor, but it can really affect your travel plans, especially when you're planning an extended stay in Osterville. The hottest months are usually August and July with an average temp of 67°F, while the coldest months are February and January with an average of 37°F. Average annual precipitation for Osterville is 52 inches.
Cape Cod Beaches and Dowses Beach are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Stand Up & Paddle Cape Cod. In the larger area, you’ll find Public Beach and Main Street.
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Hyannis, MA (HYA-Barnstable Municipal), which is located 5.8 mi (9.4 km) away from the heart of the city. Otherwise, look for flights into Vineyard Haven, MA (MVY-Martha's Vineyard), which is 20.2 mi (32.5 km) away. If you'd like to explore around the area, you may want a rental car for your journey.