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Check prices for these dates

Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21
In one month
Jan 2 - Jan 4
In two months
Jan 30 - Feb 1

Resorts in Osterville

Outdoor pool, pool umbrellas, sun loungers
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4.0 star property
Hyannis
8.8 out of 10, Excellent, (410)
"The entire place was spotless and rooom beet pleasant. Staff was super friendly and the Landshark Bar was excellent. Highly recommend a stay here ! "
United States
Stephen
Margaritaville Resort Cape Cod
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Cape Cod Irish Village

Cape Cod Irish Village

3.5 star property
Hyannis
6.4 out of 10, (1000)
"Plenty of parking space, walking distance to shops & restaurants."
United States
FLOR
The price is ￥20,038
￥22,933 total
includes taxes & fees
Dec 12 - Dec 13
Cape Cod Irish Village
Deluxe Suite, 2 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, stovetop
Brewster Green Resort

Brewster Green Resort

2.5 star property
Brewster
The price is ￥106,014
￥121,333 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Brewster Green Resort
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.
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Top Osterville Hotel Reviews

Hampton Inn Cape Cod Canal

Hampton Inn Cape Cod Canal

10/10 Excellent
"Awesome place, awesome view"
Christie 1-night trip
Posted 4 days ago
Hampton Inn Cape Cod Canal

Find out more about Osterville

Osterville Resorts information

Number of reviews
1,411
Accommodation
17 Resorts
Lowest Price
￥22,933
Highest Price
￥121,333

Frequently asked questions

What can I expect from a resort vacation in Osterville?
You deserve a getaway, and a resort is just the place to find all the services and amenities you need for a relaxing time in Osterville. One of the comfortable resort hotels in the surrounding area could be just what you're searching for, whether you're hoping for an amazing pool, a state-of-the-art fitness center, or activities for the kids.
What's the best resort for my stay in Osterville?
Here are our top-rated resorts near Osterville: Margaritaville Resort Cape Cod - Family-friendly resort. 5 mi (8.1 km) from Osterville. Features 2 restaurants, a lazy river, and a full-service spa. The Villages at Ocean Edge - Beach resort. 19.6 mi (31.5 km) from Osterville. Has 3 outdoor pools, 3 restaurants, and 2 indoor pools. Cape Cod Irish Village - Family-friendly resort. 4.8 mi (7.7 km) from Osterville. Enjoy the 2 restaurants, golf course, and seasonal outdoor pool. The Island Inn on Martha's Vineyard - Golf resort. 15.7 mi (25.3 km) from Osterville. Amenities include a seasonal outdoor pool, 3 outdoor tennis courts, and a beach shuttle. Blue Water Resort - Beach resort. 9.6 mi (15.4 km) from Osterville. Guests love the great beach location. Access to 2 restaurants, a private beach, and 2 bars.
What can I do in Osterville?
Get some time by the water at Cape Cod Beaches, or bring the kids to Stand Up & Paddle Cape Cod for some family fun. Additional attractions in the area include Dowses Beach and Public Beach.
What's the seasonal weather like 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.
What's the best way to get to and around Osterville?
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 venture out around the area, you may want a rental car for your journey.