A house by a lake with boats.

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Check prices for these dates

Next weekend
28 Aug - 30 Aug
In two weeks
4 Sep - 6 Sep
In one month
18 Sep - 20 Sep
In two months
16 Oct - 18 Oct

Our top choices for Osterville resorts

Indoor pool, outdoor pool, pool umbrellas, sun loungers

1. Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod
4.0 star property
Hyannis
8.6 out of 10, Excellent, (710 reviews)
"Great resort!"
United States
Danielle
The price is AED 710
AED 1,023 total
includes taxes & fees
20 Sep - 21 Sep
Margaritaville Resort Cape Cod
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

2. Blue Water Resort

Blue Water Resort
3.0 star property
Bass River
8.4 out of 10, Very Good, (1,015 reviews)
"Outstanding family friendly resort. We are definitely going back for a yearly trip."
United States
Isabel
The price is AED 731
AED 929 total
includes taxes & fees
10 Sep - 11 Sep
Blue Water Resort
3 restaurants; breakfast, lunch, and dinner served

3. The Villages at Ocean Edge

The Villages at Ocean Edge
3.5 star property
Brewster
8.4 out of 10, Very Good, (1,009 reviews)
"Great place...very pretty, beach was beautiful"
United States
Angela
The price is AED 568
AED 818 total
includes taxes & fees
20 Sep - 21 Sep
The Villages at Ocean Edge
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

Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

10/10 Excellent
"This place was amazing kid friendly"
Brian 1-night trip
Posted less than an hour ago
Margaritaville Resort Cape Cod

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, 2 poolside bars, and a lazy river. 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. Blue Water Resort - Beach resort, 5-minute walk from Cape Cod Beaches. 9.6 mi (15.4 km) from Osterville. Guests love the great beach location. Enjoy the 2 restaurants, private beach, and 2 bars. 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. Brewster Green Resort - Golf resort. 19.6 mi (31.6 km) from Osterville. Access to a children's pool, a sauna, and pool loungers.
What can I do in Osterville?
For some time by the water, you can head to Cape Cod Beaches and Dowses Beach. Additional attractions in the area include Stand Up & Paddle Cape Cod 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.

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