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Check prices for these dates

Next weekend
May 29 - May 31
In two weeks
Jun 5 - Jun 7
In one month
Jun 19 - Jun 21
In two months
Jul 17 - Jul 19

Our top choices for Osterville resorts

Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Blue Water Resort

Blue Water Resort
3.0 star property
Bass River
8.2 out of 10, Very Good, (1,000 reviews)
"Awesome 😌🕶️👌"
United States
Eddy Wisler
The price is ￥23,727
￥30,143 total
includes taxes & fees
May 26 - May 27
Blue Water Resort
3 restaurants; breakfast, lunch, and dinner served

The Villages at Ocean Edge

The Villages at Ocean Edge
3.5 star property
Brewster
8.4 out of 10, Very Good, (1,001 reviews)
"We had a great stay, but were very disappointed that the outdoor pool was not available because a wedding was happening in the tent next to it. When we checked in, we asked about pools and were specifically told that the outdoor one was open for a couple more hours, so we rushed over. The property overall is lovely, very peaceful."
United States
Alexandra
The price is ￥26,384
￥37,483 total
includes taxes & fees
May 31 - Jun 1
The Villages at Ocean Edge
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, (581 reviews)
"Gorgeous hotel, very clean and welcoming. We had a wonderful stay, staff was very kind. "
United States
Lucinda
The price is ￥26,925
￥39,925 total
includes taxes & fees
May 31 - Jun 1
Margaritaville Resort Cape Cod
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

Hyannis Travel Inn

Hyannis Travel Inn

10/10 Excellent
"This is my second time staying at this hotel. The staff is friendly and helpful and the rooms are clean. The hotel is in the perfect location to shops, restaurants, the ferry and more. Will definitely continue staying here."
Abbey 1-night trip
Posted 4 hours ago
Hyannis Travel Inn

Find out more about Osterville

Osterville Resorts information

Number of reviews
2,582
Accommodation
24 Resorts
Lowest Price
￥30,143
Highest Price
￥39,925

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. 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. 10% off !! - 5.1 mi (8.1 km) from Osterville. Access to a fitness center, a garden, and an outdoor pool.
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.