A house by a lake with boats.

Best Resorts in Osterville

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Check prices for these dates

Next weekend
Aug 21 - Aug 23
In two weeks
Aug 28 - Aug 30
In one month
Sep 11 - Sep 13
In two months
Oct 9 - Oct 11

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, (689 reviews)
"Beautiful hotel in Hyannis Cape Cod "
United States
Leonardo
$247 nightly
The price is $283
Sep 8 - Sep 9
Total with taxes and fees
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, (1,008 reviews)
"This hotel was great and just what we wanted!"
United States
Erika
$216 nightly
The price is $247
Sep 10 - Sep 11
Total with taxes and fees
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, (1,001 reviews)
"Great place...very pretty, beach was beautiful"
United States
Angela
$227 nightly
The price is $260
Aug 30 - Aug 31
Total with taxes and fees
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

Red Jacket Beach Resort

Red Jacket Beach Resort

10/10 Excellent
"Great place for a family vacation. Well maintained and clean. Awesome location right on the beach. Staff was helpful and friendly. Located near many shops and restaurants."
Darin 3-night trip
Posted 6 hours ago
Red Jacket Beach Resort

Find out more about Osterville

Osterville Resorts information

Number of reviews
689
Accommodation
24 Resorts
Lowest Price
$247
Highest Price
$283

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 right by Cape Codder Water Park. 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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