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Check prices for these dates

Next weekend
3 Jul - 5 Jul
In two weeks
10 Jul - 12 Jul
In one month
24 Jul - 26 Jul
In two months
21 Aug - 23 Aug

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
8.4 out of 10, Very Good, (1,003 reviews)
"We loved our stay"
United States
Evelyn
The price is AED 977
AED 1,241 total
includes taxes & fees
25 Jun - 26 Jun
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, (1,003 reviews)
"Great place...very pretty, beach was beautiful"
United States
Angela
The price is AED 1,098
AED 1,425 total
includes taxes & fees
29 Jun - 30 Jun
The Villages at Ocean Edge
Condo | Free WiFi, bed sheets

The Island Inn on Martha's Vineyard

The Island Inn on Martha's Vineyard
2.5 star property
Oak Bluffs
8.2 out of 10, Very Good, (37 reviews)
"We enjoyed our stay. One odd thing was the porch light stayed on all night, so it was kind of strange that you couldn’t shut if off and it glared in the window. The staff were very welcoming and helpful. It’s a good place to take family as it has tennis courts, an outdoor pool and a golf course. Rooms are nice and newly renovated."
United States
Karen
The price is AED 2,081
AED 2,691 total
includes taxes & fees
28 Jun - 29 Jun
The Island Inn on Martha's Vineyard
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, (600 reviews)
"This place offers a great experience."
United States
Esteban
The price is AED 988
AED 1,341 total
includes taxes & fees
5 Jul - 6 Jul
Margaritaville Resort Cape Cod
Children's area

Margaritaville Resort and Spa Cape Cod

Margaritaville Resort and Spa Cape Cod
Barnstable
The price is AED 2,314
AED 3,027 total
includes taxes & fees
29 Jun - 30 Jun
Margaritaville Resort and Spa 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

Falmouth Inn

Falmouth Inn

10/10 Excellent
"Our stay was SPECTACULAR!!!! The staff were wonderful. The room was perfect. Pool was great. Inn is so close to everything. Continental breakfast certainly a plus. We will absolutely be back and tell our friends that it is a wonderful place to stay while visiting Falmouth."
Grace 2-night trip
Posted 4 hours ago
Falmouth Inn

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, 10-minute walk from Ocean Edge Golf Club. 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 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?
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.

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