Search Resorts in Osterville

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Check prices for these dates

Next weekend
13 Jun - 15 Jun
In two weeks
20 Jun - 22 Jun
In one month
4 Jul - 6 Jul
In two months
1 Aug - 3 Aug

Compare 15 Resorts in Osterville with updated reviews, rates, and availability.

Margaritaville Resort Cape Cod
Lobby sitting area

Margaritaville Resort Cape Cod

4.0 star property
8.6 out of 10, Excellent, (180)
"Loved this great getaway for families"
The price is AED 1,098
AED 1,467 total
includes taxes & fees
13 Jun - 14 Jun
Margaritaville Resort Cape Cod
Blue Water Resort
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Blue Water Resort

3.0 star property
8.2 out of 10, Very Good, (1001)
"Great off season place to stay."
The price is AED 951
AED 1,208 total
includes taxes & fees
7 Jun - 8 Jun
Blue Water Resort
The Villages at Ocean Edge
Poolside bar

The Villages at Ocean Edge

3.5 star property
8.2 out of 10, Very Good, (1000)
"Great location to visit Brewster area. Close to beaches, bike trail & dining. We’ve stayed here many times at different units depending on our party size & always love the complex. I know what to expect & just love the area. This time we only stayed one night, one bedroom, queen bed good price. "
The price is AED 863
AED 1,114 total
includes taxes & fees
8 Jun - 9 Jun
The Villages at Ocean Edge
Cape Cod Irish Village
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Cape Cod Irish Village

3.5 star property
6.4 out of 10, (1000)
"Staff were very polite and helpful and very kid and family friendly."
The price is AED 584
AED 668 total
includes taxes & fees
11 Jun - 12 Jun
Cape Cod Irish Village
Ocean Club on Smugglers Beach - April 11-18 vacation week on Cape Cod
Interior

Ocean Club on Smugglers Beach - April 11-18 vacation week on Cape Cod

Ocean Club on Smugglers Beach - April 11-18 vacation week on Cape Cod
Cozy History Resort Located in the center of the city
Exterior

Cozy History Resort Located in the center of the city

4.8 out of 10, (3)
"Lovely community. No restaurant onsite but the location is in the center of plenty of shopping and places to dine. Excellent staff."
Cozy History Resort Located in the center of the city
Captain's Quarters Resort Oceanfront suite, beautiful ocean view, swimming pool
Outdoor pool, a heated pool

Captain's Quarters Resort Oceanfront suite, beautiful ocean view, swimming pool

10.0 out of 10, Exceptional, (1)
"The Inn was beautiful and very accommodating. The staff was great and the location perfect."
Captain's Quarters Resort Oceanfront suite, beautiful ocean view, swimming pool
Spacious waterfront townhouse at Cove at Yarmouth
Indoor pool, outdoor pool

Spacious waterfront townhouse at Cove at Yarmouth

Spacious waterfront townhouse at Cove at Yarmouth
Deluxe suite at the oceanfront Surfside Resort
Indoor pool, outdoor pool

Deluxe suite at the oceanfront Surfside Resort

Deluxe suite at the oceanfront Surfside Resort
The Island Inn on Martha's Vineyard
Interior

The Island Inn on Martha's Vineyard

2.0 star property
10.0 out of 10, Exceptional, (2)
"Love how quiet it was and it was a great convenient spot with a walkable distance to beaches and also bus stops in case needed. The Inn was beautiful, well kept and clean and staff was friendly. Fair pricing, gorgeous views. Definitely recommend "
The price is AED 1,061
AED 1,553 total
includes taxes & fees
22 Jun - 23 Jun
The Island Inn on Martha's Vineyard
Brewster Green Resort
Deluxe Suite, 2 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, stovetop

Brewster Green Resort

2.5 star property
Brewster Green Resort
FABULOUS CAPE COD RESORT !
Indoor pool, outdoor pool

FABULOUS CAPE COD RESORT !

FABULOUS CAPE COD RESORT !
Studio Villa directly across from beach. Sleeps 4
Beach

Studio Villa directly across from beach. Sleeps 4

Studio Villa directly across from beach. Sleeps 4
Coastal Family Haven: Spacious Retreat Near Old Silver Beach
Outdoor dining

Coastal Family Haven: Spacious Retreat Near Old Silver Beach

Coastal Family Haven: Spacious Retreat Near Old Silver Beach
Martha’s Vineyard Waterfront 1 Bedroom King Bed - Available October 9-16
Exterior

Martha’s Vineyard Waterfront 1 Bedroom King Bed - Available October 9-16

Martha’s Vineyard Waterfront 1 Bedroom King Bed - Available October 9-16
Spacious one bedroom getaway resort on Falmouth Harbor. Sleeps 4 comfortably.
Marina

Spacious one bedroom getaway resort on Falmouth Harbor. Sleeps 4 comfortably.

Spacious one bedroom getaway resort on Falmouth Harbor. Sleeps 4 comfortably.
Charming 2-bedroom resort with AC, WiFi in tranquil Falmouth
Pool

Charming 2-bedroom resort with AC, WiFi in tranquil Falmouth

Charming 2-bedroom resort with AC, WiFi in tranquil Falmouth
Cape Cod Not spot
Property grounds

Cape Cod Not spot

Cape Cod Not spot
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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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, a lazy river, and a children’s pool. Blue Water Resort - Beach resort, 5-minute walk from Cape Cod Beaches. 9.6 mi (15.4 km) from Osterville. Has 2 restaurants, a private beach, and 2 bars. Guests love the great beach location. The Villages at Ocean Edge - Beach resort. 19.6 mi (31.5 km) from Osterville. Enjoy the 3 outdoor pools, 3 restaurants, and 2 indoor pools. Cape Cod Irish Village - Family-friendly resort right by Cape Cod Melody Tent. 4.8 mi (7.7 km) from Osterville. Amenities include 2 restaurants, a golf course, and a seasonal outdoor pool. The Island Inn on Martha’s Vineyard - 15.7 mi (25.3 km) from Osterville. Access to a seasonal outdoor pool, a garden, and free self parking.
What can I do in Osterville?
Cape Cod Beaches, Stand Up & Paddle Cape Cod, and Dowses Beach are a few of the interesting sights to visit. In the area, other attractions include Public Beach and Main Street.
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.