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10 Oct - 12 Oct
In two weeks
17 Oct - 19 Oct
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31 Oct - 2 Nov
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28 Nov - 30 Nov

Resorts in Osterville

Margaritaville Resort Cape Cod
Outdoor pool, pool umbrellas, sun loungers

Margaritaville Resort Cape Cod

4.0 star property
8.6 out of 10, Excellent, (371)
"Very nice place to stay "
Margaritaville Resort Cape Cod
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, (1007)
"We go on a September Cape cod golf trip every year and always stay at the Irish village. Great prices, food, and entertainment. "
The price is AED 393
AED 450 total
includes taxes & fees
23 Oct - 24 Oct
Cape Cod Irish Village
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, (1002)
"Very nice hotel to spend a quiet time with family, I have a nice walk at the beach "
Blue Water Resort
The Villages at Ocean Edge
Poolside bar

The Villages at Ocean Edge

3.5 star property
8.4 out of 10, Very Good, (1004)
"Loved our stay at The Villages"
The price is AED 413
AED 599 total
includes taxes & fees
26 Oct - 27 Oct
The Villages at Ocean Edge
The Island Inn on Martha's Vineyard
Interior

The Island Inn on Martha's Vineyard

2.5 star property
7.8 out of 10, Good, (26)
"Quiet peaceful resort. Great spot to read by the pool. Restaurant is good next door. "
The price is AED 666
AED 1,430 total
includes taxes & fees
5 Oct - 6 Oct
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
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
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
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
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
FABULOUS CAPE COD RESORT !
Indoor pool, outdoor pool

FABULOUS CAPE COD RESORT !

FABULOUS CAPE COD RESORT !
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
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
Martha’s Vineyard Waterfront 1 Bedroom King Bed - Available October 9-16
Marina

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

Martha’s Vineyard Waterfront 1 Bedroom King Bed - Available October 9-16
Cape Cod Not spot
Children's area

Cape Cod Not spot

Cape Cod Not spot
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
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.
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

Cape Sands Inn

Cape Sands Inn

10/10 Excellent
"Nice place very clean "
Mary 3-night trip
Posted 20 hours ago
Cape Sands 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. 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. Cape Cod Irish Village - Family-friendly resort. 4.8 mi (7.7 km) from Osterville. Access to 2 restaurants, a golf course, and a seasonal outdoor pool.
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.