Best Resorts in Osterville

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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

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

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

Margaritaville Resort Cape Cod

4.0 star property
8.6 out of 10, Excellent, (158)
"Loved this great getaway for families"
The price is $262
includes taxes & fees
$229 per night
May 4 - May 5
Margaritaville Resort Cape Cod
The Villages at Ocean Edge
Poolside bar

The Villages at Ocean Edge

3.5 star property
8.2 out of 10, Very Good, (1000)
"The atmosphere was amazing and the workers were extremely kind. I would love to visit again!"
The price is $210
includes taxes & fees
$184 per night
May 6 - May 7
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 $182
includes taxes & fees
$159 per night
May 4 - May 5
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, (1001)
"Stay here before alway a nice stay"
The price is $177
includes taxes & fees
$154 per night
May 4 - May 5
Blue Water Resort
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
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
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.
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
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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Other property types in Osterville

Edgewater Beach Resort, a VRI resort
BBQ/picnic area

Edgewater Beach Resort, a VRI resort

3.5 star property
8.8 out of 10, Excellent, (268)
"I love staying here "
The price is $201
includes taxes & fees
$175 per night
May 8 - May 9
Edgewater Beach Resort, a VRI resort
InnSeason Resorts Captain's Quarters
On the beach, white sand

InnSeason Resorts Captain's Quarters

3.5 star property
9.8 out of 10, Exceptional, (168)
"Very peaceful "
InnSeason Resorts Captain's Quarters
The Cove At Yarmouth
Beach nearby

The Cove At Yarmouth

3.0 star property
9.2 out of 10, Wonderful, (234)
"Great stay "
The price is $139
includes taxes & fees
$121 per night
May 8 - May 9
The Cove At Yarmouth
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.

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 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. Cozy History Resort Located in the center of the city - 16.5 mi (26.5 km) from Osterville.
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.