Search Resorts in Osterville

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sep - 21 Sep

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, (221)
"The price is reasonable compared to hotels in the area. Annoying you have to pay for the waterpark on top of paying for the hotel though "
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, (1009)
"Beautiful property by the beach...comfortable rooms..good food"
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, (1002)
"There was lots to do and see. "
The price is AED 1,084
AED 1,366 total
includes taxes & fees
22 Jul - 23 Jul
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)
"It was great thst it was right across the street from the concert venue (Mellody Tent). The property was nice and the staff was excellent I would absolutely recommend this place."
The price is AED 673
AED 771 total
includes taxes & fees
22 Jul - 23 Jul
Cape Cod Irish Village
The Island Inn on Martha's Vineyard
Interior

The Island Inn on Martha's Vineyard

2.5 star property
8.0 out of 10, Very Good, (5)
"The property was very family oriented."
The price is AED 1,449
AED 2,396 total
includes taxes & fees
27 Jul - 28 Jul
The Island Inn on Martha's Vineyard
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
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
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
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
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
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Osterville Hotel Reviews

Hyannis Harbor Hotel

Hyannis Harbor Hotel

10/10 Excellent
"Love the area and property. Cleaning staff, carelessly, left front door open when she was finished with the unit. Thankfully nothing was missing from unit. When we called front desk, they did not seem concerned ...."
Margie 2-night trip
Posted 13 hours ago
Hyannis Harbor Hotel

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 full-service spa. 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 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. The Island Inn on Martha's Vineyard - 15.7 mi (25.3 km) from Osterville. Amenities include a seasonal outdoor pool, a garden, and free self parking. 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.