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
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct
Margaritaville Resort Cape Cod
Outdoor pool, pool umbrellas, pool loungers

Margaritaville Resort Cape Cod

4.0 star property
8.6 out of 10, Excellent, (264)
"The rooms were clean and the bed was very comfortable "
The price is HK$1,438
HK$2,095 total
includes taxes & fees
1 Sept - 2 Sept
Margaritaville Resort Cape Cod
Blue Water Resort
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Blue Water Resort

3.0 star property
8.2 out of 10, Very good, (1004)
"Clean, harmonious indoor and outdoor areas, everything perfect and easy for a family vacation with small children."
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, (1003)
"There was lots to do and see. "
The price is HK$1,731
HK$2,251 total
includes taxes & fees
1 Sept - 2 Sept
The Villages at Ocean Edge
Cape Cod Irish Village
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Cape Cod Irish Village

3.5 star property
6.4 out of 10, (1004)
"Great place "
The price is HK$1,211
HK$1,387 total
includes taxes & fees
7 Sept - 8 Sept
Cape Cod Irish Village
The Island Inn on Martha's Vineyard
Interior

The Island Inn on Martha's Vineyard

2.5 star property
8.4 out of 10, Very good, (10)
"The property was very family oriented."
The price is HK$1,864
HK$3,743 total
includes taxes & fees
3 Sept - 4 Sept
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
Private kitchen

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 !
Brewster Green Resort 3-bedroom unit w/2 pools-one indoor, hot tub, fitness room
Indoor pool, outdoor pool

Brewster Green Resort 3-bedroom unit w/2 pools-one indoor, hot tub, fitness room

Brewster Green Resort 3-bedroom unit w/2 pools-one indoor, hot tub, fitness room
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
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
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
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

Aiden by Best Western Cape Cod - West Yarmouth

Aiden by Best Western Cape Cod - West Yarmouth

10/10 Excellent
"Everything was good "
Michael 1-night trip
Posted 2 hours ago
Aiden by Best Western Cape Cod - West Yarmouth

Frequently asked questions

What can I expect from a resort holiday in Osterville?
You deserve to get away, and a resort is the ideal place to indulge in 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 centre or nightly entertainment options.
What's the best resort for my stay in Osterville?
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 location. Enjoy the 2 restaurants, private beach and 2 bars. Cape Cod Irish Village - Family-friendly resort. 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 - Golf resort. 15.7 mi (25.3 km) from Osterville. Access to a seasonal outdoor pool, 3 outdoor tennis courts and a beach shuttle.
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 temperature of 20°C, while the coldest months are February and January, with an average of 3°C. Average annual precipitation for Osterville is 1328 mm.
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) from the city centre. 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.