155+ Rental Villas and Private Getaways in Osterville |
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Osterville Villa Rentals

About Osterville Vacation Rentals

There are more than 155 incredible getaway rentals that are available in Osterville. These choices include villas, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Relax with BedroomVillas and uncover great stays in Osterville.

BedroomVillas features numerous last-minute deals on villas, hotels, and rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With BedroomVillas in Osterville, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the BedroomVillas vacation rentals, resorts, and Airbnb-style properties in Osterville. Places to stay near Osterville are 1011.18 ft² on average, with prices averaging US $1,176 a night.

BedroomVillas helps you find the ideal holiday rental to create lifetime travel memories in Osterville. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect place to stay today.

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Top Private Villas, Resorts, and Rentals in Osterville

Type Count
Vacation Homes 148
Cottages 5
Holiday Apartments 1

Use these Quick Filters to Find a Vacation Rental in Osterville

★ Pro Tip: BedroomVillas is a luxury vacation rental website, pulling some of the top private villas and exclusive holiday stays from sources across the web. We supply you with a huge list of incredible beach houses and holiday rentals from trusted, reliable suppliers, helping you to compare prices and locations to find the best fit for your getaway. Create lifelong memories in Osterville with BedroomVillas.

Weather in Osterville, MA

View the weather forecast for Osterville before booking your Osterville Vacation Rentals to confirm your best time to go.

December - February
High 45°F       Low 24°F
March - May
High 66°F       Low 27°F
June - August
High 81°F       Low 59°F
September - November
High 77°F       Low 35°F

Stay Near Osterville's Top Attractions

A Large Selection of Villas and Vacation Rentals from Around the World Osterville's Research Top Attractions For Your Vacation


Stand Up & Paddle Cape Cod
Dowses Beach
Public Beach
Cape Codder Water Park
Harwich Port
Hyannis Harbor
Old Silver Beach
Mayflower Beach
Oak Bluffs Harbor
Inkwell Beach
West Dennis Beach
Seagull Beach
Sandy Neck Beach
Hyannis Port Beach
Falmouth Heights Beach
Katama Beach
Massachusetts Maritime Academy
Woods Hole Ferry Terminal
Water Wizz
Craigville Beach

Find Hotels, Resorts, and Rentals Nearby in these Cities & Neighborhoods


Dowses Beach 451 Properties
Stand Up & Paddle Cape Cod 421 Properties
Public Beach 398 Properties
Wianno 316 Properties

Frequently Asked Questions About Osterville?

What are the top hotels or resorts in Osterville?

We provide an array of great vacation destinations in Osterville. If you are looking to stay in or around the Osterville area, make sure to browse our options to find a premium rental location in a top vacation destination. Whether it is a few nights, a week, or more, we've got the luxury stays that rank among the Top Vacation Rentals in Osterville:

How many vacation rentals have private pools in Osterville?

We have 20 luxury villas and vacation rentals featuriung a private pool in and near Osterville. Some of the best destinations to stay that feature or have access to a swimming pool are:

Which hotel or resort in Osterville is best for families?

Searching for a family-friendly getaway in Osterville? We've got you covered. Check out one of these luxurious getaways that are highly-rated and perfect fits for families of all sizes.

How many hotels, resorts, or rentals are available in Osterville?

BedroomVillas offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by BedroomVillas in 2026 is over 155 in the Osterville area, and that number rises every day. By combining listings from multiple websites and travel providers, BedroomVillas can provide you with a diverse amount of choices of the best luxury stays in Osterville. 


People Also Ask

Hotels in Osterville and 149 rentals

Recently Booked Hotels, Resorts, or Rentals in Osterville