The best rentals from the top sites, all in one place

We believe finding a vacation rental in Oak Bluffs should be easy and not take hours of searching and scrolling. We’ve designed VacationRenter from the ground up to help travelers find the perfect rental faster and easier.

Where to stay in Oak Bluffs

Vacation rentals in Oak Bluffs

There are 920 vacation rentals near Oak Bluffs for all manner or mood of travel, availability of time off, and size of budget. So, if you are hoping for an affordable Oak Bluffs vacation, you can find 10% rentals under $140/night. Or if you are willing to splurge on a luxury vacation in Oak Bluffs, there are 92 between $751 and $6,000/night. Whether you are sleeping by yourself or with a significant other, or are travelling with a group of 247 there are short term home and apartment rentals in Oak Bluffs to fit your Massachusetts vacation needs. The most popular types of short-term rental homes in Oak Bluffs are houses, private rooms and apartments. Oak Bluffs has been a frequently searched travel destination this year and continues to grow in popularity. VacationRenter offers a wide selection of vacation rental availability from leading travel sites like VRBO (Vacation Rentals By Owner), Homeaway,, and many more. Search your travel dates to find available Oak Bluffs vacation homes for your trip.

Home-types in Oak Bluffs

Oak Bluffs has a variety of property types for you to consider when booking a trip. Here are the most popular property types in Oak Bluffs:
- Oceanfront920 vacation rentals
- Beach920 vacation rentals
- House650 vacation rentals
- Private Room133 vacation rentals
- Condo112 vacation rentals
- Apartment112 vacation rentals
- Hotel11 vacation rentals

Points of interests in Oak Bluffs

Oak Bluffs has several popular points of interest for you to check out when visiting the area. Here are the most popular points of interest in Oak Bluffs:
- Trinity Park Tabernacle: 260 vacation rentals
- Flying Horses: 222 vacation rentals
- Ocean Park: 198 vacation rentals
- Joseph Sylvia State Beach: 8 vacation rentals