Compare Vacation Rentals & Rent By Owner Homes in Oak Bluffs, Massachusetts, USA
About Oak Bluffs Vacation Rentals
With more than 591 Oak Bluffs vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Oak Bluffs.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Oak Bluffs, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Oak Bluffs. Places to stay near Oak Bluffs are 951.9 ft² on average, with prices averaging US $832 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Oak Bluffs with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Other Places to Stay in Oak Bluffs, MA
Frequently Asked Questions About Oak Bluffs?
What are the top vacation rentals in Oak Bluffs?
- In-Town Certified National Historic Oak Bluffs Property -
- Private Meadow View Family Retreat - 4 BR, AC, Large Yard, Tennis, on Bike Path
- Arrowsmith Cottage - Oak Bluffs - 1 mi to Eastville Point Beach via bike path.
- Multiple Ensuites, Central Air, Perfect Location
- ART FILLED BEACH COTTAGE IN THE PRIVATE WATERFRONT COMMUNITY OF WATERVIEW FARMS!
- Close to town, beautifully updated
- Modern, luxury 5-bed, 4.5-bath w/full basement! Now booking for 2026!
- Modern 4 bed/3.5 bath Farmhouse, private HEATED POOL and AC on bike path
- Great location, happy house 0.5 mile Nancy’s & Jetty Beach.
- Private Family Home, Heated Pool, Hottub, 5 BR.4.5 bath, WiFi, AC. NO PETS.
How many Rentbyowner vacation rentals are available in Oak Bluffs?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 591 in the Oak Bluffs area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Oak Bluffs.
