Compare Vacation Rentals & Rent By Owner Homes in Surfside, Nantucket, Massachusetts, USA
About Surfside Vacation Rentals
With more than 823 Surfside 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 Surfside.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Surfside, 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 Surfside. Places to stay near Surfside are 1054.7 ft² on average, with prices averaging US $1,503 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Surfside with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Frequently Asked Questions About Surfside?
What are the top vacation rentals in Surfside?
- Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
- Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!
- Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!
- LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
- Renovated Cottage off Main Street- Great Location
- Charming, Convenient Mid-Island Nantucket Cottage on Surfside Beach Bike Path
- BEAUTIFUL COTTAGE ON ORANGE STREET, WALK TO MAIN! BOOKING NOW FOR 2026!
- Walk to Town from Beautiful Cottage w/Guest House & A/C 3bed/3bath!
- Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!
- 3 bedroom 2 1/2 bath house 1 1/2 Blocks From Main Street, one block from harbor.
How many Rentbyowner vacation rentals are available in Surfside?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 823 in the Surfside 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 Surfside.
