Surfside Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Surfside, Nantucket, Massachusetts, USA

New Upside down style house in Surfside with ocean views
New "Noble Bluefish"- Waterfront Surfside home
New
4 Bedrooms 8 Guests
Private Beach House in Surfside
FromZA R32,451 per night
10.0 (38 Reviews)
3 Bedrooms 6 Guests
Nantucket getaway minutes to Surfside beaches
10.0 (36 Reviews)
3 Bedrooms 6 Guests
Book Surfside's BEST summer rental today!
10.0 (29 Reviews)
4 Bedrooms 10 Guests
Quintessential 4 Bedroom Surfside Beach Cottage on Nobadeer Beach
10.0 (21 Reviews)
4 Bedrooms 8 Guests
Ultra-private Surfside estate with salt water pool minutes to Nobadeer
10.0 (11 Reviews)
5 Bedrooms 10 Guests
Spacious Surfside home just a short walk to Nobadeer Beach!
10.0 (10 Reviews)
4 Bedrooms 8 Guests
Surfside Summer Rental, walking distance to beaches!
10.0 (4 Reviews)
4 Bedrooms 8 Guests
A Hidden Gem with pool steps away from Surfside Beach.
10.0 (2 Reviews)
4 Bedrooms 8 Guests
Brand-new beach house with heated 40'x20' pool
10.0 (2 Reviews)
3 Bedrooms 5 Guests
Surfside Beach Gem!
FromZA R17,513 per night
9.8 (19 Reviews)
4 Bedrooms 12 Guests
Surfside Beach Cottage-8 Minute Walk To The Beach
9.8 (17 Reviews)
4 Bedrooms 7 Guests
Stunning Surfside 6 bedroom Estate With Pool and Cabana
9.8 (7 Reviews)
6 Bedrooms 12 Guests
Perfect beach house for a great family vacationn
9.6 (19 Reviews)
3 Bedrooms 8 Guests
Forget Shoes, Walk to Beach Barefoot with Kids and Grandkids
9.0 (14 Reviews)
4 Bedrooms 10 Guests
Beach Front 3 Bedroom Cottage
FromZA R30,900 per night
New
3 Bedrooms 6 Guests
Private 3 bedroom home in Surfside
New
3 Bedrooms 8 Guests
Simple beach cottage close to Surfside Beach
New
4 Bedrooms 7 Guests
New Beautiful , private Nantucket home near Nobadeer beach

About Surfside Vacation Rentals

With more than 52 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 784.17 ft² on average, with prices averaging ZA R39,250 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?

How many Rentbyowner vacation rentals are available in Surfside?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 52 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.