Surfside vacation rentals

We found 789 vacation rentals — enter your dates for availability

Discover a selection of 25 homes and other vacation rentals in Surfside that are perfect for your trip. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll find the amenities you need and want, which might include cable TV and a washer and dryer. Whatever you're looking for, you'll be sure to find a rental to meet everyone's needs, including a place that's non-smoking or offers accessibility.
  • Peace of mind
    Our Book with Confidence guarantee gives you 24/7 support
  • All the privacy of home
    Enjoy full kitchens, laundry, pools, yards and more
  • More for less
    More space, more privacy, more amenities — more value
  • A place for everyone
    We stand for diversity, inclusion and families everywhere.
    Learn more

Book a vacation rental for your Surfside getaway

Learn about the unique charm of Surfside with a stay in a private vacation home. This city has something for everyone. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Sightseeing in and around Surfside

Are you hoping to find things to do while you're in the area? Venture out of your vacation home and experience everything that makes Surfside a fun spot to vacation. Here are some of the major attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Miacomet Golf Course (2 mi / 3.2 km)
  • Nantucket Golf Club (5.6 mi / 9 km)
  • Siasconset Golf Course (5.7 mi / 9.2 km)

Exploring the natural landscape of Surfside

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Surfside is a great place to get out in nature. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Surfside Beach (0.3 mi / 0.4 km)
  • Nobadeer Beach (0.4 mi / 0.7 km)
  • Children's Beach (3 mi / 4.8 km)
  • Cisco Beach (3.4 mi / 5.4 km)
  • Hummock Pond (3.4 mi / 5.5 km)
  • Tom Nevers Beach (3.7 mi / 5.9 km)

Transportation options to and around Surfside

Fly into Nantucket, MA (ACK-Nantucket Memorial), the closest airport, located 1.5 mi (2.4 km) from the city center. If you're unable to find a flight that fits your schedule, you might consider flying into Vineyard Haven, MA (MVY-Martha's Vineyard), which is 29 mi (46.6 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Surfside?
Cottages are the most popular style of vacation rental in Surfside, according to our data. Even if you have a different idea in mind, Vrbo has properties in a variety of shapes and sizes. Browse our many options to find your perfect pad.
How much does it cost to rent a vacation rental in Surfside?
Season, length of stay and property type are some factors that can determine the price of a vacation home. Simply click on your dates of travel to find your dream escape. From comfy cottages to expansive luxury villas, all Vrbo vacation rentals offer terrific value.
How much does it cost to rent a beach house in Surfside?
When you travel and the style and size of the property will determine the cost of your beachside vacation rental. Type in your Surfside travel dates to view your options on Vrbo. Can’t live without a hot tub, or maybe a private pool? Use our filters to choose the features and amenities you need.
Are there pet-friendly vacation rentals in Surfside?
Yes. There are. You can choose from 26 stays that allow pets in Surfside on Vrbo. Our furry companions also deserve a little time out, so simply use our search function for pet-friendly vacation rentals to book a pad where your doggie can join the fun.
Can I rent a house with a pool in Surfside?
Dig out your swimsuit and inflatable swan, because there are 10 houses with a private pool in Surfside. Book one of these superb vacation homes and enjoy a pool day every day. Simply enter your dates into Vrbo, then use the “pool” filter to find the perfect place to make a splash!
What are popular rental amenities in Surfside?
A garden, an ocean view and a chef head the list of most popular rental amenities in Surfside. Whether you plan to go by yourself, with your better half or as a family group, Vrbo can help you find a vacation home that fits your tastes with all the features you’re looking for.
Are there large group vacation rentals in Surfside?
Surfside has 10 vacation properties that can host 10 or more guests. These properties come with all the space you need to share good times with friends and family.
Are there vacation rentals in Surfside that welcome kids?
Gather your whole crew for a fun-packed adventure in Surfside at one of our 26 family-friendly vacation homes. These stays come with conveniences that are ideal for trips with the kids, like dining rooms, extra bedrooms and private pools. Simply click on the “Properties good for families” filter box and decide on your favorite.
What are the top attractions for families in Surfside?
If you’re seeking some family-friendly fun near the center of Surfside, make your way to Nobadeer Beach.
Are there vacation rentals with WiFi in Surfside?
You can choose from 10 vacation rentals with WiFi in Surfside. If you’d like to disconnect from daily life on your break, but still need to be connected to the web, these properties have what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Surfside?
You can pick from 20 Vrbo vacation rentals with air conditioning in Surfside offering that cool, cool breeze and extra element of comfort. Simply enter your travel dates and then take advantage of our filter tool to look for stays with air conditioning.
How old do you have to be to rent a vacation rental in Surfside?
It’s advisable to check with the Surfside vacation rental you want on Vrbo as the minimum age varies. However, it’s typically 16, 18 or 21.
How long can I rent a vacation rental in Surfside for?
The amount of time you can book a Surfside vacation rental for depends on each property. Simply put in your preferred travel dates to view options that offer long-term stays. They feature everything you need to make your extended vacation more enjoyable and convenient, such as kitchens and laundries. Some vacation homes might also offer weekly or monthly discounts, so you can stay longer for less money.
Does Vrbo offer discounts for vacation homes in Surfside?
In Surfside, you’ll find amazing discounts and bargains for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether you’re off on a weekend getaway or a longer stay, we’ve got a host of options to match your style.

More Vacation Rentals ideas

People also search for