Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
5 minute walk from the ferry dock. Very pleasant welcome to this exceptional property by the desk staff. Lovely bright room with modern facilities. Elevator was a big plus for us seniors. Outside patio a great spot to relax or chat with fellow travelers. Excellent continental breakfast and happy hour bites. Heartily recommend.
5 minute walk from the ferry dock. Very pleasant welcome to this exceptional property by the desk staff. Lovely bright room with modern facilities. Elevator was a big plus for us seniors. Outside patio a great spot to relax or chat with fellow travelers. Excellent continental breakfast and happy hour bites. Heartily recommend.
Always an amazing experience at Hotel Pippa- the rooms are cozy and clean, the staff exceptional and its location is prime. I always look forward to staying here.
Always an amazing experience at Hotel Pippa- the rooms are cozy and clean, the staff exceptional and its location is prime. I always look forward to staying here.
My husband and I stayed at the Regatta Inn on Tuesday and Wednesday night, Oct 14 and 15. My husband treated me to this as a 40th anniversary gift. The staff were so helpful and nice, Sofia and Teasha. The room was very clean and well equipped. The bed, pillows and linens were top quality. We loved the breakfast offered and the cookies at 4 pm were really good. I would highly recomnend this hotel and if we return, hopefully, we will stay here again. Sofia also upgraded us from a queen room to a...
My husband and I stayed at the Regatta Inn on Tuesday and Wednesday night, Oct 14 and 15. My husband treated me to this as a 40th anniversary gift. The staff were so helpful and nice, Sofia and Teasha. The room was very clean and well equipped. The bed, pillows and linens were top quality. We loved the breakfast offered and the cookies at 4 pm were really good. I would highly recomnend this hotel and if we return, hopefully, we will stay here again. Sofia also upgraded us from a queen room to a...
John
Reviewed October 16, 2025Reviewed October 16, 2025
Everything you need to know about Surfside vacation rentals
Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Surfside vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Surfside vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Surfside vacation rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Surfside. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .
Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Surfside vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in. The selection of Surfside vacation rentals we have selected for you start as low as CA $880 per night. Entering your travel dates in the search wizard you might find even better deals!
How to find incredible deals on Surfside rentals
At Expedia, we put the best Surfside vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top Surfside rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Surfside vacation.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Surfside. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
Frequently Asked Questions
Can I find a vacation rental in Surfside?
Yes, we offer vacation rentals close to well known local attractions in Surfside, or you can select a more remote option if you'd like a relaxing place to stay.
What are some of the best vacation rentals that Surfside has to offer?
Beautiful House Minutes from Town, on Bike Path : You might want to consider this vacation home rental near Surfside, which offers a patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.
How many vacation rentals are there in Surfside?
With 11 Expedia vacation rentals, you're sure to find just the right place for your Surfside stay.
What’s there to see and do in Surfside?
Surfside Beach and Nobadeer Beach are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find The Old Mill and Nantucket Historical Association.
What’s a vacation rental in Surfside like?
Vacation rentals are private properties you can stay in for several days or longer in Surfside. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.