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Surfside Holiday Rentals

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Our top choices for Surfside holiday rentals

1. New to VRBO! 2/1 Mid Island Apartment, Sleeps 5

New to VRBO! 2/1 Mid Island Apartment, Sleeps 5
Nantucket Town
9.2 out of 10, Wonderful, (22 reviews)
"Loved our time here! Perfect location and the host was so friendly and communicative during our trip! Would absolutely stay here again! "
United States
Kylie C.
The price is NZ$732
includes taxes & fees
13 Sept - 14 Sept
New to VRBO! 2/1 Mid Island Apartment, Sleeps 5

2. Brand New modern 2 bedroom 2nd floor apartment

Brand New modern 2 bedroom 2nd floor apartment
Nantucket
9.6 out of 10, Exceptional, (24 reviews)
"Great place, clean and a great location!!"
United States
Brian C.
The price is NZ$1,762
includes taxes & fees
3 Sept - 4 Sept
Brand New modern 2 bedroom 2nd floor apartment

3. Relax on Nantucket in our Cozy, 1-bedroom condo with AMAZING views!

Relax on Nantucket in our Cozy, 1-bedroom condo with AMAZING views!
Nantucket Town
10.0 out of 10, Exceptional, (26 reviews)
"Great sun rise views, Near town"
United States
Urban B.
The price is NZ$1,299
includes taxes & fees
7 Sept - 8 Sept
Relax on Nantucket in our Cozy, 1-bedroom condo with AMAZING views!

4. Nantucket - edge of town

Nantucket - edge of town
West of Town
9.6 out of 10, Exceptional, (94 reviews)
"10/10 stay"
United States
Patrick E.
The price is NZ$1,570
includes taxes & fees
1 Sept - 2 Sept
Nantucket - edge of town

5. Mid island oasis with large pool and outdoor entertainment area. Pet friendly!

Mid island oasis with large pool and outdoor entertainment area. Pet friendly!
Nantucket Town
9.8 out of 10, Exceptional, (7 reviews)
"Fantastic house, nice easy walk to restaurants and shopping. The pool was perfect for warm summer days, and there was plenty of room for our group throughout the house."
United States
Chris M.
The price is NZ$3,799
includes taxes & fees
9 Sept - 10 Sept
Mid island oasis with large pool and outdoor entertainment area. Pet friendly!

6. Noddy - Cozy & cute 1st Floor Studio close to town with everything you need.

Noddy - Cozy & cute 1st Floor Studio close to town with everything you need.
Nantucket Town
10.0 out of 10, Exceptional, (11 reviews)
"clean, easy access to downtown"
United States
william t.
The price is NZ$1,065
includes taxes & fees
10 Sept - 11 Sept
Noddy - Cozy & cute 1st Floor Studio close to town with everything you need.

7. Romantic, Two Blocks to Main Street and Water. Queen bedroom and Two Bathrooms.

Romantic, Two Blocks to Main Street and Water. Queen bedroom and Two Bathrooms.
Nantucket Town
10.0 out of 10, Exceptional, (2 reviews)
"Could not be happier with the place and location. The apartment was adorable, clean, as advertised. No complaints at all. Would definitely stay again! "
United States
Keira O.
The price is NZ$2,291
includes taxes & fees
4 Sept - 5 Sept
Romantic, Two Blocks to Main Street and Water. Queen bedroom and Two Bathrooms.

8. Cozy upper studio- fully equipped & close to town, harbor, shops & restaurants!

Cozy upper studio- fully equipped & close to town, harbor, shops & restaurants!
Nantucket Town
9.8 out of 10, Exceptional, (27 reviews)
"It’s was perfect for our family. Very close to everything."
United States
Patrick&Suzi S.
The price is NZ$1,349
includes taxes & fees
30 Aug - 31 Aug
Cozy upper studio- fully equipped & close to town, harbor, shops & restaurants!

9. Charming cottage, close to lower Main Street.

Charming cottage, close to lower Main Street.
Nantucket Town
10.0 out of 10, Exceptional, (138 reviews)
"Another great stay at a great location on Nantucket"
United States
Joe F.
The price is NZ$1,867
includes taxes & fees
8 Sept - 9 Sept
Charming cottage, close to lower Main Street.

10. Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!

Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!
Nantucket Town
10.0 out of 10, Exceptional, (256 reviews)
"Everything was great. Loved the location too!"
United States
Amy
The price is NZ$2,569
includes taxes & fees
8 Sept - 9 Sept
Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!

11. Luxurious Harbor View "Lilly" Cottage! Walk & Bike To Everything!

Luxurious Harbor View "Lilly" Cottage! Walk & Bike To Everything!
Nantucket Town
9.8 out of 10, Exceptional, (64 reviews)
"Great location!"
United States
Doris O.
The price is NZ$2,334
includes taxes & fees
8 Sept - 9 Sept
Luxurious Harbor View "Lilly" Cottage! Walk & Bike To Everything!

12. Luxurious Harbor View “Cindy” Cottage. Walk & Bike To Everything!

Luxurious Harbor View “Cindy” Cottage. Walk & Bike To Everything!
Nantucket Town
9.8 out of 10, Exceptional, (65 reviews)
"We thoroughly enjoyed our stay. The check in process was seamless. Communication with our host was great and always prompt. Cottage was spotless. Thoughtfully appointed with excellent attention to detail. Location was a convenient walk to restaurants and shops. Also centrally located for bike rides to all of the island. An instantly welcoming feel when we walked in. Would strongly recommend without hesitation and definitely hope to return again!"
United States
Seth R.
The price is NZ$2,334
includes taxes & fees
3 Sept - 4 Sept
Luxurious Harbor View “Cindy” Cottage. Walk & Bike To Everything!

13. Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!

Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!
Nantucket Town
10.0 out of 10, Exceptional, (247 reviews)
"This was a beautiful, well-decorated home. The location was perfect and the entire experience was extremely comfortable. These properties are excellent!"
United States
Toni L.
The price is NZ$2,569
includes taxes & fees
3 Sept - 4 Sept
Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!

14. Three bedrooms Four Blocks to Town and Harbor with parking

Three bedrooms Four Blocks to Town and Harbor with parking
Nantucket Town
9.8 out of 10, Exceptional, (18 reviews)
"Perfect location close to town and beaches had the best time! "
United States
whitney F.
The price is NZ$3,115
includes taxes & fees
16 Sept - 17 Sept
Three bedrooms Four Blocks to Town and Harbor with parking

15. 100 Steps to Main Street. 5 bedrooms and 6.5 baths. New and Completely renovated

100 Steps to Main Street. 5 bedrooms and 6.5 baths. New and Completely renovated
Nantucket Town
10.0 out of 10, Exceptional, (19 reviews)
"Great location close to town. Lots of bedrooms for a big group but we had only 6 adults so we loved the King bedrooms!"
United States
Terri W.
The price is NZ$5,909
includes taxes & fees
1 Sept - 2 Sept
100 Steps to Main Street. 5 bedrooms and 6.5 baths. New and Completely renovated

16. Brand new modern 2 bedroom apartment

Brand new modern 2 bedroom apartment
Nantucket
9.4 out of 10, Exceptional, (38 reviews)
"Clean and nice host the beds didn’t have enough blankets and there weren’t blankets in closets. Also had soap needed in the bathrooms. Great location Bike rentals were next door and a cafe"
United States
Krista
Brand new modern 2 bedroom apartment

17. Beautiful Cottage | Historic Home

Beautiful Cottage | Historic Home
Nantucket Town
Beautiful Cottage | Historic Home

18. Newly renovated house in Brandt Point, right near town and Children's Beach

Newly renovated house in Brandt Point, right near town and Children's Beach
Nantucket Town
9.8 out of 10, Exceptional, (60 reviews)
"Great stay, wonderful host!"
United States
Samantha W.
The price is NZ$2,164
includes taxes & fees
27 Aug - 28 Aug
Newly renovated house in Brandt Point, right near town and Children's Beach

19. Luxurious Harbor View Twin Cottages! Walk & Bike To Everything!

Luxurious Harbor View Twin Cottages! Walk & Bike To Everything!
Nantucket Town
10.0 out of 10, Exceptional, (26 reviews)
"Great accommodations! Stocked with all the essentials and wonderful host!"
United States
kathryn m.
The price is NZ$5,277
includes taxes & fees
8 Sept - 9 Sept
Luxurious Harbor View Twin Cottages! Walk & Bike To Everything!

20. Beachy right near “Children’s” Beach, near town and walking distance from Ferry.

Beachy right near “Children’s” Beach, near town and walking distance from Ferry.
Nantucket Town
10.0 out of 10, Exceptional, (118 reviews)
"Comfortable stay for a family of 4 (2 adults, 2 kids) could fit a third family member if needed. The host was very communicative and responded within the day for most messages if not sooner."
United States
Stanford
The price is NZ$2,356
includes taxes & fees
17 Sept - 18 Sept
Beachy right near “Children’s” Beach, near town and walking distance from Ferry.
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.
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Top Surfside Hotel Reviews

Find out more about Surfside

Everything you need to know about Surfside holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Surfside holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Surfside holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Surfside holiday rentals we have selected for you start as low as NZ$1,065 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 holiday 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 holiday.

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 holiday rental in Surfside?

Yes, there are holiday rentals close to the most popular sights in Surfside, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Surfside has to offer?

Chill beach 3-bedroom getaway on Nobadeer beach: This highly rated holiday home rental in Surfside has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

How many holiday rentals are there in Surfside?

With 10 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find The Old Mill and Nantucket Historical Association.

What’s a holiday rental in Surfside like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Surfside. Holiday rentals feature extras such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a sanitised environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for small groups.