A beach with people, umbrellas, and surfboards.

Surfside Holiday Rentals

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Our top choices for Surfside holiday rentals

1. 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, (33 reviews)
"It’s was perfect for our family. Very close to everything."
United States
Patrick&Suzi S.
The price is NZ$840
includes taxes & fees
8 Nov - 9 Nov
Cozy upper studio- fully equipped & close to town, harbor, shops & restaurants!

2. 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, (13 reviews)
"So cute!! Right in town & the host was very responsive & accommodating"
United States
Taylor K.
The price is NZ$710
includes taxes & fees
13 Oct - 14 Oct
Noddy - Cozy & cute 1st Floor Studio close to town with everything you need.

3. Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!

Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!
Nantucket Town
10.0 out of 10, Exceptional, (132 reviews)
"Great little spot. Looking forward to coming back!"
United States
Anonymous traveller
The price is NZ$1,077
includes taxes & fees
2 Nov - 3 Nov
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!

4. Harborview Nantucket

Harborview Nantucket
4.0 star property
Nantucket Town
9.4 out of 10, Exceptional, (19 reviews)
"Everything was even better than we'd hoped. The cottage was absolutely beautiful and extremely clean, and we couldn't have been in a better location! The view of the harbor, proximity to shopping and dining, and ease of check-in/out made for the perfect vacation. The bed was super comfy and the kitchen was outfitted with everything you could need. I highly recommend this beautiful property for your stay on Nantucket!"
United States
Kim
The price is NZ$1,253
includes taxes & fees
13 Oct - 14 Oct
Harborview Nantucket

5. Nantucket - edge of town

Nantucket - edge of town
West of Town
9.6 out of 10, Exceptional, (99 reviews)
"Mary is such a great host and such a sweet person."
United States
Pathfinder Tree S.
The price is NZ$1,222
includes taxes & fees
13 Oct - 14 Oct
Nantucket - edge of town

6. Beautiful Cottage, Historic Home

Beautiful Cottage, Historic Home
Nantucket Town
10.0 out of 10, Exceptional, (2 reviews)
"Lovely little place! Good location. Would stay again!"
United States
Lauren N.
Beautiful Cottage, Historic Home

7. Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St

Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St
Nantucket Town
10.0 out of 10, Exceptional, (85 reviews)
"Convenient location, sweet property, well cared for."
United States
Barbara W.
The price is NZ$2,147
includes taxes & fees
26 Oct - 27 Oct
Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St

8. LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Nantucket Town
10.0 out of 10, Exceptional, (198 reviews)
"Listing as described with easy walking to town. Would definitely stay again!"
United States
Taylor M.
The price is NZ$1,548
includes taxes & fees
29 Oct - 30 Oct
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

9. Mid island oasis! 3-bedroom, 4 bath in the middle of “second downtown”

Mid island oasis! 3-bedroom, 4 bath in the middle of “second downtown”
Nantucket Town
9.4 out of 10, Exceptional, (27 reviews)
"Home is wonderful, well maintained and had all that we needed. Host was very responsive to the few questions we had and it is in a great location for getting around the island. "
United States
steven c.
The price is NZ$2,760
includes taxes & fees
13 Oct - 14 Oct
Mid island oasis! 3-bedroom, 4 bath in the middle of “second downtown”

10. 3 bedroom 2 1/2 bath house 1 1/2 Blocks From Main Street, one block from harbor.

3 bedroom 2 1/2 bath house 1 1/2 Blocks From Main Street, one block from harbor.
Nantucket Town
10.0 out of 10, Exceptional, (128 reviews)
"House is adorable and so comfortable. Location could not be better. We loved our stay."
United States
Julie
The price is NZ$1,345
includes taxes & fees
13 Oct - 14 Oct
3 bedroom 2 1/2 bath house 1 1/2 Blocks From Main Street, one block from harbor.

11. Charming cottage, close to lower Main Street.

Charming cottage, close to lower Main Street.
Nantucket Town
10.0 out of 10, Exceptional, (142 reviews)
"Another great stay at a great location on Nantucket"
United States
Joe F.
The price is NZ$1,194
includes taxes & fees
18 Oct - 19 Oct
Charming cottage, close to lower Main Street.

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

Three bedrooms Four Blocks to Town and Harbor with parking
Nantucket Town
10.0 out of 10, Exceptional, (21 reviews)
"Perfect location close to town and beaches had the best time! "
United States
whitney F.
The price is NZ$2,485
includes taxes & fees
2 Nov - 3 Nov
Three bedrooms Four Blocks to Town and Harbor with parking

13. 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, (63 reviews)
"Great location and host ! Thank you !"
United States
Mark
The price is NZ$1,930
includes taxes & fees
18 Oct - 19 Oct
Newly renovated house in Brandt Point, right near town and Children's Beach

14. 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, (119 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$1,775
includes taxes & fees
1 Nov - 2 Nov
Beachy right near “Children’s” Beach, near town and walking distance from Ferry.

15. Steps to the Beach and Town!

Steps to the Beach and Town!
Nantucket Town
9.4 out of 10, Exceptional, (18 reviews)
"Great location, great host"
United States
Stefan J.
The price is NZ$2,929
includes taxes & fees
1 Nov - 2 Nov
Steps to the Beach and Town!

16. Beautifully Renovated in Town Residence - THE BUNGALOW

Beautifully Renovated in Town Residence - THE BUNGALOW
Nantucket Town
9.8 out of 10, Exceptional, (19 reviews)
"Great location and great host"
United States
Frank N.
The price is NZ$2,779
includes taxes & fees
26 Oct - 27 Oct
Beautifully Renovated in Town Residence - THE BUNGALOW

17. 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, (21 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$5,081
includes taxes & fees
18 Oct - 19 Oct
100 Steps to Main Street. 5 bedrooms and 6.5 baths. New and Completely renovated

18. 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, (266 reviews)
"Everything was great. Loved the location too!"
United States
Amy
The price is NZ$1,941
includes taxes & fees
18 Oct - 19 Oct
Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!
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$710 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?

Beautiful House Minutes from Town, on Bike Path : This holiday home rental outside of Surfside offers a patio, a selection of games and a BBQ 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 that you can cook with friends or family.

How many holiday rentals are there in Surfside?

With 11 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.