Surfside Holiday Rentals

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Our top choices for Surfside holiday rentals

Save now for Stroll and winter! Charming cottage, close to lower Main Street.

Save now for Stroll and winter! Charming cottage, close to lower Main Street.
Nantucket Town
10.0 out of 10, Exceptional, (124 reviews)
"Terrific cottage filled with great light and decorated with quaint Nantucket Charm!Comfortable sleigh bed with a large TV in the room, with an attached spacious bathroom with washer and dryer!Ideal location in town and a spacious parking spot! "
United States
kristin v.
The price is NZ$508
includes taxes & fees
8 Mar - 9 Mar
Save now for Stroll and winter! Charming cottage, close to lower Main Street.

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, (75 reviews)
"Great location, very accommodating hosts. The house was updated, well furnished, and perfect fkr a family."
United States
Daniel H.
The price is NZ$721
includes taxes & fees
17 Feb - 18 Feb
Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St

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, (47 reviews)
"Great location , very clean easy check in and out "
United States
Kathleen E.
The price is NZ$694
includes taxes & fees
18 Feb - 19 Feb
Newly renovated house in Brandt Point, right near town and Children's Beach

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, (21 reviews)
"Great place and very convenient to everything in town. Bed was extremely comfortable ."
United States
Rick V.
The price is NZ$436
includes taxes & fees
17 Feb - 18 Feb
Cozy upper studio- fully equipped & close to town, harbor, shops & restaurants!

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, (112 reviews)
"We had a great stay! The home had everything we needed and was in walking distance to everything. We loved it. We would definitely stay again and recommend it to anyone. "
United States
Mary S.
The price is NZ$721
includes taxes & fees
17 Feb - 18 Feb
Beachy right near “Children’s” Beach, near town and walking distance from Ferry.

The best location Downtown Nantucket Condo minutes from Ferries.

The best location Downtown Nantucket Condo minutes from Ferries.
Nantucket Town
The price is NZ$928
includes taxes & fees
17 Feb - 18 Feb
The best location Downtown Nantucket Condo minutes from Ferries.

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, (121 reviews)
"Great location! Great home base to explore Nantucket! The hosts were super responsive and check-in/check out was very easy. "
United States
Charlene R.
The price is NZ$668
includes taxes & fees
17 Feb - 18 Feb
3 bedroom 2 1/2 bath house 1 1/2 Blocks From Main Street, one block from harbor.

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, (6 reviews)
"clean, easy access to downtown"
United States
william t.
The price is NZ$479
includes taxes & fees
15 Mar - 16 Mar
Noddy - Cozy & cute 1st Floor Studio close to town with everything you need.

Gorgeous home in town 3Bed 3 bath. screened porch- 3 levels of living & parking

Gorgeous home in town 3Bed 3 bath. screened porch- 3 levels of living & parking
Nantucket Town
10.0 out of 10, Exceptional, (40 reviews)
"We really enjoyed our stay, beautiful house close to town"
United States
Golie S.
The price is NZ$2,321
includes taxes & fees
17 Feb - 18 Feb
Gorgeous home in town 3Bed 3 bath. screened porch- 3 levels of living & parking

Steps to the Beach and Town!

Steps to the Beach and Town!
Nantucket Town
10.0 out of 10, Exceptional, (15 reviews)
"Great location, great host"
United States
Stefan J.
The price is NZ$2,391
includes taxes & fees
17 Feb - 18 Feb
Steps to the Beach and Town!

Beautiful 5BR with Pool. 3 Renovated Levels of Luxury. Walk to Town or Beach.

Beautiful 5BR with Pool. 3 Renovated Levels of Luxury. Walk to Town or Beach.
Nantucket
10.0 out of 10, Exceptional, (1 review)
"Wonderful house, plenty of space, gorgeous peaceful view out back. Very responsive host!"
United States
Leslie B.
The price is NZ$4,036
includes taxes & fees
17 Feb - 18 Feb
Beautiful 5BR with Pool. 3 Renovated Levels of Luxury. Walk to Town or Beach.

Cisco Surf Suite: Brand New 3 bed 2 bath Condo, Ideally located IN town!

Cisco Surf Suite: Brand New 3 bed 2 bath Condo, Ideally located IN town!
Nantucket Town
10.0 out of 10, Exceptional, (2 reviews)
"We loved our stay at Cisco Surf suites! What a hidden gem! We fortunately found this brand new gorgeous upscale three bedroom unit! Centrally located to everything near the Nantucket harbor, just the right size place for our group of 3 guests, the beds were super comfy, each bathroom was made for guests, I loved the shampoo and conditioner! The host was very communicative, check in was easy! We will definitely be back!"
United States
Suzanne N.
The price is NZ$2,416
includes taxes & fees
1 Mar - 2 Mar
Cisco Surf Suite: Brand New 3 bed 2 bath Condo, Ideally located IN town!

Cisco Surf Penthouse: Lux 3 Bed 3 Bath, Brand New Construction, right in town!

Cisco Surf Penthouse: Lux 3 Bed 3 Bath, Brand New Construction, right in town!
Nantucket Town
10.0 out of 10, Exceptional, (2 reviews)
"No detail has been missed in terms of outfitting this apartment. As everything was brand new, there were a few hiccups, but the property manager was really responsive. Two of the bedrooms were quite small, but it was nevertheless very comfortable. What wasn’t that clear from the description is that this is above the Brotherhood of Thieves tavern, which came with early morning garbage pickup, which was a little annoying. But the flip side is that it was so well located in town, near so many...
United States
Nancy S.
The price is NZ$2,416
includes taxes & fees
1 Mar - 2 Mar
Cisco Surf Penthouse: Lux 3 Bed 3 Bath, Brand New Construction, right in town!

Love Sand, Madaket on the Beach, Lovely Seaside Home

Love Sand, Madaket on the Beach, Lovely Seaside Home
Nantucket
9.8 out of 10, Exceptional, (56 reviews)
"Great location and overall experience. "
United States
Michael S.
The price is NZ$1,231
includes taxes & fees
1 Mar - 2 Mar
Love Sand, Madaket on the Beach, Lovely Seaside Home
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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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$508 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?

Newly renovated house in Brandt Point, right near town and Children's Beach: This holiday home rental outside of Surfside is located in the city centre, and has a fireplace, a patio and a BBQ to put you at ease 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 28 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 Nantucket Historical Association and Cisco Brewers.

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.