Surfside Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Surfside holiday rentals

Nantucket Private Oasis - 6BR Pet-Friendly Home, Short Drive to Quidnet Beach

Nantucket Private Oasis - 6BR Pet-Friendly Home, Short Drive to Quidnet Beach
Nantucket
10.0 out of 10, Exceptional, (66 reviews)
"Ideal set up for sizable families. Perfect location. Bob and Virginia are wonderful hosts! "
United States
Anne Marie M.
The price is NZ$2,537
includes taxes & fees
4 June - 5 June
Nantucket Private Oasis - 6BR Pet-Friendly Home, Short Drive to Quidnet 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, (24 reviews)
"Such an amazing experience! the room itself was beautiful, clean, spacious…Exactly as pictured, and the owner was super sweet in answering my questions very quickly! Would def recommend, and I will be coming back. "
United States
Abigail
The price is NZ$555
includes taxes & fees
25 May - 26 May
Cozy upper studio- fully equipped & close to town, harbor, shops & restaurants!

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, (51 reviews)
"Great location! Clean and decorated beautifully!"
United States
kathy s.
The price is NZ$1,176
includes taxes & fees
25 May - 26 May
Newly renovated house in Brandt Point, right near town and Children's Beach

Private Modern Bedroom In a Central Location

Private Modern Bedroom In a Central Location
Nantucket Town
9.2 out of 10, Wonderful, (31 reviews)
"Super clean and modern room. Good location. Hosts were very nice and very available. Amazing spot, we would stay again"
United States
Christina R.
The price is NZ$684
includes taxes & fees
4 June - 5 June
Private Modern Bedroom In a Central Location

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, (15 reviews)
"The place was perfect for my husband and I. Great location and nice view. "
United States
Beth W.
Relax on Nantucket in our Cozy, 1-bedroom condo with AMAZING views!

Charming cottage, close to lower Main Street.

Charming cottage, close to lower Main Street.
Nantucket Town
10.0 out of 10, Exceptional, (128 reviews)
"Another great stay at a great location on Nantucket"
United States
Joe F.
The price is NZ$842
includes taxes & fees
25 May - 26 May
Charming cottage, close to lower Main Street.

Brand New modern 2 bedroom 2nd floor apartment

Brand New modern 2 bedroom 2nd floor apartment
Nantucket
9.8 out of 10, Exceptional, (22 reviews)
"Great place, clean and a great location!!"
United States
Brian C.
The price is NZ$1,361
includes taxes & fees
25 May - 26 May
Brand New modern 2 bedroom 2nd floor apartment

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, (122 reviews)
"Wonderful stay. Clean, convenient and great location. "
United States
Nicholas B.
The price is NZ$1,273
includes taxes & fees
26 May - 27 May
3 bedroom 2 1/2 bath house 1 1/2 Blocks From Main Street, one block from harbor.

Nantucket - edge of town

Nantucket - edge of town
Nantucket
9.6 out of 10, Exceptional, (90 reviews)
"Host was very responsive and helpful. Great location. "
United States
Barbara Z.
The price is NZ$1,448
includes taxes & fees
28 May - 29 May
Nantucket - edge of town

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
9.8 out of 10, Exceptional, (18 reviews)
"Nice location near bus stop."
United States
Angela T.
The price is NZ$3,629
includes taxes & fees
2 June - 3 June
Mid island oasis! 3-bedroom, 4 bath in the middle of “second downtown”

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
10.0 out of 10, Exceptional, (4 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$3,613
includes taxes & fees
25 May - 26 May
Mid island oasis with large pool and outdoor entertainment area. Pet friendly!

Luxury Nantucket Estate | Heated Pool & Hot Tub

Luxury Nantucket Estate | Heated Pool & Hot Tub
Nantucket
8.8 out of 10, Excellent, (5 reviews)
Luxury Nantucket Estate | Heated Pool & Hot Tub

Charming new renovated 3 bed/ 1 Bath condo sleeps 6+Walk & Bike to everything

Charming new renovated 3 bed/ 1 Bath condo sleeps 6+Walk & Bike to everything
Nantucket Town
10.0 out of 10, Exceptional, (23 reviews)
"Our stay was very nice! The house is extremely clean, well appointed and has a great outdoor space in the backyard. It’s close to transportation and you can walk to a lot of the stores and to get groceries, etc. Would stay here again for sure!"
United States
Jason C.
The price is NZ$1,668
includes taxes & fees
14 June - 15 June
Charming new renovated 3 bed/ 1 Bath condo sleeps 6+Walk & Bike to everything

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, (113 reviews)
"What a lovely house and in the perfect location. "
United States
Patty K.
The price is NZ$1,288
includes taxes & fees
25 May - 26 May
Beachy right near “Children’s” Beach, near town and walking distance from Ferry.

Beautiful Cottage | Historic Home

Beautiful Cottage | Historic Home
Nantucket Town
The price is NZ$2,520
includes taxes & fees
10 June - 11 June
Beautiful Cottage | Historic Home

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, (10 reviews)
"Perfect location close to town and beaches had the best time! "
United States
whitney F.
The price is NZ$2,883
includes taxes & fees
9 June - 10 June
Three bedrooms Four Blocks to Town and Harbor with parking

Brand new modern 2 bedroom apartment

Brand new modern 2 bedroom apartment
Nantucket
9.6 out of 10, Exceptional, (32 reviews)
"Great roomy condo next to a cute little cafe with great food, what could go wrong……nothing. Thanks for a wonderful stay."
United States
BBC I.
The price is NZ$1,760
includes taxes & fees
25 May - 26 May
Brand new modern 2 bedroom apartment

The best location Downtown Nantucket Condo minutes from Ferries.

The best location Downtown Nantucket Condo minutes from Ferries.
Nantucket Town
10.0 out of 10, Exceptional, (1 review)
"location was excellent, host was outstanding. perfect spot "
United States
Bart G.
The best location Downtown Nantucket Condo minutes from Ferries.

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, (240 reviews)
"This was the perfect place for our 4-night stay in Nantucket! The location was ideal — just about a 10-minute walk to Main Street. The layout worked especially well for two couples, and it was such a nice bonus that they allowed my parents’ dog. The home had everything we needed, and the beds were incredibly comfortable. We would absolutely stay here again!"
United States
Allison
The price is NZ$2,463
includes taxes & fees
18 June - 19 June
Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!

Luxury Nantucket Getaway | Hot Tub

Luxury Nantucket Getaway | Hot Tub
Nantucket
4.0 out of 10, (1 review)
"Hot tub wasn’t working when we got there, the heating system in the house was not working , had to use space heaters the entire time, and unit had a lot of construction all around. Not up to standards for the price"
United States
Michael B.
Luxury Nantucket Getaway | Hot Tub
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.
Save an average of 15% on thousands of hotels when you're signed in

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$555 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?

LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches: This holiday home rental outside of Surfside is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Surfside?

With 26 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.