Holiday Rentals in Surfside

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Our top choices for Surfside holiday rentals

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, (233 reviews)
"We had a fabulous stay at the harbor cottage! It’s situated close to everything and it’s even more beautiful in person. The cottage is well appointed with everything you need for a your stay. We will be back for sure."
United States
Chris C.
The price is €2,011
includes taxes & fees
31 Mar - 1 Apr
Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!

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 €2,233
includes taxes & fees
30 Mar - 31 Mar
Beautiful 5BR with Pool. 3 Renovated Levels of Luxury. Walk to Town or Beach.

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 €1,272
includes taxes & fees
17 Mar - 18 Mar
Steps to the Beach and Town!

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 €1,283
includes taxes & fees
17 Mar - 18 Mar
Gorgeous home in town 3Bed 3 bath. screened porch- 3 levels of living & parking

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, (126 reviews)
"Great location"
United States
Josephine S.
The price is €565
includes taxes & fees
15 Apr - 16 Apr
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!

The best location Downtown Nantucket Condo minutes from Ferries.

The best location Downtown Nantucket Condo minutes from Ferries.
Nantucket Town
The price is €812
includes taxes & fees
19 Mar - 20 Mar
The best location Downtown Nantucket Condo minutes from Ferries.

Historic Island Home | Heated Pool

Historic Island Home | Heated Pool
Nantucket Town
Historic Island Home | Heated Pool

Nantucket - edge of town

Nantucket - edge of town
Nantucket
9.6 out of 10, Exceptional, (88 reviews)
"Host was very responsive and helpful. Great location. "
United States
Barbara Z.
The price is €490
includes taxes & fees
14 Apr - 15 Apr
Nantucket - edge of town

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 €1,288
includes taxes & fees
17 Mar - 18 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 €1,302
includes taxes & fees
17 Mar - 18 Mar
Cisco Surf Penthouse: Lux 3 Bed 3 Bath, Brand New Construction, right in town!

Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!

Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
Nantucket Town
10.0 out of 10, Exceptional, (291 reviews)
"Great location, cozy"
United States
John P.
The price is €480
includes taxes & fees
31 Mar - 1 Apr
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!

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)
"As described - all was smooth. Great in town location. Good communication, answered questions we had before arrival. Would recommend."
United States
John L.
The price is €358
includes taxes & fees
17 Mar - 18 Mar
3 bedroom 2 1/2 bath house 1 1/2 Blocks From Main Street, one block from harbor.

Charming cottage, close to lower Main Street.

Charming cottage, close to lower Main Street.
Nantucket Town
10.0 out of 10, Exceptional, (125 reviews)
"Host was great and the place was in tiptop shape!!"
United States
Jack W.
The price is €265
includes taxes & fees
24 Mar - 25 Mar
Charming cottage, close to lower Main Street.

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, (178 reviews)
"Beautiful, clean accommodations. In a great neighborhood. Would definitely stay again."
United States
Amy L.
The price is €566
includes taxes & fees
1 Apr - 2 Apr
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

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, (77 reviews)
"Great location, very accommodating hosts. The house was updated, well furnished, and perfect fkr a family."
United States
Daniel H.
The price is €414
includes taxes & fees
17 Mar - 18 Mar
Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St

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, (22 reviews)
"Great place and very convenient to everything in town. Bed was extremely comfortable ."
United States
Rick V.
The price is €309
includes taxes & fees
1 Apr - 2 Apr
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, (50 reviews)
"Great location , very clean easy check in and out "
United States
Kathleen E.
The price is €377
includes taxes & fees
2 Apr - 3 Apr
Newly renovated house in Brandt Point, right near town and Children's Beach

Luxurious Harbor View “Elizabeth” Cottage! Walk & bike to everything

Luxurious Harbor View “Elizabeth” Cottage! Walk & bike to everything
Nantucket Town
9.8 out of 10, Exceptional, (155 reviews)
"Great location - beautifully decorated & clean :)Thank you!! "
United States
Kerryann L.
The price is €594
includes taxes & fees
1 Apr - 2 Apr
Luxurious Harbor View “Elizabeth” Cottage! 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, (112 reviews)
"What a lovely house and in the perfect location. "
United States
Patty K.
The price is €392
includes taxes & fees
17 Mar - 18 Mar
Beachy right near “Children’s” Beach, near town and walking distance from Ferry.

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, (236 reviews)
"Great accommodations and conveniently located. "
United States
Debbie O.
The price is €583
includes taxes & fees
1 Apr - 2 Apr
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, apart-hotels, 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 €265 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 27 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 Miacomet Pond 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.