Surfside Holiday Rentals

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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Surfside holiday rentals

View from property

Harborview Nantucket

Harborview Nantucket
4.0 star property
Nantucket Town
9.6 out of 10, Exceptional, (15 reviews)
"Amazing stay!!! We stayed in the Hermit Crab and it was perfect for me and my wife. Plenty big enough with a nice size shower. We will definitely be back!"
United States
Sean
The price is HK$4,699
HK$5,249 total
includes taxes & fees
16 Apr - 17 Apr
Harborview Nantucket
Marina

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 HK$12,316
HK$17,965 total
includes taxes & fees
31 Mar - 1 Apr
Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!
Living area

1 Bedroom, 1 bathroom

1 Bedroom, 1 bathroom
Nantucket Town
The price is HK$4,699
HK$7,360 total
includes taxes & fees
16 Apr - 17 Apr
1 Bedroom, 1 bathroom
Beach nearby, sun-loungers, beach towels

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 HK$2,363
HK$5,020 total
includes taxes & fees
15 Apr - 16 Apr
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!
Beach nearby, sun-loungers, beach towels

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)
"Very nice and welcoming home, close to everything. Lovely furnishings. "
United States
Maggie Jo B.
The price is HK$12,316
HK$17,712 total
includes taxes & fees
31 Mar - 1 Apr
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Property grounds

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 HK$5,874
HK$11,496 total
includes taxes & fees
30 Mar - 31 Mar
Gorgeous home in town 3Bed 3 bath. screened porch- 3 levels of living & parking
TV

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 price is HK$5,130
HK$7,311 total
includes taxes & fees
30 Mar - 31 Mar
The best location Downtown Nantucket Condo minutes from Ferries.
Terrace/patio

Beautiful Cottage | Historic Home

Beautiful Cottage | Historic Home
Nantucket Town
The price is HK$3,297
HK$7,961 total
includes taxes & fees
19 Apr - 20 Apr
Beautiful Cottage | Historic Home
Fridge, microwave, oven, stovetop

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 HK$6,148
HK$11,846 total
includes taxes & fees
6 Apr - 7 Apr
Steps to the Beach and Town!
Smart TV, fireplace, stereo, offices

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, (78 reviews)
"Great location, very accommodating hosts. The house was updated, well furnished, and perfect fkr a family."
United States
Daniel H.
The price is HK$2,976
HK$6,002 total
includes taxes & fees
1 Apr - 2 Apr
Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St
Exterior

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 HK$1,856
HK$4,296 total
includes taxes & fees
5 Apr - 6 Apr
Nantucket - edge of town
Living area

2 bedroom, 2.5 bathroom

2 bedroom, 2.5 bathroom
Nantucket Town
The price is HK$12,532
HK$17,804 total
includes taxes & fees
16 Apr - 17 Apr
2 bedroom, 2.5 bathroom
Marina

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 HK$1,498
HK$3,904 total
includes taxes & fees
31 Mar - 1 Apr
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
Property grounds

1 Bedroom, 1 bathroom

1 Bedroom, 1 bathroom
Nantucket Town
The price is HK$6,266
HK$9,291 total
includes taxes & fees
16 Apr - 17 Apr
1 Bedroom, 1 bathroom
Room

1 Bedroom with loft, 1 bathroom

1 Bedroom with loft, 1 bathroom
Nantucket Town
The price is HK$5,483
HK$8,358 total
includes taxes & fees
16 Apr - 17 Apr
1 Bedroom with loft, 1 bathroom
Fridge, microwave, oven, stovetop

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 HK$11,748
HK$19,903 total
includes taxes & fees
30 Mar - 31 Mar
Beautiful 5BR with Pool. 3 Renovated Levels of Luxury. Walk to Town or Beach.
Marina

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 HK$4,504
HK$11,242 total
includes taxes & fees
30 Mar - 31 Mar
Cisco Surf Suite: Brand New 3 bed 2 bath Condo, Ideally located IN town!
Property grounds

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 HK$4,504
HK$11,233 total
includes taxes & fees
30 Mar - 31 Mar
Cisco Surf Penthouse: Lux 3 Bed 3 Bath, Brand New Construction, right in town!
TV, fireplace, stereo

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)
"We loved it. Great setup for separation between parents and teens."
United States
Lauren M.
The price is HK$1,645
HK$4,261 total
includes taxes & fees
3 Apr - 4 Apr
Beachy right near “Children’s” Beach, near town and walking distance from Ferry.
Interior

2 bedroom, 2 bathroom

2 bedroom, 2 bathroom
Nantucket Town
The price is HK$8,616
HK$12,356 total
includes taxes & fees
16 Apr - 17 Apr
2 bedroom, 2 bathroom
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

Greydon House

Greydon House

10/10 Excellent
"The staff was excellent, room and bathroom were very clean. Location is perfect for shopping, bars and restaurants. Onsite restaurant Via Mare was excellent. Evan our management person was superb helping me with future reservation. Can't wait to see the new addition! "
Frederick 3-night trip
Posted 7 days ago
Greydon House

Find out more about Surfside

Search for holiday rentals in Surfside on Expedia! You can easily find your home rentals, villas, holiday apartments in Surfside using one of the methods below:

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Look no further and take a look at our great range of rental properties in Surfside!

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.