Surfside Vacation Rentals

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Check prices for these dates

In two weeks
May 15 - May 17
In two months
Jun 26 - Jun 28
In three months
Jul 24 - Jul 26
In four months
Aug 21 - Aug 23

Our top choices for Surfside vacation rentals

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 ￥31,398
￥80,825 total
includes taxes & fees
Apr 29 - Apr 30
Nantucket - edge of town
Interior

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 ￥18,647
￥68,541 total
includes taxes & fees
Apr 29 - Apr 30
Newly renovated house in Brandt Point, right near town and Children's Beach
Property grounds

Charming cottage, close to lower Main Street.

Charming cottage, close to lower Main Street.
Nantucket Town
10.0 out of 10, Exceptional, (127 reviews)
"Great setup, easy to find, off street parking and all the amenities I needed for a trip to the island "
United States
Michael L.
The price is ￥17,851
￥53,409 total
includes taxes & fees
Apr 29 - Apr 30
Charming cottage, close to lower Main Street.
Exterior

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 ￥20,401
￥70,856 total
includes taxes & fees
Apr 30 - May 1
3 bedroom 2 1/2 bath house 1 1/2 Blocks From Main Street, one block from harbor.
Interior

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 ￥30,282
￥83,494 total
includes taxes & fees
Apr 29 - Apr 30
Beachy right near “Children’s” Beach, near town and walking distance from Ferry.
Room

1 Bedroom with loft, 1 bathroom

1 Bedroom with loft, 1 bathroom
Nantucket Town
The price is ￥111,566
￥170,068 total
includes taxes & fees
Apr 29 - Apr 30
1 Bedroom with loft, 1 bathroom
View from property

Harborview Nantucket

Harborview Nantucket
4.0 star property
Nantucket Town
9.8 out of 10, Exceptional, (16 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 ￥95,628
￥106,816 total
includes taxes & fees
Apr 29 - Apr 30
Harborview Nantucket
Property grounds

1 Bedroom, 1 bathroom

1 Bedroom, 1 bathroom
Nantucket Town
The price is ￥127,504
￥190,363 total
includes taxes & fees
Apr 29 - Apr 30
1 Bedroom, 1 bathroom
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)
"Such a well furnished, clean, and conveniently located place! We would absolutely return to this spot again! "
United States
Erica S.
The price is ￥74,510
￥135,747 total
includes taxes & fees
May 1 - May 2
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
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 ￥104,394
￥148,775 total
includes taxes & fees
Apr 29 - Apr 30
The best location Downtown Nantucket Condo minutes from Ferries.
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 ￥119,535
￥233,928 total
includes taxes & fees
Apr 29 - Apr 30
Gorgeous home in town 3Bed 3 bath. screened porch- 3 levels of living & parking
Living area

2 bedroom, 2 bathroom

2 bedroom, 2 bathroom
Nantucket Town
The price is ￥175,318
￥250,893 total
includes taxes & fees
Apr 29 - Apr 30
2 bedroom, 2 bathroom
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 ￥116,571
￥229,905 total
includes taxes & fees
Apr 29 - Apr 30
Steps to the Beach and Town!
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 ￥102,800
￥243,008 total
includes taxes & fees
Apr 30 - May 1
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 ￥102,800
￥242,653 total
includes taxes & fees
Apr 30 - May 1
Cisco Surf Penthouse: Lux 3 Bed 3 Bath, Brand New Construction, right in town!
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 ￥239,070
￥405,013 total
includes taxes & fees
Apr 29 - Apr 30
Beautiful 5BR with Pool. 3 Renovated Levels of Luxury. Walk to Town or Beach.
Dining

2 bedroom, 2.5 bathroom

2 bedroom, 2.5 bathroom
Nantucket Town
The price is ￥175,318
￥250,893 total
includes taxes & fees
Apr 29 - Apr 30
2 bedroom, 2.5 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

The Beachside

The Beachside

10/10 Excellent
"Awesome place, close to downtown, but far enough for peace & quiet. Having the bikes as an amenity was huge as well - lobby and bar were lovely to get a drink in before going out! Highly recommend this property!"
Jarett 1-night trip
Posted 4 hours ago
The Beachside

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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Frequently asked questions

Can I find a vacation rental in Surfside?

Yes, we offer vacation rentals close to well known local attractions in Surfside, or you can select a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation rentals that Surfside has to offer?

Nantucket - edge of town: Visitors like this Surfside vacation home rental. It offers a fireplace, a furnished patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Surfside?

With 26 Expedia vacation rentals, you're sure 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 larger area, you’ll find Miacomet Golf Course and Nantucket Historical Association.

What’s a vacation rental in Surfside like?

Vacation rentals are private properties you can stay in for several days or longer in Surfside. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.