Holiday Rentals in Surfside

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Holiday Rentals in Surfside

Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
10.0 out of 10, Exceptional, (286)
"Loved this cottage. It was perfect for the two of us plus our puppy. And it was in the perfect location: across the street from the Children's Beach, 4 houses down from the White Elephant and the Brant Point Grill restaurant, and 3 blocks from downtown Nantucket. It was new, spotless, charming and the appliances and accommodations were exemplary. Would definitely stay here again"
United States
Elizabeth M.
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
A Literary Oasis In The Heart Of Nantucket Town
10.0 out of 10, Exceptional, (86)
"Wonderful stay! Just as pictured and even more charming. Location was perfect, and the ability to stash our luggage before and after check in/out was very helpful. Planning to come back next year! "
United States
H D.
A Literary Oasis In The Heart Of Nantucket Town
Cozy 4 bedroom cottage in town, with parking
2.0 star property
9.0 out of 10, Wonderful, (21)
"This house worked well for our group of 6 adults. Walkable to town (approx 20 min) and bus routes. Both bathrooms were on the 1st floor which wasn’t a big deal for us, but wouldn’t work as well for families with kids. Loved the outdoor shower and backyard. Communication with owner was challenging - we couldn’t find the white binder with home instructions, and the owner was very slow to respond (1-2 days). "
United States
Heather N.
Cozy 4 bedroom cottage in town, with parking
LUXURIOUS Cottage with Breathtaking Harbor Views
9.8 out of 10, Exceptional, (171)
"We had a wonderful stay for three nights during Nantucket by Design! "
United States
Shannon Z.
LUXURIOUS Cottage with Breathtaking Harbor Views
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
10.0 out of 10, Exceptional, (176)
"Great place to stay! Walking distance to town and lovely yard to relax in."
United States
Danielle J.
The price is €492
includes taxes & fees
1 Dec - 2 Dec
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Duplex Sunny Condo in residential neighborhood, 5min walk to bike paths!!!
8.8 out of 10, Excellent, (81)
"We loved the Unit, exactly what we needed for 6 people looking for a place to stay for a few days. Very clean and we fit comfortably, for the value it was great!"
United States
Colby C.
Duplex Sunny Condo in residential neighborhood, 5min walk to bike paths!!!
Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!
10.0 out of 10, Exceptional, (232)
"We loved our stay on Nantucket in this wonderful cottage! The cottage is an easy walk from the ferry and town, and you can catch a bus less than a block away. It was very clean and everything was as expected. The beds were very comfortable! "
United States
Maegan A.
The price is €549
includes taxes & fees
1 Dec - 2 Dec
Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!
Gorgeous 10 min. walk to Downtown. Perfect for families. Large backyard.
10.0 out of 10, Exceptional, (88)
"Great location"
United States
Trish F.
Gorgeous 10 min. walk to Downtown. Perfect for families. Large backyard.
Renovated Cottage off Main Street- Great Location
10.0 out of 10, Exceptional, (164)
"Super cute place and close to town! Really responsive host. We enjoyed our stay. "
United States
Taylor N.
Renovated Cottage off Main Street- Great Location
In-town Nantucket Cottage - Abuts Bird Sanctuary
9.6 out of 10, Exceptional, (62)
"We loved this house! Accurate representation on VRBO. We would definitely visit again!"
United States
Katherine D.
In-town Nantucket Cottage - Abuts Bird Sanctuary
Newly renovated house in Brandt Point, right near town and Children's Beach
9.8 out of 10, Exceptional, (46)
"The Snuggery is a perfect location. The house had every thing we needed. Very cozy. "
United States
Jenn W.
The price is €428
includes taxes & fees
3 Nov - 4 Nov
Newly renovated house in Brandt Point, right near town and Children's Beach
Luxurious Harbor View “Elizabeth” Cottage! Walk & bike to everything
9.8 out of 10, Exceptional, (153)
"We have visited Nantucket annually for years and this is a wonderful property. It is easily walkable to town but also has convenient parking if you bring a car. The owner/property manager is responsive and helpful."
United States
Jeffrey E.
The price is €549
includes taxes & fees
1 Dec - 2 Dec
Luxurious Harbor View “Elizabeth” Cottage! Walk & bike to everything
Free 3rd Night!* New house! Walk to bars/restaurants/harbor, Nantucket in Town!
9.4 out of 10, Exceptional, (41)
"This home was fantastic for our large group for a long weekend. A 10 minute walk to downtown, the home was immaculate, very spacious (especially the large U-shape sectional in the living room, the kitchen was completely new, and the driveway was large enough for our two large vehicles. The owner was also great to deal with and provided answers to all of our questions. We hope to come back and stay again next year!!!"
United States
Stephen G.
Free 3rd Night!* New house! Walk to bars/restaurants/harbor, Nantucket in Town!
Rustic, sunny cottage w/ deck & W/D - walk to the beach & town!
8.6 out of 10, Excellent, (33)
"This house was perfect for my weekend in Nantucket. It was clean and centrally located. Will try to book the same one next year!"
United States
Justin H.
Rustic, sunny cottage w/ deck & W/D - walk to the beach & town!
This two-bedroom cottage features one queen bed, two twin beds, and a sofa bed.
9.4 out of 10, Exceptional, (38)
"This property has a wonderful location and is set up just right for comfort and convenience. I would definitely stay here again."
United States
Roy P.
This two-bedroom cottage features one queen bed, two twin beds, and a sofa bed.
Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St
10.0 out of 10, Exceptional, (68)
"Location was perfect, walked to property from the Hy-Line ferry with suitcases in about 5 minutes. House was as described and perfect for the family on the island for Wine Fest. We had a blast and would definitely stay there again."
United States
Nick G.
Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St
Spacious Beach Cottage with Grill, Patio, Outdoor Shower & High-Speed WiFi
8.4 out of 10, Very good, (26)
"Great place to stay, easy access to the bus and the beach"
United States
Gianna L.
Spacious Beach Cottage with Grill, Patio, Outdoor Shower & High-Speed WiFi
Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!
10.0 out of 10, Exceptional, (230)
"A lovely property close to town and great beaches for children. Very well appointed and spacious - a great place to spend a week!"
United States
Brian F.
The price is €549
includes taxes & fees
1 Dec - 2 Dec
Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!
Private Modern Bedroom In a Central Location
9.2 out of 10, Wonderful, (29)
"He property was beautiful. Very private, clean and plenty of space. The hosts are also super friendly. The property is close to a stop on the Miacomet line of The Wave. It’s about 1.5 miles from the middle of town and 2.5 miles from Surfside."
United States
Erik
Private Modern Bedroom In a Central Location
Nantucket - edge of town
9.6 out of 10, Exceptional, (88)
"Very easy, comfortable and accessible to beaches and town!"
United States
Jacqueline D.
The price is €438
includes taxes & fees
1 Dec - 2 Dec
Nantucket - edge of town
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 €428 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?

Cozy 4 bedroom cottage in town, with parking : This holiday home rental outside of Surfside is equipped with a patio, air conditioning and laundry facilities to help you feel comfortable during your stay.

How many holiday rentals are there in Surfside?

With 23 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 The Old Mill 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.