Surfside Holiday Rentals

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Holiday Rentals in Surfside

Cottage in Nantucket Town

10.0 out of 10, Exceptional, (288)
"Nice property in a great location."
United States
Devin O.
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!

Condo in Nantucket

8.8 out of 10, Excellent, (81)
"3rd time staying at the rental and we really enjoyed as always! "
United States
Colby Comeau
Duplex Sunny Condo in residential neighborhood, 5min walk to bike paths!!!

Holiday Home in Nantucket

10.0 out of 10, Exceptional, (1)
"Wonderful house, plenty of space, gorgeous peaceful view out back. Very responsive host!"
United States
Leslie B.
The price is AU$3,973
includes taxes & fees
26 Nov - 27 Nov
Beautiful 5BR with Pool. 3 Renovated Levels of Luxury. Walk to Town or Beach.

Cottage in Nantucket Town

10.0 out of 10, Exceptional, (233)
"Everything was perfect, as advertised, and a close walk to everything. "
United States
Dave K.
Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!

Cottage in Nantucket Town

10.0 out of 10, Exceptional, (231)
"Just as lovely in person as it is in photographs. Ideal location to walk into the heart of town and to all of the wharfs. Would happily stay here again. "
United States
Meghan W.
Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!

Holiday Home in Nantucket Town

10.0 out of 10, Exceptional, (123)
"Nice place and host was very responsive. "
United States
J.P. L.
Beautifully Renovated Main Street Cottage- Great Location

Apartment in Nantucket Town

9.2 out of 10, Wonderful, (30)
"Super clean and modern room. Good location. Hosts were very nice and very available. Amazing spot, we would stay again"
United States
Christina R.
Private Modern Bedroom In a Central Location

Cottage in Nantucket Town

9.6 out of 10, Exceptional, (62)
"Great place to stay. Plenty of room for a family to enjoy the island. "
United States
Dan L.
In-town Nantucket Cottage - Abuts Bird Sanctuary

Holiday Home in Nantucket Town

10.0 out of 10, Exceptional, (176)
"We had a wonderful week at the cottage. Very comfortable for two people and a great location to explore the island by bike. Would definitely stay again!"
United States
Joseph M.
The price is AU$791
includes taxes & fees
1 Dec - 2 Dec
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

Holiday Home in Nantucket

10.0 out of 10, Exceptional, (42)
"5 Stars – Wonderful Stay!We had an amazing time at this property! The house was exactly as described—clean, comfortable, and well-equipped with everything we needed for a relaxing getaway. The location was perfect—close to teh beach and downtown but still peaceful and quiet. The host was incredibly responsive and helpful throughout our stay. We would absolutely stay here again and highly recommend it to anyone looking for a great place to stay in the area."
United States
Fred D.
New Home with Pool, Bocce court & 2 basement game rooms close to Surfside Beach

Holiday Home in Nantucket Town

9.8 out of 10, Exceptional, (46)
"Awesome stay. Only wish we'd found the secret room sooner!"
United States
Michael
The price is AU$756
includes taxes & fees
1 Dec - 2 Dec
Newly renovated house in Brandt Point, right near town and Children's Beach

Holiday Home in Nantucket Town

2.0 star property
9.0 out of 10, Wonderful, (21)
"Fantastic house in a great location for our group! Would gladly book again!"
United States
Cameron M.
Cozy 4 bedroom cottage in town, with parking

Cottage in Nantucket Town

4.0 star property
9.6 out of 10, Exceptional, (14)
"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 AU$1,037
includes taxes & fees
26 Nov - 27 Nov
Harborview Nantucket

Holiday Home in Nantucket Town

10.0 out of 10, Exceptional, (32)
"The property was absolutely perfect! Located in walking distance to town, extremely clean and comfortable and luxurious. It is perfect for any larger group. Rich was a great host - he was super responsive and accomodating to us. "
United States
Emma B.
Stunning In-Town Home With Stone Hot Tub - Plunge Pool

Holiday Home in Nantucket Town

10.0 out of 10, Exceptional, (71)
"We had a really wonderful time on Nantucket and Sam and Kerstin s beautiful home was just perfect for exploring the town! Couldn’t ask for a better location and house had everything we needed and more…beds were amazingly comfortable too!"
United States
Tamara D.
The price is AU$1,019
includes taxes & fees
30 Nov - 1 Dec
Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St

Holiday Home in Nantucket

8.6 out of 10, Excellent, (33)
"The property was perfect for our family. It’s in a great location. We rented bikes and enjoyed being able to walk and bike to the beach and market. Thanks for letting us stay!"
United States
Jaime A.
Rustic, sunny cottage w/ deck & W/D - walk to the beach & town!

Holiday Home in Nantucket

10.0 out of 10, Exceptional, (55)
"Great location and overall experience. "
United States
Michael S.
The price is AU$1,339
includes taxes & fees
9 Dec - 10 Dec
Love Sand, Madaket on the Beach, Lovely Seaside Home

Cottage in Nantucket Town

9.8 out of 10, Exceptional, (61)
"This place was very comfortable and cute! Beds were comfortable, bathrooms nice, kitchen was great, and family room area was nice and comfortable!"
United States
Karen T.
Luxurious Harbor View "Lilly" Cottage! Walk & Bike To Everything!

Holiday Home in Nantucket Town

10.0 out of 10, Exceptional, (49)
"Beautiful, comfortable home, well located so it is walking distance from town but convenient to beaches. Would absolutely stay again!"
United States
Terri E.
Beautiful House Minutes from Town, on Bike Path

Holiday Home in Nantucket Town

10.0 out of 10, Exceptional, (88)
"Perfect location close to Nantucket town. The house was clean and Kathleen was very communicative and easy to reach. Loved our stay! "
United States
Erin B.
Gorgeous 10 min. walk to Downtown. Perfect for families. Large backyard.
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, 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 favourite 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 depend 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 AU$756 per night. Entering your travel dates in the search wizard might find you 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. You and your friends and family can relax into your holiday with amenities such as 1 hot tub.

How many holiday rentals are there in Surfside?

With 14 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 Golf Course 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.