Holiday Rentals in Surfside

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Holiday Rentals in Surfside

Our top choices for Surfside holiday rentals

Harborview Nantucket

4.0 star property
9.6 out of 10, Exceptional, (13)
"We had an excellent stay at harbor view cottages! The property is beautiful and close to everything. it is clear that the owners paid attention to all the little details when furnishing the cottage, which I always appreciate. I will definitely be returning! "
The price is €570
includes taxes & fees
5 Oct - 6 Oct
Harborview Nantucket

Duplex Sunny Condo in residential neighborhood, 5min walk to bike paths!!!

8.8 out of 10, Excellent, (78)
"Had a great time during our weekend trip to Nantucket. Property was in a great area and close to bus stop to get into town easily. Host was very responsive and easy to get a hold of. Only downsides were that the bathroom floors would get soaked during a shower even with the shower curtain and the basement felt slightly humid/moist. No tv in main living area. Other than those minor things would definitely recommend this property as an affordable option to stay in Nantucket "
Duplex Sunny Condo in residential neighborhood, 5min walk to bike paths!!!

LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

10.0 out of 10, Exceptional, (165)
"Beautiful cottage , great location. Would love to stay again "
The price is €672
includes taxes & fees
12 Oct - 13 Oct
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!

10.0 out of 10, Exceptional, (222)
"Absolutely loved staying here. Great location and Theresa was super responsive! The property was well stocked and had everything we needed for a peaceful couple weeks. Our dogs loved being so close to the beach! "
The price is €762
includes taxes & fees
21 Sept - 22 Sept
Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!

Private Modern Bedroom In a Central Location

9.4 out of 10, Exceptional, (27)
"Very nice hosts.Very clean."
Private Modern Bedroom In a Central Location

LUXURIOUS Cottage with Breathtaking Harbor Views

9.8 out of 10, Exceptional, (166)
"We loved this property and all talked about the next time we can book! The location is perfect and the interior is beautiful. Also super comfy beds!"
The price is €884
includes taxes & fees
28 Sept - 29 Sept
LUXURIOUS Cottage with Breathtaking Harbor Views

Rustic, sunny cottage w/ deck & W/D - walk to the beach & town!

8.4 out of 10, Very good, (28)
"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!"
Rustic, sunny cottage w/ deck & W/D - walk to the beach & town!

Renovated Cottage off Main Street- Great Location

10.0 out of 10, Exceptional, (158)
"Super cute place and close to town! Really responsive host. We enjoyed our stay. "
Renovated Cottage off Main Street- Great Location

Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!

10.0 out of 10, Exceptional, (223)
"A lovely property close to town and great beaches for children. Very well appointed and spacious - a great place to spend a week!"
The price is €884
includes taxes & fees
6 Oct - 7 Oct
Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!

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

9.8 out of 10, Exceptional, (152)
"Adorable cottage just a short walk to town and ferry! "
The price is €871
includes taxes & fees
3 Oct - 4 Oct
Luxurious Harbor View “Elizabeth” Cottage! Walk & bike to everything

Love Sand, Madaket on the Beach, Lovely Seaside Home

10.0 out of 10, Exceptional, (52)
"We thoroughly enjoyed our two nights and are sad to leave. The property is iconically Nantucket. Its location - and the views- is spectacular. It is well equipped for a relaxing family or couples vacation. Hope we can make it back. "
The price is €849
includes taxes & fees
21 Sept - 22 Sept
Love Sand, Madaket on the Beach, Lovely Seaside Home

Cozy 4 bedroom cottage in town, with parking

2.0 star property
9.2 out of 10, Wonderful, (19)
"Great stay, would stay again "
Cozy 4 bedroom cottage in town, with parking

A Literary Oasis In The Heart Of Nantucket Town

10.0 out of 10, Exceptional, (79)
"We loved our stay at this property. We appreciated how spacious the apartment was and all of the design elements were thoughtful and beautiful. The best part was the location - right in town. I would not hesitate to stay here again. "
A Literary Oasis In The Heart Of Nantucket Town

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

10.0 out of 10, Exceptional, (280)
"Perfect for a couple!Everything was amazing."
The price is €1,216
includes taxes & fees
17 Sept - 18 Sept
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!

Newly renovated house in Brandt Point, right near town and Children's Beach

9.8 out of 10, Exceptional, (44)
"Awesome stay. Only wish we'd found the secret room sooner!"
The price is €781
includes taxes & fees
13 Oct - 14 Oct
Newly renovated house in Brandt Point, right near town and Children's Beach

L0W TIDE, with Private Pool, Low Tide

10.0 out of 10, Exceptional, (47)
"We enjoyed our stay at the Low Tide. It is as pictured, easy to find and check-in. Host is lovely, good communication. If visiting Nantucket again, we would look to stay here again. Highly recommend."
The price is €771
includes taxes & fees
17 Sept - 18 Sept
L0W TIDE, with Private Pool, Low Tide

Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!

10.0 out of 10, Exceptional, (119)
"Very cute place a short walk to town. House came equipped with everything we needed. "
The price is €686
includes taxes & fees
3 Oct - 4 Oct
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!

New Home with Pool, Bocce court & 2 basement game rooms close to Surfside Beach

10.0 out of 10, Exceptional, (41)
"Beautiful home, great for families! Joao is helpful and communicates with guests well. Fabulous kitchen and outdoor areas. Would love to return!"
New Home with Pool, Bocce court & 2 basement game rooms close to Surfside Beach

Gorgeous 10 min. walk to Downtown. Perfect for families. Large backyard.

10.0 out of 10, Exceptional, (87)
"Great property close to town. Very clean and well equipped. Owner was very communicative and checked in with us appropriately. Would stay again!"
Gorgeous 10 min. walk to Downtown. Perfect for families. Large backyard.

Enjoy Autumn On Nantucket in our Cozy, 1-bedroom condo with WiFi

9.8 out of 10, Exceptional, (7)
Enjoy Autumn On Nantucket in our Cozy, 1-bedroom condo with WiFi
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

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 €570 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?

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 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 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.