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Our top choices for Surfside holiday rentals

1. New to VRBO! 2/1 Mid Island Apartment, Sleeps 5

New to VRBO! 2/1 Mid Island Apartment, Sleeps 5
Nantucket Town
9.2 out of 10, Wonderful, (23 reviews)
"Loved our time here! Perfect location and the host was so friendly and communicative during our trip! Would absolutely stay here again! "
United States
Kylie C.
The price is £361
includes taxes & fees
13 Sept - 14 Sept
New to VRBO! 2/1 Mid Island Apartment, Sleeps 5

2. Harborview Nantucket

Harborview Nantucket
4.0 star property
Nantucket Town
9.4 out of 10, Exceptional, (18 reviews)
"Very nice location, easy walk to town. Right next to the bus depot. Excellent rooms , plenty of space. Could do with some instructions for the coffee machine, and what to do with rubbish once the bin is full. Would happily stay again."
United Kingdom
Richard
The price is £520
includes taxes & fees
6 Oct - 7 Oct
Harborview Nantucket

3. Relax on Nantucket in our Cozy, 1-bedroom condo with AMAZING views!

Relax on Nantucket in our Cozy, 1-bedroom condo with AMAZING views!
Nantucket Town
10.0 out of 10, Exceptional, (26 reviews)
"Great spot, great host!"
United States
Jill I.
The price is £515
includes taxes & fees
6 Oct - 7 Oct
Relax on Nantucket in our Cozy, 1-bedroom condo with AMAZING views!

4. Charming cottage, close to lower Main Street.

Charming cottage, close to lower Main Street.
Nantucket Town
10.0 out of 10, Exceptional, (139 reviews)
"Another great stay at a great location on Nantucket"
United States
Joe F.
The price is £513
includes taxes & fees
9 Sept - 10 Sept
Charming cottage, close to lower Main Street.

5. Nantucket - edge of town

Nantucket - edge of town
West of Town
9.6 out of 10, Exceptional, (96 reviews)
"Mary is such a great host and such a sweet person."
United States
Pathfinder Tree S.
The price is £622
includes taxes & fees
13 Sept - 14 Sept
Nantucket - edge of town

6. Noddy - Cozy & cute 1st Floor Studio close to town with everything you need.

Noddy - Cozy & cute 1st Floor Studio close to town with everything you need.
Nantucket Town
10.0 out of 10, Exceptional, (12 reviews)
"clean, easy access to downtown"
United States
william t.
The price is £431
includes taxes & fees
14 Sept - 15 Sept
Noddy - Cozy & cute 1st Floor Studio close to town with everything you need.

7. Romantic, Two Blocks to Main Street and Water. Queen bedroom and Two Bathrooms.

Romantic, Two Blocks to Main Street and Water. Queen bedroom and Two Bathrooms.
Nantucket Town
10.0 out of 10, Exceptional, (2 reviews)
"Could not be happier with the place and location. The apartment was adorable, clean, as advertised. No complaints at all. Would definitely stay again! "
United States
Keira O.
The price is £833
includes taxes & fees
15 Sept - 16 Sept
Romantic, Two Blocks to Main Street and Water. Queen bedroom and Two Bathrooms.

8. Cozy upper studio- fully equipped & close to town, harbor, shops & restaurants!

Cozy upper studio- fully equipped & close to town, harbor, shops & restaurants!
Nantucket Town
9.8 out of 10, Exceptional, (28 reviews)
"It’s was perfect for our family. Very close to everything."
United States
Patrick&Suzi S.
The price is £521
includes taxes & fees
23 Sept - 24 Sept
Cozy upper studio- fully equipped & close to town, harbor, shops & restaurants!

9. 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, (130 reviews)
"Great little spot. Looking forward to coming back!"
United States
Anonymous traveller
The price is £745
includes taxes & fees
21 Sept - 22 Sept
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!

10. 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, (127 reviews)
"House is adorable and so comfortable. Location could not be better. We loved our stay."
United States
Julie
The price is £679
includes taxes & fees
21 Sept - 22 Sept
3 bedroom 2 1/2 bath house 1 1/2 Blocks From Main Street, one block from harbor.

11. Historic Island Home | Heated Pool

Historic Island Home | Heated Pool
Nantucket Town
Historic Island Home | Heated Pool

12. Luxurious Nantucket Getaway | Heated Pool

Luxurious Nantucket Getaway | Heated Pool
Nantucket
10.0 out of 10, Exceptional, (2 reviews)
"We had a great stay at a great property, celebrating a 49th birthday with a large group of friends. The host was super responsive to asks, and it was a memorable, hassle free stay. Location also has great proximity to stores, downtown and the airport, so we were never left spending too much time traveling around the island."
United States
Salem S.
The price is £2,518
includes taxes & fees
13 Sept - 14 Sept
Luxurious Nantucket Getaway | Heated Pool

13. Mid island oasis with large pool and outdoor entertainment area. Pet friendly!

Mid island oasis with large pool and outdoor entertainment area. Pet friendly!
Nantucket Town
9.8 out of 10, Exceptional, (7 reviews)
"Fantastic house, nice easy walk to restaurants and shopping. The pool was perfect for warm summer days, and there was plenty of room for our group throughout the house."
United States
Chris M.
The price is £1,437
includes taxes & fees
7 Oct - 8 Oct
Mid island oasis with large pool and outdoor entertainment area. Pet friendly!

14. Ultimate relaxation spot with steam room, close to the beach. Family-friendly

Ultimate relaxation spot with steam room, close to the beach. Family-friendly
Madequecham
10.0 out of 10, Exceptional, (5 reviews)
"Alesias place is located in a quieter area of Nantucket which works well for us. Her communication was very good and her home is well kept and clean. We enjoyed the pool and hot tub area as well. If you’re looking for a quiet getaway go here."
United States
Darlene P.
The price is £687
includes taxes & fees
11 Sept - 12 Sept
Ultimate relaxation spot with steam room, close to the beach. Family-friendly

15. 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, (119 reviews)
"Comfortable stay for a family of 4 (2 adults, 2 kids) could fit a third family member if needed. The host was very communicative and responded within the day for most messages if not sooner."
United States
Stanford
The price is £632
includes taxes & fees
15 Sept - 16 Sept
Beachy right near “Children’s” Beach, near town and walking distance from Ferry.

16. Historic 2BR Nantucket Cottage | Walk to Downtown

Historic 2BR Nantucket Cottage | Walk to Downtown
Nantucket Town
8.0 out of 10, Very good, (3 reviews)
"Great location and comfortable for a family of 4."
United States
Christy C.
Historic 2BR Nantucket Cottage | Walk to Downtown

17. Three bedrooms Four Blocks to Town and Harbor with parking

Three bedrooms Four Blocks to Town and Harbor with parking
Nantucket Town
9.8 out of 10, Exceptional, (18 reviews)
"Perfect location close to town and beaches had the best time! "
United States
whitney F.
The price is £1,307
includes taxes & fees
7 Oct - 8 Oct
Three bedrooms Four Blocks to Town and Harbor with parking

18. 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, (83 reviews)
"Convenient location, sweet property, well cared for."
United States
Barbara W.
The price is £1,110
includes taxes & fees
21 Sept - 22 Sept
Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St

19. Luxurious Harbor View "Lilly" Cottage! Walk & Bike To Everything!

Luxurious Harbor View "Lilly" Cottage! Walk & Bike To Everything!
Nantucket Town
9.8 out of 10, Exceptional, (64 reviews)
"Great location!"
United States
Doris O.
The price is £1,090
includes taxes & fees
23 Sept - 24 Sept
Luxurious Harbor View "Lilly" Cottage! Walk & Bike To Everything!

20. 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, (194 reviews)
"This house is so charming and was perfect for our girls trip to Nantucket!! Close to town/walk to restaurants, loved it!"
United States
Elizabeth S.
The price is £1,090
includes taxes & fees
13 Sept - 14 Sept
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
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 £361 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.

How many holiday rentals are there in Surfside?

With 10 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.