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Holiday Rentals in Surfside

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Our top choices for Surfside holiday rentals

1. Nantucket - edge of town

Nantucket - edge of town
West of Town
9.6 out of 10, Exceptional, (94 reviews)
"nice and quiet a very short drive from downtown. totally peaceful."
United States
Janaina C.
The price is €933
includes taxes & fees
10 Aug - 11 Aug
Nantucket - edge of town

2. Brand new modern 2 bedroom apartment

Brand new modern 2 bedroom apartment
Nantucket
9.4 out of 10, Exceptional, (36 reviews)
"Clean and nice host the beds didn’t have enough blankets and there weren’t blankets in closets. Also had soap needed in the bathrooms. Great location Bike rentals were next door and a cafe"
United States
Krista
The price is €1,001
includes taxes & fees
25 Aug - 26 Aug
Brand new modern 2 bedroom apartment

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, (24 reviews)
"Great sun rise views, Near town"
United States
Urban B.
The price is €1,002
includes taxes & fees
31 Aug - 1 Sept
Relax on Nantucket in our Cozy, 1-bedroom condo with AMAZING views!

4. Luxury Nantucket Estate | Heated Pool & Hot Tub

Luxury Nantucket Estate | Heated Pool & Hot Tub
Nantucket
9.4 out of 10, Exceptional, (8 reviews)
"Excellent"
United States
Griffin M.
The price is €7,676
includes taxes & fees
3 Sept - 4 Sept
Luxury Nantucket Estate | Heated Pool & Hot Tub

5. 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 €1,248
includes taxes & fees
4 Sept - 5 Sept
Romantic, Two Blocks to Main Street and Water. Queen bedroom and Two Bathrooms.

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, (8 reviews)
"clean, easy access to downtown"
United States
william t.
The price is €733
includes taxes & fees
26 Aug - 27 Aug
Noddy - Cozy & cute 1st Floor Studio close to town with everything you need.

7. 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
9.6 out of 10, Exceptional, (5 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 €2,011
includes taxes & fees
2 Sept - 3 Sept
Mid island oasis with large pool and outdoor entertainment area. Pet friendly!

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, (25 reviews)
"It’s was perfect for our family. Very close to everything."
United States
Patrick&Suzi S.
The price is €732
includes taxes & fees
9 Aug - 10 Aug
Cozy upper studio- fully equipped & close to town, harbor, shops & restaurants!

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

Three bedrooms Four Blocks to Town and Harbor with parking
Nantucket Town
10.0 out of 10, Exceptional, (16 reviews)
"Perfect location close to town and beaches had the best time! "
United States
whitney F.
The price is €1,941
includes taxes & fees
2 Sept - 3 Sept
Three bedrooms Four Blocks to Town and Harbor with parking

10. Historic Island Home | Heated Pool

Historic Island Home | Heated Pool
Nantucket Town
The price is €6,914
includes taxes & fees
9 Aug - 10 Aug
Historic Island Home | Heated Pool

11. Charming cottage, close to lower Main Street.

Charming cottage, close to lower Main Street.
Nantucket Town
10.0 out of 10, Exceptional, (137 reviews)
"Another great stay at a great location on Nantucket"
United States
Joe F.
The price is €1,153
includes taxes & fees
26 Aug - 27 Aug
Charming cottage, close to lower Main Street.

12. 100 Steps to Main Street. 5 bedrooms and 6.5 baths. New and Completely renovated

100 Steps to Main Street. 5 bedrooms and 6.5 baths. New and Completely renovated
Nantucket Town
10.0 out of 10, Exceptional, (19 reviews)
"Great location close to town. Lots of bedrooms for a big group but we had only 6 adults so we loved the King bedrooms!"
United States
Terri W.
The price is €3,018
includes taxes & fees
2 Sept - 3 Sept
100 Steps to Main Street. 5 bedrooms and 6.5 baths. New and Completely renovated

13. 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 €1,335
includes taxes & fees
19 Aug - 20 Aug
Luxurious Harbor View "Lilly" Cottage! Walk & Bike To Everything!

14. Luxury Nantucket Getaway | Hot Tub

Luxury Nantucket Getaway | Hot Tub
Nantucket
4.0 out of 10, (1 review)
"Hot tub wasn’t working when we got there, the heating system in the house was not working , had to use space heaters the entire time, and unit had a lot of construction all around. Not up to standards for the price"
United States
Michael B.
The price is €2,233
includes taxes & fees
3 Sept - 4 Sept
Luxury Nantucket Getaway | Hot Tub

15. Luxurious Harbor View “Cindy” Cottage. Walk & Bike To Everything!

Luxurious Harbor View “Cindy” Cottage. Walk & Bike To Everything!
Nantucket Town
9.8 out of 10, Exceptional, (65 reviews)
"We thoroughly enjoyed our stay. The check in process was seamless. Communication with our host was great and always prompt. Cottage was spotless. Thoughtfully appointed with excellent attention to detail. Location was a convenient walk to restaurants and shops. Also centrally located for bike rides to all of the island. An instantly welcoming feel when we walked in. Would strongly recommend without hesitation and definitely hope to return again!"
United States
Seth R.
The price is €1,285
includes taxes & fees
3 Sept - 4 Sept
Luxurious Harbor View “Cindy” Cottage. Walk & Bike To Everything!

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

Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!
Nantucket Town
10.0 out of 10, Exceptional, (246 reviews)
"This was the perfect place for our 4-night stay in Nantucket! The location was ideal — just about a 10-minute walk to Main Street. The layout worked especially well for two couples, and it was such a nice bonus that they allowed my parents’ dog. The home had everything we needed, and the beds were incredibly comfortable. We would absolutely stay here again!"
United States
Allison
The price is €1,398
includes taxes & fees
3 Sept - 4 Sept
Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!

17. 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, (125 reviews)
"Great host, clean place, everything you need… Location is prime walking distance to shopping dining and good libations! "
United States
Cory A.
The price is €1,380
includes taxes & fees
9 Aug - 10 Aug
3 bedroom 2 1/2 bath house 1 1/2 Blocks From Main Street, one block from harbor.

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

Luxurious Harbor “Elizabeth” Cottage! Walk & bike to everything
Nantucket Town
9.8 out of 10, Exceptional, (167 reviews)
"Very well appointed with all the needed resources to fully enjoy our stay. "
United States
John E.
The price is €2,147
includes taxes & fees
16 Aug - 17 Aug
Luxurious Harbor “Elizabeth” Cottage! Walk & bike to everything

19. Brand New modern 2 bedroom 2nd floor apartment

Brand New modern 2 bedroom 2nd floor apartment
Nantucket
9.6 out of 10, Exceptional, (24 reviews)
"Great place, clean and a great location!!"
United States
Brian C.
The price is €913
includes taxes & fees
5 Aug - 6 Aug
Brand New modern 2 bedroom 2nd floor apartment

20. 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, (58 reviews)
"Great stay, wonderful host!"
United States
Samantha W.
The price is €1,481
includes taxes & fees
19 Aug - 20 Aug
Newly renovated house in Brandt Point, right near town and Children's Beach
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 €732 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?

Chill beach 3-bedroom getaway on Nobadeer beach: This highly rated holiday home rental in Surfside has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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.