Surfside Holiday Rentals

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Holiday Rentals in Surfside

Private Modern Bedroom In a Central Location

9.6 out of 10, Exceptional, (23)
"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."
The price is AU$801
includes taxes & fees
4 Aug - 5 Aug
Private Modern Bedroom In a Central Location

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

8.2 out of 10, Very good, (23)
"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!

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! "
Harborview Nantucket

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

10.0 out of 10, Exceptional, (269)
"What a perfect vacation spot. The home was perfect for two and well-appointed. Close to town and dining. Wonderful treasures to find on a walk. Would certainly book for our next trip to Nantucket. "
The price is AU$1,997
includes taxes & fees
10 Aug - 11 Aug
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!

Quiet getaway for two

9.6 out of 10, Exceptional, (67)
"Great place to stay for a couple , quiet , beautiful, clean. Great outdoor space and conveniently located on the island for all our adventures. Highly recommended. "
Quiet getaway for two

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

10.0 out of 10, Exceptional, (157)
"Beautiful cottage , great location. Would love to stay again "
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

Spacious Beach Cottage with Grill, Patio, Outdoor Shower & High-Speed WiFi

8.0 out of 10, Very good, (20)
"We loved our stay and the location. Lots of charm, beach vibes and decor, plenty of space and everything you need. Just bring a hair dryer. We would stay here again."
Spacious Beach Cottage with Grill, Patio, Outdoor Shower & High-Speed WiFi

Cozy 4 bedroom cottage in town, with parking

2.0 star property
9.8 out of 10, Exceptional, (9)
"Great stay, would stay again "
Cozy 4 bedroom cottage in town, with parking

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

9.6 out of 10, Exceptional, (12)
"Our in laws had a wonderful stay in Jais’s place! It was clean and comfortable, had ample parking and was in a great location. Communication was terrific!!! We highly recommend!"
New to VRBO! 2/1 Mid Island Apartment, Sleeps 5

Renovated Cottage off Main Street- Great Location

10.0 out of 10, Exceptional, (153)
"Cute spot and great location!"
Renovated Cottage off Main Street- Great Location

LUXURIOUS NEW Harbor View Home with Hinckley Yacht!

10.0 out of 10, Exceptional, (59)
"The property was perfect. Great location, well Thought out for its guests. Amazing kitchen, hot tub and clean rooms. We had an excellent stay and would highly recommend to others. "
LUXURIOUS NEW Harbor View Home with Hinckley Yacht!

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

10.0 out of 10, Exceptional, (219)
"Great location and perfect for family. "
The price is AU$2,884
includes taxes & fees
12 Aug - 13 Aug
Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!

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

9.8 out of 10, Exceptional, (58)
"Cindy's Cottage was perfect for our weekend stay. We wish we could have stayed longer to enjoy all the comforts of this beautiful home. "
The price is AU$2,918
includes taxes & fees
13 Aug - 14 Aug
Luxurious Harbor View “Cindy” Cottage. Walk & Bike To Everything!

Tranquilty

10.0 out of 10, Exceptional, (37)
"Friendly and accommodating! Perfect place for Our family!"
Tranquilty

Beautifully Renovated Main Street Cottage- Great Location

10.0 out of 10, Exceptional, (116)
"We were thrilled to arrive at our property with everything as pictured but actually more charming in person. It is easily walkable to town and restaurants. Communication with the owner was easy and I can recommend it to anyone who wants to stay on Nantucket. "
Beautifully Renovated Main Street Cottage- Great Location

Nantucket - edge of town

9.8 out of 10, Exceptional, (78)
"The house was adorable - we loved it. "
The price is AU$1,493
includes taxes & fees
28 July - 29 July
Nantucket - edge of town

Newly constructed 3 BR house . Walk to town, harbor and restaurants

10.0 out of 10, Exceptional, (31)
"We greatly enjoyed our stay at this warm and welcoming home. The house was perfectly equipped with everything we needed for our stay and the location was so easy to get to so many great spots on the island. We can’t wait to go back. "
Newly constructed 3 BR house . Walk to town, harbor and restaurants

L0W TIDE, with Private Pool, Low Tide

10.0 out of 10, Exceptional, (40)
"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 AU$5,559
includes taxes & fees
27 July - 28 July
L0W TIDE, with Private Pool, Low Tide

10 min. walk to Downtown. July 5-12 still available. Perfect for families.

10.0 out of 10, Exceptional, (86)
"Great property close to town. Very clean and well equipped. Owner was very communicative and checked in with us appropriately. Would stay again!"
10 min. walk to Downtown. July 5-12 still available. Perfect for families.

Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St

10.0 out of 10, Exceptional, (64)
"We thoroughly enjoyed this little bungalow "
The price is AU$5,771
includes taxes & fees
2 Aug - 3 Aug
Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St
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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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?

Rustic, sunny cottage w/ deck & W/D - walk to the beach & town!: This holiday home rental outside of Surfside offers a patio, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Surfside?

With 26 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 Nantucket Historical Association and Cisco Brewers.

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.