A beach with people, umbrellas, and surfboards.

Surfside Vacation Rentals

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Our top choices for Surfside vacation rentals

Chill beach 3-bedroom getaway on Nobadeer beach

Chill beach 3-bedroom getaway on Nobadeer beach
Nantucket
The price is CA $1,117
CA $1,426 total
includes taxes & fees
Jul 19 - Jul 20
Chill beach 3-bedroom getaway on Nobadeer beach

Private Modern Bedroom In a Central Location

Private Modern Bedroom In a Central Location
Nantucket Town
9.0 out of 10, Wonderful, (37 reviews)
"Super clean and modern room. Good location. Hosts were very nice and very available. Amazing spot, we would stay again"
United States
Christina R.
The price is CA $546
CA $814 total
includes taxes & fees
Aug 3 - Aug 4
Private Modern Bedroom In a Central Location

Nantucket - edge of town

Nantucket - edge of town
West of Town
9.8 out of 10, Exceptional, (93 reviews)
"Host was very responsive and helpful. Great location. "
United States
Barbara Z.
The price is CA $771
CA $1,321 total
includes taxes & fees
Jul 26 - Jul 27
Nantucket - edge of town

Brand new modern 2 bedroom apartment

Brand new modern 2 bedroom apartment
Nantucket
9.4 out of 10, Exceptional, (34 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 CA $820
CA $1,399 total
includes taxes & fees
Jul 26 - Jul 27
Brand new modern 2 bedroom apartment

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, (23 reviews)
"Great location and host was very accommodating and helpful!"
United States
Doreen S.
The price is CA $975
CA $1,574 total
includes taxes & fees
Jul 26 - Jul 27
Relax on Nantucket in our Cozy, 1-bedroom condo with AMAZING views!

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 CA $948
CA $1,972 total
includes taxes & fees
Jul 19 - Jul 20
Romantic, Two Blocks to Main Street and Water. Queen bedroom and Two Bathrooms.

Charming cottage, close to lower Main Street.

Charming cottage, close to lower Main Street.
Nantucket Town
10.0 out of 10, Exceptional, (136 reviews)
"Another great stay at a great location on Nantucket"
United States
Joe F.
Charming cottage, close to lower Main Street.

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, (7 reviews)
"clean, easy access to downtown"
United States
william t.
The price is CA $621
CA $1,026 total
includes taxes & fees
Aug 5 - Aug 6
Noddy - Cozy & cute 1st Floor Studio close to town with everything you need.

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 CA $2,253
CA $3,502 total
includes taxes & fees
Jul 22 - Jul 23
Mid island oasis with large pool and outdoor entertainment area. Pet friendly!

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, (55 reviews)
"Great stay, wonderful host!"
United States
Samantha W.
Newly renovated house in Brandt Point, right near town and Children's Beach

Mid island oasis! 3-bedroom, 4 bath in the middle of “second downtown”

Mid island oasis! 3-bedroom, 4 bath in the middle of “second downtown”
Nantucket Town
9.8 out of 10, Exceptional, (20 reviews)
"Nice location near bus stop."
United States
Angela T.
The price is CA $2,345
CA $3,636 total
includes taxes & fees
Aug 9 - Aug 10
Mid island oasis! 3-bedroom, 4 bath in the middle of “second downtown”

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, (15 reviews)
"Perfect location close to town and beaches had the best time! "
United States
whitney F.
The price is CA $1,615
CA $3,001 total
includes taxes & fees
Aug 11 - Aug 12
Three bedrooms Four Blocks to Town and Harbor with parking

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.
3 bedroom 2 1/2 bath house 1 1/2 Blocks From Main Street, one block from harbor.

Private Beach Cottage in Historic Sconset!

Private Beach Cottage in Historic Sconset!
Nantucket
9.8 out of 10, Exceptional, (26 reviews)
"Perfect location for quiet beach stay!"
United States
Jim N.
The price is CA $1,261
CA $1,960 total
includes taxes & fees
Aug 11 - Aug 12
Private Beach Cottage in Historic Sconset!

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

Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
Nantucket Town
10.0 out of 10, Exceptional, (301 reviews)
"Great location, cozy"
United States
John P.
The price is CA $2,235
CA $3,209 total
includes taxes & fees
Aug 1 - Aug 2
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!

Charming 5 BR house 12min walk to town & 5 min. to Francis beach,

Charming 5 BR house 12min walk to town & 5 min. to Francis beach,
Nantucket Town
10.0 out of 10, Exceptional, (46 reviews)
"Host very responsive, great location and well equiped"
United States
George M.
Charming 5 BR house 12min walk to town & 5 min. to Francis beach,

Steps to the Beach and Town!

Steps to the Beach and Town!
Nantucket Town
10.0 out of 10, Exceptional, (15 reviews)
"Great location, great host"
United States
Stefan J.
The price is CA $3,863
CA $5,645 total
includes taxes & fees
Jul 21 - Jul 22
Steps to the Beach and Town!

Beautiful Cottage | Historic Home

Beautiful Cottage | Historic Home
Nantucket Town
The price is CA $3,581
CA $5,233 total
includes taxes & fees
Aug 6 - Aug 7
Beautiful Cottage | Historic Home

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, (82 reviews)
"The host was amazing. The house was beautiful, had all the amenities we needed! Loved staying here and would definitely stay again! "
United States
lainie c.
The price is CA $2,806
CA $4,045 total
includes taxes & fees
Aug 14 - Aug 15
Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St

Ultimate relaxation at the beach and conservation land, completely renovated.

Ultimate relaxation at the beach and conservation land, completely renovated.
Madaket
9.8 out of 10, Exceptional, (10 reviews)
"Wonderful location right by beach, yard for kiddos to play, house very clean and well equipped. Communication from house manager execellent and very helpful."
United States
Emily J.
Ultimate relaxation at the beach and conservation land, completely renovated.
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Surfside. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a vacation rental in Surfside?

Yes, we offer vacation rentals close to well known local attractions in Surfside, or you can select a more remote option if you'd like a relaxing place to stay.

What are some of the best vacation rentals that Surfside has to offer?

Nantucket - edge of town: Visitors like this Surfside vacation home rental. It offers a fireplace, a furnished patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Surfside?

With 10 Expedia vacation rentals, you're sure 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 larger area, you’ll find The Old Mill and Nantucket Historical Association.

What’s a vacation rental in Surfside like?

Vacation rentals are private properties you can stay in for several days or longer in Surfside. Vacation rentals feature amenities such as hot tubs, fire pits, and patios so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of seclusion away from shared hotel elevators and lobbies bustling with people while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.