Surfside Vacation Rentals

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Check prices for these dates

Tonight
Dec 5 - Dec 6
Tomorrow
Dec 6 - Dec 7
This weekend
Dec 5 - Dec 7
Next weekend
Dec 12 - Dec 14

Vacation Rentals in Surfside

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

Cottage in Nantucket Town

10.0 out of 10, Exceptional, (289)
"Nice property in a great location."
United States
Devin O.
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant!
Property grounds
Private Modern Bedroom In a Central Location

Apartment in Nantucket Town

9.2 out of 10, Wonderful, (30)
"Super clean and modern room. Good location. Hosts were very nice and very available. Amazing spot, we would stay again"
United States
Christina R.
Private Modern Bedroom In a Central Location
Fridge, microwave, oven, stovetop
Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!

Cottage in Nantucket Town

10.0 out of 10, Exceptional, (234)
"Everything was perfect, as advertised, and a close walk to everything. "
United States
Dave K.
Luxurious Harbor View "Millie" Cottage! Walk & bike to everything!
Fridge, microwave, oven, stovetop
Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!

Cottage in Nantucket Town

10.0 out of 10, Exceptional, (231)
"Great location, beautiful property, well appointed, quiet - perfect for our small family getaway"
United States
Kathryn C.
Luxurious Harbor View “Cynthia” cottage. Walk & bike to everything!
Terrace/patio
Beautiful 5BR with Pool. 3 Renovated Levels of Luxury. Walk to Town or Beach.

Vacation Home in Nantucket

10.0 out of 10, Exceptional, (1)
"Wonderful house, plenty of space, gorgeous peaceful view out back. Very responsive host!"
United States
Leslie B.
The price is ￥232,620
￥395,645 total
includes taxes & fees
Dec 21 - Dec 22
Beautiful 5BR with Pool. 3 Renovated Levels of Luxury. Walk to Town or Beach.
Property grounds
In-town Nantucket Cottage - Abuts Bird Sanctuary

Cottage in Nantucket Town

9.6 out of 10, Exceptional, (62)
"Great place to stay. Plenty of room for a family to enjoy the island. "
United States
Dan L.
In-town Nantucket Cottage - Abuts Bird Sanctuary
2 bedrooms, free WiFi, bed sheets
Rustic, sunny cottage w/ deck & W/D - walk to the beach & town!

Vacation Home in Nantucket

8.6 out of 10, Excellent, (33)
"Excellent location. Highly recommend the town tour that’s at 9:30 am "
United States
Adam D.
Rustic, sunny cottage w/ deck & W/D - walk to the beach & town!
Exterior
Beautiful House Minutes from Town, on Bike Path

Vacation Home in Nantucket Town

10.0 out of 10, Exceptional, (50)
"Beautiful, comfortable home, well located so it is walking distance from town but convenient to beaches. Would absolutely stay again!"
United States
Terri E.
Beautiful House Minutes from Town, on Bike Path
Outdoor dining
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches

Vacation Home in Nantucket Town

10.0 out of 10, Exceptional, (177)
"Very good acommodation and excellent location."
United States
Carlos D.
LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches
Smart TV, fireplace
Newly renovated house in Brandt Point, right near town and Children's Beach

Vacation Home in Nantucket Town

9.8 out of 10, Exceptional, (46)
"Awesome stay. Only wish we'd found the secret room sooner!"
United States
Michael
The price is ￥26,372
￥76,243 total
includes taxes & fees
Dec 15 - Dec 16
Newly renovated house in Brandt Point, right near town and Children's Beach
Dining
Beautifully Renovated Main Street Cottage- Great Location

Vacation Home in Nantucket Town

10.0 out of 10, Exceptional, (124)
"Nice place and host was very responsive. "
United States
J.P. L.
Beautifully Renovated Main Street Cottage- Great Location
Exterior
Duplex Sunny Condo in residential neighborhood, 5min walk to bike paths!!!

Condo in Nantucket

8.8 out of 10, Excellent, (81)
"Lovely, spacious place would highly recommend! Loved the outdoor seating area and outdoor shower. Very easy check in process. "
United States
NICOLE S.
Duplex Sunny Condo in residential neighborhood, 5min walk to bike paths!!!
Beach nearby, sun loungers, beach towels
Luxurious Harbor View “Elizabeth” Cottage! Walk & bike to everything

Cottage in Nantucket Town

9.8 out of 10, Exceptional, (153)
"The property was fantastic and perfect for our family vacation. Theresa was very responsive and ensured that we had everything we’d want for our stay in advance of our arriving. Additionally, the proximity to town was a major benefit, and we’d absolutely stay here again on our next trip to Nantucket. "
United States
Christopher C.
Luxurious Harbor View “Elizabeth” Cottage! Walk & bike to everything
Outdoor pool, a heated pool
New Home with Pool, Bocce court & 2 basement game rooms close to Surfside Beach

Vacation Home in Nantucket

10.0 out of 10, Exceptional, (42)
"5 Stars – Wonderful Stay!We had an amazing time at this property! The house was exactly as described—clean, comfortable, and well-equipped with everything we needed for a relaxing getaway. The location was perfect—close to teh beach and downtown but still peaceful and quiet. The host was incredibly responsive and helpful throughout our stay. We would absolutely stay here again and highly recommend it to anyone looking for a great place to stay in the area."
United States
Fred D.
New Home with Pool, Bocce court & 2 basement game rooms close to Surfside Beach
Exterior
Renovated Cottage off Main Street- Great Location

Cottage in Nantucket Town

10.0 out of 10, Exceptional, (164)
"Peter was an amazing host, super responsive and his home is wonderful terrific location!"
United States
Sara T.
Renovated Cottage off Main Street- Great Location
3 bedrooms, desk, iron/ironing board, WiFi
Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St

Vacation Home in Nantucket Town

10.0 out of 10, Exceptional, (71)
"We had a really wonderful time on Nantucket and Sam and Kerstin s beautiful home was just perfect for exploring the town! Couldn’t ask for a better location and house had everything we needed and more…beds were amazingly comfortable too!"
United States
Tamara D.
Swedish Blue and Yellow house new 2021! Just over a block to harbor and Main St
Exterior
Love Sand, Madaket on the Beach, Lovely Seaside Home

Vacation Home in Nantucket

10.0 out of 10, Exceptional, (55)
"Great location and overall experience. "
United States
Michael S.
The price is ￥22,874
￥120,342 total
includes taxes & fees
Dec 7 - Dec 8
Love Sand, Madaket on the Beach, Lovely Seaside Home
Marina
Luxurious Harbor View "Lilly" Cottage! Walk & Bike To Everything!

Cottage in Nantucket Town

9.8 out of 10, Exceptional, (61)
"This place was very comfortable and cute! Beds were comfortable, bathrooms nice, kitchen was great, and family room area was nice and comfortable!"
United States
Karen T.
Luxurious Harbor View "Lilly" Cottage! Walk & Bike To Everything!
Marina
Gorgeous 10 min. walk to Downtown. Perfect for families. Large backyard.

Vacation Home in Nantucket Town

10.0 out of 10, Exceptional, (88)
"Perfect location close to Nantucket town. The house was clean and Kathleen was very communicative and easy to reach. Loved our stay! "
United States
Erin B.
Gorgeous 10 min. walk to Downtown. Perfect for families. Large backyard.
Beach nearby, sun loungers, beach towels
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!

Cottage in Nantucket Town

10.0 out of 10, Exceptional, (126)
"Very cute place a short walk to town. House came equipped with everything we needed. "
United States
Suzanne S.
Luxurious Harbor View "Lizzie" Cottage! Walk & bike to everything!
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

21 Broad Hotel

21 Broad Hotel

10/10 Excellent
"We moved this hotel!!"
Tonya 3-night trip
Posted 3 days ago
21 Broad Hotel

Find out more about Surfside

Search for holiday rentals in Surfside on Expedia! You can easily find your home rentals, villas, holiday apartments in Surfside using one of the methods below:

  • View our selection of featured holiday rentals in Surfside
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Look no further and take a look at our great range of rental properties in Surfside!

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?

Beautifully Renovated Main Street Cottage- Great Location: Visitors like this Surfside vacation home rental. It is located in the city center and has a furnished patio, a barbecue grill, and air-conditioning to put you at ease 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.

How many vacation rentals are there in Surfside?

With 18 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 Francis Street Beach 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.