Lakes Resorts - Vacation Rentals in Surfside

Nantucket Resort Collection From US $516
         

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9.1 (207 Reviews)
Hotel
  • Air Conditioner
  • Pet Friendly
  • TV
Nantucket Inn From US $970
         

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9.2 (731 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
The Nantucket Hotel & Resort From US $1,958
         

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9.0 (6 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Luxury Places to Stay in Surfside

Over 996+ Luxury Places to Stay in or Near Surfside
UNIQUE DIRECT CISCO BEACH ACCESS! 6 Bedroom Beach House From US $7,556
         

10.0 (1 Review)
House
  • Air Conditioner
  • Security/Safety
  • Bedding/Linens
Stunning Surfside 6 bedroom Estate With Pool and Cabana From US $6,554
         

9.8 (7 Reviews)
House
  • Pool
  • Balcony/Terrace
  • Security/Safety
5 bedroom, 7 bathroom From US $5,637
         

New
Hotel
  • Air Conditioner
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  • Balcony/Terrace
Beautifully Renovated in Town Residence - THE BUNGALOW From US $5,173
         

9.8 (17 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Top-Rated Vacation Rentals with a Pool in Surfside

Over 252+ Top-Rated Vacation Rentals with a Pool in or Near Surfside
Luxurious Harbor View “Eliza” Cottage! Next To White Elephant! From US $634
         

LUXURIOUS New Cottage! 5-min. walk to Main St. And Harbor Beaches From US $548
         

LUXURIOUS NEW Harbor View Home with Hinckley Yacht! From US $1,403
         

10.0 (77 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
The Brant From US $1,044
         

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10.0 (70 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • TV

Pet-Friendly Vacation Rentals in Surfside

Over 210+ Pet-Friendly Vacation Rentals in or Near Surfside
The Bungalow From US $934
         

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9.8 (6 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
New In Town Time & Tide Cottage From US $1,072
         

9.8 (41 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Beautifully Renovated Main Street Cottage- Great Location From US $729
         

10.0 (129 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Surfside on PetFriendly.io

Large Vacation Homes & Villas in Surfside

Over 343+ Large Vacation Homes & Villas in or Near Surfside
Recently Remodeled - Walk to Everything! From US $1,148
         

10.0 (77 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
52 Union From US $2,150
         

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10.0 (1 Review)
Villa
  • Air Conditioner
  • Parking
  • View
Nantucket Main Street Charm From US $2,456
         

10.0 (34 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Charming, Brand New Home in Town From US $2,698
         

10.0 (32 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Wheelchair Accessible Vacation Homes in Surfside

Over 10+ Wheelchair Accessible Vacation Homes in or Near Surfside
Nantucket Periwinkle From US $200
         

8.4 (103 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
White Elephant Hotel From US $1,447
         

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9.6 (350 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool
White Elephant Hotel From US $1,628
         

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9.2 (96 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Greydon House From US $255
         

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9.1 (94 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Surfside Vacation Rentals and Airbnb Places to Stay Under $200

Over 7+ Surfside Vacation Rentals and Airbnb Places to Stay Under $200
4-Bedroom House, Mid-Island Nantucket From US $182
         

10.0 (1 Review)
House
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
Brass Lantern Inn From US $175
         

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9.2 (29 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pet Friendly
Languedoc Inn & 3 Hussey St Guest House From US $145
         

The Martin From US $194
         

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8.9 (179 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV
Convenient Mid Island House Nantucket-5 Bedrooms From US $117
         

New
House
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Cliff Lodge From US $138
         

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8.4 (212 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pet Friendly

Instantly Bookable Vacation Homes in Surfside

Over 246+ Instantly Bookable Vacation Homes in or Near Surfside
BEAUTIFUL COTTAGE on ORANGE ST, WALK TO MAIN STREET! From US $793
         

Private Modern Bedroom In a Central Location From US $497
         

9.6 (23 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Charming cottage, close to lower Main Street. From US $1,123
         

10.0 (137 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • TV
BEAUTIFUL BUNGALOW on ORANGE ST, WALK TO TOWN! From US $798
         

SUNNY second floor 2BD, 2BT From US $1,046
         

9.6 (15 Reviews)
Apartment
  • Air Conditioner
  • TV
  • View

About Surfside Vacation Rentals

With more than 3 Surfside vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Lakesresorts and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Surfside.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Lakesresorts Surfside, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Surfside. Places to stay near Surfside are 286.64 ft² on average, with prices averaging US $1,148 a night.

Lakesresorts makes it easy and safe to find and compare vacation rentals in Surfside with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.

Top Rental Accommodation Types in Surfside

Type Count
Hotels 2
Resorts 1

Use these Quick Filters to Find a Vacation Rental in Surfside

Pro Tip: Lakesresorts makes it easy to compare the best listings on Lakesresorts homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Lakesresorts homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Surfside.

Weather in Surfside

View the weather forecast for Surfside before booking your Surfside Vacation Rentals to confirm your best time to go.

December - February
High 45°F       Low 24°F
March - May
High 66°F       Low 27°F
June - August
High 81°F       Low 59°F
September - November
High 77°F       Low 35°F

Surfside Vacation Rental Frequently Asked Questions

How many vacation rentals are available in Surfside?

Currently, the total number of properties listed in 2026 is over 3 in the Surfside area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Surfside.