Treeforts - Vacation Rentals in Surfside

Walk to Old Orchard Pier: Cozy Beachfront Condo! From US $252
         

The Rebekah Inn From US $147
         

9.0 (87 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Perfect Location & Best Prices! 5th house from the Beach From US $208
         

Luxury Places to Stay in Surfside

Over 1568+ Luxury Places to Stay in or Near Surfside
A Shore Thing by Bayley Vacation Rentals From US $2,491
         

10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Family Tides by Bayley Vacation Rentals From US $1,855
         

10.0 (20 Reviews)
House
  • Air Conditioner
  • Parking
  • TV

Top-Rated Vacation Rentals with a Pool in Surfside

Over 265+ Top-Rated Vacation Rentals with a Pool in or Near Surfside
Renting September 2025 to June 1, 2026 From US $120
         

10.0 (15 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pet Friendly
Ocean Park Meadows Unit #4, Beautiful Condo From US $404
         

10.0 (13 Reviews)
Condo
  • Air Conditioner
  • Parking
  • Pool
Oceanfront, 2 Bedroom Condo, 1 Mile From The Pier From US $565
         

Pet-Friendly Vacation Rentals in Surfside

Over 413+ Pet-Friendly Vacation Rentals in or Near Surfside
Little Miss Cottages - 68 East Grand Luxury Condo From US $628
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
Little Miss Cottages From US $507
         

8.4 (83 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Beach House ∆ Prime Location ∆ Steps to the Ocean From US $639
         

10.0 (59 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Quiet Ocean Breeze Cottage From US $406
         

10.0 (21 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
See More Pet-Friendly Vacation Rentals in Surfside on PetFriendly.io

Large Vacation Homes & Villas in Surfside

Over 257+ Large Vacation Homes & Villas in or Near Surfside
Spacious Family Suite Steps to the Beach (444) From US $886
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • View
  • Security/Safety
4 Bdr Vacation Rental - Walk to Beach From US $623
         

9.2 (17 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Blue Doors By The Sea by Bayley Vacation Rentals From US $1,091
         

Great Beach House-75YDS to Beach-Bikes Included From US $975
         

Wheelchair Accessible Vacation Homes in Surfside

Over 114+ Wheelchair Accessible Vacation Homes in or Near Surfside
Adorable 1 bedroom cabin only 50 ft from beach#1 From US $525
         

10.0 (4 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Waves Oceanfront Resort From US $930
         

7.8 (448 Reviews)
Resort
  • Air Conditioner
  • Parking
  • Pool
Black Point Inn From US $366
         

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9.2 (63 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • TV
Condo Room 207 Ocean view next to the pier From US $452
         

Grand Victorian ocean view, Unit 409 From US $545
         

10.0 (1 Review)
Condo
  • Air Conditioner
  • Parking
  • Pool

Surfside Vacation Rentals and Airbnb Places to Stay Under $200

Over 176+ Surfside Vacation Rentals and Airbnb Places to Stay Under $200
13 Mi to Portland Studio on Old Orchard Beach! From US $159
         

Old Orchard Beach Inn From US $177
         

8.2 (1000 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Hidden Gem 1-bedroom apartment in wonderful Old Orchard Beach with WiFi, AC From US $189
         

Cute House -2 Blocks from Beach From US $151
         

8.8 (41 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly

Instantly Bookable Vacation Homes in Surfside

Over 912+ Instantly Bookable Vacation Homes in or Near Surfside
Pine Point Beach - Private, quaint, charming space From US $322
         

10.0 (17 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
3 Bdr Vacation Rental - Walk To The Beach From US $266
         

9.6 (22 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Atlantic Ocean Suites - Sand Castle Suite 7 From US $572
         

About Surfside Vacation Rentals

With more than 1577 Surfside vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Treeforts 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 Treeforts 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 967.33 ft² on average, with prices averaging US $471 a night.

Treeforts 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
Vacation Homes 570
Holiday Apartments 411
Cottages 137
Hotels 87
Cabin Rentals 8
B&B 3
Resorts 2
Villas 2
Others 1

Use these Quick Filters to Find a Vacation Rental in Surfside

Pro Tip: Treeforts makes it easy to compare the best listings on Treeforts homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Treeforts 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 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Surfside Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Surfside?
How many vacation rentals are available in Surfside?

Currently, the total number of properties listed in 2026 is over 1577 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.