Naramata Wineries - Vacation Rentals in Surfside

Spacious 5 BR Coastal Retreat - Perfect 4 Groups in Old Orchard Beach From US $470
         

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10.0 (5 Reviews)
House
  • Air Conditioner
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  • Designated Smoking Area
Walk to Old Orchard Pier: Cozy Beachfront Condo! in Old Orchard Beach From US $252
         

Sea Shell in Old Orchard Beach From US $250
         

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10.0 (5 Reviews)
House
  • Air Conditioner
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  • View
'Beachfront 15' Condo on Old Orchard Beach in Old Orchard Beach From US $342
         

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10.0 (3 Reviews)
Apartment
  • Parking
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  • Ocean View
Spacious Family Suite Steps to the Beach (444) in Old Orchard Beach From US $886
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • View
  • Security/Safety
Salty & Sweet 303 in Old Orchard Beach From US $213
         

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10.0 (2 Reviews)
Apartment
  • Air Conditioner
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  • View
The Captain in Old Orchard Beach From US $832
         

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10.0 (1 Review)
House
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  • Security/Safety
Cottage by the Sea #4 by Bayley Vacation Rentals in Old Orchard Beach From US $745
         

Luxury Places to Stay in Surfside

Over 230+ Luxury Places to Stay in or Near Surfside
Family Tides by Bayley Vacation Rentals in Scarborough From US $1,556
         

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New
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The Voyager in Old Orchard Beach From US $1,236
         

9.3 (32 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Top-Rated Vacation Rentals with a Pool in Surfside

Over 46+ Top-Rated Vacation Rentals with a Pool in or Near Surfside
Sea Drift Motel in Old Orchard Beach From US $321
         

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9.3 (124 Reviews)
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Elmwood Motor Court in Old Orchard Beach From US $123
         

9.2 (234 Reviews)
Hotel
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The Beachwood in Old Orchard Beach From US $435
         

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9.2 (217 Reviews)
Hotel
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On the Beach Motel in Old Orchard Beach From US $1,144
         

9.0 (544 Reviews)
Hotel
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  • Pool
Beach Villa in Old Orchard Beach From US $200
         

9.0 (88 Reviews)
Hotel
  • Air Conditioner
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Sun Outdoors Old Orchard Beach Downtown in Old Orchard Beach From US $373
         

9.0 (2 Reviews)
Other
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  • Pet Friendly
The Edgewater in Old Orchard Beach From US $369
         

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8.7 (654 Reviews)
Hotel
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  • Pool
Friendship Oceanfront Suites in Old Orchard Beach From US $356
         

8.7 (549 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Pet-Friendly Vacation Rentals in Surfside

Over 78+ Pet-Friendly Vacation Rentals in or Near Surfside
Little Miss Cottages - 68 East Grand Luxury Condo in Old Orchard Beach From US $628
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
Little Miss Cottages - One Bedroom Cottage - 5 in Old Orchard Beach From US $414
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
Updated 2 BD cottage 10 min walk to Pier & Beach in Old Orchard Beach From US $253
         

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10.0 (1 Review)
House
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  • Pet Friendly
Heart of Old Orchard 2BR Walk to Beach and Pier in Old Orchard Beach From US $342
         

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9.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • View
2BR Retreat in Downtown Old Orchard in Old Orchard Beach From US $324
         

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9.0 (1 Review)
Apartment
  • Air Conditioner
  • Pet Friendly
  • View
1 BD pet friendly, 7 mins to 7 mile beach in Old Orchard Beach From US $228
         

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9.0 (1 Review)
Apartment
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  • Parking
  • Pet Friendly
4 min walk to the beach Large 1BD sleeps 4 Pets in Old Orchard Beach From US $215
         

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9.0 (1 Review)
Apartment
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  • Parking
  • Pet Friendly
Little Miss Cottages - Two Bedroom Cottage in Old Orchard Beach From US $459
         

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8.5 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
See More Pet-Friendly Vacation Rentals in Surfside on PetFriendly.io

Large Vacation Homes & Villas in Surfside

Over 23+ Large Vacation Homes & Villas in or Near Surfside
Beautiful Modern Beach House! in Old Orchard Beach From US $398
         

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9.4 (19 Reviews)
House
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  • View
The Rebekah Inn in Old Orchard Beach From US $248
         

8.9 (76 Reviews)
Bed & Breakfast
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  • View
Sands Townhouses in Old Orchard Beach From US $332
         

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7.9 (70 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Little Miss Cottages - 5 Seaview House in Old Orchard Beach From US $389
         

7.7 (3 Reviews)
House
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  • Pet Friendly
  • View
Sunrise Deck in Old Orchard Beach From US $395
         

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7.6 (7 Reviews)
Apartment
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Seaview Beach House in Old Orchard Beach From US $712
         

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7.0 (2 Reviews)
Villa
  • Air Conditioner
  • Parking
  • Pet Friendly
Blue Doors By The Sea by Bayley Vacation Rentals in Scarborough From US $1,198
         

Wheelchair Accessible Vacation Homes in Surfside

Over 12+ Wheelchair Accessible Vacation Homes in or Near Surfside
Waves Oceanfront Resort in Old Orchard Beach From US $930
         

7.8 (448 Reviews)
Resort
  • Air Conditioner
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  • Pool
The Grand Beach Inn in Old Orchard Beach From US $194
         

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7.2 (1367 Reviews)
Resort
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  • Pet Friendly
Crest Motel in Old Orchard Beach From US $143
         

8.6 (35 Reviews)
Hotel
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  • Pool
Black Point Inn in Scarborough From US $325
         

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8.6 (6 Reviews)
Hotel
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Copley LaReine Motel in Old Orchard Beach From US $189
         

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8.1 (729 Reviews)
Hotel
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  • Pool
Marcotte Motor Court in Old Orchard Beach From US $840
         

8.0 (429 Reviews)
Hotel
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  • Pool
Sea View Inn in Old Orchard Beach From US $318
         

8.0 (82 Reviews)
Hotel
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Old Orchard Beach Inn in Old Orchard Beach From US $119
         

7.9 (558 Reviews)
Hotel
  • Air Conditioner
  • Parking
  • Pool

Surfside Vacation Rentals and Airbnb Places to Stay Under $200

Over 39+ Surfside Vacation Rentals and Airbnb Places to Stay Under $200
newly updated 1BD apartment 10 min to beach in Old Orchard Beach From US $164
         

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10.0 (1 Review)
Apartment
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  • Security/Safety
The Tides Inn Motel Room 4 in Old Orchard Beach From US $136
         

9.2 (6 Reviews)
House
  • Parking
  • Security/Safety
  • Child Friendly
The Tides Inn Motel Room 1 in Old Orchard Beach From US $131
         

9.0 (1 Review)
House
  • Parking
  • Security/Safety
  • Internet
Beachfront Unit 24 in Old Orchard Beach in Old Orchard Beach From US $159
         

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8.0 (1 Review)
Apartment
  • Parking
  • View
  • Ocean View
Little Miss Cottages - Studio in Old Orchard Beach From US $164
         

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7.4 (5 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
'Beachfront 9' Condo on Old Orchard Beach in Old Orchard Beach From US $188
         

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7.3 (3 Reviews)
Apartment
  • Parking
  • View
  • Ocean View
4 min to the beach 1 BD sleeps 4 Pets Ok FREE Park in Old Orchard Beach From US $191
         

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7.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly

About Surfside Vacation Rentals

With more than 239 Surfside vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Naramatawineries 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 Naramatawineries 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 1820.96 ft² on average, with prices averaging US $488 a night.

Naramatawineries 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 104
Holiday Apartments 80
Hotels 50
Resorts 2
B&B 1
Others 1
Villas 1

Use these Quick Filters to Find a Vacation Rental in Surfside

Pro Tip: Naramatawineries makes it easy to compare the best listings on Naramatawineries homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Naramatawineries 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 239 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.