Discover Your Perfect Surfside Vacation Homes

Best Vacation Homes in Surfside

New
915 ft² 6 Guests 3 Bedrooms 1 Bathroom
Family Friendly House
  • Hot Tub
  • Fireplace/Heating
  • Balcony/Terrace
R13,637/Night For 7 Nights R95,460
10.0
Exceptional
(4 Reviews)
645.83 ft² 2 Guests 1 Bedroom 1 Bathroom
House
  • View
  • Parking
  • Air Conditioner
R4,206/Night For 7 Nights R29,442
9.0
Exceptional
(87 Reviews)
1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • Kitchen
R2,292/Night For 7 Nights R16,050
New
7 Guests 2 Bedrooms 3 Bathrooms
Condo
  • Fireplace/Heating
  • Air Conditioner
  • Internet
R10,544/Night For 7 Nights R73,807
10.0
Exceptional
(3 Reviews)
269.1 ft² 4 Guests 1 Bedroom 1 Bathroom
Free Cancellation Apartment
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R5,759/Night For 7 Nights R40,310
New
1798 ft² 6 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Ocean View
  • Balcony/Terrace
R8,398/Night For 7 Nights R58,783
New
11 Guests 5 Bedrooms 2 Bathrooms
Family Friendly House
  • Kitchen
  • Parking
  • Air Conditioner
R8,335/Night For 7 Nights R58,346
New
5 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R6,331/Night For 7 Nights R44,315

Surfside Luxury Rentals

New
4499.31 ft² 16 Guests 7 Bedrooms 9 Bathrooms
Free Cancellation House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R114,367/Night For 7 Nights R800,572
New
4500 ft² 16 Guests 7 Bedrooms 8 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R112,531/Night For 7 Nights R787,719
New
2912 ft² 19 Guests 6 Bedrooms 3 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R51,026/Night For 7 Nights R357,191
New
2917.02 ft² 19 Guests 6 Bedrooms 3 Bathrooms
Free Cancellation House
  • Fireplace/Heating
  • Parking
  • Air Conditioner
R50,946/Night For 7 Nights R356,619
10.0
Exceptional
(5 Reviews)
3500 ft² 22 Guests 7 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
R40,326/Night For 7 Nights R282,274
10.0
Exceptional
(1 Review)
2700 ft² 10 Guests 4 Bedrooms 3 Bathrooms
Ocean View House
  • Oceanfront
  • Hot Tub
  • Fireplace/Heating
R33,659/Night For 7 Nights R235,604
10.0
Exceptional
(5 Reviews)
2400 ft² 8 Guests 4 Bedrooms 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Kitchen
  • Parking
R31,022/Night For 7 Nights R217,148
New
2000 ft² 15 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R28,852/Night For 7 Nights R201,956

Surfside Pet Friendly Vacation Rentals

New
650 ft² 5 Guests 2 Bedrooms 1 Bathroom
Ocean View Apartment
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
R5,291/Night For 7 Nights R37,047
10.0
Exceptional
(1 Review)
3767.37 ft² 6 Guests 1 Bedroom 1 Bathroom
Family Friendly House
  • Fireplace/Heating
  • View
  • Pet Friendly
R10,561/Night For 7 Nights R73,925
7.2
Very Good
(1000 Reviews)
1 Bathroom
Family Friendly Hotel
  • Pool
  • Balcony/Terrace
  • Pet Friendly
R2,732/Night For 7 Nights R19,129
New
650 ft² 3 Guests 1 Bedroom 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R4,254/Night For 7 Nights R29,779
9.4
Exceptional
(20 Reviews)
882.64 ft² 6 Guests 1 Bedroom 1 Bathroom
Free Cancellation House
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R6,985/Night For 7 Nights R48,891
New
6997 ft² 3 Guests 2 Bedrooms 1 Bathroom
Family Friendly Condo
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R3,871/Night For 7 Nights R27,104
New
5113 ft² 3 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R3,382/Night For 7 Nights R23,671
10.0
Exceptional
(45 Reviews)
1000 ft² 7 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
R4,180/Night For 7 Nights R29,257

Surfside Large Vacation Homes

10.0
Exceptional
(4 Reviews)
10 Guests 2 Bedrooms 1 Bathroom
Apartment
  • Fireplace/Heating
  • Air Conditioner
  • Internet
R4,814/Night For 7 Nights R33,699
10.0
Exceptional
(2 Reviews)
1496.18 ft² 10 Guests 4 Bedrooms 2 Bathrooms
Apartment
  • View
  • Air Conditioner
  • Internet
R14,906/Night For 7 Nights R104,343
4.0
Average
(1 Review)
10 Guests 2 Bedrooms 1 Bathroom
Family Friendly Apartment
  • Fireplace/Heating
  • Balcony/Terrace
  • Pet Friendly
R4,699/Night For 7 Nights R32,891
10.0
Exceptional
(1 Review)
2185.07 ft² 14 Guests 1 Bedroom 3 Bathrooms
Family Friendly House
  • Fireplace/Heating
  • Balcony/Terrace
  • View
R13,998/Night For 7 Nights R97,983
New
10 Guests 2 Bedrooms 3 Bathrooms
Ocean View Condo
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R13,842/Night For 7 Nights R96,890
10.0
Exceptional
(109 Reviews)
2600 ft² 12 Guests 4 Bedrooms 3 Bathrooms
Ocean View House
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
R10,751/Night For 7 Nights R75,254
10.0
Exceptional
(109 Reviews)
1700 ft² 10 Guests 4 Bedrooms 3 Bathrooms
Ocean View Cottage
  • Fireplace/Heating
  • Ocean View
  • Balcony/Terrace
R8,032/Night For 7 Nights R56,226
10.0
Exceptional
(61 Reviews)
3750 ft² 14 Guests 5 Bedrooms 3 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Ocean View
R16,963/Night For 7 Nights R118,744

Why Choose Rent By Owner for your Surfside Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Surfside

When should you plan your Vacation Rentals stay?

Timing your visit to this scenic destination can enhance your experience, as the best time to vacation here depends on your preferences for weather and local activities in Surfside, Maine.

Peak Season Highlights

summer
June to August (Summer)

During the warm summer months, you'll find this destination bustling with outdoor activities and vibrant local events, making it an ideal time to enjoy your vacation rental in the area.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 65°F
autumn
September (Early Fall)

As early fall settles in, the region offers pleasant weather and beautiful foliage, providing a perfect backdrop for relaxing stays in your vacation rental here.

Average Temperature Daytime: 65°F to 70°F - Nighttime: 50°F to 55°F

Off-Season Highlights

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March to May (Spring)

In spring, the area's quiet charm comes alive, with fewer visitors and comfortable temperatures that are ideal for exploring your vacation rental in this region.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 35°F to 45°F
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October to November (Late Fall)

During late fall, you'll experience a peaceful atmosphere, making it an excellent time to book your vacation rental in this destination without the crowds.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 40°F to 45°F

Weekly Weather Forecast for Surfside

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor seating area ideal for relaxing or entertaining amidst the scenic surroundings.
  • Take advantage of a spacious outdoor deck with views of the region's natural beauty, perfect for morning coffee or evening gatherings.
  • Make use of a dedicated barbecue grill to savor delicious meals outdoors during your stay.
  • Benefit from outdoor parking spaces that provide convenient access to your vacation rental.
  • Explore nearby walking trails or landscaped gardens designed for outdoor recreation and leisure.
  • Relax in an outdoor hot tub or Jacuzzi, offering a tranquil retreat after a day of exploring the area.
  • Utilize a well-maintained lawn equipped for outdoor games or activities, enhancing your experience here.
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Family Activities

  • Beach Days at Surfside Beach: Spend quality time building sandcastles and swimming in the gentle waves along this family-friendly shoreline.
  • Exploring the Local Nature Trails: Discover the area's natural beauty by hiking through scenic trails perfect for outdoor adventures with kids.
  • Visit to the Coastal Nature Center: Engage with interactive exhibits and learn about the region's marine life and coastal ecosystems.
  • Fishing Experiences in the Area: Enjoy a relaxing day of fishing from nearby piers or boats, offering fun for all ages in the region.
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Adult Activities

  • Fishing excursions: Experience the thrill of deep-sea fishing in the waters surrounding this coastal destination, renowned for its abundant marine life.
  • Beachcombing and relaxing on the shoreline: Unwind along the scenic beaches where you can enjoy peaceful walks and collect unique shells in the region's pristine sands.
  • Wildlife watching: Discover diverse bird species and local wildlife at nearby protected areas, perfect for nature enthusiasts seeking a quiet retreat.
  • Explore local seafood cuisine: Savor fresh, locally caught seafood at charming eateries that showcase the region’s culinary traditions and coastal flavors.

Surfside Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Activities Early: Take advantage of the quiet season and book your preferred activities well in advance to ensure availability in this popular coastal area.
  • Explore Local Dining Options: Sample fresh seafood at local eateries to truly enjoy the region’s culinary specialties and support small businesses here.
  • Discover Natural Beauty: Use your vacation rentals as a starting point to explore nearby beaches and scenic spots for unforgettable outdoor adventures.
  • Stay Connected with the Area: Familiarize yourself with local transportation options and amenities to maximize convenience during your stay on this charming coast.

Transportation Options

  • Personal Vehicles: Driving your own car offers the most flexibility for exploring the local attractions and scenic spots in this seaside destination.
  • Regional Bus Services: Accessible regional bus routes connect you conveniently to nearby towns and transportation hubs from here.
  • Rental Cars: Renting a vehicle provides a flexible way to navigate the area's charming streets and picturesque coastlines at your own pace.
  • Taxis and Rideshare Services: Taxis and popular rideshare options like Uber or Lyft are available for quick, reliable trips within this region’s community and nearby points of interest.

Local Customs Options

  • Seafood Traditions: Locals here take pride in their fresh seafood, especially during community gatherings where traditional Maine dishes are shared and celebrated.
  • Lobster Boil Events: Participating in or observing the annual lobster boil is a cherished custom that embodies the region’s maritime heritage and brings residents together.
  • Seasonal Festivals: Seasonal festivals often feature local crafts and music, reflecting the area's rich cultural history and vibrant community spirit.
  • Respect for Nature: The community emphasizes conservation and respectful interaction with the natural surroundings, ensuring the pristine environment remains for future visitors.

Frequently Asked Questions About Surfside?

2. How many vacation rentals have private pools in Surfside?

There are 40 vacation rentals with private pools near Surfside. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Surfside are best for families?

If you are looking for a family-friendly vacation home in Surfside, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Surfside:

4. How many Rentbyowner vacation rentals are available in Surfside?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 1540 in the Surfside area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Surfside. 

5. What is the cancellation policy for booking vacation rentals in Surfside, Maine?

Cancellation policies vary depending on the individual property listing. It’s recommended to carefully review the specific cancellation terms provided in the rental details or contact the property owner directly before finalizing your reservation.

6. How do I securely book a vacation rental in this region?

Reservations are made through a secure online platform that ensures your personal and payment information is protected. For added peace of mind, verify the property’s reviews and contact the owner if you have any questions before confirming your booking.

7. Are there any additional fees when renting here?

Additional fees such as cleaning, service charges, or taxes may apply depending on the property. These details are typically outlined in the listing, so reviewing the rental agreement thoroughly will help you understand the total cost.

8. What amenities can I expect in vacation rentals around here?

Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, and parking. To ensure your needs are met, check each listing for the available features and communicate with the owner if necessary.

9. What is the check-in and check-out process in this destination?

Check-in and check-out procedures are specified in the property listing. Many rentals offer flexible timings, but it’s best to confirm these details with the owner to ensure a smooth arrival and departure during your stay.

Surfside Top Rated Vacation Rentals

10.0
Exceptional
(33 Reviews)
1300 ft² 5 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Fireplace/Heating
  • Pool
  • Ocean View
R8,519/Night For 7 Nights R59,641
10.0
Exceptional
(15 Reviews)
1600 ft² 8 Guests 3 Bedrooms 2 Bathrooms
Ocean View Condo
  • Fireplace/Heating
  • Pool
  • Ocean View
R2,812/Night For 7 Nights R19,684
10.0
Exceptional
(13 Reviews)
1100 ft² 5 Guests 2 Bedrooms 1 Bathroom
Ocean View House
  • Oceanfront
  • Spa
  • Fireplace/Heating
R7,393/Night For 7 Nights R51,751
10.0
Exceptional
(11 Reviews)
5 Guests 2 Bedrooms 1 Bathroom
Family Friendly Condo
  • Fireplace/Heating
  • Pool
  • Balcony/Terrace
R7,073/Night For 7 Nights R49,513
10.0
Exceptional
(11 Reviews)
1970 ft² 12 Guests 3 Bedrooms 2 Bathrooms
Ocean View House
  • Oceanfront
  • Fireplace/Heating
  • Pool
R6,896/Night For 7 Nights R48,268
10.0
Exceptional
(11 Reviews)
1248 ft² 8 Guests 2 Bedrooms 2 Bathrooms
Ocean View Condo
  • Spa
  • Fireplace/Heating
  • Pool
R6,785/Night For 7 Nights R47,494
10.0
Exceptional
(11 Reviews)
700 ft² 4 Guests 2 Bedrooms 1 Bathroom
Ocean View Condo
  • Fireplace/Heating
  • Pool
  • Ocean View
R6,405/Night For 7 Nights R44,836
10.0
Exceptional
(10 Reviews)
1483 ft² 6 Guests 3 Bedrooms 2 Bathrooms
Ocean View Condo
  • Fireplace/Heating
  • Pool
  • Ocean View
R2,622/Night For 7 Nights R18,355