Discover Your Perfect Surfside Vacation Homes

Best Vacation Homes in Surfside

New
House
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like-icon6.0
Good
(1 Review)
3 Bedrooms 1 Bath 6 Guests 915 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
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CA $1,181/Night 7 Nights - CA $8,268
Apartment
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
1 Bedroom 1 Bath 4 Guests 301.39 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
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CA $345/Night 7 Nights - CA $2,417
House
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like-icon9.0
Exceptional
(87 Reviews)
1 Bedroom 1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $192/Night 7 Nights - CA $1,347
New
House
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2 Bedrooms 1 Bath 6 Guests 1798 ft²
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
CA $683/Night 7 Nights - CA $4,783
star-icons-3
House
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like-icon10.0
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 2 Guests 645.83 ft²
  • View
    View
  • Parking
    Parking
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CA $342/Night 7 Nights - CA $2,395
Condo
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2 Bedrooms 2 Baths 7 Guests
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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CA $681/Night 7 Nights - CA $4,768
New
House
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5 Bedrooms 2 Baths 11 Guests
  • Kitchen
    Kitchen
  • Parking
    Parking
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CA $678/Night 7 Nights - CA $4,747
New
Condo
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2 Bedrooms 2 Baths 5 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $552/Night 7 Nights - CA $3,864

Surfside Luxury Rentals

star-icons-4
House
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7 Bedrooms 9 Baths 16 Guests 4499.31 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
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CA $9,305/Night 7 Nights - CA $65,135
House
Map-icon
7 Bedrooms 8 Baths 16 Guests 4500 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $8,952/Night 7 Nights - CA $62,665
House
Map-icon
like-icon9.8
Exceptional
(6 Reviews)
7 Bedrooms 6 Baths 14 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
CA $4,498/Night 7 Nights - CA $31,486
House
Map-icon
6 Bedrooms 3 Baths 19 Guests 2912 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
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CA $4,152/Night 7 Nights - CA $29,061
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House
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6 Bedrooms 3 Baths 19 Guests 2917.02 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
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CA $4,145/Night 7 Nights - CA $29,015
House
Map-icon
like-icon9.8
Exceptional
(99 Reviews)
6 Bedrooms 1 Bath 24 Guests 5000 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $3,281/Night 7 Nights - CA $22,970
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
7 Bedrooms 2 Baths 22 Guests 3500 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $3,281/Night 7 Nights - CA $22,966
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 10 Guests 2700 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
CA $2,876/Night 7 Nights - CA $20,133

Surfside Pet Friendly Vacation Rentals

New
Apartment
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1 Bedroom 1 Bath 3 Guests 650 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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CA $417/Night 7 Nights - CA $2,921
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 1 Bath 6 Guests 3767.37 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
CA $859/Night 7 Nights - CA $6,015
star-icons-3
Hotel
Map-icon
like-icon7.2
Very Good
(1000 Reviews)
1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
CA $222/Night 7 Nights - CA $1,556
New
Condo
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2 Bedrooms 1 Bath 3 Guests 6997 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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CA $406/Night 7 Nights - CA $2,839
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House
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like-icon9.4
Exceptional
(20 Reviews)
1 Bedroom 1 Bath 6 Guests 882.64 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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CA $568/Night 7 Nights - CA $3,978
Apartment
Map-icon
like-icon10.0
Exceptional
(21 Reviews)
3 Bedrooms 1 Bath 8 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $637/Night 7 Nights - CA $4,461
Cottage
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
2 Bedrooms 1 Bath 9 Guests 1200 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
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CA $728/Night 7 Nights - CA $5,096
Cabin
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
1 Bedroom 1 Bath 2 Guests 400 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
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CA $381/Night 7 Nights - CA $2,666

Surfside Large Vacation Homes

Apartment
Map-icon
like-icon10.0
Exceptional
(4 Reviews)
2 Bedrooms 1 Bath 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
CA $392/Night 7 Nights - CA $2,742
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
4 Bedrooms 2 Baths 10 Guests 1496.18 ft²
  • View
    View
  • Air Conditioner
    Air Conditioner
More amenities
CA $1,213/Night 7 Nights - CA $8,489
House
Map-icon
like-icon9.4
Exceptional
(3 Reviews)
3 Bedrooms 2 Baths 10 Guests 2000 ft²
  • Fireplace/Heating
    Fireplace/Heating
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    Balcony/Terrace
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CA $983/Night 7 Nights - CA $6,882
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 3 Baths 14 Guests 2185.07 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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CA $1,139/Night 7 Nights - CA $7,972
Apartment
Map-icon
like-icon4.0
Average
(1 Review)
2 Bedrooms 1 Bath 10 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
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CA $382/Night 7 Nights - CA $2,676
Condo
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2 Bedrooms 3 Baths 10 Guests
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $1,019/Night 7 Nights - CA $7,132
House
Map-icon
like-icon10.0
Exceptional
(112 Reviews)
4 Bedrooms 3 Baths 12 Guests 2600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
CA $878/Night 7 Nights - CA $6,143
Cottage
Map-icon
like-icon10.0
Exceptional
(109 Reviews)
4 Bedrooms 3 Baths 10 Guests 1700 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
CA $703/Night 7 Nights - CA $4,920

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 41 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 1561 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

Condo
Map-icon
like-icon10.0
Exceptional
(33 Reviews)
2 Bedrooms 2 Baths 5 Guests 1300 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $767/Night 7 Nights - CA $5,371
Condo
Map-icon
like-icon10.0
Exceptional
(15 Reviews)
3 Bedrooms 2 Baths 8 Guests 1600 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $230/Night 7 Nights - CA $1,608
House
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
3 Bedrooms 2 Baths 8 Guests 1970 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $686/Night 7 Nights - CA $4,805
House
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
2 Bedrooms 1 Bath 5 Guests 1100 ft²
  • Oceanfront
    Oceanfront
  • Spa
    Spa
More amenities
CA $601/Night 7 Nights - CA $4,210
Condo
Map-icon
like-icon10.0
Exceptional
(13 Reviews)
2 Bedrooms 1 Bath 4 Guests 985 ft²
  • Private Pool
    Private Pool
  • Oceanfront
    Oceanfront
More amenities
CA $571/Night 7 Nights - CA $4,001
Condo
Map-icon
like-icon10.0
Exceptional
(12 Reviews)
2 Bedrooms 2 Baths 8 Guests 1248 ft²
  • Spa
    Spa
  • Fireplace/Heating
    Fireplace/Heating
More amenities
CA $564/Night 7 Nights - CA $3,948
Condo
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
2 Bedrooms 1 Bath 5 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $575/Night 7 Nights - CA $4,028
Condo
Map-icon
like-icon10.0
Exceptional
(11 Reviews)
2 Bedrooms 1 Bath 4 Guests 700 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
CA $551/Night 7 Nights - CA $3,855