Owner Direct Vacation Rentals in Surfside

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  2. Vacation Rentals
  3.  USA

  4.  Maine
  5.  Portland
  6.  Surfside

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781 Surfside Vacation Homes From $146

Looking for the ideal vacation rental in Surfside? Discover an extensive gallery of private rentals offering space, comfort, and authentic local character. Owner Direct simplifies your search by matching you with verified property options.

Little Miss Cottages
Little Miss Cottages
House
Old Orchard Beach, ME, USA
0.2k from Surfside center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

18 Bedrooms58 Guests
7.8

Good

75 reviews

$465
Average price / night
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Across the street from the beach with EV Charger.  Unit A in Duplex
Across the street from the beach with EV Charger. Unit A in Duplex
House
Old Orchard Beach, ME, 04064, United States
0.1k from Surfside center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
10.0

Exceptional

22 reviews

$635
Average price / night
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Sea Shell
Sea Shell
House
ME, USA
0.9k from Surfside center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family, Self-catering

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$146
Average price / night
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Across the street from the beach with EV Charger.  Unit B in Duplex
Across the street from the beach with EV Charger. Unit B in Duplex
House
Old Orchard Beach, ME, 04064, United States
0.1k from Surfside center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms8 Guests
9.8

Exceptional

15 reviews

$633
Average price / night
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Sea Gem
Sea Gem
Apartment
Old Orchard Beach, ME, USA
0.9k from Surfside center

Apartments, Accommodations, Parking, Lodgings, Places to stay

1 Bedroom6 Guests
5.0

Review score

1 reviews

$261
Average price / night
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Brand NEW, Family Friendly| Up to 16 guests |  Walk to the Beach | Back Yard | EV Charger
Brand NEW, Family Friendly| Up to 16 guests | Walk to the Beach | Back Yard | EV Charger
Apartment
Old Orchard Beach, ME, 04064, United States
0.2k from Surfside center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

6 Bedrooms16 Guests
10.0

Exceptional

7 reviews

$1138
Average price / night
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Sea Spray
Sea Spray
House
Old Orchard Beach, ME, USA
0.9k from Surfside center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

2 Bedrooms8 Guests
New to Booking
$445
Average price / night
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Family friendly place one block away from the beach!
Family friendly place one block away from the beach!
House
Old Orchard Beach, ME, 04064, United States
0.2k from Surfside center

AC, Heater, Internet, Laundry, No Smoking

2 Bedrooms6 Guests
8.4

Very Good

6 reviews

$227
Average price / night
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Old Orchard Beach Home with Patio Walk to Beach
Old Orchard Beach Home with Patio Walk to Beach
Apartment
Old Orchard Beach, ME, USA
0.9k from Surfside center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Beach rentals

1 Bedroom6 Guests
8.4

Very Good

6 reviews

$359
Average price / night
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A beautiful home located just a block away from the beach!
A beautiful home located just a block away from the beach!
House
Old Orchard Beach, ME, 04064, United States
0.2k from Surfside center

AC, Dryer, Heater, Internet, Laundry, No Smoking, Washer

3 Bedrooms8 Guests
9.8

Exceptional

14 reviews

$295
Average price / night
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Old Ocean Beach Apt by Pier and Palace Playland
Old Ocean Beach Apt by Pier and Palace Playland
Apartment
Old Orchard Beach, ME, USA
0.9k from Surfside center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay, Family, Beach rentals

2 Bedrooms8 Guests
9.6

Exceptional

7 reviews

$415
Average price / night
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Charming 3-bedroom bungalow with WiFi and AC in Old Orchard Beach
Charming 3-bedroom bungalow with WiFi and AC in Old Orchard Beach
House
Old Orchard Beach, ME, 04064, United States
0.2k from Surfside center

AC, Dryer, Fireplace, Free Parking, Heater, Internet, Laundry, Microwave, No Smoking

3 Bedrooms9 Guests
10.0

Exceptional

2 reviews

$609
Average price / night
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Sun-Soaked Coastal Cottage with Deck and Walk to Beach
Sun-Soaked Coastal Cottage with Deck and Walk to Beach
House
Old Orchard Beach, ME, USA
0.9k from Surfside center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Beach, Places to stay

3 Bedrooms6 Guests
8.0

Good

1 reviews

$656
Average price / night
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Cottages by the Sea #1  by Bayley Vacation Rentals
Cottages by the Sea #1 by Bayley Vacation Rentals
Cottage
Old Orchard Beach, ME, 04064, United States
0.2k from Surfside center

AC, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

1 Bedroom6 Guests
10.0

Exceptional

7 reviews

$1194
Average price / night
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Old Orchard Beach Apartment - Quick Walk to Beach!
Old Orchard Beach Apartment - Quick Walk to Beach!
Apartment
Old Orchard Beach, ME, USA
0.9k from Surfside center

Apartments, Cheap, Accommodations, Parking, Lodgings, Vacation rentals, Beach, Places to stay, Family

1 Bedroom2 Guests
9.5

Superb

4 reviews

$229
Average price / night
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Cottages By The Sea #2 by Bayley Vacation Rentals
Cottages By The Sea #2 by Bayley Vacation Rentals
Cottage
Old Orchard Beach, ME, 04064, United States
0.2k from Surfside center

AC, Dryer, Free Parking, Heater, Internet, Laundry, No Smoking, Patio, TV

1 Bedroom2 Guests
10.0

Exceptional

2 reviews

$1003
Average price / night
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Cottage by the Sea #3 by Bayley Vacation Rentals
Cottage by the Sea #3 by Bayley Vacation Rentals
Cottage
Old Orchard Beach, ME, 04064, United States
0.2k from Surfside center

AC, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

3 Bedrooms6 Guests
8.0

Good

3 reviews

$746
Average price / night
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Oceanfront 4 bedroom home on Grand Beach!
Oceanfront 4 bedroom home on Grand Beach!
House
Old Orchard Beach, ME, 04064, United States
0.3k from Surfside center

AC, Balcony, Barbecue, Dryer, Elevator, Extra Bed, Free Parking, Internet, Kitchen

4 Bedrooms10 Guests
New to Booking
$1463
Average price / night
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Quaint 2 bedroom cottage across the street from the beach with private yard.
Quaint 2 bedroom cottage across the street from the beach with private yard.
Cottage
Old Orchard Beach, ME, 04064, United States
0.4k from Surfside center

AC, Free Parking, Internet, Kitchen, Microwave, No Smoking, TV

2 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$391
Average price / night
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Surfside Beach  Cottage 3 bed  steps to sand
Surfside Beach Cottage 3 bed steps to sand
Cottage
Old Orchard Beach, ME, 04064, United States
0.4k from Surfside center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

3 Bedrooms6 Guests
10.0

Exceptional

3 reviews

$393
Average price / night
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Surfside Beach cottage 2 bedroom steps to sand
Surfside Beach cottage 2 bedroom steps to sand
Cottage
Old Orchard Beach, ME, 04064, United States
0.4k from Surfside center

AC, Balcony, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, TV

2 Bedrooms6 Guests
9.4

Superb

3 reviews

$317
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Surfside.

Stay Near Surfside's Top Attractions

OwnerDirectVacationRental can help you find hotels, resorts, and rentals near many of 's top attractions, neighborhoods, and points of interest.

Surfside Vacation Rentals on the Map

Why Travelers Love Using Owner Direct to
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What makes our vacation rentals stand out?

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Verified Properties

Every vacation rentals shown on Owner Direct comes from trusted travel sources and verified hosts, so you can browse with confidence.

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Value You Can Trust

Compare a range of properties and find fair, transparent pricing—no hidden fees.

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Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Surfside. If you plan on staying in the Surfside area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Surfside

You can explore 781 verified vacation rentals in Surfside. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Surfside vary depending on the season, property size, and location. Rates typically start from around $146 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Surfside include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Surfside welcome pets. Currently, 20 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it's recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Surfside often include amenities such as View, Fireplace/Heating, and Balcony/Terrace. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.