Surfside Vacation Rentals

Compare Vacation Rentals & Rent By Owner Homes in Surfside, Maine, USA

Beach Cottage w Hot Tub & Screened Porch!
6.0 (1 Review)
3 Bedrooms 6 Guests
Walk to Old Orchard Pier Cozy Beachfront Condo!
10.0 (5 Reviews)
1 Bedroom 4 Guests
The Rebekah Inn
FromAU $188 per night
9.0 (87 Reviews)
1 Bedroom 2 Guests
Sea Shell
FromAU $346 per night
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10.0 (4 Reviews)
1 Bedroom 2 Guests
Old Orchard Beach Inn
FromAU $225 per night
8.2 (1000 Reviews)
1 Bedroom 2 Guests
4 Bedroom 2.5 Bath house in Kinney Shores
New
5 Bedrooms 11 Guests
'Beachfront 15' Condo on Old Orchard Beach
10.0 (3 Reviews)
1 Bedroom 4 Guests
The Voyager
FromAU $204 per night
9.6 (74 Reviews)
1 Bedroom 2 Guests
Spacious Family Suite Steps to the Beach (444)
10.0 (2 Reviews)
4 Bedrooms 10 Guests
The Captain's Ship
FromAU $1,151 per night
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10.0 (1 Review)
1 Bedroom 14 Guests
Little Miss Cottages - 68 East Grand Luxury Condo
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10.0 (1 Review)
1 Bedroom 6 Guests
OOB Apt. - 1 Block to Bay, Half-Mile to Pier!
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10.0 (1 Review)
2 Bedrooms 4 Guests
The Gregory House - A Maine Victorian Mansion
10.0 (1 Review)
1 Bedroom 16 Guests
Make Lasting Memories at the Bougie Beach Bungalow
10.0 (1 Review)
2 Bedrooms 7 Guests
Old Orchard Beach Apartment - Quick Walk to Beach!
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9.5 (4 Reviews)
1 Bedroom 2 Guests
Location, location, location
FromAU $430 per night
10.0 (110 Reviews)
1 Bedroom 2 Guests
Cabin at the Beach
FromAU $574 per night
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9.4 (20 Reviews)
1 Bedroom 6 Guests
Stunning Views from Roof Top Deck, 50 Steps to Beach
10.0 (82 Reviews)
2 Bedrooms 4 Guests
Beautiful Modern Beach House!
9.4 (17 Reviews)
3 Bedrooms 10 Guests
Old Ocean Beach Apt by Pier + Palace Playland
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9.4 (7 Reviews)
2 Bedrooms 8 Guests
Bright 3BR Beach House, 4-Min Walk & Fire Pit
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9.3 (3 Reviews)
3 Bedrooms 7 Guests
Old Orchard Beach House Condo with Ocean View
10.0 (53 Reviews)
2 Bedrooms 6 Guests
Cozy 3BR Beach House by the Sea
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9.0 (8 Reviews)
3 Bedrooms 6 Guests
Cozy, Quiet Short Walk To Beach Amusement Park.
10.0 (51 Reviews)
1 Bedroom 4 Guests
Symphonic Serenity-2BR Rhythmic Retreat
9.0 (2 Reviews)
2 Bedrooms 5 Guests
Amazing Views in Old Orchard
9.0 (1 Review)
2 Bedrooms 4 Guests
The Rebekah Inn
FromAU $343 per night
8.9 (78 Reviews)
8 Bedrooms 10 Guests
Oceanfront/Beachfront Condo on Old Orchard Beach
10.0 (35 Reviews)
1 Bedroom 4 Guests
Steps from the Beach - The Sandcastle - Amazing Ocean View
10.0 (30 Reviews)
2 Bedrooms 6 Guests
Steps From the Sand & Short Walk to the Pier!
10.0 (30 Reviews)
1 Bedroom 2 Guests
Walk to everything - Beach, Pier, Restaurants, and Amusements!
10.0 (29 Reviews)
2 Bedrooms 4 Guests
Pine Point Beach private, quaint, charming studio.
10.0 (29 Reviews)
1 Bedroom 2 Guests
Gorgeous Oceanview Condo In Old Orchard Beach, Maine
10.0 (6 Reviews)
2 Bedrooms 4 Guests
Walk to Ocean & Pier: Prime OOB Condo!
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8.7 (4 Reviews)
2 Bedrooms 6 Guests
The Edgewater
FromAU $251 per night
9.4 (1001 Reviews)
1 Bedroom 2 Guests
Atlantic Ocean Suites - Sand Dollar Suite 2
10.0 (5 Reviews)
1 Bedroom 7 Guests
1/2 Mi to Pier: WFH-Friendly Apt in Maine!
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8.7 (3 Reviews)
2 Bedrooms 5 Guests
Moontide Motel Cabins & Apartments
9.4 (101 Reviews)
1 Bedroom 2 Guests
Beach-Seasonstides
FromAU $864 per night
8.7 (3 Reviews)
3 Bedrooms 7 Guests
Elmwood Motor Court
FromAU $176 per night
9.4 (24 Reviews)
1 Bedroom 2 Guests
Beachfront Unit 17 | Right on Old Orchard Beach!
8.7 (3 Reviews)
1 Bedroom 2 Guests
'Beachfront 14' Condo on Old Orchard Beach
8.5 (2 Reviews)
1 Bedroom 4 Guests
Walk to the Pier, Downtown
10.0 (5 Reviews)
2 Bedrooms 4 Guests
Old Orchard Cottage
FromAU $636 per night
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8.3 (16 Reviews)
1 Bedroom 4 Guests
King Bed, Views, Sleeps 6, Minutes to Pier
10.0 (4 Reviews)
1 Bedroom 6 Guests
Beachfront Old Orchard Beach Condo w/Balcony
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8.2 (9 Reviews)
2 Bedrooms 6 Guests
Sandy Shores
FromAU $474 per night
8.2 (5 Reviews)
3 Bedrooms 4 Guests
Heated Saltwater Pool Short Walk to Beach Pier 2
10.0 (4 Reviews)
1 Bedroom 4 Guests
Old Orchard Beach Home w/Patio: Walk to Beach
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8.0 (7 Reviews)
1 Bedroom 6 Guests
Walk to Beach: Maine Home w/Hot Tub & Deck!
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8.0 (4 Reviews)
5 Bedrooms 10 Guests
Charming Pine Point Cottage - 2 Blocks to Ocean!
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8.0 (2 Reviews)
3 Bedrooms 8 Guests
Adorable 1 bedroom cabin only 50 ft from beach#1
10.0 (4 Reviews)
1 Bedroom 4 Guests
Sun-Soaked Coastal Cottage w/Deck + Walk to Beach
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8.0 (1 Review)
3 Bedrooms 6 Guests

About Surfside Vacation Rentals

With more than 1555 Surfside vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) 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 an RBO property in Surfside.

Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Surfside, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO 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 (RBOs), and other popular Airbnb-style properties in Surfside. Places to stay near Surfside are 964.81 ft² on average, with prices averaging AU $643 a night.

RentByOwner 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.

Frequently Asked Questions About Surfside?

What are the top vacation rentals in Surfside?

How many Rentbyowner vacation rentals are available in Surfside?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 1555 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.