Surfside Vacation Rentals

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

Walk to Old Orchard Pier: Cozy Beachfront Condo!
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10.0 (5 Reviews)
1 Bedroom 4 Guests
Sea Shell
From£187 per night
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10.0 (4 Reviews)
1 Bedroom 2 Guests
The Rebekah Inn
From£97 per night
9.0 (87 Reviews)
1 Bedroom 2 Guests
'Beachfront 15' Condo on Old Orchard Beach
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10.0 (3 Reviews)
1 Bedroom 4 Guests
Old Orchard Beach Inn
From£133 per night
8.2 (1002 Reviews)
1 Bedroom 2 Guests
Spacious Family Suite Steps to the Beach (444)
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10.0 (2 Reviews)
4 Bedrooms 10 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
From£245 per night
10.0 (112 Reviews)
1 Bedroom 2 Guests
Beautiful Modern Beach House!
9.4 (17 Reviews)
3 Bedrooms 10 Guests
Stunning Views from Roof Top Deck, 50 Steps to Beach
10.0 (82 Reviews)
2 Bedrooms 4 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
Cozy 3BR Beach House by the Sea
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9.0 (8 Reviews)
3 Bedrooms 6 Guests
Old Orchard Beach House Condo with Ocean View
10.0 (53 Reviews)
2 Bedrooms 6 Guests
Symphonic Serenity-2BR Rhythmic Retreat
9.0 (2 Reviews)
2 Bedrooms 5 Guests
Cozy, Quiet Short Walk To Beach Amusement Park.
10.0 (51 Reviews)
1 Bedroom 4 Guests
Amazing Views in Old Orchard
9.0 (1 Review)
2 Bedrooms 4 Guests
The Rebekah Inn
From£186 per night
8.9 (78 Reviews)
8 Bedrooms 10 Guests
Walk to Ocean & Pier: Prime OOB Condo!
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8.7 (4 Reviews)
2 Bedrooms 6 Guests
Oceanfront/Beachfront Condo on Old Orchard Beach
10.0 (35 Reviews)
1 Bedroom 4 Guests
Beachfront Unit 17 | Right on Old Orchard Beach!
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8.7 (3 Reviews)
1 Bedroom 2 Guests
1/2 Mi to Pier: WFH-Friendly Apt in Maine!
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8.7 (3 Reviews)
2 Bedrooms 5 Guests
Steps from the Beach - The Sandcastle - Amazing Ocean View
10.0 (30 Reviews)
2 Bedrooms 6 Guests
Beach-Seasonstides
From£468 per night
8.7 (3 Reviews)
3 Bedrooms 7 Guests
Short Walk to the Pier & Steps From the Sand!
10.0 (30 Reviews)
1 Bedroom 2 Guests
NEW TO THE MARKET - 1 block from the beach!
10.0 (30 Reviews)
1 Bedroom 4 Guests
Pine Point Beach private, quaint, charming studio.
10.0 (29 Reviews)
1 Bedroom 2 Guests
Walk to Beach and Pier in Old Orchard Beach
10.0 (28 Reviews)
2 Bedrooms 4 Guests
*2 Bedroom Pine Point Beach Cottage* With Marsh Views!
10.0 (28 Reviews)
2 Bedrooms 4 Guests
'Beachfront 14' Condo on Old Orchard Beach
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8.5 (2 Reviews)
1 Bedroom 4 Guests
Beachfront Old Orchard Beach Condo w/Balcony
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8.2 (8 Reviews)
2 Bedrooms 6 Guests
The Edgewater
From£168 per night
9.4 (1005 Reviews)
1 Bedroom 2 Guests
Walk to the Pier, Downtown
10.0 (5 Reviews)
2 Bedrooms 4 Guests
Sandy Shores
From£257 per night
8.2 (5 Reviews)
3 Bedrooms 4 Guests
Moontide Motel Cabins & Apartments
9.4 (103 Reviews)
1 Bedroom 2 Guests
Atlantic Ocean Suites - Sand Castle Suite 7
10.0 (4 Reviews)
2 Bedrooms 7 Guests
Old Orchard Beach Home w/Patio: Walk to Beach
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8.0 (7 Reviews)
1 Bedroom 6 Guests
King Bed, Views, Sleeps 6, Minutes to Pier
10.0 (4 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
Beachfront Condo with Amazing Ocean Views 4th Fl
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8.0 (1 Review)
1 Bedroom 5 Guests
Adorable 1 bedroom cabin only 50 ft from beach#1
10.0 (4 Reviews)
1 Bedroom 4 Guests
4 min to the beach 1 BD sleeps 4 Pets Ok FREE Park
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8.0 (1 Review)
1 Bedroom 4 Guests
2 BD 7 min to beach Pets Ok 2 FREE parking
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8.0 (1 Review)
2 Bedrooms 5 Guests
Heated Saltwater Pool Short Walk to Beach Pier 2
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
'Beachfront 12' Condo on Old Orchard Beach
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8.0 (1 Review)
1 Bedroom 4 Guests
13 Mi to Portland Studio on Old Orchard Beach!
8.0 (1 Review)
1 Bedroom 4 Guests
Fishermen's Cove Cottage, Pine Point, Maine
10.0 (3 Reviews)
2 Bedrooms 8 Guests
Waves Oceanfront Resort
7.8 (448 Reviews)
147 Bedrooms 62 Guests

About Surfside Vacation Rentals

With more than 1568 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 970.13 ft² on average, with prices averaging £352 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 1568 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.