Surfside Vacation Rentals

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

Sea Shell
FromR4,206 per night
|
10.0 (4 Reviews)
1 Bedroom 2 Guests
The Rebekah Inn
FromR2,292 per night
9.0 (87 Reviews)
1 Bedroom 2 Guests
Walk to Old Orchard Pier Cozy Beachfront Condo!
10.0 (3 Reviews)
1 Bedroom 4 Guests
Old Orchard Beach Inn
FromR2,732 per night
8.2 (1000 Reviews)
1 Bedroom 2 Guests
Spacious Family Suite Steps to the Beach (444)
10.0 (2 Reviews)
4 Bedrooms 10 Guests
The Voyager
FromR2,479 per night
9.6 (74 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 (2 Reviews)
1 Bedroom 4 Guests
The Captain's Ship
FromR13,998 per night
|
10.0 (1 Review)
1 Bedroom 14 Guests
Little Miss Cottages - 68 East Grand Luxury Condo
|
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
Cabin at the Beach
FromR6,985 per night
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9.4 (20 Reviews)
1 Bedroom 6 Guests
Location, location, location
FromR4,737 per night
10.0 (109 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 and Palace Playland
|
9.4 (7 Reviews)
2 Bedrooms 8 Guests
Sunny 3BR Beach House, Steps to Pine Point Beach
|
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
FromR4,178 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
Cottages by the Sea #1 by Bayley Vacation Rentals
10.0 (7 Reviews)
1 Bedroom 6 Guests
1/2 Mi to Pier: WFH-Friendly Apt in Maine!
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8.7 (3 Reviews)
2 Bedrooms 5 Guests
The Edgewater
FromR3,058 per night
9.4 (1001 Reviews)
1 Bedroom 2 Guests
A coastal cottage steps from Pine Point Beach!
10.0 (7 Reviews)
2 Bedrooms 6 Guests
Beach-Seasonstides
FromR10,515 per night
8.7 (3 Reviews)
3 Bedrooms 7 Guests
Moontide Motel Cabins & Apartments
9.4 (101 Reviews)
1 Bedroom 2 Guests
Gorgeous Oceanview Condo In Old Orchard Beach, Maine
10.0 (6 Reviews)
2 Bedrooms 4 Guests
Beachfront Unit 17 | Right on Old Orchard Beach!
8.7 (3 Reviews)
1 Bedroom 2 Guests
Elmwood Motor Court
9.4 (24 Reviews)
1 Bedroom 2 Guests
Atlantic Ocean Suites - Sand Dollar Suite 2
10.0 (5 Reviews)
1 Bedroom 7 Guests
Beachfront 14 Condo on Old Orchard Beach
8.5 (2 Reviews)
1 Bedroom 4 Guests
Old Orchard Beach Home with Patio Walk to Beach
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8.4 (6 Reviews)
1 Bedroom 6 Guests
Old Orchard Cottage
8.3 (16 Reviews)
1 Bedroom 4 Guests
Beachfront Old Orchard Beach Condo w/Balcony
|
8.2 (9 Reviews)
2 Bedrooms 6 Guests
Walk to the Pier, Downtown
10.0 (5 Reviews)
2 Bedrooms 4 Guests
Sandy Shores
FromR5,771 per night
8.2 (5 Reviews)
3 Bedrooms 4 Guests
King Bed, Views, Sleeps 6, Minutes to Pier
10.0 (4 Reviews)
1 Bedroom 6 Guests
Walk to Beach Maine Home with Hot Tub and Deck!
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8.0 (5 Reviews)
5 Bedrooms 10 Guests
Heated Saltwater Pool Short Walk to Beach Pier 2
10.0 (4 Reviews)
1 Bedroom 4 Guests
Charming Pine Point Cottage - 2 Blocks to Ocean!
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8.0 (2 Reviews)
3 Bedrooms 8 Guests
Sun-Soaked Coastal Cottage with Deck and Walk to Beach
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8.0 (1 Review)
3 Bedrooms 6 Guests
13 Mi to Portland Studio on Old Orchard Beach!
8.0 (1 Review)
1 Bedroom 4 Guests

About Surfside Vacation Rentals

With more than 1537 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 955.76 ft² on average, with prices averaging R7,642 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 1537 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.