Surfside Vacation Rentals

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

Sea Shell
FromUS $198 per night
|
10.0 (4 Reviews)
1 Bedroom 2 Guests
The Beach Bunker
FromUS $289 per night
|
10.0 (2 Reviews)
1 Bedroom 2 Guests
Owl's Nest by Bayley Vacation Rentals
New
2 Bedrooms 6 Guests
Walk to Old Orchard Pier Cozy Beachfront Condo!
10.0 (3 Reviews)
1 Bedroom 4 Guests
The Rebekah Inn
FromUS $136 per night
9.0 (87 Reviews)
1 Bedroom 2 Guests
Spacious Family Suite Steps to the Beach (444)
10.0 (2 Reviews)
4 Bedrooms 10 Guests
Old Orchard Beach Inn
FromUS $95 per night
8.2 (1001 Reviews)
1 Bedroom 2 Guests
Beachfront 15 Condo on Old Orchard Beach
10.0 (2 Reviews)
1 Bedroom 4 Guests
Location, location, location
FromUS $239 per night
10.0 (109 Reviews)
1 Bedroom 2 Guests
The Captain's Ship
FromUS $832 per night
|
10.0 (1 Review)
1 Bedroom 14 Guests
Stunning Views from Roof Top Deck, 50 Steps to Beach
10.0 (82 Reviews)
2 Bedrooms 4 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
Old Orchard Beach House Condo with Ocean View
10.0 (53 Reviews)
2 Bedrooms 6 Guests
Make Lasting Memories at the Bougie Beach Bungalow
10.0 (1 Review)
2 Bedrooms 7 Guests
Cozy, Quiet Short Walk To Beach Amusement Park.
10.0 (51 Reviews)
1 Bedroom 4 Guests
Old Orchard Beach Apartment - Quick Walk to Beach!
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9.5 (4 Reviews)
1 Bedroom 2 Guests
Old Ocean Beach Apt by Pier and Palace Playland
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9.4 (7 Reviews)
2 Bedrooms 8 Guests
Cabin at the Beach
FromUS $415 per night
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9.3 (20 Reviews)
1 Bedroom 6 Guests
Bright 3BR Home at Pine Point Beach
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9.3 (3 Reviews)
3 Bedrooms 7 Guests
Oceanfront/Beachfront Condo on Old Orchard Beach
10.0 (35 Reviews)
1 Bedroom 4 Guests
Cozy 3BR Beach House by the Sea
|
9.0 (8 Reviews)
3 Bedrooms 6 Guests
half Mi to Pier WFH-Friendly Apt in Maine!
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9.0 (2 Reviews)
2 Bedrooms 5 Guests
Walk to everything - Beach, Pier, Restaurants, and Amusements!
10.0 (29 Reviews)
2 Bedrooms 4 Guests
Symphonic Serenity-2BR Rhythmic Retreat
9.0 (2 Reviews)
2 Bedrooms 5 Guests
*2 Bedroom Pine Point Beach Cottage* With Marsh Views!
10.0 (28 Reviews)
2 Bedrooms 4 Guests
Amazing Views in Old Orchard
9.0 (1 Review)
2 Bedrooms 4 Guests
Walk to Beach and Pier in Old Orchard Beach
10.0 (28 Reviews)
2 Bedrooms 4 Guests
The Rebekah Inn
FromUS $135 per night
8.9 (78 Reviews)
8 Bedrooms 10 Guests
NEW TO THE MARKET - 1 block from the beach!
10.0 (28 Reviews)
1 Bedroom 4 Guests
Pine Point Beach private, quaint, charming studio.
10.0 (26 Reviews)
1 Bedroom 2 Guests
Panoramic Views & Crashing Waves
FromUS $389 per night
10.0 (22 Reviews)
2 Bedrooms 4 Guests
Quiet Ocean Breeze Cottage
FromUS $394 per night
10.0 (21 Reviews)
2 Bedrooms 6 Guests
Ocean views condo in heart of OOB
10.0 (21 Reviews)
1 Bedroom 4 Guests
Walk to the Pier, Downtown
10.0 (5 Reviews)
2 Bedrooms 4 Guests
Beach-Seasonstides
FromUS $625 per night
8.7 (3 Reviews)
3 Bedrooms 7 Guests
The Voyager
FromUS $147 per night
9.6 (74 Reviews)
1 Bedroom 2 Guests
Beachfront 14 Condo on Old Orchard Beach
8.5 (2 Reviews)
1 Bedroom 4 Guests
The Edgewater
FromUS $159 per night
9.4 (1001 Reviews)
1 Bedroom 2 Guests
King Bed, Views, Sleeps 6, Minutes to Pier
10.0 (4 Reviews)
1 Bedroom 6 Guests
Old Orchard Cottage
FromUS $325 per night
8.4 (16 Reviews)
1 Bedroom 4 Guests
Moontide Motel Cabins & Apartments
9.4 (101 Reviews)
1 Bedroom 2 Guests
Old Orchard Beach Home with Patio Walk to Beach
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8.4 (6 Reviews)
1 Bedroom 6 Guests
Beautiful Modern Beach House!
8.3 (3 Reviews)
2 Bedrooms 8 Guests
Aqua Amour Studio
FromUS $116 per night
8.3 (3 Reviews)
1 Bedroom 3 Guests
Beachfront Old Orchard Beach Condo with Balcony
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8.2 (10 Reviews)
2 Bedrooms 6 Guests
Fishermen's Cove Cottage, Pine Point, Maine
10.0 (3 Reviews)
2 Bedrooms 8 Guests
Sandy Shores
FromUS $343 per night
8.2 (5 Reviews)
3 Bedrooms 4 Guests
Atlantic Ocean Suites - Sand Castle Suite 7
10.0 (3 Reviews)
2 Bedrooms 7 Guests
Walk to Beach Maine Home with Hot Tub and Deck!
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8.0 (5 Reviews)
5 Bedrooms 10 Guests
Walk to Ocean & Pier: Prime OOB Condo!
10.0 (3 Reviews)
2 Bedrooms 6 Guests
Charming Pine Point Cottage - 2 Blocks to Ocean!
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8.0 (2 Reviews)
3 Bedrooms 8 Guests
Atlantic Ocean Suites - Sand Dune Suite 11 (1 Bedroom)
10.0 (3 Reviews)
1 Bedroom 4 Guests
Sun-Soaked Coastal Cottage with Deck and Walk to Beach
|
8.0 (1 Review)
3 Bedrooms 6 Guests
SeaWatch Oceanfront, direct access to beach
10.0 (3 Reviews)
2 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 1467 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 827.01 ft² on average, with prices averaging US $437 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 1467 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.