Surfside Holiday Rentals

Compare Villas, Resorts, & Rentals in Surfside, Maine, USA

Sea Shell
FromUS $250 per night
|
10.0 (4 Reviews)
1 Bedroom 2 Guests
The Beach Bunker
FromUS $289 per night
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10.0 (2 Reviews)
1 Bedroom 2 Guests
4 Bedroom 2.5 Bath house in Kinney Shores
New
5 Bedrooms 11 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
The Captain's Ship
FromUS $832 per night
|
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
Location, location, location
FromUS $244 per night
10.0 (109 Reviews)
1 Bedroom 2 Guests
Make Lasting Memories at the Bougie Beach Bungalow
10.0 (1 Review)
2 Bedrooms 7 Guests
Stunning Views from Roof Top Deck, 50 Steps to Beach
10.0 (82 Reviews)
2 Bedrooms 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
Old Orchard Beach House Condo with Ocean View
10.0 (53 Reviews)
2 Bedrooms 6 Guests
Pine Point Beach House, 3BR Walk to Beach
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9.3 (3 Reviews)
3 Bedrooms 7 Guests
Cozy, Quiet Short Walk To Beach Amusement Park.
10.0 (51 Reviews)
1 Bedroom 4 Guests
Cozy 3BR Beach House by the Sea
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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
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
Oceanfront/Beachfront Condo on Old Orchard Beach
10.0 (35 Reviews)
1 Bedroom 4 Guests
The Rebekah Inn
FromUS $248 per night
8.9 (78 Reviews)
8 Bedrooms 10 Guests
Steps from the Beach - The Sandcastle - Amazing Ocean View
10.0 (30 Reviews)
2 Bedrooms 4 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
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
Cottages by the Sea #1 by Bayley Vacation Rentals
10.0 (7 Reviews)
1 Bedroom 6 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
A coastal cottage steps from Pine Point Beach!
10.0 (7 Reviews)
2 Bedrooms 6 Guests
Beachfront 14 Condo on Old Orchard Beach
8.5 (2 Reviews)
1 Bedroom 4 Guests
The Edgewater
FromUS $159 per night
9.4 (1002 Reviews)
1 Bedroom 2 Guests
Gorgeous Oceanview Condo In Old Orchard Beach, Maine
10.0 (6 Reviews)
2 Bedrooms 4 Guests
Old Orchard Beach Home with Patio Walk to Beach
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8.4 (6 Reviews)
1 Bedroom 6 Guests
Moontide Motel Cabins & Apartments
9.4 (101 Reviews)
1 Bedroom 2 Guests
Atlantic Ocean Suites - Sand Dollar Suite 2
10.0 (5 Reviews)
1 Bedroom 7 Guests
Old Orchard Cottage
FromUS $460 per night
8.3 (16 Reviews)
1 Bedroom 4 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
Sandy Shores
FromUS $343 per night
8.2 (5 Reviews)
3 Bedrooms 4 Guests
Walk to the Pier, Downtown
10.0 (5 Reviews)
2 Bedrooms 4 Guests
Walk to Beach Maine Home with Hot Tub and Deck!
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8.0 (5 Reviews)
5 Bedrooms 10 Guests
King Bed, Views, Sleeps 6, Minutes to Pier
10.0 (4 Reviews)
1 Bedroom 6 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
Heated Saltwater Pool Short Walk to Beach Pier 2
10.0 (4 Reviews)
1 Bedroom 4 Guests
13 Mi to Portland Studio on Old Orchard Beach!
8.0 (1 Review)
1 Bedroom 4 Guests

About Casai's Private Villas and Holiday Rentals in Surfside

Discover more than 1516 vacation rentals available in Surfside. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Surfside.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Surfside, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Surfside. On average, places to stay near Surfside offer 932.06 ft², with nightly prices averaging US $446.

With Casai, finding and comparing holiday rentals in Surfside is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

Frequently Asked Questions About Surfside?

What are the top holiday rentals in Surfside?

How many Casai.com holiday rentals are available in Surfside?

As of 2026, Casai boasts over 1516 properties listed in the Surfside area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Surfside.