Family-friendly holiday rentals in Old Orchard Beach

Alluring 1 Bedroom cabin just 50ft from beach no.6

Come to relax, or be as busy as you choose and enjoy seven uninterrupted miles of sandy beaches. Nestled in a restful pine grove just a 30 second walk from Maine’s finest beach. 0.75 mile walk to the hustly & bustle of downtown Old Orchard Beach, our Cottage is situated in the peaceful residential pocket of Ocean Park - South Old Orchard Beach. Step out of your cottage and walk just a few steps until your feet hit the flat, golden sand & take in the beautiful Atlantic ocean. Do not miss sunrise!

The Boardwalk: Lux Vintage - 5 min Walk to Beach

Come feast your eyes on Grand Old Orchard Beach! For 125 years it’s lured seaside dreamers with 7 miles of soft sand, a bustling boardwalk, bully eats, and the only oceanfront amusement park in the land. Our swell luxury home rests quiet as a Sunday morn—just 5 min walk to the surf, and 15 min walk to the thrills. Shell huntin’, coaster ridin’, lobster rolls, and leisure galore. And only 25 minutes by motorcar—Portland awaits, a proper foodie town of cobblestone, lighthouses, markets, and art.

OOB Oasis: 6BR Home w/ Private Pool Near Beach

Welcome to our stunning home and your private oasis in Old Orchard Beach! Just 5 minutes from the ocean, this expansive custom-built home offers 3 suites (each with its own private bath), a gourmet kitchen with high-end appliances, a sprawling open floor plan, and ample parking for large groups. Step outside to enjoy a large fenced backyard, spacious deck with BBQ grill, new hot tub and sparkling in-ground pool; perfect for summer fun, fall gatherings, or relaxing after a day at the beach.

Close Enough

This sweet little two bedroom, just 5 streets from the beach and along the trolley line, is the newest in our Close Enough family! It is packed with charm and convenience, while being nestled in one of OOB's quietest neighborhoods. This cottage has just enough of everything to make your beach vacation complete, from vintage kitchen charm, to full size laundry facilities , to an adorable private patio for regrouping after a day at the beach! Ask us about discounts for longer stays!

Luxury Beach Front Condo! Prime Location!

⚠️ June, July & August almost fully booked! ✨ Encourage reserving multiple nights to bring down the cost per night ✨ Minimum stay varies, typically 2 to 3 nights ✨ If you see a longer minimun, it’s likely to prevent the reservation from leaving a single night open. Just select different start date. ✨ Much appreciated if guests book trips connected to other guest trips ✨ Unless the trip is within the next few weeks, please don't book a trip that leaves a single night open ✨

The White Oar Cottage

Classic Maine Cottage full of charm and character. Just a short walk from the beach, this home is perfectly situated for those looking to enjoy the best of coastal Southern Maine. The cottage has been thoughtfully updated with new flooring and fresh, comfortable furniture, blending vintage charm with modern touches. Inside, you’ll find a warm and inviting space ideal for relaxing after a day at the beach or exploring the local shops and cafes nearby.

Old Orchard Beach Guest Suite

OOB Guest Suite is a remodeled space just 1 block from the downtown area. Walk to restaurants, shops, beach, arcade and amusement park. Free parking. Free wifi/Smart TV. Outdoor space with small deck with bistro table/chairs, new patio with picnic table and grill. Enjoy all that Old Orchard Beach has to offer! Summer reservations from June 29, 2024 through August 24, 2024, are required to be 7 nights, beginning and ending on Saturday.

160 East by the sea #5 Steps to the beach

You must be 21 years of age Steps to 7 miles of sandy beach. Walking distance from shops, restaurants, public transportation and more. 20 mInute Drive to Portland. One room unit with Kitchen, Bath, King bed and a Queen Sofa Bed. (360 sq. ft.) Accommodates family of 4 2 adults and 2 Children or 3 Adults max Parking for 1 vehicle. Yard with Picnic Tables and umbrellas (seasonal) Gas Grill No Smoking property No Pets Allowed.

Welcome to Old Orchard Beach

This ground floor 3 bedroom unit can accommodate up to 7-8 person, offer a private access to the unit. There will be 1 king bed, 1 queen, 1 full size bed and a pull out couch, full bath and a full kitchen (eat in kitchen). The place is about 4 minutes walking distance to the beach, about 6 minute walk to the train station, 8-10 minute to playland palace. A minute to a bus stop and one block to a convenient store.

Woods Lane Golf and Beach Vacation

Directly across from Dunegrass Golf Course clubhouse, restaurant, and bar. Just built with gorgeous finishes. Open layout for kitchen, living, dining, mini bar. Just 7 minute drive to OOB pier and the beaches. 2 car garage. and driveway that fits 4 cars. Get away from the crazy and loud beach homes and relax in the golf course community. Patio with seating for 8 with gas grill.

Steps to Beach, Pier, Park | Condo with Pool • 11

Newly renovated from top to bottom, this stylish one-bedroom suite is perfect for couples, solo travelers, or small families — comfortably sleeping up to 4 guests with two full beds. Everything inside is brand new and designed with your comfort in mind. Our properties are the most modern and updated in Old Orchard Beach.

Newly renovated beach cottage in Old OrchardBeach

My place is close to The Pier , great views, restaurants and dining, the beach, family-friendly activities, nightlife. You’ll love my place because of the kitchen, the coziness, the high ceilings, and the location. My place is good for couples, solo adventurers, business travelers, and families (with kids).