Family-friendly vacation rentals in Old Orchard Beach

Oceanfront Condo with Awesome Views

Wake up to a full ocean view on a seven mile sandy beach! Enjoy this one bedroom condo's great views, private balcony, and fully furnished decorated living space, along with a full kitchen with dishwasher, and even including a washer and dryer! Walk to everything downtown Old Orchard Beach has to offer: Amusement park, restaurants, clubs, shopping, and the famous Pier. Downstairs is a bar/restaurant that features live bands seven days a week in summer. Enjoy the summer fireworks every Thursday!

Family · Indoor spaces · View

Luxury Year-round Treehouse with private hot tub

The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Indoor spaces · Family · Value

Attractive 1 bedroom cabin only 50 ft from beach#1

nestled in a restful pine grove just 50 feet from Maine’s finest beach. These 8 one & two bedroom charming Old Orchard Beach Cottages are decorated in a modern beach theme, providing guests with the modern conveniences of today. Conveniences include Smart TVs with Amazon Fire Sticks, Wi-Fi, individually controlled heat & air conditioning, fully equipped efficiency kitchenettes, & private baths. Ideal for group getaways! Enjoy the privacy of your own seaside cottage, oh, so close to the beach.

Indoor spaces · Kitchen · Long stay

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.

Family · Indoor spaces · Bathroom

Oceanfront w/ Stunning views and Private Deck☀️🏖

Welcome to the Beach House on the Rocks, your very own oceanfront retreat! This beautiful, 1350 sq ft house is nestled right next to the ocean. With panoramic views and the ocean just steps away, you won’t forget this one of a kind experience. Tucked away in the hidden gem of Camp Ellis, you’ll enjoy a lively beach scene in the summer and a tranquil retreat in the off season. Just a short trip away to Old Orchard Beach and 30 min to Portland you’ll never be in need of fun activities.

Indoor spaces · Kitchen · Walkability

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.

Kitchen · Indoor spaces · 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!

Family · Indoor spaces · Heating

160 East by the sea #4 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.

Kitchen · Indoor spaces · Bathroom

Luxury Beach Front Condo! Prime Location!

✨ 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 ✨

Kitchen · Family · Quiet

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.

Family · Indoor spaces · Decor

#4 Vintage Cottage walk to the beach and Pier!

3 night Min. stay 6/1 to Labor Day. Cottage 4 is a 2 bedroom classic cottage with soothing beach colors and well appointed with comfortable furnishings. It is our only cottage with a claw foot bath tub. The cottage has a fully stocked kitchen with pots and pans. The cottage also has a private deck with a gas grill. A short walk, and you are at the 7 mile stretch of sandy beach and pier. Yes we allow pets.

Family · Indoor spaces · Hospitality

Downtown OOB Apt | Steps to Pier & Beach

Enjoy the best of both worlds! Tucked on the quieter side of the building, this peaceful 3rd-floor retreat offers a relaxing getaway with noticeably less train noise, all while keeping you just steps from the action. Walk to the beach, pier, local dining, Palace Playland, or hop on the trolley right outside. Includes free Wi-Fi, assigned parking, and easy check-in. The perfect spot to unwind!

Kitchen · Family · Decor