Holiday 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 · Value · Indoor spaces

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.

Location · Family · Kitchen

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.

Location · Family · Cleanliness

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.

Location · Family · Accuracy

Steps to Sand • Huge Rooftop Deck • Endless Views!

This private costal Maine beach house (1,220 sq/ft) is just steps to the sand! Spend your mornings splashing in the cool waves of Saco Bay and relaxing on the beach — afternoons strolling the pier and amusement park in town — then catch the Thursday night Summer fireworks from your private rooftop deck! This house comfortably sleeps 6 with two queen beds and a twin bunk bed on the first floor, plus an additional twin day-bed on the 2nd floor loft above the living room.

Value · Family · Bathroom

The Whale Residence

Tucked away on a quiet street just under a ten-minute walk to OOB’s pier and beach, this updated home blends comfort, privacy, and outdoor living. Relax in the four-person outdoor steam sauna, rinse off in the outdoor shower, grill on the patio, and unwind by the fire pit. Inside, enjoy fresh percale sheets, smart TVs, new heat pumps, touch-pad entry, and a new washer/dryer. The fenced yard is ideal for kids and pets, and an EV charger adds convenience.

Location · Family · Pets

Romantic Mirror cabin in the woods

Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Location · Value · Accuracy

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 ✨

Location · Value · Wifi

Stunning Beachfront Dream Home

Experience ultimate luxury at this newly built (2023) beachfront home, featuring breathtaking ocean views from nearly every room. With high-end finishes, two gourmet kitchens, and a spacious living area, every detail is designed for your comfort. Fully furnished for a turnkey stay, relax as soon as you arrive. Don’t miss the chance to stay in this dream home, perfect for creating unforgettable memories with friends and family!

Location · Family · Sleep quality

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.

Value · Location · Indoor spaces

#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 · Value · Kitchen

Modern Beach House w/Ocean Views

Newly renovated 3BR/2BA beach house just steps from Old Orchard’s 7-mile beach. Ocean views, upgraded kitchen, custom dining table for 10, A/C in every room. Primary suite with King and daybed, queen room, and fun bunk room. Smart TVs, Wi-Fi, games, beach gear included. Backyard seating for 10. Train passes behind home (no horn); sound machines provided. Perfect for families, friends, and beach lovers!

Value · Family · Decor