Holiday rentals in Old Orchard Beach

Unique and Stunning Beachfront property Greygoose

Brand new hot tub open all year long Stunning inside out, this spectacular oceanfront property offers bold panoramic views of the Saco Bay! Imagine enjoying the morning sunrise from your private Master Bedroom deck or gathering with family and friends on the oceanfront deck or by the fire pit in the private patio courtyard. Fondly known as the ''GreyGoose'', this lovely home was extensively renovated in 2012 with impeccable attention to maximizing ocean views, and creating spacious living areas.

Romantic A-Frame cabin in the woods

Stay at Hidden Pines Cabins. Modern cabin tucked privately in the forest. Loaded with modern amenities make it perfect for a romantic getaway. Unwind in the hot tub looking up at the sky full of stars. Take a Sauna while being surrounded by nature all around. Relax by the fire pit. Located in the majestic forest of mount agamenticus, the extensive trail system is off our road. Short drive to the Ogunquit/ york beaches, outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

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.

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.

#2 Walk to the beach Vintage Cottage

3 night Min. stay 6/1 to Labor day. Cottage #2 is a classic one-bedroom with soothing beach colors and well-appointed with comfortable furnishings and updated finishes. It is outfitted with vintage and modern decor mixed in. The cottage has a fully stocked kitchen with pots and pans and utensils for those times when you may just want to stay in and cook. Private fenced backyard with a gas grill, table and chairs. Just a short 5-minute walk, to the beach. Yes we allow pets.

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.

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.

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.

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 ✨

Single Family House Near Beach

Relax with the whole family at this unique and newly remodeled house, peaceful to live in yet close to action on the beach and the pier. the master bedroom has a queen and loft bedroom (open to downstairs) a full and a twin bed. Separate entry room has sitting and a simple work bench. Laundry room opens to patio w/sitting and stairs down to the lawn and outdoor shower. All rooms have ceiling fans and driveway can park 2 cars

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!

HotTub+Firepit/5 min to DockSquare, Dining, Beach

Follow us on IG @anchorunwind. Escape to a hidden gem nestled in the heart of the Kennebunkport area, where modern comfort meets nature's serenity. Our cabin offers an unforgettable vacation experience. ✭"...A must stay location. The host’s were very helpful and genuine..." ✭"...We’ve travelled all around the world and this is in our top 3 Airbnbs we’ve stayed in."