Pet-friendly vacation rentals in Old Orchard Beach

The Chickadee Tiny House

The newly built Chickadee allows you to experience upscale tiny living within a stones throw of some popular local attractions. While we feel the Chickadee offers plenty of privacy from the inside you should make note that it is located in the middle of a neighborhood setting and the landscaping is still being worked on though won't be disruptive to your stay. Just under a mile from downtown Gorham 20 minutes to Portland Ski, swim, shop, eat, leaf peep, hike, the activities nearby are endless

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.

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.

Spacious 2 bedroom cabin, 50ft from the beach no.8

This spacious, charming cottage features two bedrooms. One bedroom has a queen bed and one has two bunk beds, for a total of 6 people maximum. The open kitchen, dining, living room area has cathedral ceilings. The bathroom offers his & her sinks, shower and whirlpool tub. Relax with the whole family at this peaceful place to stay. Fully equipped efficiency kitchenettes, with dishes, utensils, paper towels, and coffee provided Individually controlled heat & air conditioning All linens provided

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.

Charming Cottage in OOB

Welcome to your perfect Maine escape—just a short walk to the beach. This fully renovated cottage blends modern comfort with timeless sea captain charm. Step inside and enjoy a spacious living room, a fully-equipped kitchen, and three inviting bedrooms (two queens and two twins). Whether you're sipping coffee on the large porch or gathering in the backyard, this space was designed for relaxation. Come experience Maine the way it was meant to be—breezy, beautiful, and filled with charm.

Higgins Beach *New* Beach Home & Private Offices

Custom designed contemporary at the beach. Perfect for a relaxing getaway, visiting family and friends or working remotely. Chef's kitchen w/ high end appliances, granite countertops, enclosed porch grill area. 3 bedrooms and 2 private offices Huge windows and amazing views from all of the rooms highlight the natural beauty of high tides, sun rises and sun sets. Wonderful beachfront walks and beautiful surroundings inside and out. Easy proximity to Portland's Old Port.

Deja Blue Guesthouse

Our year round beach guest house is an oceanfront dream for a single or couple's retreat. Come relax by the sea. Listen to the waves crashing right outside your door. Disconnect or work while here we have fast WiFi for you. Enjoy this gem of a place on the coast of Maine as a year round escape. Come make some memories to cherish for a lifetime. Pro tip: Wake up early and observe the beautiful sunrise over the ocean. It is totally worth getting up early and will not disappoint.

Walk to Beach from Spacious 1920 Home

Welcome to our newly renovated beach home just a 2 minute walk to the pier! Enjoy our large (~3000sqft), open-concept 4 bed, 3 bath, with 2 spacious kitchens, 2x washer/dryer rooms, 2x dishwasher, & off street parking. Each bedroom has memory foam queen mattress, 2 couches with full size memory foam pull out and 1 with queen pull out, this place comfortably sleeps 12. Includes access to Netflix, Hulu, Disney plus & high-speed internet although we recommend relaxing on the beach.

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.

Tiny house near the beach!

Enjoy a wooded retreat just minutes from Maine's stunning Fortune's Rocks beach. This newly constructed tiny home welcomes you for a memorable stay near the coast. We strive to offer a thoughtful balance between modern amenities and a natural setting. This space is perfect for two guests, with a maximum of four who are comfortable sharing tiny accommodations. We are pet friendly for an additional fee - one dog maximum per reservation.

#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.