Pet-friendly 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.

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.

*Updated* Beach Home | Heart of OOB

UPDATED! New kitchen supplies, family activities and storage The perfect family or group getaway centrally located in OOB. Short walk to the water. Close to downtown, but still in a quiet area. UNIQUE: The property consists of a main house with 2br/1ba, and a detached studio apartment with 1br/1ba. Ideal for privacy! Everything in this house is BRAND NEW. Amenities include: wifi, beach chairs, BBQ grill w/ propane, sunny patio w/ seating, two parking spaces, full kitchen, tvs, washer/dryer.

Classic, calm river view & centrally located home

We are happy to share with you our coastal, colonial home set on eight acres along the Kennebunk River. Enjoy our quaint, warm home just 5 min to the beach and 3 minutes to Cape Arundel Golf Club. Our 4 bdrm, 2.5 bathroom suits short or long term stays. The location is ideal: 6 min from Kennebunkport, 15 min from Biddeford, and 30 min from Portland or Portsmouth! We hope to make you feel at home with the morning birds chirping and the calmness of the river just in back of the property.

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.

Adorable 2 bedroom cabin only 50ft from Beach no.7

This quaint two-bedroom cottage sleeps up to six people and offers an open kitchen, dining, living room area with cathedral ceiling. There are two roomy bedrooms, one with a queen bed and one with two bunk beds. The bathroom offers his & her sinks, shower and whirlpool tub. Conveniences inc. Smart TV, Wi-Fi, individually controlled heat and air conditioning, fully equipped efficiency kitchenettes, and private baths. Enjoy the privacy of your own seaside cottage close to the beach!

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.

"Sea Foam" ~ Perfect cottage steps to the beach!

Search no farther, you have found your perfect beach rental! Originally built in 1890 (but updated for convenient modern living!), this house has been loved by MANY. Come spend your next vacation here and see for yourself why everyone loves not only Sea Foam Cottage but also this quaint town with its lovely New England charm. Our beautiful home is steps from the beach, featuring plenty of ways for the whole family to enjoy your next beach vacation.

Ocean Views/Huge Porch/Sleeps 12/Walk to Beach

Experience the ultimate Maine vacation at our cozy 4-bdrm oceanfront cottage. This charming retreat offers breathtaking ocean views, a spacious porch perfect for relaxing with your morning coffee or enjoying a sunset cocktail with friends. During your stay you will have all the comforts of home. Ideal for families, friends or a romantic escape, this property provides the perfect blend of relaxation and enjoyment.

#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.