Beach house holiday rentals in Old Orchard Beach

Waterfront Gem walkable to Restaurants!

Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

Coveside on Little Sebago

Welcome to our lakefront home on Little Sebago Lake in Gray, Maine. Have morning coffee on the patio while listening to wildlife. Kids enjoy the beach with shallow water entry, while boaters appreciate the deeper water at the dock! Westerly view of glorious sunsets. Gardens, wildlife, great star viewing! 7 day minimum in the summer. 4 mi. from Gray Exit #63 of the Maine Turnpike I-95. 2 hrs from Boston. 30 min to Portland or Oxford Casino, 60 min to Shawnee Peak, 74 min to Sunday River.

Home on Historical Island and Saco River (+ Gym)

This four bedroom 1.5 bath home on historic Springs Island in Saco has both the charm and amenities that you need for your next vacation. Stay in this restored new englander on the Saco River in Biddeford where you can enjoy the water at home or you are just a short drive to the many of the most traversed beaches in Maine. You are also within walking distance to thriving downtown Biddeford, its mill district, and all of its restaurants and shops. Guests get access to a private gym as well.

Pine Point Beach Home

Private, quiet and peaceful. Located on a private street just 100 feet from a path to Beautiful Pine Point Beach. This 3 bedroom, 3 bathroom home has all the amenities for a perfect getaway. There are 3 living rooms, each bedrooms has a double bed, plus a trundle bed in the upstairs living area and a sofa bed in the front living room. Wi-Fi, washer/dryer, and linens/towels are provided. Enjoy morning coffee in the enclosed porch with an ocean view or grill out in the private backyard patio.

Beachfront Bliss: Spacious 4-BR Retreat for 15!

Our beautiful 4-bdrm home offers breathtaking ocean views and direct access to the sandy shores of Ferry Beach. Perfect for families, groups or a romantic escape, this spacious retreat combines comfort and relaxation for an unforgettable stay. You will fall in love with the location. Take a walk to Huots and grab some seafood, stop by the General Store for a lobster roll, or walk down to the trolley stop and hop on to take a ride down to OOB. You really cannot beat this versatile location!

3 Bedroom Seaside Oasis | 3 Minute Walk to Beach

Your summer oasis awaits! Come make memories at Saco's stunning Ferry Beach in our adorable beach bungalow that is a 2-3 minute walk to soft sand, epic views, and miles of Maine's coastline. There is no public parking nearby which means it is like a private beach. After a long day at the beach, come back to relax under the trees in the serenity of the backyard and then fire up the grill & fire pit as the sun goes down. Note: Bedroom windows have blackout shades & living room has blinds!

5 Bedroom 7 Bath Exquisite Beachfront Property

Our beach house is in a prime location of Old Orchard Beach, Maine. Located less than 0.5 mile from the pier & Downtown. Once part of a hotel, it has since been renovated to a 5 bedroom 7 bathroom house with a walk-in elevator, game room with pool table & wet bar & most importantly open floor plan encompassing the living room, dining room & kitchen area all surrounded by large windows w/ spectacular views of the never-ending beach and ocean. 5/6 person, outdoor, hot tub, open year-round.

Newly Renovated | Farm Stay | Near Portsmouth!

Welcome to the Brown House at Emery Farm. This recently renovated charming cedar shake farmhouse is situated on 130 picturesque acres, on the oldest family farm in America. If you’re looking for a quintessential New England farm stay experience that offers a quiet peaceful stay, this is the place! • 3 bd | 3 bath | sleeps 6 • Private, quiet, picturesque • Located on a working farm • 2 min walk to Emery Farm Market & Café • 10 min to Portsmouth • Surrounded by nature • EV charger

Oceanfront Year-Round Fun with Live Music in OOB!

No matter the season, there’s always something happening at this oceanfront penthouse at The Brunswick. Enjoy panoramic ocean views anytime of the year. Live bands play at the famous ‘Swick year-round, so the fun never stops. This two-level retreat features two spacious balconies, an open-concept layout, 2 bedrooms, and 2.5 baths. We are steps to the beach, the famous Old Orchard pier, Palace Playland, and walkable to lots of shops, dining, and nightlife—park once, stay and enjoy it all!

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.

Beautiful Oceanfront Home! "The Good Life" on Bay

This has to be the one of the nicest homes in OOB! Our oceanfront home has beach views from all 7 bedrooms. This 3 story home is perfect for a large family(ies) or group of friends spending either a long weekend together off-season or a week together during the height of the summer season. Located on a quiet, serene cul-de-sac street that leads on to Maine's best hidden treasure the beach! 15 min drive to Downtown Portland. The OOB downtown is a short ten minute walk.

Lake Arrowhead, Maine Waterfront House

Amazing 4 bedroom/4 bathroom lakefront house! Lake Arrowhead is a perfect family destination for all seasons. In the summer, lake life has great swimming, boating, fishing, and ATV trails. The fall season is amazing for hiking, biking and ATV'ing, fishing, and leaf peeping. Winter months offer great snowmobiling, skating and fishing, and cross-country skiing. Perfectly located for day trips into Portland, Kennebunk, Freeport, Kittery, and Old Orchard Beach.