Beach house holiday rentals in Old Orchard Beach

Oceanfront Winter Fun with Live Music in OOB!

Looking for some winter fun? Welcome to your oceanfront penthouse at The Brunswick with winter entertainment! This two-floor retreat features two spacious balconies with stunning panoramic ocean views—perfect for morning coffee or sunset cocktails. Enjoy live bands at the famous ‘Swick—outdoors daily in warm weather and indoors year-round—so the great music never stops! With 2 bedrooms, 2.5 baths, and an open-concept layout, it’s the ultimate spot for beach vibes, ocean breezes, and nonstop fun!

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.

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.

NEW: Charming & Fresh Oceanside 4BR Beach Retreat

Your family will love this charming and fresh beachside cottage, steps from Gooch's and Mother's Beach. Ocean views from multiple rooms; it's the perfect spot for a peaceful getaway. Ideal for families, featuring a kid's room with full-size bunk beds and a trundle. Enjoy marble counters, wood floors, an outdoor shower, beach chairs, and al fresco dining with ocean views. Walk to the playground at Mother's Beach or stroll into town for dinner. A truly special spot for your Kennebunk vacation!

The Beach House - Oceanfront 5 BR

Our house is close to Gooch's Beach & Dock Square, Kennebunkport. You’ll love the oceanfront location with spectacular views and direct beach access,. Our house is great for couples, solo adventurers, business travelers and families with kids. Summer: June 14 thru Labor Day is a Sat to Sat 7 day only. The rest of the year has a 3 night min and variable/lower rates. There is NO smoking or pets permitted ANYWHERE on property. If this policy is violated, there will be a minimum charge of $500.

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!

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

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.

Maine Coastal Gem: Close to Beaches & Attractions!

Located on scenic Shore Road, a winding road along the rocky Atlantic Coast, this 3 bed, 2 bath home is a cozy beachside retreat. Downtown Ogunquit and York Beach are equally close, where you can enjoy sandy beaches, shops, restaurants, and activities along the ocean's edge. Recently renovated, open concept kitchen, dining, and living with bar seating, separated main bedroom, spacious bedrooms, and beautifully finished bathrooms. Prior guest favorite on Airbnb now under new ownership!

Waterfront, Wood stove & Private beach, Solo Stove

Welcome to the Luna Lake House, your very own lakefront retreat! Just 2 hrs from Boston and 1 hour from Portland, this is the perfect getaway. You get the entire house to yourself! This 1,810 sq ft house has 100 ft of private waterfront, a wood burning stove, private dock (June-October) and outdoor bonfire pit for your enjoyment. With incredible sunset views and it’s amazing location, you will make lasting memories in this one of a kind experience.

Steps to the Beach in OOB

Two doors up from the beach! Our home will be your base for a memorable vacation on the best beach in Maine. Three rooms with queen beds and a bunk room with four more twin beds! Plus a sun room with pull out couch for lounging or an extra sleeping space. The fenced in patio with fire pit, outdoor shower and built in BBQ is perfect for relaxing and entertaining in the evenings. Air Hockey table, board games, books, beach toys and more!