Holiday rentals with a washing machine and dryer in Pine Point Beach

The Boardwalk: Lux Vintage - 5 min Walk to Beach

Come feast your eyes on Grand Old Orchard Beach! For 125 years it’s lured seaside dreamers with 7 miles of soft sand, a bustling boardwalk, bully eats, and the only oceanfront amusement park in the land. Our swell luxury home rests quiet as a Sunday morn—just 5 min walk to the surf, and 15 min walk to the thrills. Shell huntin’, coaster ridin’, lobster rolls, and leisure galore. And only 25 minutes by motorcar—Portland awaits, a proper foodie town of cobblestone, lighthouses, markets, and art.

Tall Pines -Quintessential Maine Beach House

We, Tom and Judy, welcome you to join us at our quintessential Maine turn-of-the-century “beach house.” Tall Pines is a few minute walk down a public way to spectacular ocean views and the incredibly soft sands of aptly named Grand Beach. Nestled on a wooded five-acre lot, this very special Pine Point, Maine property has been loved and enjoyed by our family and friends since 1929. The main house affords an opportunity for you and family or friends to enjoy the ambiance of a time-gone-by.

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.

Luxury Beach Front Condo! Prime Location!

⚠️ June, July & August almost fully booked! ✨ 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 ✨

#3 Couples Cottage Minutes from the Beach

3 night Min. stay 6/1 to Labor Day. Cottage #3 is a one-bedroom (king bed) recently renovated well-appointed with comfortable furnishings and updated finishes. It is outfitted with modern decor. 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. Full size washer dryer. A private fenced patio with a gas grill, table and chairs. Just a short 5-minute walk to the sandy beach. Yes we allow pets.

Beach Breeze

Bright 1400 sq ft open concept condo sleeps 8 ( 4 beds) with a couple minutes walK to 7 miles of Pine Point Beach or walk along the beach to Old Orchard Beach Pier amusement park. Seafood restaurants in Pine Point close to the condo, some within walking distance ( Clambake & Salty Bay ). You can walk or rent a bike from Pine Point Beach to Old Orchard Beach (2 miles) for the night life or take a nice 15 minute ride into The Old Port, Portland.

Pine Point Beach Getaway - Steps From the Beach!

Welcome to your quintessential New England beach retreat! This charming beach house offers classic coastal vibes with modern comforts. Nestled just steps away from the picturesque Pine Point Beach, you'll find yourself immersed in the beauty of a seven-mile stretch of pristine coastline. Indulge in the breathtaking views of epic sunrises by the shore and tranquil sunsets over the marshlands.

Woods Lane Golf and Beach Vacation

Directly across from Dunegrass Golf Course clubhouse, restaurant, and bar. Just built with gorgeous finishes. Open layout for kitchen, living, dining, mini bar. Just 7 minute drive to OOB pier and the beaches. 2 car garage. and driveway that fits 4 cars. Get away from the crazy and loud beach homes and relax in the golf course community. Patio with seating for 8 with gas grill.

Coastal Penthouse - Center of Downtown Portland!

Overlooking Portland’s historic downtown rests this coastal penthouse located on the most vibrant street in the city! This one-bedroom apartment is fitted out with all of the amenities needed for a Maine vacation! Enjoy relaxing in luxury while only feet away from Portland’s most popular destinations. This penthouse is perfect for those here for business or a Maine getaway!

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."

Cozy Rock Cabin #thewaylifeshouldbe

*As seen on Magnolia Network's 'The Cabin Chronicles'* Cozy Rock Cabin is an 800 sq ft cabin on three acres of wooded land. Carefully designed for couples and digital nomads, it has everything you'll need to explore southern Maine (#thewaylifeshouldbe) or just stay cozy in front of a fire. Follow the journey on IG at @cozyrockcabin!

Luxury Home w/HOT TUB & Fire Pit

This beautiful home was just completed summer of 2023. Under a mile walk to the beach, or grab the trolley at the end of the street! This home has everything you need for your stay, including an outdoor grill, fire pit and hot tub!! All three bedrooms on the second floor.