luxury real estate for rent Kennebunkport, United States

Discover the quintessential Maine coastal escape at Wahwa Cottage, a distinctive waterfront retreat in the picturesque village of Cape Porpoise, just minutes from Kennebunkport. Overlooking the open ocean, scenic islands, and iconic Goat Island Lighthouse, this historic summer home blends timeless Down East charm with thoughtfully updated interiors and exceptional access to the water. Built more than a century ago, Wahwa Cottage preserves the warmth and character of a classic Maine seaside home while offering modern comforts, including a completely renovated kitchen in 2025. Inviting living spaces, coastal-inspired décor, and expansive windows showcase the spectacular surroundings throughout the home. A private wooden pier leads to a floating dock, creating an idyllic setting for morning coffee, swimming, kayaking, paddleboarding, or simply watching the tides change. At low tide, expansive sand flats invite leisurely walks, shelling, and exploration. At high tide, the surrounding waters become a playground for swimming and water activities. The second floor features five well-appointed bedrooms, including three queen bedrooms and two bedrooms with two twin beds each, accommodating up to 10 guests. A small additional twin room, tucked off one of the queen bedrooms, offers a charming bonus space with beautiful views of the islands and lighthouse. The main level includes a welcoming living room with fireplace and water views, a formal dining room, and a beautifully renovated eat-in kitchen. Two full bathrooms are located upstairs, one featuring a generous soaking tub with shower and the other a spacious glass-enclosed walk-in shower. A convenient half bath is located on the main level, while an outdoor shower offers the perfect place to rinse off after a swim or day exploring the shoreline. An expansive deck provides an exceptional setting for outdoor dining and relaxation, complete with comfortable seating, a dining table, and umbrella. Gas and charcoal grills make summer gatherings effortless, whether enjoying a leisurely lunch or an evening meal overlooking the water. The surrounding coastline offers endless opportunities for exploration. Paddle to nearby islands, many protected by the Kennebunkport Conservation Trust, discover tide pools, search for shells, fish for striped bass, or enjoy a picnic surrounded by the beauty of the Maine coast. The private dock and floating platform are ideal for swimming, sunbathing, and launching watercraft. Guests may also enjoy use of a private clay tennis court, weather permitting. Cape Porpoise’s beloved village is just a short stroll away via a picturesque grassy path leading toward the harbor and lobster pier. Enjoy casual lunches of fried clams, browse the village market and local shops, or savor an exceptional dinner at one of Kennebunkport’s acclaimed restaurants. Kennebunkport village is approximately five minutes away by car, while Kennebunk Beach and Goose Rocks Beach are each about ten minutes away. The surrounding region offers wonderful opportunities for golf, hiking, cycling, boating, fishing, and discovering Maine’s celebrated coastline. Additional kayaks, paddleboards, and bicycles can be rented through local outfitters. Wahwa Cottage is more than a summer rental; it is an invitation to experience Maine at its most authentic. From ever-changing tides and lighthouse views to afternoons on the water and evenings gathered on the deck, this remarkable waterfront retreat offers a rare opportunity to enjoy the timeless character, natural beauty, and relaxed coastal lifestyle of Kennebunkport. Kennebunkport Short Term Rental License: STR-2100378 Guests may receive a special discount by paying via check or wire transfer instead of credit card. Contact Legacy Properties Sotheby’s International Realty for details.

Legacy Properties Sotheby's International Realty is thrilled to introduce the majestic estate located in the distinguished Cape Arundel neighborhood in Kennebunkport, Maine. Crafted in 2007, this custom-built haven is nestled directly across from the iconic Bush Compound, surrounded by 60 acres of private, wooded land, offering an unrivaled blend of seclusion and luxury. The property greets you with a secure gated entrance and a picturesque cobblestone driveway winding through scenic views of a freshwater preserve, leading to the breathtaking oceanfront. The estate includes a cozy two-bedroom guesthouse, complete with all amenities for comfort and privacy, and a well-equipped Tennis Cabana overlooking the court and basketball area. Centered around the driveway is a state-of-the-art outdoor turf putting and chipping green installed in 2017, complete with supplied clubs and balls for your leisure. Step into the main house to discover a welcoming sitting area, leading to a grand great room with soaring vaulted ceilings and panoramic ocean views through a dramatic wall of glass. The two-level terrace outside features an exquisite infinity pool and hot tub, crafted without compromise. This residence boasts a Niles audio system throughout, electronic controlled shades, an elevator, and a comprehensive fitness center with premium Cybex equipment. Entertainment is boundless here: a colossal game room, mini-theater, and various gaming tables await for endless fun. The East Wing hosts a luxurious master suite with direct patio and pool access, showcasing sweeping ocean vistas and newly renovated his-and-her bathrooms. Two additional bedrooms, each with en-suite facilities, ensure privacy and elegance. The West Wing extends the luxury with two more king-sized bedrooms, each with private bathrooms, connected to the vibrant game area, plus an office space for those mixing vacation with work. The pinnacle of the property is the Widow Watch on the third floor, offering unparalleled views of the estate, ocean, and Walker's Point. Consider enhancing your stay with professional chef services, available upon request. While the rental rate covers accommodating eight guests in the main home, if there are ten guests then the guest house must be rented for an additional fee of $650.00 per night, ensuring a truly grand Kennebunkport experience. Permit # - 2100329 Benefit from a special discount when choosing payment via check or wire transfer instead of credit card. Contact Legacy Properties Sotheby's International Realty for more information on this exclusive offer.

Legacy Properties Sotheby’s International Realty invites you to experience unparalleled luxury at 234 Ocean Avenue in Kennebunkport, a splendid custom-built haven crafted by the renowned Bowley Builders. This magnificent property spares no expense, offering an opulent coastal living experience. Perched in a coveted location, this exquisite residence boasts breathtaking ocean views from four of its five bedrooms, ensuring that nearly every room is a portal to the tranquil blues of the sea. Designed to comfortably accommodate 8 guests, the home features a unique third-floor space with four twin beds and a full-sized bed, perfect for larger families or groups. The home’s amenities epitomize luxury living: central air conditioning ensures your comfort; a state-of-the-art Sonos Sound system sets the soundtrack for your stay on the first floor; and the gourmet kitchen invites culinary exploration. Multiple flat-screen televisions throughout the home allow for leisurely downtime, while the spacious front and backyard patios, along with a lush yard, offer ample space for outdoor relaxation and activities. Located across the street from Walker's Point and within walking distance to Colony Beach and Dock Square, this property situates you in the heart of Kennebunkport’s most sought-after tourist destinations. Whether you're soaking in the scenic views or exploring the local charm, your stay at 234 Ocean Avenue promises a blend of luxury and leisure. Elevate your experience by inquiring about our exclusive private chef services. Imagine savoring a gourmet dinner prepared in the comfort of your home while enjoying your favorite beverages on the front deck or patio. 2100201 Benefit from a special discount when choosing payment via check or wire transfer instead of credit card. Contact Legacy Properties Sotheby's International Realty for more information on this exclusive offer.

Legacy Properties Sotheby's International Realty is proud to present 9 Arlington Avenue, a newly constructed statement residence in the heart of Kennebunkport — a masterfully designed coastal retreat that blends modern innovation with refined comfort. Thoughtfully engineered and impeccably finished, this exceptional property delivers a seamless luxury living experience just moments from the shoreline. Designed for effortless living, the residence features integrated smart-home technology, controlled via a dedicated wall-mounted iPad hub, allowing guests to manage lighting, sound, and climate with ease. A whole-home audio system and zoned temperature controls provide a fully customized environment throughout every level. Elevator access ensures comfort and convenience for all guests. The main living level is both sophisticated and welcoming, anchored by dual gas fireplaces that create warmth and ambiance for gatherings. The open-concept layout connects a designer kitchen, expansive dining area, and comfortable living space centered around a large entertainment screen. A distinctive built-in television within the kitchen island adds a conversational focal point, paired with an intimate sitting area ideal for morning coffee or evening unwinding. A stylish half bath and a separate first-floor media room offer additional space for relaxation and entertainment. Also on this level, a beautifully appointed king suite with walk-in closet and private bath provides ideal single-level accommodations. Upstairs, the primary suite serves as a private sanctuary, featuring a king bedroom, spa-inspired bath with soaking tub, generous walk-in closets, and a serene sitting area. Two additional queen guest suites each include private baths, walk-in closets, and their own balconies — perfect for quiet morning air or sunset views. The top floor offers a versatile retreat space with ocean views, two full beds, a private bath, and relaxed lounge seating — ideal for younger guests or anyone seeking a cozy escape. For recreation, the garage level includes a ping pong table for casual competition and fun. Perfectly positioned on a quiet residential street, 9 Arlington Avenue offers an exceptional balance of coastal serenity and walkable village access in the heart of Kennebunkport. From the residence, it’s an easy walk or short bike ride (approximately 10–15 minutes) to the boutiques, galleries, and acclaimed dining of Kennebunkport Village and Dock Square. Spend afternoons browsing local shops, enjoying lobster rolls along the harbor, or watching the boats come and go from the Kennebunk River. Just moments away lies the iconic The Colony Hotel, a beloved landmark known for its classic New England charm, oceanfront lawns, and seasonal dining. Adjacent to the property is Colony Beach, ideal for morning walks, sunset views, or a quick dip on warm summer days. For those seeking classic sandy stretches, Gooch’s Beach, Mother’s Beach, and Middle Beach are all within a short drive, offering some of the most picturesque shoreline in southern Maine. Despite its central location, Arlington Avenue maintains a sense of privacy and residential calm, allowing guests to enjoy the vibrancy of Kennebunkport while retreating to a peaceful, refined setting at day’s end. Whether walking into town for dinner, biking along Ocean Avenue, or enjoying nearby beaches, this location delivers the quintessential Kennebunkport experience — elegant, effortless, and unmistakably coastal. Optional concierge enhancements — including private chef and sommelier services — are available upon request to curate a truly elevated stay. Permit #: 21-00006 Benefit from a special discount when choosing payment via check or wire transfer instead of credit card. Contact Legacy Properties Sotheby's International Realty for more information on this exclusive offer.