luxury holidays rentals United States

Brand new construction on Oyster Pond. This property features five bedrooms including a primary ensuite on the first and second floors. There are two additional bedrooms on the second floor, one with two twin beds and one with a twin over full bunk. The fifth bedroom is a guest suite with additional living area above the three car garage. Guests can enjoy beautiful views of the pond throughout the home, as well as plenty of space both indoors and out for entertaining.

This townhome is located in the closest beach front community from town. It offers an open floor plan, a renovated kitchen and a screened in porch that looks out to the crystal clear waters of the Gulf of Mexico. At the end of your day, this is the perfect location to relax and enjoy watching the picture perfect sunsets.

Renovated and decorated by a renowned Island decorator, and featured in Architectural Digest thereafter, this gem sits on a rather unique piece of property overlooking the historic Edgartown harbor. Located on the north side of town, the views are of the immediate harbor as well as the north bluff of Chappaquiddick; during sunrise or sunset the exquisite coloration cast off the harbor is a guaranteed inspiration. With three comfortable bedrooms and flowing open common areas, this home is your ideal vacation spot. Discerningly decorated in nautical theme, it has an old world charm with all the modern conveniences. Located a block from all downtown Edgartown amenities, including Fuller Street Beach. $6,000-$25,000/week

A truly remarkable residence designed by one of the Island's premier architects and situated midway between the historic village of Edgartown & the golden sands of South Beach. Located just a mile from both this home boasts an outstanding and most desirable location. This elegant five-bedroom home with guest house is set on the prestigious Field Club's manicured 7.5-acre property. This house features everything one would expect in a newly built, high-end home. Added in 2013 the custom pool and spa are in wonderful condition. There are many distinct details that complement the abundant and well-crafted living spaces. There are spacious decks off the bedrooms as well as a covered porch with an outdoor fireplace. The graceful living room offers HD television and a sound system with the bonus of a real log fireplace for romantic evenings. The fully equipped chef’s kitchen includes a top-of-line Wolf Range, granite countertops, two dishwashers, and a separate Butler’s pantry. The comfortable sunroom leads from the kitchen through double French doors to the landscaped garden and the heated 18 by 32 foot swimming pool. Surrounding the pool is an expansive patio that has a six-foot fire pit for alfresco dining. Inside the stylish dining room comfortably seats eight. There's even a relaxing den with a gas fireplace. Finally, the cozy primary bedroom with a gas fireplace and adjoining balcony completes the main house. The Guest House is a separate one-bedroom/one-bath suite above a two-car garage. The garage doubles as a “party room” complete with a ½ bath and Ping-Pong table. $20,000-$35,000/week

Exceptional rental opportunity on Menemsha Pond. This stunning compound features a main house with eight ensuite bedrooms, showcasing a remarkable first-floor primary suite with two full bathrooms. Two kitchens, equipped with top-of-the-line appliances, provide a luxurious culinary experience. Additional features include a home theater with massage chairs and expansive indoor and outdoor living spaces against the backdrop of breathtaking water views. Included with the main house is a large waterfront deck with outdoor Italian seating that can comfortably accommodate 20 people. There is an outdoor dining table that can accommodate 24 guests, as well as a large built in Kalamazoo grill and pizza oven, an outdoor wooden bar, an outdoor built in stone fire pit and two large built in Tucci umbrellas. The pool house serves as a haven of relaxation, featuring an indoor heated 10' X 30' pool and a spa surrounded by floor-to-ceiling sliding glass doors that seamlessly blend the interior with the exterior. Additional amenities include a sauna, steam room, wet bar, and two guest bedrooms. The second-floor is a full guest suite, including a large bedroom, washer and dryer, a living room and two spacious balconies.The first-floor guest bedroom enhances the overall luxurious accommodations. Perched atop the compound is a hilltop writer's cottage with one bedroom, offering panoramic views overlooking the pond. Also included on the property is an entertainment building including a large full gym with various cardio and weight machines by Technogym and Peloton. The gym features floor-to-ceiling windows providing scenic views. There is also an indoor basketball court with an NBA professional basketball shooting machine. Below is a 6 car garage with Porsche and Tesla electric car charging stations. Guests can also enjoy outdoor recreational activities with a tennis court that doubles as a pickle ball court with appropriate lines, and a large cedar jungle gym. The property includes a 115' deep-water dock with a boat house featuring numerous waterfront activities including paddle boards, kayaks, and wetsuits for added convenience. Additionally, three purpose-designed boats are available for use during the stay. Guests have the option to rent one, two, or all three: Boat One is a 55-foot Novamarine BS160, custom made in Italy, equipped with 5 outboard Mercury Racing engines and significant customization (captain required). Boat Two is a Mastercraft X26, perfect for water skiing, wake surfing, wakeboarding, etc. The boat features a computer touch panel for creating a customizable surf wave behind the boat. Boat Three is a Zodiac Open 7.0 speed boat, versatile for water skiing and well-suited for navigating open oceans with waves. This 26-foot boat is powered by a Yamaha 200 HorsePower outboard engine, offering both agility and stability on the water. The nearby beaches offer delightful opportunities for sunbathing, swimming, and savoring the picturesque ocean views. Menemsha, a charming fishing village nestled in Chilmark, is celebrated for its delightful harbor, delicious seafood, and enchanting sunsets. From the property itself, guests can enjoy breathtaking views of Menemsha Pond, particularly at sunset, when warm hues paint the sky and cast reflections on the serene waters, creating a tranquil and visually captivating setting. The island plays host to a variety of events and activities, including farmers' markets, art fairs, and community gatherings. The lush green surroundings, invigorating coastal breezes, and overall sense of serenity make it an attractive destination for those in search of an escape. This rental opportunity guarantees an immersive, high-end escape where guests can unwind in a serene atmosphere, surrounded by the beauty of nature and the thoughtful luxury woven into every aspect of the property.

This home sits on a unique piece of the Edgartown harbor. With balconies overlooking the harbor, your vista is forever changing. Located on the north side of Edgartown, guests can enjoy views of the harbor as well as the north bluff of Chappaquiddick. While the sun sets to the west, it casts a golden hue over the water, Chappy beyond. If you're an early riser, you will see the vibrant sunrise over Cape Pogue. With four comfortable bedrooms and flowing open common areas, this home is your ultimate vacation destination. Discerningly decorated in a nautical theme, it has old world charm with all of the modern conveniences, including central air conditioning. The property is located one block from all of the entertainment, shopping and dining that Edgartown has to offer. $7,500-$27,500/week

Overlooking Lake Tashmoo in Vineyard Haven, this waterfront rental property offers a luxurious retreat for those seeking relaxation and comfort. Step onto the expansive large deck and be greeted by breathtaking views of the tranquil water, providing the perfect setting for watching the sunset. The property features a charming pool, ideal for refreshing dips on hot summer days or simply lounging by the water's edge, soaking in the peaceful ambiance. The screened porch offers a shaded oasis to enjoy the fresh air and scenic surroundings. Inside guests will find five spacious bedrooms, each offering a retreat-like atmosphere. Two of these bedrooms are ensuite primary bedrooms, conveniently located on both the first and second floors for added privacy and comfort. The ensuite bathrooms boast luxurious amenities, providing a spa-like experience for guests. Additionally, there are three elegantly appointed guest bedrooms, sharing two hallway full bathrooms, ensuring all guests have a comfortable stay. The finished basement offers additional living space, perfect for recreation and entertainment. Follow a magical path and descend a set of stairs to discover your own private beach, where you can relax on the sand, swim in the pristine waters, or enjoy aquatic adventures. A mooring is also available for easy access to boating and water sports. Conveniently situated next to public tennis courts, this rental property offers opportunities for outdoor recreation right at your doorstep. Whether you're a tennis enthusiast or simply enjoy staying active, you'll appreciate the convenience of having courts nearby. This waterfront rental property combines luxurious amenities, stunning natural beauty, and convenient access to outdoor activities, providing an idyllic retreat for relaxation and enjoyment. Located close to downtown Vineyard Haven's shops and restaurants, this property offers the perfect blend of tranquility and convenience.

This classic New England home is a true masterpiece of modern living. Nestled on a spacious and meticulously landscaped lot in Katama, this property offers the perfect blend of elegance, comfort, and convenience. The main house features three spacious and beautifully appointed bedrooms, each designed for relaxation and comfort. From the primary suite to the guest bedrooms, every room offers a serene retreat with ample natural light. The main living area is thoughtfully designed with an open-concept layout, creating an ideal space for entertaining. A cozy fireplace and large windows enhance the ambiance, providing both warmth and captivating views of the lush surroundings. The French doors open to a deck overlooking the manicured lawn. A state-of-the-art media room, complete with comfortable seating, a large screen, and high-quality audio-visual equipment. It's the perfect spot for movie nights, game days, or simply relaxing with friends and family along with a wine cellar just steps away. The carriage house features a large one-bedroom and bath upstairs. $7,500 - $24,000/week

Tucked away down a tranquil dirt road in a highly sought-after neighborhood in Katama, this architecturally designed modern farmhouse offers a secluded oasis, with panoramic views overlooking the serene expanse of Katama Farm's conservation land and meadows. The first level of the main house features a spacious and open great room with high ceilings and an open living area that serves as the central gathering space within the home, seamlessly combining the living, dining, and kitchen areas. Large windows line the walls, flooding the space with natural light and the living area leads to a screened-in porch with a fireplace, seating, and dining area offering picturesque views of the surrounding landscape. There is also an outdoor dining area as well as an outdoor kitchen. The kitchen features custom cabinetry and top-of-the-line appliances, as well as a large island with seating for four. A focal point of the kitchen is the pass-through window that opens up to the patio dining area, the perfect example of how this home combines a traditional farmhouse with contemporary features. A butler's pantry includes ample storage, a sink, and a beverage refrigerator. Adjacent to the kitchen is a large dining table with seating for 10. Completing the first level is a family room with a TV as well as one of the two primary bedrooms featuring an en suite bath and a private outdoor deck. The second primary bedroom is situated on the second level, accompanied by an ensuite bath complete with a private outdoor shower and deck. Two additional bedrooms are located on the lower level. This level also features a living area with comfortable seating and a ping pong table, in addition to a private outdoor space with outdoor seating and an outdoor shower. The heated 17x40 gunite pool includes a 7x7 hot tub, encircled by a wraparound deck offering numerous spots for relaxation. The pool house comprises a lounge area, kitchenette, half bath, and outdoor shower. The well-appointed guest house showcases open living with a multi-functional space encompassing the living, dining, and kitchen areas. Multiple doors lead from inside to out, where you will find a spacious deck with comfortable seating. There are two bedrooms and two bathrooms in the guest house, as well as additional living space on the lower level. Further amenities of this property include a volleyball net, indoor gym, and direct access to the bike path to South Beach and Downtown Edgartown. *Inquire about rates for Main House Only & Guest House Only*

Legacy Properties Sotheby’s International Realty is proud to present to you 14 Artist Point Road on Chebeague Island off the coast of mainland Portland. Bold ocean views in this bright and modern three bedroom two and one half bathroom. A mooring off the coast of the property available upon request, too. Also for easy access to a few amenities on the island as Doughty's Island Market, walk across the sand bar, or visiting Hamilton Beach. Outdoor seating will be in place on the porch in the photography, it was taken in for the season! This home is WiFi equipped, can accommodate up to 6 guests in total and is ready for reservations this Summer. Private chef services and daily cleaning may be available, inquire with Legacy Properties Sotheby’s International Realty.

Nestled in the prestigious Field Club, this recently renovated rental property epitomizes luxury and comfort. With five spacious ensuite bedrooms, the home is designed for guests seeking a tranquil yet sophisticated retreat. Two well-appointed primary suites offer privacy and relaxation. Three additional ensuite bedrooms provide ample space and comfort for guests. The cozy den, complete with a gorgeous home bar, is perfect for lounging and entertaining. A bright and airy sunroom, featuring a stunning fireplace, offers a serene space to relax and unwind. Two convenient and beautifully designed laundry rooms cater to the needs of a large household. The stunning outdoor pool and spa complete with pool house, provide the perfect setting for relaxation and enjoyment, surrounded by manicured lawns and elegant landscaping that enhance the property’s charm and appeal. This property combines modern amenities with timeless elegance, offering a perfect blend of comfort and style.

Discover the perfect blend of relaxation and recreation at this beautiful vacation rental, ideally located with direct beach access to the best beach on Boca Grande. This property offers everything you need for an unforgettable getaway, including a bocce ball court and a refreshing pool. Enjoy a short golf cart ride to town where you can check out the different shops and restaurants.

Welcome to your dream luxury rental property in Edgartown, where every detail has been meticulously crafted to provide the ultimate experience in upscale island living. Nestled in a quaint neighborhood of newly constructed homes close to downtown Edgartown and the pristine shores of South Beach, this property offers the perfect blend of convenience and tranquility. Enjoy easy access to the island's vibrant dining scene, charming boutiques, and sandy beaches, allowing you to fully immerse yourself in the relaxed coastal lifestyle of Martha's Vineyard. This expansive estate features six luxurious bedrooms, including two opulent primary suites, one on each floor, with private en suite bathrooms. Two guest bedrooms with their own en suite baths for added privacy, and two additional bedrooms that share a well-appointed bathroom. Each bedroom is elegantly furnished and equipped with plush bedding, ensuring a restful night's sleep for every guest. Entertain in style in the spacious dining area, which comfortably seats ten guests for memorable gatherings and intimate dinner parties. The gourmet kitchen is a chef's delight, boasting high-end appliances, sleek countertops, and two dishwashers for effortless cleanup after meals. The finished basement is a haven of entertainment, featuring a state-of-the-art home theater with a massive 100-inch TV, perfect for movie nights or watching the big game. A fully stocked bar invites guests to unwind, while a well-equipped gym and pool table provide opportunities for recreation and fitness. Step outside to discover a resort-style outdoor living space. Lounge by the heated pool and hot tub surrounded by lush landscaping. The top-of-the-line outdoor kitchen is equipped with premium appliances and ample seating, making it ideal for al fresco dining and entertaining. Guests can unwind after a day at the beach by the outdoor fire pit. The property also boasts a stylish pool house, offering additional accommodations for guests or a secluded retreat for relaxation. Complete with its own bathroom, TV and fireplace, the pool house provides the ultimate in comfort and convenience. Enjoy seamless entertainment throughout the property with surround sound speakers installed throughout the property, creating an immersive audio experience for music, movies, and more. From the heated pool and hot tub to the meticulously landscaped grounds, every aspect of this property exudes luxury and sophistication. Whether you're lounging poolside, exploring downtown Edgartown, or soaking up the sun at one of the islands many beaches, this exquisite rental property offers an unparalleled retreat for discerning travelers seeking the ultimate Martha's Vineyard experience.

This great 2 bedroom town home is your perfect beach getaway. With phenomenal views of the Gulf of Mexico, a heated community pool and a close distance to town, all of the great aspects of Boca Grande are at your fingertips.

Step into a sumptuous designer luxury retreat located in the heart of Beverly Hills where you can live amongst celebrities and influential notables at this stunning resort-style villa with pool and spa. Enjoy the relaxed LA lifestyle as you lounge poolside in this secluded designer pad boasting mature foliage and gardens that help provide a European air to the grounds. Indoors, you'll find exquisite furnishings, each hand-selected by the owners along their travels throughout the world. Indoors, immerse yourself in the experience of a lifetime as you arrive through a lush courtyard that welcomes you into the humble abode that features 4,000 square feet of pure luxury, comfort and class. Enjoy a voluminous great room that boasts ceilings that soar over thirty feet in the air, crowned by windows that allow an abundance of light into the space. Glide across polished wood floors and tumbled stone beneath carefully-selected designer furnishings that lend an upscale air to the space. No matter what occasion, this luxury villa situated in Beverly Hills, in the heart of LA's most exclusive neighborhood, offers you the ideal escape to rest, relax and unwind with convenient access to places like the Sunset Strip, Universal Studios Hollywood and the beaches located just a short drive away. Come experience the good life in Beverly Hills at this sumptuous luxury retreat with pool. Bedrooms BEDROOM 1 - MASTER King Bed 1King-sized bed with flat-screen television, sitting area, fireplace, central air-conditioning, en-suite bathroom with large soaker tub and shower. •Air Conditioned •En-Suite Bathroom •TV BEDROOM 2 Queen Bed 1Queen-sized bed, central air-conditioning, sitting area, and en-suite bathroom with shower. •Air Conditioned •En-Suite Bathroom BEDROOM 3 Queen Bed 1Queen-sized bed, central air-conditioning, and en-suite bathroom with shower. •Air Conditioned •En-Suite Bathroom BEDROOM 4 - (IN LAWS APARTMENT) Double Bed 1Full-sized bed, central air-conditioning, and en-suite bathroom with shower. •Air Conditioned •En-Suite Bathroom Sejour Luxe offers you around the world a selection of villas, boats to live exclusive experiences; confidential and unique. Prices: Consult us

Located right off island in the beautiful Placida area, this condo provides stunning sunrises and expansive views of the Intercoastal Waterway, making it a perfect spot for a relaxing getaway. You might even spot pelicans, dolphins, and manatees from your window. Boca Vista community has a swimming pool and tennis courts for guests to enjoy.

This exquisitely updated home is ideally located in the heart of Historic Boca Grande. Take a stroll to the many shops and restaurants that the Village has to offer than return home to this captivating oasis. The open floor plan and tranquil back yard is perfect for a relaxing getaway.