luxury waterfront house for rent South Yarmouth, United States

Vacation in this Spectacular Oceanfront Estate in Falmouth with a private beach on Vineyard Sound. Walls of over-sized windows and sliders provide beautiful ocean views from nearly every room in the home. This custom built contemporary is impeccable, has over 6,000 sqft of living space, and offers 3 floors of living with 2 extraordinary Master Bedroom ensuites with private sitting areas. The home is equipped with an elevator to access second and third floor bedrooms. There are numerous gathering areas for relaxing and entertaining inside the home, and there are tiers of private exterior balconies and decks that wrap around the home to relax in the sun or shade and take in the beautiful vistas. Swim, paddle board, and kayak off of the sandy white beach at your back door. Both Master bedrooms have king size beds, bedrooms 3 and 4 have Queen sized beds, and the 5th bedroom has 2 twin beds. There is a terrific BBQ grill and large yard for cookouts. This home is located in close proximity to downtown Falmouth for shopping, restaurants, and ferry to Martha's Vineyard. Rental Terms: Other / Short Term - Two weeks: $40,000

Availability this summer at this beachfront home steps from Old Silver Beach. The house is located in Old Silver Beach Estates on the private, expansive white sandy beach. Enjoy the ocean breeze, and the glorious sunsets. The home is meticulously maintained, with room for eight people (4 bedrooms), and 3 ½ baths. Additionally, there is a spacious family room, kitchen with large dining area and den. The yard has plenty of room for your outdoor activities. This rare opportunity awaits. Amenities: Outdoor shower, A/C, Internet, linens, towels provided. Two week stay is $30,000 Rental Terms: Summer Weekly: $15,000 Per Week

Escape to the tranquil embrace of this charming two-bedroom guest cottage by the sea! Nestled along the sun-kissed shores, this idyllic retreat promises an unforgettable summer getaway. Wake up to the gentle lullaby of waves, and savor your morning coffee with breathtaking panoramic views of the sparkling sea. Step directly onto the sandy shores from your doorstep, for sun-soaked days of relaxation and access to two private beaches. Wash off the sand in the outdoor shower. Eat-in kitchen with top-of-the-line appliance package. Spacious family and living rooms. With a pull-out sleeper sofa and several beds, this can easily sleep 8 comfortably. Dine in style on two private decks, enjoying fresh seafood and spectacular sunsets, creating cherished memories with loved ones. Discover nearby biking trails, 6 bicycles and helmets included, charming coastal towns, and a plethora of water-based activities for adventurers of all ages. Just a short drive from town, you'll have easy access to restaurants, shops, and local attractions, making your stay even more enjoyable. Book Now for Your Picture-Perfect Summer Escape! Rental Terms: Summer Weekly: $7,500 Per Week

Exclusive oceanfront on Penzance Point - A Classic Cape Cod Summer Awaits. Nestled in the private enclave of Penzance Point, this nostalgic Cape offers a rare blend of seclusion, charm, and sweeping water views. This spacious oceanfront haven hosts 5 bedrooms and 3.5 baths, with stunning vistas from every room and an expansive deck that wraps the home, drawing you into the natural beauty of Buzzards Bay and Woods Hole Harbor. Watch the steady rhythm of boat traffic by day and toast unforgettable sunsets by night. The sun-drenched living room opens effortlessly onto the deck, creating the perfect flow for summer entertaining and relaxed coastal living. A well-equipped kitchen and pantry make dining easy, whether you're whipping up a simple lunch or a seafood feast. Let the sound of rolling waves lull you to sleep, and wake to sea breezes and salt air. Just minutes away, discover the charm of Woods Hole Village and downtown Falmouth with its laid-back eateries, boutique shopping, and maritime allure. Your Cape Cod summer starts here. Rental Terms: Summer Weekly: $7,000 Per Week

Set on Warwick Neck along Narragansett Bay, this 1949 waterfront home offers a lifestyle built around the water. A private path leads directly to the beach, ideal for swimming or paddleboarding, and mornings and evenings bring sunrise and moonrise views right from home. Spend the day outside on the porch or patio, dining alfresco or simply taking in the water, then rinse off at the outdoor shower after a day by the bay. A charming circular driveway and lush gardens greet you at the entrance, all on .68 acres of manicured grounds. Inside, the spacious living room welcomes gatherings large and small, and the vaulted dining room offers 180 degree water vistas as a backdrop for every meal. The kitchen, with its breakfast bar, opens to a cozy den for easy everyday living. The primary suite is also located on the first floor, so you wake up to water views every morning. An attached garage leads into a well placed mudroom, laundry, and half bath, rounding out this level. Upstairs, two additional bedrooms, a full bath, and a bonus living space offer flexibility for guests, family, or quiet retreat. Enjoy classic charm and modern comfort just steps from the coastline and recreation, while marinas, TF Green/MBTA and all amenities and dining within close proximity. Fully furnished. Available - end of September 2026 through May 2027.

Welcome to 54 Bay View Drive East, Sag Harbor, where modern luxury meets waterfront living. This stunning, award-winning modern estate is a boater's paradise, boasting a deep water dock and breathtaking sunset views over Sag Harbor Cove. With 4 bedrooms, 4.5 modern baths, and 3100 square feet of sleek living space, this home offers the epitome of waterfront elegance. A primary suite on the first floor and an additional secondary primary bedroom suite on the second floor with endless water views complement this unique offering. Enjoy the convenience of a water view Chef's kitchen, multi-level decks, and a heated Gunite infinity pool. The property features geothermal heating and cooling, ensuring comfort with minimal environmental impact. Custom fixtures from Italy and an outdoor wood-burning pizza oven add distinctive charm. Located near Sag Harbor's amenities, a 10 min walk to Long Beach, and the Shelter Island Ferry, this home offers a unique summer retreat. Don't miss the opportunity to experience waterfront luxury at its finest. [[Rental Registration # 251021]] EH RR #: 251021 Rental Terms: August: $185,000 August - Labor Day: $225,000

ACADEMIC RENTAL SEPTEMBER-JUNE . . . Charming Four Bedroom New England Contemporary Colonial with Beach Rights. Discover the perfect balance of relaxation and accessibility in this vibrant academic rental. Nestled in a picturesque New England setting, this home is designed for those who love to get out and explore. Start your morning with a stroll to Julie's Cup of Joe for coffee or enjoy your weekends utilizing your private beach rights. The home features 4 spacious bedrooms, 2.5 bathrooms and a layout that is perfect for entertaining indoors or outdoors. Whether you are hosting friends or settling in for a quiet evening, this property offers the ultimate convenience. Don't miss your chance to live in one of the town's most desirable locations!

Step into the season with a top-to-bottom Spring refresh-brand new mattresses, crisp bedding and towels, a sparkling new kitchen stove, a sizzling barbecue, and a fresh coat of paint. Watch the sunsets dance across the water and feel the cool breezes that make every evening unforgettable. With a sandy entrance to Sag Harbor Cove for a refreshing dip and an outdoor shower to rinse off, it's the perfect blend of charm and modern comfort. This gem is priced right and ready for your best summer yet-just unpack and start making memories! [[Rental Registration # RA240090]] EH RR #: RA240090 Rental Terms: September: $10,000

360-degress water views from every room at this delightful beach house perched on Flying Point with direct "put-in" access to Mecox Bay. This house offers an ideal open floor plan with powder room on the first floor and on the second floor, the primary en suite, two guest bedrooms and the second full bathroom. Easy, breezy, beachy living in a prime location. Amenities include a fully-modern kitchen with stainless appliances, water-facing decks on two levels with views to Channel Pond and the ocean, an outdoor shower, and its own private walkway to Mecox Bay. Only one property separates this house from ocean beach access at Flying Point, and the private walkway makes kayaking and paddle boarding easy. Very bright and beautifully furnished. Available for August and/or September as well as many other months in extended season. [[Rental Registration # RP260252]] EH RR #: RP260252 Rental Terms: September: $35,000 November: $12,000 Other / Short Term - Year Round: $220,000 August: $72,500 August - Labor Day: $75,000 October: $18,000

Renovated 2-bedroom cottage with water views and access to Big Fresh Pond for swimming, kayaking and paddle boarding. A serene location to unwind and enjoy great sunsets. Open concept living area with dining area, eat-in & fully stocked kitchen, and living room - all with water views. Outdoor BBQ grill & outdoor shower. Kayak & bikes available. Bonus: Piano in living room! [[Rental Registration # RP251276]] EH RR #: RP251276 Rental Terms: Memorial Day - Labor Day: $37,500 October: $4,000 September: $6,000 July: $17,000 June: $9,000 August - Labor Day: $19,000

4 Bedroom Renovated House across from Private Beach in Bucolic Madison, Connecticut Available Oct 1- May 15 but flex term. This sunny 4 bedroom/3 bath house with home office and water views is located at the end of a quiet road across from coveted Hartford Avenue beach. The main floor has a large, renovated eat-in-kitchen, spacious living room with gas fireplace, substantial dining area, reading nook, screened porch with dining and seating area, bedroom and full bath. The 3rd floor consists of the large principal suite with separate sitting area, deck with water views, and renovated en-suite bath with double sinks, separate tub and glass walk-in shower. The 2nd floor has 2 additional bedrooms, hall bath, windowed office, sitting area and laundry. A lovely front yard, water views, and beach access across the street complete the picture. $4600 per month. The house is 10 minutes from the historic and charming towns of Madison and Guilford, Ct and conveniently located midway between NYC (just under 2 hours) and Boston. Nearby is a cinema, nationally acclaimed bookstore, gym, pilates, library, tennis and wonderful shops. One dog on a case by case basis, sorry no cats. Renters responsible for cleaning $170(per visit), utilities, garbage pick-up, snow removal

Tucked away on a quiet and private block in Shinnecock Hills, this serene two-bedroom, two-and-a-half-bath bayfront retreat offers a truly special summer escape. Overlooking Shinnecock Bay with open views stretching to the Atlantic Ocean beyond, the home captures some of the most beautiful water vistas in the area. Set within a peaceful enclave along the bulkheaded shoreline, this original Sears Craftsman cottage has been lovingly maintained and offers a rare opportunity to enjoy classic Hamptons waterfront living. The inviting open floor plan allows natural light and bay views to fill the living spaces, creating a calm and relaxed atmosphere throughout. The home features two comfortable bedrooms, two and a half baths, central air, and a welcoming three-season porch-an ideal spot to take in the ever-changing light over the water. Outdoors, enjoy the fresh bay breeze from the porch, dine al fresco using the gas grill, or rinse off after a day by the water in the outdoor shower. A wood-burning fireplace adds warmth and ambiance for cooler evenings. With a 75-foot bulkhead along Shinnecock Bay and unobstructed views to the ocean beyond, the setting is both peaceful and inspiring. Perfect for couples, friends, or a small family seeking a quiet waterfront getaway, this special home offers the kind of restorative Hamptons summer experience that is increasingly hard to find. [[Rental Registration # (RP260026)]] EH RR #: (RP260026) Rental Terms: August - Labor Day: $30,000 July - Labor Day: $55,000 July: $25,000

Legacy Properties Sotheby's International Realty presents the elegant 101 Lower Flying Point Road in Freeport. Experience a serene modernist retreat with clean lines of innovative architecture blending seamlessly with a farmhouse charm echoing the coastal surroundings with its minimalist décor. An ideal property for relaxation and work suitable for groups of all sizes guests of all ages for short and longer stays located 30 minutes from Portland Airport and with direct train service from Boston to Freeport. The house comfortably accommodates from 8 to 12 to16 guests. The main and second floors sleep from 8 to 10 more when the office couch opens to a real queen. The rooms has oversized windows and doors ensuring abundant natural light enjoying central air conditioning and high-speed Wi-Fi. Deck extends from the office offering serene outdoor space. Three bedrooms include workspaces two with semi-private decks the 2nd floor bedroom a private balcony. The large master bath with a steam shower massage bathtub and sauna can service as a spa. For large groups the lower-level bunk room. with adjoining bathroom. offers extra space with adjacent game and TV room providing entertainment for younger guests. The grand room with majestic views of Brickyard Cove features contemporary seating by the fireplace a spacious dining area working well for small to large gatherings an open kitchen fully equipped for any size group the island seating 5 to 8 for breakfasts. The large western deck enhancing the living space with ample outdoor seating is equipped with a grill a griddle and a pizza oven. As needed private chefs can be arranged for meal preparations and special events. Or from Bow Street Market close by in Freeport a cooked lobster dinner and more can be ordered and delivered. Indoor amenities include the large master bath serving as a spa multiple dedicated workplaces with seating on adjoining decks toys for children of all ages plus multiple infant support items. The outdoors unfolds into a vast oceanfront haven of play areas and activities. It includes a pebble beach with dock and kayaks, a heated pool, vegetable garden, freshwater pond, and more — detailed in the Outdoor Amenities section below. Outdoor Amenities Pebble beach with inflatable swimming platform Dock with kayaks and paddleboard for exploring the cove Heated pool nestled in the flower beds Freshwater pond for children to wade and look for frogs Walking and biking trails, with bikes available for guest use Croquet, horseshoes, cornhole, and bocce Vegetable garden to harvest from Solo fire pit with camp chairs overlooking the ocean Jungle gym and sandbox along a wooded trail Grill, griddle, and pizza oven Toys and child gear for all ages 16’ daysailer offered by separate arrangement for guests with sailing experience Aspects to contact the Host about: At the beginning and end of summer from time to time there is nonpublished flexibility on length of stays and rates. To better understand the property read the Reviews feel free to contact the Host consider asking for further literature on amenities. With few open dates left small to large groups can contact the host on flexible stay dates and rates. 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.

Experience the perfect blend of comfort, elegance, and coastal beauty at this charming waterfront retreat on Mere Point in Brunswick, Maine. Nestled along the shores of Middle Bay, this stunning property offers a quintessential Maine experience—where refined interiors meet rugged natural scenery and the rhythm of the tides sets the pace for your stay. Surrounded by sweeping ocean views and mature pines, this coastal haven provides the ultimate private escape. Spend your days exploring the shoreline, launching a kayak from your private waterfront, or simply relaxing with a glass of wine as the sun sets over the bay. Just minutes from downtown Brunswick and the vibrant village of Harpswell, this home offers both seclusion and convenience in one of Midcoast Maine’s most desirable locations. The main house welcomes you with light-filled living spaces that capture the tranquil essence of coastal living. Large windows frame stunning views of the water, while warm wood accents and thoughtfully curated furnishings create an inviting atmosphere. The gourmet kitchen is a highlight, featuring high-end appliances and ample counter space for preparing fresh seafood dinners or morning coffee with a view. In addition to the main residence, the property includes separate guest quarters offering a private and comfortable living space. This thoughtfully designed area features its own full kitchen, bathroom, and bedroom, making it ideal for guests, extended family, or use as an independent suite. Whether used for hosting visitors or as a serene retreat, the guest house adds both versatility and value to this coastal property. Mini-split air conditioning units have been added to the upstairs bedroom, living room, and guest house, providing cooling to the home’s main areas and enhancing summer comfort. The outdoor spaces are equally captivating. Enjoy morning coffee on the deck as the lobster boats head out to sea, dine al fresco while watching the tide roll in, or gather around the fire pit for coastal evenings under the stars. With plenty of open lawn and shoreline access, the property invites you to enjoy Maine’s coastal lifestyle to its fullest. Please note: This home is located on an authentic, working waterfront, offering a true taste of coastal Maine life. During low tide, local clammers can often be heard heading out by boat—sometimes early in the morning or late at night. While their activity is part of the genuine charm of Mere Point and its heritage, guests should be aware of this lively rhythm of the coast before booking. Just minutes from Brunswick’s boutique shopping, renowned restaurants, and cultural attractions, 735 Mere Point Road combines the serenity of a seaside escape with the convenience of nearby amenities. Whether you’re seeking quiet relaxation, outdoor adventure, or a front-row seat to the daily life of Maine’s waterfront, this home provides an exceptional experience in an unforgettable setting. This property is available for select summer and offseason rentals. Please inquire for more information and availability. 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.