Vacation Rentals By Owner In Westport, MA

Welcome to your seaside sanctuary—a rare oceanfront retreat offering direct access to a private beach and breathtaking views of the Elizabeth Islands, with distant vistas of Martha’s Vineyard. Tucked away just moments from Gooseberry Island and Horseneck Beach, this peaceful escape offers all the beauty of the coast without the crowds or traffic.brbrStart your mornings with spectacular sunrises over the water and unwind in the evenings with unforgettable sunsets from the expansive oceanfront deck. Fire up the Char-Broil gas grill for seaside family barbecues, or relax with a favorite drink while children play safely along the shoreline. Whether you’re surfing, beachcombing, or simply soaking in the views, every day here feels effortless and rejuvenating.brbrRecent enhancements elevate the experience, including a private outdoor shower and an ocean-view balcony that offers uninterrupted horizon views. Inside, the home features three comfortable bedrooms and one-and-a-half baths, thoughtfully designed for privacy and relaxation.brbrThe interior living spaces are bright and inviting, with a well-appointed kitchen and dining area, a sun-filled oceanfront sunroom, and a cozy living room—perfect for unwinding after a day by the sea.brbrModern conveniences ensure a comfortable summer stay, including five Mitsubishi mini-split air conditioners and complimentary high-speed Wi-Fi. Spend your days cycling nearby State Park trails, lounging on the spacious back deck, or simply breathing in the fresh ocean air from this ground-level oceanfront oasis.brbrEscape the bustle of Cape Cod and experience a tranquil coastal getaway that feels both exclusive and effortless.brbrEmail us for availability and summer datesbrNo pets allowedbrbrYour perfect seaside summer retreat awaits.

Oceanfront Beach House with Private Beach /Stunning Panoramic Views

Westport, Massachusetts, United States

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Exceptional(4)

$2308.47

In the picturesque seaside village of Westport Point, this spacious resort provides an incredibly memorable getaway. As you step inside, you'll be greeted by a warm and inviting atmosphere, complete with a fully stocked kitchen, a cozy fireplace, and stunning ocean views.brbrIndulge in the convenience of a well-equipped kitchen, where you can whip up delectable meals using the provided stove, oven, refrigerator, and other modern appliances. Gather around the dining table and savor your creations, or step outside and fire up the grill for an alfresco feast.brbrWhen it's time to unwind, sink into the plush living room and enjoy the satellite/cable TV, or delve into the extensive video library and selection of books. For the little ones, there are games and books specifically catered to their interests.brbrVenture out and explore the nearby Horseneck State Beach, just a 6-minute drive away, where you can bask in the sun, take a refreshing dip in the ocean, or simply relax on the beach loungers. The New Bedford Whaling Museum and Seastreak Ferry Terminal, both just a 26-minute drive away, offer fascinating insights into the region's rich maritime history.brbrWith amenities like free Wi-Fi, air conditioning, and an iron and board, you'll have everything you need to make your stay comfortable and carefree. Embrace the coastal charm and create lasting memories at this exceptional Westport Point guesthouse.

Bed & Breakfast

Relax by the sea! Bed & Breakfast room near Horseneck State Beach

Westport, Massachusetts, United States

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Exceptional(44)

$374.2

This is a fully furnished and tastefully decorated year-round home with beautiful views over fields to the east and over the Westport River to the south and west. This pristine salt water estuary is accessible by private association boat launch and pier, and provides easy access to the ocean about 3 miles 'down river.' Amenities included in the rental fee include central air conditioning, outdoor hot & cold shower, cable TV, high-speed internet service, all linens and towels, and all appliances, utensils, pots/pans, and dishware. The house features a large sundeck off the main level, a screened-in porch below it, and a lovely backyard. E-mail owner for more inside photos!

Beautiful 'Saltbox Cape Cod' with Water Views on 3 Levels

Westport, Massachusetts, United States

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$390.95

“Stylish and modern two-bedroom retreat with a cozy indoor fireplace. Perfect for relaxing evenings, this space combines comfort and design, offering a warm and welcoming atmosphere for your stay.” Welcome to this home away from home!

Autumn Estate

Westport, Massachusetts, United States

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$339.6

Mark and Merri's 2nd floor rental has 2 bedrooms each with a queen size bed, a full size fold out couch in living room, and second small fold out couch in bedroom 2, with two full bathrooms. Maximum is 6 people. Outdoor spaces are shared - you will see Merri outside gardening and tending her chickens. You are welcome to use barbecue and outdoor patio space. You have two private entrances. We follow the covid-19 cleaning policy set up by the CDC.brbrThe spacebrWhat makes our space unique is that we are a short distance from town, which includes a supermarket and restaurants and only a few short miles to the beach. The only shared spaces are outdoor areas and laundry room. Your privacy and safety are important to us. We offer self check-in for all guests.brbrGuest accessbrGuests have access to the entire 2nd floor apartment, and the shared outdoor space with grill and seating. We have chickens in the back yard and usually have an abundance of eggs which we are happy to share.brbrOther things to notebrWe do have free range chickens. You are free to get eggs yourself and eat them.

Apartment

2 bed 2 bath apartment_near UMass D_hospitals, South Westport Horseneck Beach

Westport, Massachusetts, United States

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$754.31

Bring your family to Westport. Minutes away from beaches, restaurants, Westport Harbor, river kayaking, vineyard, and brewery. Full home with central air conditioning, WIFI, and many amenities. Sit and enjoy views of the Westport river through the massive slider in the great room or just outside on the deck with outdoor dining space. The enclosed porch area also has space to eat, sleep, or take a cat nap. At almost 1.5 acres...the spacious lawn is a playground for all.brbrLocated in a quiet neighborhood. Large parties, loud music, fireworks, etc.. will not be allowed. If looking for a party household please consider another property.brbrPlease note that guests are not permitted to use the outdoor wood fired oven that is on the property. We do not own this piece of equipment. Any use will result in a security deposit charge.

Westport Family Fun

Westport, Massachusetts, United States

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Exceptional(4)

$232.97

Consider this house your home away from home while you visit Westport. With 3 bedrooms including a king, queen, and two twin beds, guests will find comfort and relaxation in this charming space. Enjoy amenities like WiFi, heating, a washing machine and dryer, and even a hair dryer during your stay! Experience the magic of Westport at our house.

Charming 3-bedroom house in Westport. Pet-Friendly!

Westport, Massachusetts, United States

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$1861.6

Exclusive Michelle Sylvia Luxury RentalbrThe River House | Westport, MassachusettsbrAward-Winning Waterfront Estate | Secluded 2-Acre Property | Year-Round LuxurybrWelcome to The River House — a one-of-a-kind, internationally acclaimed waterfront retreat offered exclusively by Michelle Sylvia. Built in 2020 and recognized with international, national, and regional architectural awards, this extraordinary home is set on a private two-acre riverfront peninsula with sweeping views of untouched wetlands and open water.brRecently featured as a cover story in South Coast Almanac, this 3,200-square-foot modern masterpiece offers unmatched privacy, design excellence, and resort-level amenities — just over an hour from Boston.brbrThe SettingbrPerfectly positioned at the edge of the river, the property enjoys expansive, protected views and total seclusion via private road access. A 50-foot sandy beach and sweeping riverfront lawns create a setting that feels worlds away — yet remains close to Newport, Providence, and Cape destinations.brDrive Times:br• Boston/Logan Airport – 1 hr 10 minbr• Providence / Amtrak – 42 minbr• Newport, RI – 42 minbr• Horseneck Beach – 13 minbr• Exclusive Town Ocean Beach – 13 min (guest parking access)brAn on-site concierge/groundskeeper resides in a privately screened gate cottage to ensure seamless service while maintaining complete guest privacy.brbrOutdoor Living at Its FinestbrDesigned for entertaining and relaxation, the outdoor spaces rival a private resort:br• Expansive south-facing river-view terrace with teak and canvas lounge and dining seating for up to 20br• Private front recreational lawn and sweeping riverfront lawnbr• 50-foot sandy beachbr• Reflecting and splash pools with fountains (ideal for young children)br• Enclosed 10-foot teak teepee hot tub seating up to 16, with cold-water delugebr• Entry stair fountainbr• Shaded front terrace with Clematis arborbrThis is luxury outdoor living on a grand scale.brbrLiving & Entertaining SpacesbrWalls of monumental floor-to-ceiling glass frame panoramic water views from every main living area, with individual terrace access throughout.br• Grand living and dining space with 18-foot ceilingsbr• Two seating areas + expandable dining for up to 20 guestsbr• Wet bar with refrigerator and dishwasherbr• Library with large work desk and lounge seatingbr• Fireplace alcove with dual-sided working fireplace (visible from hot tub terrace)br• Convertible sofas for additional sleepingbrNatural light pours in from insulated glass roof panels, enhanced by automatic motorized shading. Radiant floor heating and whole-house air conditioning ensure comfort year-round.brbrBedrooms & BathsbrSleeps 8 adults comfortably in four bedrooms, plus 2 additional sleepers (ideal for children or small adults).brEach bedroom offers:br• Private en-suite access with dual-vanity wash areabr• Teak floor showersbr• Separate water closet with switchable privacy glass and river viewsbr• Individual thermostatsbr• Generous built-in storagebrThe library converts into a private fourth bedroom with sliding wall, en-suite bath access, and separate corridor entry.brbrChef’s KitchenbrA state-of-the-art culinary space featuring:br• Premium Gaggenau appliancesbr• Epoxy-coated teak counters and integrated sinksbr• Bespoke teak cabinetrybrDesigned for both intimate dinners and large-scale entertaining.brbrWellness & Sustainabilitybr• Exercise room with stationary bikebr• Alaskan yellow cedar saunabr• All-electric, fossil-fuel-free homebr• Geothermal wells and rooftop solarbr• Radiant heated floors throughoutbrInterior finishes include clear Douglas fir paneling; exterior cladding blends teak, copper, and glass for timeless coastal modern elegance.brbrImportant NotebrThe eastern-most owner’s suite (separate and discreetly located beyond the kitchen) is not included in the rental and will remain locked and unoccupied during guest stays.brbrRental Informationbr• Minimum one-week rentalsbr• Available year-round, including summerbr• Targeted luxury marketing in Boston, New York, Newport, and international design-focused channelsbrbr**** Cottage available for an additional cost Full kitchen with 2 bedroomsbrbrEach Robert Paul Vacation Rental reservation includes a dedicated guest services and protection program, designed to ensure a seamless and worry-free stay. This program encompasses reservation administration and damage protection for incidental, self-reported occurrences. Following your booking inquiry, a member of our local Cape Cod team will personally connect with you to confirm the details of your stay and review any additional protections specific to the home. All applicable taxes and fees are applied in accordance with local and platform requirements.

Newly offered. One of a kind rental with splash pool hot tub! RPMS176

Westport, Massachusetts, United States

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Exceptional(19)

$1023.92

This wonderful vacation home is located 1 mile from the beach brin Westport Harbor Massachusetts. Monthly winter rental. Min. weekly summer rental July & August saturday to saturday. Wedding/group rental available separate pricing. GREAT location to take a day trip or two to Boston MA, Newport RI , Providence RI, Bristol RI, Martha's Vineyard, Nantucket, and Block Island RI. Local Wine Vineyards. We can plan and give you terrific travel ideas and restaurants to go to! brThe home offers 2700+ sq ft. of living area with ocean views, living room with fireplace, dining room, large kitchen, den, screened porch, 4 Spacious bedrooms, two baths, garage, 3 decks and 1.5 acres of landscaped bliss. brAvailable for short term (weekend rentals) off season as well as weekly and monthly- Just ask.brrentals. Monthly rental off season $3,700 plus heat and elec.brNO RVs or tents allowed on propertybrNO EV car charging allowedbrNO Automotive repairs allowed on propertybrNO Large parties

Westport MA BOOK NOW 4 bdrm close to Bristol/Newport RI, Boston MA

Westport, Massachusetts, United States

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$774.92

Enjoy family time together and relax in this exceptional 4-bedroom house on the water in coastal Westport, MA. The property boasts an extra large deck with nearly 180-degree views of the Westport river. With 2 king size beds and 4 twin size beds, this exceptional property comfortably sleeps eight. Enjoy life on the river, nearby beaches, scenic New England countryside, local vineyards and the Buzzards Bay Brewery and lots more. Rent a kayak and paddle down the river to your own dock. Nestled in a quiet corner of Westport, on nearly two acres, this peaceful getaway is the perfect place to unwind at the end of a day of local adventures.

Fabulous 4-bedroom Waterfront House with Private Dock in charming Westport

Westport, Massachusetts, United States

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Most popular vacation rentals in Westport

$1957.94

5 bedroom ocean and pond view home in Westport Harbor

Westport, Massachusetts, United States

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$216.70

Apartment

Studio guesthouse on our farm in beautiful South Westport.

Westport, Massachusetts, United States

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$222.31

Uncover rich American history and coastal charm when you stay with us!

Westport, Massachusetts, United States

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$256.91

Westport Ma - Beautiful Waterfront Cottage Walk to Vineyard

Westport, Massachusetts, United States

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$283.24

Historic Village Setting

Westport, Massachusetts, United States

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$345.48

Cozy Artist's Cottage by the Sea

Westport, Massachusetts, United States

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$535.04

Cozy Beach Cottage- walk to beach

Westport, Massachusetts, United States

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$348.14

Country House

A country coastal retreat

Westport, Massachusetts, United States

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$861.69

Oceanfront Beach House with Private Beach /Stunning Panoramic Views

Westport, Massachusetts, United States

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$566.48