House vacation rentals in Pierpont Bay

4.88 out of 5 average rating, 279 reviews

Jacuzzi |1 Minute Walk to Beach|Games|BBQ|Fire Pit

Step in the realm of Calypso Breeze, where you'll discover an oasis boasting one of Ventura's best patios. Unwind stylish surroundings, just a heartbeat away from the beach with Mexican, & sushi delights nearby.Your experience reaches its peak as you bask in the sun-drenched patio. Fire up the BBQ, ignite the fire pit & luxuriate in the bubbling embrace of the jacuzzi. Engage in competition with Connect 4, Ping Pong, or Jenga. Unleash the adventurer in you and create great memories by the beach!

ValueLocationQuiet

A spacious boat is moored at a marina, illuminated beautifully by soft lighting. The exterior features a sleek design with large windows and a covered area. Nearby, additional boats are visible, reflecting on the water's surface under the evening sky.

4.86 out of 5 average rating, 589 reviews

Boatel California Stay on a Boat in Ventura Harbor

Best location in the Harbor- It is a 40' boat so more like a large Floating RV than a hotel! There is plenty of room to sleep and relax. The boat doesn't ever leave the dock. You will get to experience living on a boat, but since it is always attached to the dock you will never have to worry about sea sickness! It is less than 100 feet to all the action at Ventura Harbor Village with restaurants, live music, shops, wine tasting, famous ice cream shop, a gorgeous beach, Island Packers, and more!

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4.96 out of 5 average rating, 130 reviews

The exterior of a modern home is illuminated at night, featuring expansive glass walls that showcase the bright interior. A serene outdoor area is visible, including seating along the patio and a nearby oak tree, all under soft landscape lighting.

Home in Santa Paula

Relaxing Mid-Century Modern under the oaks

Enjoy our restored mid century gem with high ceilings and walls of glass opening to a private garden under heritage oaks. Peaceful and serene, modern stocked kitchen, birch floors and designer finishes. Cal King and Queen beds plus large couch if needed, also a pack and play. Venture to nearby beaches from Ventura (20 min away) to Santa Barbara, discovery Old California in citrus and avocado groves of Heritage Valley and Ojai, explore historic Santa Paula. yet only aprx 1 hour from LA.

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A charming bungalow with a light blue exterior is highlighted by white window frames and a welcoming yellow door. Lush greenery and white flowers border the walkway, leading to the entrance. The roof features standard shingles and a chimney, complementing the home's vintage appeal.

5 out of 5 average rating, 206 reviews

Yellow Door Bungalow

Charming and bright 1940 bungalow in sought-after Midtown Ventura. An ideal location within 10 minutes of Ventura beaches, local surf spots, Ventura Harbor, and Downtown Ventura. This sweet home boasts many vintage features such as original floors and Wedgewood stove while also providing modern updates including an on-demand hot water heater, quartz countertops, fresh gym space, and more. The backyard patio is the perfect place to enjoy your morning coffee or an outdoor meal. VTA STVR #2426

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5 out of 5 average rating, 140 reviews

The modern retreat showcases a long, low-slung structure with large windows reflecting warm light. Surrounded by lush greenery, the exterior features a spacious lawn and elegant outdoor seating arrangements, set against the backdrop of rolling hills and a dusky sky.

Home in Malibu

Encinal Mountain Malibu - Gated Retreat EV charger

Located in Malibu, and unaffected by fires. Encinal Mountain is a private gated retreat featuring two King bedrooms, central A/C, spa bathrooms, and luxurious soaking tub. Fully fenced yard is safe for pets and children. Located 2 minutes up from the Pacific Coast Hwy and El Matador State Beach sits an architectural gem on 5 acres, designed by architects Buff & Hensman. Fully renovated down to the studs it has been restored to retain the midcentury history, yet upgraded with modern luxuries.

LocationFamilyOutdoor spaces

The exterior of a beach home is showcased, featuring warm lighting along the eaves. A wooden dining table with candles is positioned in the foreground, surrounded by comfortable chairs. Large windows illuminate the interior spaces, providing a glimpse into the inviting atmosphere.

4.96 out of 5 average rating, 118 reviews

Serenity by the Sea Ventura Beach Gem Sleeps 6

CITY OF VENTURA PERMIT #2289 SERENITY BY THE SEA is a single story beach home in Pierpont Bay just steps to the sand! Our luxurious yet cozy "Pottery Barn" beach home is perfectly located for that relaxing get-away you've been looking for! Pierpont Bay, Ventura is a quaint beach where you can relax and enjoy the sun, waves, walks, bike rides, great food, shopping and stunning sunsets! Our location is a nice drive to Santa Barbara, Solvang, Malibu and Ojai. From LAX 1 hr 10 min/BUR 1 hr

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An inviting outdoor dining area features a long table set for a meal, surrounded by white chairs. Overhead, woven light fixtures and a surfboard add a beachy vibe. A modern kitchen showcases a spacious island with bar seating, paired with stylish overhead lighting. A cozy nook is adorned with a round mirror and a decorative stool.

4.99 out of 5 average rating, 141 reviews

Beachmont Luxurious Beach Escape-Stylish 5BR Haven

Welcome to The Beachmont House – a HUGE 3,300 sf designer-curated, luxury coastal retreat in sunny California! With 5 bedrooms, multiple living areas, a gourmet kitchen, spa-like amenities, and a dreamy backyard oasis, it’s designed for families, friend groups, or retreats seeking comfort, connection, and California charm. Whether you're relaxing in the hot tub, mixing drinks at the wet bar, or cruising to the waves on a beach cruiser, this is the California coastal lifestyle done right.

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The exterior of the home showcases a modern two-story design, featuring a stone-accented entryway and large windows. A spacious driveway accommodates multiple vehicles, framed by potted plants that add a touch of greenery.

4.98 out of 5 average rating, 109 reviews

Steps to Beach, Spa, Ocean View, Pet-Friendly Home

Beach Life! Beach just a Few Short Steps Away, Ocean & Sunset Views, Spa, and Dog (pet) Friendly. Welcome to the beach life on Pierpont Beach in Ventura California. Home boasts 3 beds & 3 baths, 2,600 sq. ft. Perfect lay-out for families & dog friendly. Home is completely stocked, nothing spared! Pack your swimsuit and go! Ventura Pier & Harbor Village activities: Shopping & great restaurants. Plus, surfing, hiking & bike trails, whale watching, boat, kayak & electric bike rentals.

FamilyLocationIndoor spaces

4.97 out of 5 average rating, 397 reviews

Two chaise lounges are positioned on a gravel surface, facing the ocean view. The lounges feature green cushions, and a stone wall surrounds the area. The landscape in the background includes rolling hills and a glimpse of the coastline beneath a clear blue sky.

Home in Malibu

Sweeping Ocean & Mountain Views, Private

Located Mid-Malibu, (not near fire zone) a 5 minute breathtaking drive up the canyon from Malibu Seafood Cafe, Solstice Canyon Trails, and Corral Beach, this 1 bedroom guest house is surrounded by the Santa Monica mountains, overlooking L.A., and sweeping ocean views. Enjoy a trailhead right on the property with views of Catalina Islands, surf at the beach below, ride nearby trails, or just relax in the backyard overlooking Pt Dume. Private & romantic.

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4.9 out of 5 average rating, 113 reviews

The Birdhouse at The Birdbath Bungalows

A beautifully curated bungalow in the heart of Ventura's beachside community. Two bedrooms, one bathroom. Start your morning on the covered front porch swing, fire up the BBQ for dinner, and spend your evenings around the fire pit under a canopy of pepper trees. Fully renovated in 2023 with care and quality throughout. A short walk to the beach, the pier, and Ventura's vibrant Main Street restaurant and bar scene. STVR Permit #2475

FamilyLocationWalkability

The entryway features rich wooden flooring and a bright decorative wall with lush tropical foliage. A bench can be seen against the wall, providing a welcoming space. The front door, made of dark wood, is complemented by an elegant glass panel, adding to the charm of the entrance.

4.92 out of 5 average rating, 119 reviews

Historic Victorian | Walk to Pier & Downtown

Walking distance from all the best spots in Ventura - Your Family Oasis! Unwind in this charming Victorian home located in Historic Downtown San Buenaventura, just moments from the beach, breweries, and local foodie gems like Spencer McKenzie's and Toppers Pizza Place. Embrace history and modern comfort in this inviting retreat perfect for an unforgettable family vacation. Complete with 2 updated bathrooms and kitchen. Book now!

ValueFamilyAmenities

An open-concept dining area features a large wooden table surrounded by black and yellow chairs. A modern kitchen is seen in the background, complete with a sleek island and bar stools. The living space is enhanced by a wall-mounted television above a contemporary fireplace, providing warmth and comfort.