Vacation rentals in Redwood Park, San Mateo County

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Top-rated vacation rentals in Redwood Park, San Mateo County

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Guest favorite

A wooden picnic table and bench set are positioned on a deck area, surrounded by greenery and flowers. Steps lead up to a raised platform, with a spacious lawn visible in the background. A tall pine tree adds natural height to the setting.

Guest suite in Outer Sunset

4.89 out of 5 average rating, 163 reviews

Great Highway Oceanfront studio

Come stay at the only AirBnB located on the historic Great Highway in San Francisco. Come experience what the New York Times includes on it's best places in the world to visit list. This private studio includes a Saatva luxe King mattress, Luxe sheets and down duvet, fire pit, picnic table, and giant back yard with a 50 foot pine tree and clover lawn. This is one of the few rentals that is located directly on beach/great highway in San Francisco. Come enjoy a secluded beachside escape.

Top guest favorite

A modern two-story beach house features large windows and a sleek garage door. The exterior showcases a neutral color palette with landscaping elements providing natural greenery. The driveway is paved, leading to a welcoming entrance defined by a small set of steps.

Home in Half Moon Bay

5 out of 5 average rating, 112 reviews

Fabulous Beach Get Away - Brand New Beach House

Amazing Newly Built Beach House. Wake-up in this beautiful beach house in a tranquil neighborhood just a short stroll to the beach, walking trails, and restaurants. This beautifully decorated, two story home is perfect for your next beach get away! This house is fully equipped with TV, fireplace, new cozy beds, outdoor fire pit and BBQ, and much more. Enjoy this town which features horseback riding, fishing, boating, surfing, quaint downtown with shops, wine tasting, restaurants and much more.

Top guest favorite

Condo in Marina Gardens

5 out of 5 average rating, 107 reviews

Most Desired Vacation Spot in San Francisco.

Welcome to San Francisco, one of the most beautiful and diverse cities in the world! I would love to host you in my modern and clean home right in the middle of one of the most coveted neighborhoods in the city, the Marina District. You will only be a few steps to the Marina waterfront, beach, and Crissy Field. If you look toward your left, you can’t miss the iconic Golden Gate Bridge. You can stroll to Chestnut Street and Union Street where you will find restaurants and trendy store fronts.

Top guest favorite

Two loungers are positioned on a wooden deck, offering views of rolling hills and a soft pink sky at sunset. Tall trees frame the scene, enhancing the natural setting and providing a serene backdrop.

Guesthouse in Oakland

4.97 out of 5 average rating, 238 reviews

82 “ Pool, Jacuzzi , HOT SAUNA, VIEWS, Newer ADU!

Stunning, ADU cottage w/ higher end finishes. Endless VIEWS of mountains set on a beautiful, peaceful, upscale gated, property surrounded by redwood, pine & oak trees. 1 mile to large regional parks for hiking, mountain biking and horse stables. Nature at its best! Pool heated 82F May 1st-Oct. 31st. 16 miles to San Francisco, 5-10 minutes to many restaurants. New Jacuzzi and outdoor sauna. Large patio, pool / deck (6500 sq foot outdoor oasis shared with main house with a small family of 4)

Superhost

An outdoor seating area features a fire pit with a glass centerpiece, casting a warm glow. Comfortable cushions add to the inviting atmosphere. The distant ocean can be seen as the sun sets, creating a serene backdrop against the skyline.

Apartment in San Francisco

4.88 out of 5 average rating, 368 reviews

Beautiful 1 bdrm Apt with Ocean Views and Hot Tub

Super safe neighborhood in San Francisco. It is residential and quiet. Gate to get in. Beautifully remodeled inlaw suite with private keypad entrance, one block from famous tile steps and blocks to dining options and Golden Gate Park. Bedroom has stunning ocean views. Unit is equipped with streaming enabled TVs, microwave/convection oven, electric stove, nest heat, towel warmers, washer/dryer, writing desk and chair, and more! Hot tub and fire pit! * “Not suitable for parties/events”

Guest favorite

A view into the loft studio is presented, showcasing a cozy living space. The staircase leads to the upper loft area, while a spacious bed is positioned in the lower section, complemented by warm wood floors and soft natural light filtering through the windows.

Tiny home in Half Moon Bay

4.85 out of 5 average rating, 653 reviews

Small Beach Cottage Near the Coastal Trail

This is the perfect place for a getaway near the beach. Tiny House provides you and your dog comfort and privacy in a quiet neighborhood close to the dog friendly Poplar Beach. We provide the basics to prepare small meals in our kitchenette. You have close access to miles of coastal trails, great shopping and dining in downtown (1 mile away). Ritz Carlton is just 2 miles South of us. The Harbor also has great options for dining. Many trails for hiking and biking very close by.

Guest favorite

Guesthouse in Oakland

4.91 out of 5 average rating, 336 reviews

Guesthouse Garden Retreat

Our 'sister guesthouses' consist of two small side-by-side cabins (you get both) located behind our home, nestled in a verdant hillside garden that our friends and family lovingly call ‘Little Tuscany’. Cabin 1 - living room with a well-stocked kitchenette, pull-out couch, table and chairs Cabin 2 - bedroom with a queen-size bed, full bathroom and a private deck Accessed by a private entrance, the cabins are luminous and efficient, designed to meet all your needs.

Top guest favorite

A covered balcony features two light blue chairs with striped cushions, overlooking the neighborhood. The wooden railing offers a sense of openness, while the surrounding area includes a glimpse of greenery and residential rooftops. Natural light brightens the space.

Home in Pacifica

4.96 out of 5 average rating, 227 reviews

Brighton Beach Cottage, One Bedroom plus Loft

Just a short stroll from Sharp Park beach and hiking trails our large private spacious 1 bedroom plus loft is perfect for your next beach and hiking getaway. Centrally located in the desirable Sharp Park neighborhood of Pacifica, you can get to San Francisco, Half Moon Bay, hiking trails, golf, and beaches quickly and easily. A few minutes drive to Linda Mar beach, one of the best surf spots in Northern California. The cottage is a single-family home.

Guest favorite

A quaint street scene captures the essence of downtown Boulder Creek. Historic buildings line either side of the wet road, reflecting the soft glow of streetlights. Tall pine trees are visible in the background, creating a serene and inviting backdrop.

Home in Boulder Creek

4.87 out of 5 average rating, 143 reviews

Victorian Cottage in the Redwoods

Historic Landmark 1899 Queen Anne Victorian Cottage near downtown Boulder Creek , Ca. Walking distance to bus, downtown restaurants, Wild Roots Market, hiking trails, San Lorenzo River. Recently remodeled 1 Bdrm 1 Bath with shower and bathtub Full kitchen Vitamix Organic Coffee Nearby Restaurants Beaches Surfing Mountain Biking Henry Cowell Redwoods State Park Roaring Camp & Big Trees Narrow Gauge Railroad Santa Cruz Boardwalk Wild Roots Market

Guest favorite

Home in Half Moon Bay

4.93 out of 5 average rating, 61 reviews

Seaside Home Modern Retreat with Breathtaking

Discover coastal serenity in this modern 4BR, 3 bath retreat in Half Moon Bay's Miramar district. With clean interior, wood accents & an amazing 2nd-floor balcony, this home offers a serene escape. Enjoy the landscaped backyard, fully stocked kitchen & proximity to popular beaches and the Coastal Trail. Experience seaside charm in this unforgettable home

Guest favorite

A cozy outdoor space is surrounded by tall trees, featuring a private hot tub and a propane fire pit. A striped hammock is draped between posts, while warm string lights provide ambient illumination. The fenced area is paved with stones, offering a gravel surface for relaxation.

Guesthouse in Felton

4.96 out of 5 average rating, 183 reviews

Redwood Cottage & Hot Tub

Enjoy this quaint, peaceful redwood retreat in the Santa Cruz Mountains. This small cottage comes with a private hot tub, outdoor shower, propane fire pit and hammock. You'll be 10 minutes to downtown Felton and 25 minutes to Santa Cruz beaches. The cottage is on a shared property and next door to the main house.

Guest favorite

Yurt in Los Gatos

4.97 out of 5 average rating, 343 reviews

Lotus Yurt in Vineyard Overlooking Monterey Bay

Lotus Belle Yurt in Lago Lomita Vineyards overlooking the entire Monterey Bay/Pacific Ocean. Backyard Glamping at it's finest! We have another listing at this property, so please also check out our 5 star rated Treehouse: search "Treehouse Vineyard Los Gatos"