Vacation rentals in Pinnacles

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Top-rated vacation rentals in Pinnacles

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite

A uniquely designed treehouse is elevated among the trees, showcasing large glass windows and wooden beams. A wooden walkway leads up to the structure, enhancing the connection with the surrounding natural environment.

Treehouse in Aptos

4.91 out of 5 average rating, 598 reviews

Peaceful Treehouse with Ocean View

Permit 171035 Featured by Sunset Magazine as a “chic escape,” this Peaceful Treehouse-style retreat blends mid-century design with natural materials like wood and stone for a calming, sanctuary feel. Light pours through floor-to-ceiling windows beneath soaring wooden beams, and Japanese-inspired doors add to the architectural charm. Set high in the trees with ocean views, the home offers three elevated decks including one with a hammock. Perfect for relaxing and enjoying the surrounding canopy.

Top guest favorite

The spacious interior features rustic wooden walls and exposed beams. A cozy bed with plush bedding is highlighted by warm lighting. A comfortable seating area is nearby, along with a large round mirror and a modern flat-screen TV on the wall.

Guesthouse in Almaden Valley

4.99 out of 5 average rating, 604 reviews

Sanctuary in Sierra Azul Open Space Preserve

Nestled in the Sierra Azul Mountain Range in Los Gatos, the Sanctuary combines rustic country decor, steampunk original art, state-of-the-art technology with a unique spa experience, providing the perfect private retreat. Surrounded by numerous hiking trails, many friendly animals, and vast wild forest all around us to explore to your liking, along with this exclusive unit serves to provide a refreshing, rejuvenating space to reconnect with your loved one, yourself and of course Mother Nature!

Top guest favorite

The spacious living area features large windows that allow for ample natural light, highlighting the modern design. A cozy blue sofa is positioned near a fireplace, with a festive garland adorning the mantel. Views of the outdoors can be seen through the doors leading to the balcony.

Home in Watsonville

4.98 out of 5 average rating, 186 reviews

Copper Nest beach retreat with stunning views

The Copper Nest is an ideal getaway located steps from the beach in the gated community of Pajaro Dunes where the Pajaro River meets the Pacific Ocean. This newly designed three bedroom home is customized to create a serene beach retreat for you and your guests. This newly designed three bedroom home has a well equipped kitchen and outdoor seating, game, and BBQ areas. There are stunning ocean and agricultural views from every room. Close to California's popular food and travel regions.

Guest favorite

The exterior of the cottage is presented with a brick patio area surrounded by well-maintained lawn and landscaping. Two wooden chairs are positioned on the patio, set against the backdrop of the cottage's welcoming entrance. A clear blue sky visually enhances the inviting scene.

Home in Salinas

4.91 out of 5 average rating, 307 reviews

The Highlands House at Pessagno Winery

The newly renovated Highlands House is located in the heart of the River Road Wine Trail. The stunning backdrop of the Santa Lucia Highlands and breathtaking views of the Salinas Valley farmland promise an unforgettable getaway. The surrounding vineyard along with the adjacent Pessagno Winery & Tasting Room will complete your wine country experience. Driving proximity to beautiful Carmel / Valley and Monterey with great dining and attractions provides the best Monterey County has to offer.

Top guest favorite

A wooden pathway leads to a charming cabin, positioned among towering coastal redwoods. Lush greenery surrounds the area, with steps ascending to the entrance. The structure features large windows allowing natural light to illuminate the interior, creating a welcoming appearance.

Cabin in Carmel-by-the-Sea

4.97 out of 5 average rating, 359 reviews

Serene Redwood Retreat w/Modern Comfort

At our Modern cabin nestled among 150 year old redwoods, we invite you to embark on a unique adventure of embracing the outdoors while only minutes from town. Wine tasting in downtown Carmel, World Class Golf at Pebble Beach or Hiking trails of Point Lobos and Big Sur. "Magical", "Amazing", "A True Sanctuary" are just a few words used by our guest to describe their stay with us. Get away and unplug in the stillness and solitude of our Serene Redwood Retreat. Please see property description.

Top guest favorite

A gated entrance leads guests along a well-paved driveway lined with mature trees and lush vineyards. Rolling hills serve as a backdrop, complementing the serene landscape under a clear blue sky.

Guesthouse in Hollister

4.96 out of 5 average rating, 100 reviews

Luna Llena

Welcome to our spacious studio nestled on the second floor of a detached unit within this picturesque estate. With an enchanting backdrop of Diablo Range mountains, while the surrounding vineyard provides a delightful ambiance to relish. You can wake up to the occasional misty mornings that add a touch of mystery and charm. prepare to be captivated by the most gorgeous sunsets that paint the sky with hues of enchanting colors. Welcome to your oasis of tranquility and natural beauty!

Guest favorite

A modern kitchen features white cabinetry and stainless steel appliances. A large, central island is complemented by two bar stools, providing seating and workspace. Soft overhead lighting illuminates the clean countertops and the open layout, creating an inviting cooking environment.

Home in San Juan Bautista

4.95 out of 5 average rating, 119 reviews

Ponce's Guest Home

This San Juan Bautista home is located in place where you aren't to far from doing fun activities your family will be close to everything when you stay at this centrally-located place. San Juan bautista Historic park , San juan de Anza National historic trail. Close to Gilroy Gardens Family theme park, Hollister Hills State vehicular ,Water Oasis, 18th barrel tasting room,,Close Monterey county and Santa cruz county and much more. This home has a capacity for small and big family's.

Guest favorite

A modern living area features a large sectional sofa in grey and an accent chair in teal. A coffee table sits in the center, surrounded by a soft area rug. Wall art adds visual interest, and a large television is positioned against a light-colored wall beside a window.

Home in Hollister

4.99 out of 5 average rating, 115 reviews

Gazebo Oasis | Spacious home | Central | KingBeds

Welcome to our luxurious 4-bedroom, 3-bathroom retreat that epitomizes comfort and relaxation! This spacious Airbnb home is the perfect haven for your dream vacation. As you step inside, you'll be captivated by the stylish design and inviting ambiance. Cook a feast in the fully stocked kitchen and have plenty of space to serve it on two dining areas. Unwind in the upstairs jacuzzi or enjoy California weather under the backyard gazebo. Enjoy large, comfy beds for great sleep.

Top guest favorite

A wooden deck is seen overlooking the ocean, furnished with a round table and four chairs under an umbrella. Potted plants with colorful flowers are arranged along the edges, adding natural beauty to the space. A bench is positioned on one side of the deck.

Home in Watsonville

4.95 out of 5 average rating, 746 reviews

Sunset Cottage Vacation rental permit #111394

Charming ocean front cottage with views from Santa Cruz to Monterey. Located in Sunset State Park near Capitola and Santa Cruz. Path to quiet beach for great walks and glimpses of dolphins. A perfect place for a getaway or romantic weekend. TWO people maximum on the property at any time. There is only parking for ONE car. Pets are not allowed. NO SMOKING on the property-inside or outside. Two night minimum. Certified vacation rental property with Santa Cruz County.

Top guest favorite

Farm stay in Paicines

4.96 out of 5 average rating, 114 reviews

The Telegraph Office Cabin, near Mercy Hotsprings.

Set on the site of an old town from the 1880's, now a working dairy farm, the "Telegraph Office" is a beautiful and comfortable escape to the charm and serenity of the country. The farm offers a unique opportunity to see where the best milk and dairy products are made. The farm enjoys some of the best sunshine in California, best night sky, mountain views, sunrises and sunsets. Relax, commune with the animals, birdwatch, hike, sit by a campfire, or whatever suits you.

Top guest favorite

A green yurt is nestled among tall trees, featuring a wooden deck with a set of two outdoor chairs and small tables. Colorful prayer flags drape from the yurt's awning, framing the entrance where double French doors invite guests inside.

Yurt in Watsonville

4.92 out of 5 average rating, 855 reviews

Mountain Top Yurt in the Redwoods

Peaceful, clean, spacious, beautifully decorated and quiet 24' Yurt completely surrounded by Redwoods on top of the Santa Cruz Mountains. Spend a couple days meditating, reading or writing the next chapter of your memoir. Walking distance to Mount Madonna Retreat Center (open now through reservation only). County Park hiking and horseback riding trails located within 3 miles. Ideal place for photography and mountain/road biking.

Guest favorite

An open living area exhibits a high, wooden-beamed ceiling and large windows that invite natural light. A cozy fireplace is set against a stone facade. Modern kitchen appliances are visible, alongside wooden cabinetry and a spacious countertop. An inviting seating arrangement promotes comfort.

Cottage in Morgan Hill

4.95 out of 5 average rating, 245 reviews

Amazing Country Setting at Cottage Creek Vineyards

Lovely 1000 Sq. ft. Cottage in the heart of wine country. A 400 sq. ft. delightful back patio with fire pit, full kitchen and bathroom makes this the perfect home away from home. Amenities include queen bed, wifi, TV's, fire place, & parking. We are a live winery and have wine tasting two weekends and two Friday evenings a month. We usually have live music, wine tasting is in the same vicinity as the Cottage.