Vacation rentals in Pinnacles

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Top-rated vacation rentals in Pinnacles

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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, 603 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!

Guest favorite
A charming exterior is presented, featuring a brick facade and a bright turquoise trim. Large planters filled with tall plants frame a welcoming outdoor space, complete with a patio table and chairs. The sunny sky enhances the inviting atmosphere of the area.
Home in Moss Landing
4.89 out of 5 average rating, 161 reviews

Haute Enchilada Beachside Resort Unit A

Clean, quiet, bohemian beach-side jewel! - Private & gated guests only parking - Across the street from the beach, Moss Landing harbor & KOA - Home to Teco & Valentina, resident barn owls. Owls are known to put on quite a show! They are beautiful! Watch them in their owl box from the live feed on our website/YouTube! - One dog max, $50. - EV charging permitted, $25/day Located on same property as The Haute Enchilada Cafe & Gallery. Visit The Haute Enchilada website for lunch reservations.

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
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!

Top guest favorite
Farm stay in Carmel Valley
4.99 out of 5 average rating, 558 reviews

Beautiful Farm in Carmel Valley

Our 2 bedroom guest house in beautiful Carmel Valley is close to Monterey, Big Sur, Pebble Beach and Carmel by the Sea. Sight see all day and escape to a pastoral setting five minutes from Carmel Valley Village with quaint shops, restaurants and over 20 wine tasting rooms. Visit with our alpacas, horses, giant tortoises, goats, sheep, donkey and more! Wake up to sunshine, fresh air and the donkey braying for breakfast! (Due to the nature of our farm we have a strict "No Pets" policy).

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, 854 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
Condo in Watsonville
4.94 out of 5 average rating, 350 reviews

2B/2B Pajaro Dunes with Dunes and Ocean View

Steps away from miles of beautiful, unspoiled beaches, this 2 bedroom beach front condo is located in the highly desirable, gated Shorebirds community at Pajaro Dunes. Either enjoying the picture-perfect sunset, taking long walks on the beach, surfing, fishing, or building sand castles, you are sure to capture memorable, relaxing vacations in our comfortable, charming fully furnished condo.

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