Holiday rentals in Greenfield

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Top-rated holiday rentals in Greenfield

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

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Guest favourite

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

The Highlands House at Pessagno Winery

The quaint and charming 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.

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4.91 out of 5 average rating, 320 reviews

Superhost

Home in Greenfield

Spacious Furnished Home Near Pinnacles Hwy 101

Built in 1954. Mainly original single-family home. Unwind inside private home! Equipped with 1 full size bed, 1 queen size bed, and 1 cal king bed. 1 full bathroom in master bedroom. 1 shared full bathroom. Full size kitchen, living room, and backyard. Greenfield is located in south Salinas Valley. It’s a rural, small town bustling with agricultural. Located two streets from HWY 101, nearby Pinnacles National Park/ 30 mins to Salinas/ 55 mins to Monterey Peninsula/ 1 hour to Paso Robles🌈

ValueFamilyCondition

4.81 out of 5 average rating, 203 reviews

Guest favourite

A scenic view captures the main ranch house set against a backdrop of vibrant autumn foliage and a clear blue sky. The well-maintained grassy area in the foreground leads towards a rustic wooden fence, inviting a sense of outdoor exploration.

Home in King City

Casey Redtail Ranch

The beautiful Casey Redtail Ranch sits on 100 pristine acres amidst rolling hills and majestic oaks. The tastefully decorated, 5 bedroom ranch house, recently remodeled, is ready for a great friends get away or family gathering! The large kitchen and dining area are perfect for those culinary adventures and fun, family and friends meal times. Nearby wineries, Pinnacles National Park and lakes make it a great launching pad for outdoor fun. There is plenty of parking in the expansive barnyard.

ValueFamilyHeating

4.91 out of 5 average rating, 92 reviews

Guest favourite

Home in Marina

Boutique Home near Monterey, Carmel STR25-00020

Your Perfect Monterey Bay Getaway in Marina It matters where you stay, and this is more than just a rental—it's your home base for exploring the best of the California coast. Enjoy exclusive access to our nice, cozy, and fully renovated whole house, offering plenty of space for your group to relax and recharge. A short drive to Monterey Bay Aquarium, Cannery Row, Pacific Grove, Carmel-by-the-Sea, the breathtaking Big Sur coastline, and Pebble Beach. Business License Number 04105524

ValueLocationSleep quality

4.9 out of 5 average rating, 341 reviews

Top guest favourite

Farm stay in Carmel Valley Village

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).

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4.99 out of 5 average rating, 585 reviews

Guest favourite

A sunny outdoor deck surrounds a solar heated pool, featuring several lounge chairs in bright colors. Lush greenery and distant hills frame the area, providing a serene backdrop. A shaded seating arrangement sits nearby, ideal for relaxation while enjoying the peaceful landscape.

Home in Carmel Valley Village

Private Carmel Valley Retreat

In the rolling hills of Carmel Valley and hidden between famous vineyards, is our very private, rustic, relaxing country home. The home is perched on 20 acres of Oak trees and Lupine meadows overlooking the Cachagua Valley. Perfect for a family on holiday, weekend getaways, or as a romantic retreat. Use our cottage as a place to recharge or as a home base for exploring local Vineyards, Big Sur, Carmel-By-The-Sea, Monterey and Pebble Beach. Please note: The pool is solar heated only.

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4.91 out of 5 average rating, 100 reviews

Top guest favourite

A spacious outdoor area features a well-maintained lawn surrounded by wooden fencing. A dining table with an umbrella provides shade, and two lounge chairs are positioned nearby. The Bocce Ball court is visible, offering an inviting space for outdoor activities.

Home in Salinas

The Bixby House -Short drive to Carmel/Monterey

Enjoy this recently updated mid-century modern home in the San Benancio Village. Brand new hardwood floors, marble bathrooms, Bocce Ball court and 5 king sized beds. Plan your day of adventure in Big Sur or Carmel while enjoying a hot cup of coffee on the porch. The Bixby House is located just 5 minutes from Laguna Seca Raceway, 10 minutes to Salinas wine tasting or Monterey beaches, 20 minutes to Carmel-by-the-Sea or Carmel Valley and 45 minutes to Big Sur. Adventure awaits!

LocationFamilyComfort

4.97 out of 5 average rating, 246 reviews

Guest favourite

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

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.

ValueLocationSleep quality

4.99 out of 5 average rating, 129 reviews

Guest favourite

An inviting pool area is framed by a spacious deck and lush landscaping, complemented by a covered outdoor kitchen and seating area. Natural light highlights the vibrant red of the home's exterior against a backdrop of rolling hills and greenery.

Home in Carmel Valley Village

Serene Vineyard Chateau with Pool, Hot Tub, BBQ

Disconnect from city life in the heart of Carmel Valley wine country. The Vineyard Chateau sits on 5 creek-front acres with a working Merlot vineyard and countless amenities. Explore 25+ wine tasting rooms in Carmel Valley Village, hike in nearby Ventana Wilderness, or chill & grill by the seasonal saltwater pool (May-Oct). Upgrade with our popular Poolside Wine & Charcuterie Pairing featuring our very own small-batch VINCENT VINES wines. Perfect for a family or two couples.

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4.9 out of 5 average rating, 89 reviews

Guest favourite

A spacious deck features a wooden railing overlooking lush coastal dunes and the expansive Pacific Ocean in the distance. Two white Adirondack chairs sit invitingly on the deck, with grass and shrubs framing the view, creating a serene outdoor space.

Townhouse in Castroville

Monterey Dunes Oceanfront Beach House

The Monterey Dunes Colony is a picturesque gated community on the beach sitting between Monterey and Santa Cruz. This house features 3 bedrooms and 2 bathrooms with a beautiful ocean view and private beach access. The Master, main living area, and kitchen have beautiful views of the Pacific Ocean. You can watch dolphins and whales from the comfort of the kitchen table. Beautiful sunsets are a daily occurrence. This house is great for a large family or 2 smaller families.

FamilyLocationCheckout

4.94 out of 5 average rating, 362 reviews

Guest favourite

The exterior of the farmhouse features a welcoming front porch with several black rocking chairs positioned along the railing. Large windows allow natural light to fill the space. A pathway leads up to the door, connecting the home to the surrounding landscape.

Farm stay in Salinas

Charming Farmhouse in Carmel Valley

The Briggs Farmhouse is a 1920's 2-story charmer on a secluded ranch in Carmel Valley. A quick drive to Monterey or Carmel - this is a perfect home base to explore the Monterey Peninsula then come back to a relaxing and quiet space with no noise pollution - The perfect countryside getaway. Plan your day of adventure in Big Sur, Monterey, Carmel, or Pebble Beach while sipping on hot cup of coffee in the study, on the porch, or on the balcony overlooking the orchard!

FamilyValuePets

4.95 out of 5 average rating, 161 reviews

Top guest favourite

A rustic exterior of a ranch-style home is showcased, featuring a combination of wooden and stone elements. Large windows allow natural light to fill the interior, while potted plants add greenery to the entrance. A gravel path leads to the inviting façade.

Cabin in Lake Nacimiento

Lake Views Hilltop Ranch - 160 Acre Escape

Secluded private hilltop cabin just 5 minutes from the marina, between Lake Nacimiento and Lake San Antonio. Set on 160 lake-view acres—bring your boats! Horses and longhorn cattle graze nearby (and no flies!). This artfully designed 3BR, 2BA ranch home offers sweeping lake, valley, and mountain views. Located on the Wildflower Triathlon route—perfect for cycling, scenic drives to wineries and missions, and epic stargazing. Wildlife sightings possible!

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4.96 out of 5 average rating, 231 reviews