Holiday rentals in Greenfield

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.

Barlocker Rustling Oaks Ranch

Barlocker’s Ranch offers a peaceful retreat for groups and events. The 5,745 sq. ft. main house features 4 bedrooms, 5 bathrooms, a kitchen, dining room, and more. Accommodates up to 20 guests with additional space in the bunkhouse (2 kings, 4 twins in loft). Enjoy a heated pool, hot tub, and STARLINK internet. Nearby attractions include Monterey Bay Aquarium, Pinnacles Monument, and Laguna Seca Raceway. The ranch includes three homes, with the main house across from a rentable cottage on Airbnb

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🌈

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.

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

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).

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.

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.

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.

Carmel Mid-Century Ranch Retreat Homestay

My Mid-Century Carmel ranch house is perfectly located between Carmel and Carmel Valley. The property is next door to Carmel Valley Ranch and close to local wedding venues, Bernardus, Holley Farm, Holman Ranch, and Quail Lodge. It’s an easy walk to the Mid Valley shopping center and 6 miles from Carmel Valley Village with 30+ tasting rooms and restaurants, and 6 miles from downtown Carmel. The large outdoor patio with fireplace and barbecue is perfect for outdoor dining.

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!

Luxury Carmel | View | 15 Guests | 9 Parking | EV

Welcome to your Carmel retreat！ Newly built in 2024, this home blends modern comfort with relaxed coastal charm. Bright, open spaces and high ceilings create a peaceful atmosphere. Thoughtfully designed for families and small groups, the home offers spacious gathering areas, peaceful mountain views, and comfortable sleeping arrangements for up to 15 guests. Minutes from downtown Carmel, scenic beaches, and top Monterey Peninsula attractions.