
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.

Santa Cruz A-Frame
This unique A-Frame cabin, in a quiet mountain neighborhood with private creek access, was handbuilt in 1965 and remodeled in the summer of 2024. Now a little slice of heaven on the creek in the redwoods. *5-10 min to Henry Cowell Redwoods State Park, Roaring Camp Railroad, Loch Lomond Recreation Area, the Trout Farm Inn, Quail Hollow Ranch + Felton stores. *20 min to Santa Cruz, beach + Boardwalk. *1 min to Zayante Creek Market (EV charger) Find us on social: Insta @SantaCruzAFrame
FamilyLocationHospitality
4.97 out of 5 average rating, 184 reviews
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🌈
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4.81 out of 5 average rating, 200 reviews
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.
LocationFamilyGetting around
4.91 out of 5 average rating, 91 reviews
Silvio Home at Puma Road Winery
The Silvio Home 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 Puma Road Winery & Tasting Room will complete your wine country experience. Driving proximity to beautiful Big Sur, Carmel, Carmel Valley and Monterey with great dining and attractions provides the best Monterey County has to offer.
ValueLocationAir conditioning
4.92 out of 5 average rating, 143 reviews
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
ValueFamilySleep quality
4.9 out of 5 average rating, 338 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).
LocationValueAccuracy
4.99 out of 5 average rating, 583 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.
FamilyValueWalkability
4.94 out of 5 average rating, 141 reviews
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!
LocationFamilyHeating
4.97 out of 5 average rating, 245 reviews
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.
LocationFamilyEV charging
4.98 out of 5 average rating, 145 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.
ValueFamilyOutdoor spaces
4.96 out of 5 average rating, 133 reviews
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!
FamilyLocationDecor
4.95 out of 5 average rating, 160 reviews
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!
FamilyLocationLayout
4.96 out of 5 average rating, 228 reviewsPopular amenities for Greenfield holiday rentals
Other great holiday rentals in Greenfield

Serene Vineyard Chateau with Pool, Hot Tub, BBQ
LocationValueGrill
4.9 out of 5 average rating, 88 reviews
The Ranch Retreat bunkhouse 4 “ The Saddle”
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4.98 out of 5 average rating, 87 reviews
Barlocker's Rustling Oaks Ranch - The Cottage
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4.76 out of 5 average rating, 230 reviews
5 BR Hacienda | Pool, Hot Tub & 3 King Suites
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5.0 out of 5 average rating, 34 reviews
The Royal Hideaway | 2 King Beds | 30+ Days
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5.0 out of 5 average rating, 3 reviews
Cabin by the River w/ Private Hot Tub
LocationFamilyWifi
4.82 out of 5 average rating, 175 reviews
Villa del Cielo, 30 days
FamilyLocationQuiet
4.87 out of 5 average rating, 136 reviews
Sleeps 14 • Cozy home Near Pinnacles & Monterey
FamilyLocationComfort
5.0 out of 5 average rating, 8 reviewsDestinations to explore
- Los Angeles Holiday rentals
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- Monterey Bay Aquarium
- Pinnacles National Park
- Carmel Beach
- Carmel Beach
- Big Sur Campground & Cabins
- Pfeiffer Beach
- Pebble Beach Golf Links
- Asilomar State Beach
- Hearst Castle
- Sand Dollar Beach
- Point Lobos State Natural Reserve
- WeatherTech Raceway Laguna Seca
- Julia Pfeiffer Burns State Park
- Treebones Resort
- Garland Ranch Regional Park
- Old Fisherman's Wharf
- Monterey State Beach
- Garrapata State Park
- Carmel Mission Inn
- Dennis the Menace Playground
- Dametra Cafe
- JUSTIN Vineyards & Winery
- Lovers Point Park
- Mission San Juan Bautista





