
Vacation rentals in Greenfield
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Top-rated vacation rentals in Greenfield
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Magical & Romantic Beachfront Home at Pajaro Dunes
Beautiful oceanfront condominium with an unobstructed view to Monterey Bay & the Pacific Ocean; just 20 minutes south of Santa Cruz & 30 minutes north of Monterey/Carmel. Newly remodeled with granite counters, new kitchen appliances, paint, furniture, tile and carpeted floors. Electric fireplace adds to the magical ambience this home embraces. High ceilings, just steps to the beach. Convenient parking. 2 bedrooms & 2 full bathrooms, 1200 sf. A great place to kick off your shoes and relax.

Big Sur Blue Cottage with Ocean view
Located on South Coast Big Sur, this Off-the-grid house sits atop a hill with expansive ocean views. Perfect for a digital detox. NOTE: "The cottage is currently only accessible via south Hwy 1 from Cambria due to a landslide closing the northern route. Attractions in North Big Sur, including Julia Pfeiffer State Park,McWay Falls, are unreachable. Detours add 4 hours; plan accordingly. We're not liable for itinerary changes." NOTE: 4WD/AWD VEHICLE AN ABSOLUTE MUST TO GET TO THE HOUSE. NO TESLA

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

Cozy Coastal Redwood Cabin
Rest and connect in this warm, cozy, and private cabin that is nestled in the redwoods. Only minutes away from Henry Cowell State Park, where you can enjoy world class mountain biking trails, hiking, or swimming in the river. Or, enjoy the beach 15 minutes away. This is a perfect place to refresh in the magic of the Coastal Redwoods. Music fills most nights either from the Felton Music Hall or from the chorus of frogs. And wake up in the mornings to the mist in the trees when the fog rolls in.

Carmel Valley Home on Eclectic Farm
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, a rooster crowing and the donkey braying for breakfast! (Due to the nature of our farm we have a strict "No Pets" policy).

The Vineyard House in the Pastures of Heaven
This storybook Vineyard House is set on a working boutique vineyard. It has been converted into a beautiful countryside escape overlooking the Pastures of Heaven. The stocked kitchen and BBQ have everything you need to make a gourmet meal to pair with your complimentary bottle of estate wine. Enjoy the fire pit above the rear patio overlooking the upper vineyard, enjoy with wine while watching grapes grow! This gorgeous villa is secluded while still close enough to hop into Monterey or Carmel.

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.

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.

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.

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.

440 Acre log cabin, Lake Nacimiento
Ever dream of escaping to an authentic cabin in the woods with no neighbors, no “people” noise, no boundaries, simply the sounds of undisturbed nature? Bee Rock’s “El Rancho Cantina”, it’s storybook cabin & sprawling 440 acres on a seasonal arm of Lake Nacimiento offers its serene ambiance & panoramic setting to those seeking a space away from it all. Visitors can enjoy recreating at both Lake Nacimiento & Lake San Antonio. Both Marinas are a short 10-15-minute drive.

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!
Popular amenities for Greenfield vacation rentals
Other great vacation rentals in Greenfield

Sunny Home Above Carmel Valley (SR)

Nice room in a quiet community (Unit 2)

Relaxing 5 Star Stay Monterey Bay STR25-000026

Carmel by the Sea Rustic Retreat

Treehouse in Vineyard Overlooking Monterey Bay

Hot Tub, King Bed, Garden View Room

The Finch, Historic Landmark House

Laguna Seca Race Cabin
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