
Vacation rentals in Greenfield
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Top-rated vacation rentals in Greenfield
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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.

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.

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).

Piney Creek Retreat
When you are ready to take a break from it all, escape to the mountains and relax in your 400 sq ft attached but private studio. Lounge by the pool during the day, and unwind in the hot tub with your favorite glass of wine from one of the many nearby wineries. When you are ready to mingle again, Carmel Valley Village is 45 min away, with Carmel by the Sea and Monterey being another 15 min. For the adventurous, Arroyo Seco campground is less than 10 min; and Pinnacles NP is 45 min.

Perfect Hideaway in Carmel Valley Hills
Nested within the ‘hidden hills’ of Carmel Valley this unique and stylish private quarters retreat is great for your next visit. Enter the space through your private deck and spacious sunroom which gives a relaxing vacation feel. The remodeled place offers a private bedroom with fireplace, cal-king bed. A private full bathroom and spa. The space includes a kitchenette with fridge and microwave, fully stocked and an orange juice / breakfast bar for an excellent start of the day!

Blue Bonnet Ridge
Spring flowers paint the hills of the Central Coast. Warm days and crisp nights make spring a great time to enjoy the beauty of the wildflowers and wild life of the the back canyons. Enjoy the peace and solitude of the Central Coast back country in this 10ft x 12ft furnished wall tent. Enjoy the magnificent sunset over the vibrant greens, pinks and yellows of springtime in the back canyons. Temperatures average mid 60s/70s in the daytime and upper 40s/low 50s at night.

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.

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!

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.

Downtown Urban Industrial Studio
***Due to the heightened concerns for travel during the COVID-19 spread, I have switched to a hospital grade sanitizer to ensure maximum protection for my guests.*** Cozy urban retreat in the heart of Downtown Salinas. Private studio with separate entrance located behind the main house. One private parking space with additional parking on the street.

2 King Beds, Free Coffee, Comfy!
This stay is perfect for travelers that want a home-away-from-home experience. Make home-cooked meals in our fully stocked kitchen. There is a guitar, piano and bongo drum for the musically inclined. Enjoy two bedrooms, each with a comfy king bed and fast WIFI. Coffee is provided, as well as tea for the mellower souls. Can't wait to host you!
Popular amenities for Greenfield vacation rentals
Other great vacation rentals in Greenfield

Lil' Peach Guesthouse

Chameleon House

Adorable Country Cottage WITH POOL!

Lake Cabin on 10Acres w/ Seasonal Waterfront Views

Mountain-View Backyard Oasis! King City Getaway

The Ranch Retreat, Bunkhouse 3 "The Stall"

Cute Country Cottage

Ranch Stay-3.7 miles from Pinnacles National Park
Destinations to explore
- Southern California Vacation rentals
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- San Francisco Peninsula Vacation rentals
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- Big Bear Lake Vacation rentals
- Monterey Bay Aquarium
- Pinnacles National Park
- Carmel Beach
- Pfeiffer Beach
- Carmel Beach
- Asilomar State Beach
- Pebble Beach Golf Links
- Sand Dollar Beach
- Big Sur Campground & Cabins
- Jade Cove
- Hearst Castle
- JUSTIN Vineyards & Winery
- WeatherTech Raceway Laguna Seca
- Point Lobos State Natural Reserve
- Garland Ranch Regional Park
- Monterey State Beach
- Julia Pfeiffer Burns State Park
- Old Fisherman's Wharf
- Treebones Resort
- California State University, Monterey Bay
- Carmel Mission Inn
- Dennis the Menace Playground
- Garrapata State Park
- Dametra Cafe




