Holiday rentals in Greenfield

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

Peaceful Treehouse with Ocean View

Permit 171035 Featured by Sunset Magazine as a “chic escape,” this Peaceful Treehouse-style retreat blends mid-century design with natural materials like wood and stone for a calming, sanctuary feel. Light pours through floor-to-ceiling windows beneath soaring wooden beams, and Japanese-inspired doors add to the architectural charm. Set high in the trees with ocean views, the home offers three elevated decks including one with a hammock. Perfect for relaxing and enjoying the surrounding canopy.

Forest Cabin & Hot Tub

Take it easy in this cozy cabin retreat in the Santa Cruz Mountains. 30 minutes from downtown Santa Cruz and beaches. This charming 400 sq. ft. studio is the perfect setting to disconnect from city life and immerse yourself in the redwoods. The cabin features a queen bed, full bathroom, kitchen & BBQ. The private yard includes a hot tub, propane firepit and hammock to fully relax and unwind. Please note the cabin is on a one way, windy road. There is WiFi but no TV or A/C. SCC Permit# 241449

Horse Corral with Stunning Views

Unique, off-grid experience! Perfect for the minimalist, artistic, adventurous hipster within. Hip+Cozy+Modern RV This space is great for a quiet weekend away from the city, from which you can explore Carmel Valley Village wine-tasting (8 miles), Monterey (24 miles) and Big Sur (45 miles), or a peaceful artist retreat. We are located in the heart of Los Padres National Forest. If a camping like experience deep within nature is not your forte, we suggest you book elsewhere. Happy Travels!

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.

Family Friendly~ Unique Farmstay~2 bed/1 bath

Adventure awaits at the Blue Barn farm! After a day of outdoor exploration, return to the comfort of your warm bed in our family-friendly, 2-bedroom, 1-bath second-floor Farmstay. Nestled on a 12-acre homestead along the Carmel River with shared river access. Located 9 miles east of Carmel, enjoy easy access to Garland Ranch, wineries, and the stunning beauty of Big Sur. Create lasting memories in this tranquil getaway. (Due to the nature of our farm we have a strict "No Pets" policy).

Netflix 'Stay Here' Vineyard Cottage

Nestled on 66 acres in the heart of Paso Robles wine country and featured on Netflix's hit show, Stays Here, is Vintage Ranch Cottage. Surrounded by mature vineyards and rolling hills, the cottage leaves nothing to be desired of the Paso Robles wine country experience. Centrally located 10 minutes to downtown, 5 minutes to the Adelaida wine trail, 15 minutes to Lake Nacimiento and 35 minutes to the coast! Come enjoy gorgeous Paso Robles and "stay here" at Vintage Ranch!

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!

Coastal Breezes -10 Minutes from Hearst Castle

Coastal Breezes & 10 minute drive to Hearst Castle.| Escape the hustle in this peaceful, light-filled haven. Featuring massive sliding glass doors that blur the line between the cozy living room and the Pacific Ocean, our home invites the outdoors in. After a day of exploring Hearst Castle (just 10 minutes away!) or walking the Moonstone Beach boardwalk, come home to sink into plush bedding and watch the sunset from your private ocean-view deck.

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.

Vineyard View Cottage with Hot Tub

Escape to our private hilltop cottage in Paso Robles wine country! This stylish retreat offers breathtaking 360-degree views, a new hot tub, and a fire pit. Comfortably sleeping 4 in two private king suites, it's the perfect serene getaway. You're just minutes from world-class wineries, Sensorio, and Vina Robles Amphitheater. Your ultimate Central Coast vacation awaits!