Holiday houses in Greenfield

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Top-rated holiday rentals in Greenfield

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
An A-Frame cabin is surrounded by lush greenery, positioned on elevated ground. A stone pathway leads to the entrance, flanked by wooden railings. The cabin features large glass panels on its façade, allowing natural light to flood the interior. A deck with seating overlooks the nature surroundings.
Cabin in Felton
4.97 out of 5 average rating, 173 reviews

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

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Top Guest favourite
A private yard is surrounded by tall trees, featuring a hot tub with bubbles rising to the surface. A hammock is visible to the side of the yard, alongside two Adirondack chairs. The cabin's entrance is shown, with a window allowing natural light to enter.
Cabin in Boulder Creek
4.98 out of 5 average rating, 133 reviews

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

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Superhost
Home in Greenfield
4.81 out of 5 average rating, 197 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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Guest favourite
A scenic view captures the main ranch house set against a backdrop of vibrant autumn foliage and a clear blue sky. The well-maintained grassy area in the foreground leads towards a rustic wooden fence, inviting a sense of outdoor exploration.
Home in King City
4.91 out of 5 average rating, 87 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.

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Top Guest favourite
The exterior of a charming home is framed by lush greenery and mature trees. A stone path leads to a central fountain, surrounded by decorative planters. Floor-to-ceiling windows provide glimpses of the inviting interior, while the peaceful landscape enhances the serene atmosphere.
Farm stay in Soledad
4.92 out of 5 average rating, 138 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.

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Guest favourite
A charming entrance is highlighted by wide, yellow double doors that lead to a rustic interior. The space features wooden barrels, an American flag, and vintage seating. Soft lighting creates a welcoming ambiance against the deep orange walls, enhancing the inviting outdoor area.
Cabin in Bradley
4.97 out of 5 average rating, 376 reviews

The Bradley House

A recent guest went on to say. “We had the most enchanting stay at this captivating abode, and we are still reeling from the experience. This eclectic haven is a true gem, transporting you back in time while seamlessly bending the past and the present. As you step into the property, you'll be greeted by a visual feast of decorations that will leave you in awe.” What truly sets this place apart is its own privacy with big fence and yard." A perfect retreat located minutes from Hwy101

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Top Guest favourite
An inviting pool area is framed by a spacious deck and lush landscaping, complemented by a covered outdoor kitchen and seating area. Natural light highlights the vibrant red of the home's exterior against a backdrop of rolling hills and greenery.
Home in Carmel Valley
4.89 out of 5 average rating, 84 reviews

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.

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Top Guest favourite
A charming cottage exterior is surrounded by mature oak trees, offering a serene outdoor space. A patio features a dining table with chairs and a pair of rocking chairs, inviting relaxation. Nearby, decorative lanterns and planters enhance the inviting setting.
Cottage in Paso Robles
4.98 out of 5 average rating, 331 reviews

Vintage Cottage - on vineyard + feat. on Netflix

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!

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Top Guest favourite
Farm stay in Paicines
4.96 out of 5 average rating, 130 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.

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Top Guest favourite
A charming yellow cabin with a welcoming porch is surrounded by trees and an open space. Large windows provide natural light, and a glimpse of the cloudy sky can be seen above. The surrounding area features dry grass and the outline of another green building in the background.
Cabin in Paicines
4.98 out of 5 average rating, 86 reviews

The Ranch Retreat bunkhouse 4 “ The Saddle”

Enjoy your visit to our historic California Cattle Ranch staying in one of our romantic cabins topping off your “Ranch Retreat” experience. The Gabilan Mountains are calling you to experience their majestic views of Oaks and rolling hills atop the Panoche pass. Forty five minutes south of Hollister on a road less traveled, see some of the most beautiful California landscape unscathed. Bird watch, paint, or do whatever you enjoy most with your most gracious hosts.

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Top Guest favourite
A rustic exterior of a ranch-style home is showcased, featuring a combination of wooden and stone elements. Large windows allow natural light to fill the interior, while potted plants add greenery to the entrance. A gravel path leads to the inviting façade.
Cabin in Lake Nacimiento
4.96 out of 5 average rating, 224 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!

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Superhost
Home in Carmel Valley
4.87 out of 5 average rating, 15 reviews

Oak Haven Retreat | Home & Cottage + Hot Tub

Located on 4.79 oak-studded acres in sunny Carmel Valley, this private sanctuary blends rustic-modern architecture with Early California charm. Enjoy stunning views, direct trail access for hiking and exploring, and terraced gardens filled with natural beauty - yet Carmel Valley Village is just 2 miles/10 minutes away with dining, wine tasting, and shops. Brought to you by Peninsula Luxe.

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Popular amenities for Greenfield holiday rentals