Holiday houses in Monterey County

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Top-rated holiday rentals in Monterey County

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Top Guest favourite
The exterior of the cottage is presented with a brick patio area surrounded by well-maintained lawn and landscaping. Two wooden chairs are positioned on the patio, set against the backdrop of the cottage's welcoming entrance. A clear blue sky visually enhances the inviting scene.
Home in Salinas
4.92 out of 5 average rating, 318 reviews

The Highlands House at Pessagno Winery

The quaint and charming 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.

Top Guest favourite
The exterior showcases a modern Mid Century design, featuring a grey façade with an orange front door and several small windows. Lush greenery frames the entrance, complemented by a few potted plants along the steps leading to the door.
Home in Pacific Grove
4.98 out of 5 average rating, 658 reviews

Pacific Grove Mid Century Near Beach

Mid Century Pacific Grove house on 17 Mile Drive. Just a couple blocks from the Pebble Beach gate. Great area. Close enough to walk to town restaurants & shops, Asilomar State Beach & other sites all within minutes of our home. Private yard with a deck & outdoor furniture for entertaining. Lic. # 0289 - Our City STR Permit restricts us to a max of 2 adults/1 car per reservation. Any additional guests MUST be under 18 years old. We cannot & will not make exceptions to either restriction.

Top Guest favourite
Apartment in Carmel Valley Village
4.99 out of 5 average rating, 618 reviews

Farm Stay in Carmel Valley

Visit D'Jango Hill Farm! Stay in a tastefully decorated large apartment over a luxury 6 stall horse barn. The apartment has a complete kitchen, a separate bedroom, as well as a queen size Murphy bed in the large livingroom. Some windows look down into the horse stalls below, while others look over pastures full of horses, goats and alpacas. In addition to sunshine, you may wake up to the sound of our donkey" hehawing" for breakfast! (Due to the nature of our farm, we have a "No Pets" policy).

Top Guest favourite
A charming building is enveloped in climbing vines and surrounded by scenic vineyards. String lights extend overhead, adding warmth to the outdoor space. The gently sloping hills in the background enhance the rural atmosphere, inviting guests to enjoy the tranquil surroundings.
Home in Salinas
4.91 out of 5 average rating, 351 reviews

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.

Top Guest favourite
A modern living area is featured, showcasing a black sectional couch with decorative pillows and a geometric area rug. A fireplace is framed by a white mantel beneath a mounted TV displaying a sunset. Soft lighting and a chandelier enhance the welcoming atmosphere.
Home in Seaside
4.97 out of 5 average rating, 147 reviews

Peninsula Refuge-A Modern Home in Heart of the Bay

Discover this modern, stylish gem nestled in the sought-after highlands of Seaside! Ideal for families and business trips ,the house is conveniently located near all attractions—from The Beaches (~2.0 miles), The Aquarium ( ~5.0miles away) and Golf Courses. You’ll also find yourself close to many restaurants, Carmel, Pebble Beach (7.0 miles), The Monterey Fair Grounds, and the Laguna Sech Concourse (7.0 miles). Catch a glimpse of the ocean right from the street. Your coastal adventure awaits!

Top Guest favourite
A wooden pathway leads to a charming cabin, positioned among towering coastal redwoods. Lush greenery surrounds the area, with steps ascending to the entrance. The structure features large windows allowing natural light to illuminate the interior, creating a welcoming appearance.
Cabin in Carmel-by-the-Sea
4.97 out of 5 average rating, 373 reviews

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.

Guest favourite
An outdoor patio with natural stone tile features wooden seating and a low table. The kitchen is visible through expansive glass doors, highlighting a modern design. Lush greenery surrounds the space, creating a serene atmosphere under a clear blue sky.
Home in Pebble Beach
4.89 out of 5 average rating, 160 reviews

Private Treetop Beach House

You'll experience a quiet and private stay in the tree tops within a gated property. You can walk to beautiful Moss/Asilomar beach, restaurants and spa at Spanish Bay Resort, and MPCC country club just minutes away. You can sit in the sun on the patio, have an outdoor BBQ, and cook in open layout kitchen. Also enjoy a massage by appointment outside or inside, spa tub soak, and fire by bedside in the evening. Message me about activities and other amenities I can provide during your stay!

Top Guest favourite
Home in Seaside
4.98 out of 5 average rating, 120 reviews

The Seaside Cottage

Welcome to The Seaside Cottage, a custom home on the Monterey Peninsula. Our 1 bedroom, 1 bathroom is designed for relaxation, luxury, privacy, and comfort. Enjoy cooking in the handcrafted kitchen, soaking in the clawfoot tub, reading by the fire, & dining al fresco in the private yard. The Seaside Cottage is a quick drive on the scenic Highway 1 to Monterey, Carmel, Pebble Beach, & Big Sur. Spend your days exploring the Peninsula & your evenings relaxing in this one of a kind home.

Guest favourite
Home in Moss Landing
4.88 out of 5 average rating, 407 reviews

Oceanfront beach house with private hot tub

This home has a spacious layout with private beach access . Only a half minute walk to the natural beach with panoramic views of Monterey Bay. Relax in the private hot tub as waves crash in the background( WE JUST INSTALLED NEW Hot tub )There are beautiful ocean views from all rooms. Breathtaking sunsets are an evening routine. Whales and dolphins can be seen from the comforts of the bed or couch. The house is a perfect setup for one big family, or two families with small children .

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, 378 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

Top Guest favourite
Farm stay in Paicines
4.96 out of 5 average rating, 132 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.

Guest favourite
A rustic cabin is nestled among towering redwoods, featuring a large wrap-around deck. Stairs lead up to the deck, surrounded by lush greenery and natural landscaping. Soft sunlight filters through the trees, creating a serene atmosphere.
Cabin in Carmel-by-the-Sea
4.89 out of 5 average rating, 229 reviews

Magical Cabin Retreat in the Redwoods!

PLEASE READ FULL DETAILS OF LISTING BEFORE BOOKING Charming cabin built in the 1930’s Centrally located between Carmel and the Heart of Big Sur. On a narrow paved road, winding through the redwoods, with quick and easy access to Hwy 1. Our main cabin is a 2 bed/1 bath, sleeps 4 people. Open living, dining and kitchen area. Large wrap around deck. Wood burning stove is the main source of heat in this cabin. Smaller studio cabin on property, is rented separately.

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