Holiday rentals in Monterey County

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.

Family · Value · Wifi

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).

Family · Location · Sleep quality

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.

Family · Value · Grill

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!

Value · Location · Parking

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.

Value · Location · Getting around

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!

Family · Value · Amenities

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.

Location · Family · Heating

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 .

Value · Family · Pool

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

Value · Family · Grill

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.

Location · Family · Hiking

Serenity Getaway - Near MRY Aquarium and downtown

Enjoy a stylish experience at this centrally-located place. Our home is located in a prime location, just minutes away from The Beach, Monterey Bay Aquarium, Carmel, and down town! Enjoy a well thought out floor plan with modern & comfortable fully furnished home. Want to cook a family meal? Use our fully stocked kitchen to whip out some amazing meal for the full family! And see the ocean from some of our windows on the 2nd floor!

Value · Family · Back garden

Carmel Garden Retreat

Owner on Property Escape to the picturesque tranquility of our Carmel Garden Retreat Cottage, where every moment is a symphony of relaxation and natural beauty. Nestled beside the gentle embrace of the Carmel River, this charming oasis offers a seamless blend of comfort and luxury, promising an unforgettable getaway.

Value · Family · View