Family-friendly holiday rentals in Monterey

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

Indoor spaces · Family · Cleanliness

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.

Family · Kitchen · Air conditioning

Luxury Modern Home/ Pets OK & FREE EV

Welcome to our 4 bed/3 bath 3,000 sq. ft. contemporary home built in 2022. Enjoy the luxurious amenities in this spacious two-story house: brand-new furniture and TVs, state-of-art kitchen, high-end appliances, spa-like master bath, radiant heated flooring, built-in speaker system, fiber Internet, and stunning light fixtures throughout. Tesla charger in garage. Conveniently located minutes to beach, golf, restaurants and shopping. Have fun with the entire family and guests in this stylish place.

Kitchen · Indoor spaces · EV charging

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.

Indoor spaces · Family · Sleep quality

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 · Kitchen · Quiet

Fairytale Cottage on Ocean Avenue, Downtown Carmel

Sades Loft is located in a fairytale cottage in the heart of downtown Carmel-By-The-Sea. The upstairs loft has its own private entry on Ocean Avenue. Open your front door and explore downtown Carmel or take a 10 minute stroll down to the beach. Once a VIP room where Hollywood & local legends gathered late into the night, today, the Loft is a relaxing spot where you can listen to soft music from the restaurant below or watch passerby's buying old fashioned candy from the Cottage of Sweets.

Kitchen · Family · Bathroom

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.

Family · Kitchen · Parking

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).

Kitchen · Indoor spaces · Biking

Perfect location in Pacific Grove (Lic #0403)

Located in Pacific Grove, you will find yourself just a short drive away, from Pebble Beach/17-Mile Drive, Carmel-by-the-Sea, and Big Sur. The Monterey Bay Aquarium, golf courses, surf spots, and hiking trails are all within reach. This property includes a laundry room, spacious bathroom with luxury linens, & fully stocked kitchen. There’s also off-street parking with Trader Joe’s, Safeway, and 10+ restaurants all within walking distance. Property is professionally cleaned.

Family · Kitchen · Location

Kinderwood Farm Stay • Animal & Culinary Adventure

*UPDATE Baby goats born June 30th 2026* Nestled in an enchanting forest of redwood trees & ferns, lies a treasured, sustainability-focused homestead, waiting for you to enjoy its bounty. This is a one of a kind, immersive culinary & farm adventure with cozy accommodations & unique experiences. Subject to availability, Add-On Activities may include goat milking & feeding baby goats, cheesemaking, sourdough, and soapmaking. Join us for a visit you will remember for a lifetime.

Family · Indoor spaces · Hospitality

Unique Sculptured House with Private Beach Access

Escape from the outside world to this one of a kind ROMANTIC Sculpture House. Enjoy its unique design, white rounded walls, sitting nooks, gas dome fireplace, and beautiful tranquil gardens. Sit back and relax in the rounded sunken bathtub perfect for two. This is the perfect romantic getaway and just one block away from private beach access. Named one of the most stunning Airbnb's in Santa Cruz. Enjoy more fun with zero extra Airbnb fees—we've got you covered!

Kitchen · Family · Sleep quality

Backyard Playset Family Getaway Home STR25-000025

Backyard play structure and a few minutes drive to the beach. Enjoy the comforts of home during your stay on the wonderful Monterey Peninsula. The Monterey Bay Aquarium, Point Lobos, Laguna Seca Raceway, Pebble Beach, and Carmel are just a few of the daytime activities to enjoy. Eat out at one of our area's great restaurants or stay in with a home-cooked meal. With comfortable seating for up to eight, family style dining is a breeze. Enjoy space and comfy beds.

Kitchen · Indoor spaces · Parks