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

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.

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.

Endless Summer Home Steps To Lovers Point Beach

Perfect home base to enjoy the Peninsula with family. Located on a quiet one-way street. Park in a private gated driveway. A block down to the Lovers Point beach, or up to P.G. city center. Stroll seaside bike/walking path directly to the Monterey Bay Aquarium. The home is a fully restored 1930's beach bungalow with classic craftsman architecture and high ceilings. Dine while enjoying ocean views from sunroom. Outside the deck and garden get great sunlight. PACIFIC GROVE, STR license #0463

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).

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!

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.

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 .

The Sea Glass Cottage

Nestled in the Beautiful seascape of the Bay Area, this warm and welcoming home is centrally located to everything Monterey, Pacific Grove and Carmel have to offer! The stunning sand dunes by the home and the views of the setting sun on the ocean horizon are sure to impress. The home is in a safe secluded area and offers keypad entry, driveway parking, and 2 car garage. Please note this home is not on the beach. It is on the other side of Highway 1 and the mapped location is accurate.

Kinderwood Farm Stay • Animal & Culinary Adventure

*UPDATE Piglets born July 13 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.

the SilverBIRD - vintage 1986 Airstream with views

Escape to a dreamy vintage Airstream perched above Monterey Bay with breathtaking 180° views stretching from Santa Cruz to Big Sur. Just 30 minutes to Santa Cruz, an hour to Big Sur, and minutes from the beach, this glamping gem blends retro charm with modern comfort. Enjoy an outdoor kitchen, cozy fire pit, and romantic interior—all surrounded by wildlife. Perfect for couples or solo travelers seeking stargazing, sunsets, and a peaceful, elevated retreat in nature.

Modern Beach Retreat-Free EV Charging

This open and airy modern home is a 5 minute walk to Rio del Mar beach. Enjoy the clean design, large deck and indoor outdoor living. Numerous outdoor activities at your doorstep including golf, world class surf breaks, and renowned biking and hiking trails in the forest of Nisene Marks. Equipped with high speed internet, a projector and Sonos sound system. Our place comfortably hosts five and is good for couples, business travelers, solo, and families.