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 · Location

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.

Indoor spaces · Kitchen · Hospitality

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.

Kitchen · Indoor spaces · Getting around

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

Kitchen · Family · Biking

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 · Bathroom

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 · Indoor spaces · Condition

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 .

Kitchen · Family · Check-in

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).

Family · Indoor spaces · Air conditioning

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 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.

Indoor spaces · Family · Biking

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 · Indoor spaces · Bathroom

Sherwood Cottage @ Royal-T Ranch

Relax at this unique getaway. Stay in the original farmhouse built in 1900. 1 bedroom 1 bath with full kitchen.This is not just a place to stay. It is a fully hands on animal experience that you will not forget. Great for the whole family. The grounds are beautiful and park like. Enjoy meals on the patio with umbrellas, tables and bbq or picnic on the grass. Stay includes 2 hr animal experience. Check in anytime after three. Check out 10 AM.

Kitchen · Indoor spaces · Long stay