Family-friendly holiday rentals in San Juan Capistrano

Studio Ghibli Cottage of Whimsy in Beautiful Trees

The Cottage of Whimsy is a small and adorable Studio Ghibli-themed studio built in the early 1930s, lovingly renovated in 2021. Whether you're an artist looking for a nourishing creative retreat, a couple looking for a peaceful getaway, or a small family eager for a restorative escape to sunny Southern California, the Cottage of Whimsy is for you! With views of 100-year-old oak trees, the sounds of chickens clucking and horses clopping, and walking distance from 4,500 acres of scenic trails!

Animal Lover’s Farm Stay Mini Donkeys & Alpacas

Escape to our bright, modern farmhouse retreat for 4-6 guests, minutes from local wineries. This pet-friendly home features stunning mountain views, a unique indoor-outdoor living space, and access to a working farm with friendly animals. Perfect for romantic getaways or a tranquil country escape, enjoy serene sunsets and the charm of farm life.Guests enjoy their own private backyard, separate from the common farm areas, creating a peaceful space to relax, unwind, or enjoy a private fire pit.

Modern Ritz Pointe Beach Escape STR 23-0009

This is a quiet top-floor 2bed/2bath condo that comfortably sleeps 5 (2 king and 1 roll-away bed). The kitchen is immaculate and fully stocked with brand new appliances and everything you'll need to cook. In the living room, enjoy lots of comfortable seating, a cozy gas burning fireplace, a large flat screen TV, or relax with a glass of wine on the private patio. If you prefer to be outside, soak up the sun at our impressive pool or enjoy any of community 2 Jacuzzi's. STR permit 23-009

Capo Cottage-Waypoint 9 Farms-3 BDRM

Welcome to Capo Cottage! Come enjoy our little slice of heaven in the beautiful historic town of San Juan Capistrano. Our cottage is a newly built, 2 bed- 2 bath plus loft, with top of the line amenities, on our small FARM. Enjoy all Orange County has to offer within a 10 minutes drive you can visit beautiful beaches like Dana Point, Laguna Beach, and San Clemente and then, come back home to your peaceful cottage on the farm. You can also, enjoy a farm experiences during your stay!

Castle By The Sea - Dana Point - Permit #16-0537

Castle By The Sea is a highly rated vacation home rental in beautiful Dana Point, CA at the southern terminus of Pacific Coast Hwy. between Los Angeles and San Diego. A mile South of Laguna Beach and close to Mission San Juan Capistrano. It’s close to the beach has great views, dining, parks, arts and festivals, the harbor, resorts and many wedding venues. My place is good for couples, business travel, and families. Many stay for weddings held at the many close wedding venues.

Betty's Beach Bungalow-Pet Friendly! STR16-0438

Enjoy our cute & cozy 1 bedroom beach cottage a short walk to the Beach. Relax in your fenced front yard with gas grill, 2 Adirondack chairs & glider and basketball hoop. Small dogs welcome. 2 blocks to Pines Park. 5 min to San Clemente, Dana Pt & San Juan Capistrano. IF BOOKED OR NEED MORE ROOM - SEE OUR SECOND COTTAGE UPSTAIRS, THIS COTTAGE IS COMPLETELY SEPARATE FROM ANY OTHER LIVING QUARTERS AND CAN BE FOUND UNDER "BETTY'S BEACH VILLA" - . Dana Point Permit #STR16-0438

Modern New Home •Quiet Escape with Panoramic Views

Discover a modern retreat set on Bonsall’s rolling hills, offering sweeping views, glowing city lights, and vivid fall/winter sunsets. This newly built open-concept home features floor-to-ceiling windows and a spacious deck ideal for taking in the breeze, sunbathing, or stargazing. Private, peaceful, and thoughtfully designed for families and friends. Secluded in feel yet minutes from freeways, Oceanside beaches, dining, shops, wineries, wedding venues, and Frontwave Arena.

Whale Rock House (1st FL) - 10 MAX

STR Permit #02-7170 | Minimum Age: 25 🌊 Beachfront Retro Escape | Sleeps Groups 2 -10| Capistrano Beach Dana Point Step into a true Southern California beachfront experience—where vintage charm meets unbeatable oceanfront access. This one-of-a-kind retreat sits directly on the sand in Capistrano Beach, delivering the kind of stay guests remember for years. Designed with a nostalgic 1970s beach vibe, the home blends retro character, comfort, and wide-open ocean views.

Modern 3B home in Amazing resort-style community

New modern 3 bds/2.5 home attached two cars garage located in a beautiful resort-style new community Rancho Mission Viejo. This home is located close to a pretty mountain and a short drive to the Ocean.Close with a community huge kids play ground. Close to San Clemente ,Dana Point, Laguna Beach, and many hiking trails are within a 15 minutes drive. 30 minutes to Disneyland. Bookings are accepted from guests aged 28 and above with no negative reviews.

The Loft at Lowers

A private studio conveniently located in the Trestles District of South San Clemente. World class beaches, hiking trails, and a golf course all within walking distance. Brand new finishings & very clean. Perfect for singles or couples looking to get-away. Fully equipped with Apple TV & Google Nest Wifi. Downtown Del Mar & SC Pier is a few miles North & a perfect place to sightsee, shop, dine & enjoy our our beautiful Spanish Village by the Sea.

Historic Cottage - Casa Mia

Exceptionally charming Cottage & Courtyard to celebrate with loved ones in the oldest neighborhood of California, yards from the Mission, River Street Marketplace, Playhouse, petting zoo, train depot, many fine restaurants, and shopping experiences all in the heart of town! Inquire within for onsite gatherings requiring a separately signed agreement from this reservation. May combine with adjacent Cottage. Quaint, cozy, and uniquely appointed.

Charming Cozy Coastal Dana Point Condo

This charming beach close condo is in the quiet spot of Monarch Beach, nestled right between Dana Point and Laguna Beach. Stroll to the beach through the Waldorf Astoria Resort golf course, stopping for brunch at Club19 and then on down to enjoy your afternoon in the sun. New Update: The city of Dana Point is requiring a 10% occupancy tax on your stay and it will be collected separately after your booking. 6 night minimum