Family-friendly holiday rentals in Dana Point

Relax at The Bitchin' Beach House! (STR#14-0231)

As seen on the front page of OC Weekly’s "10 Coolest Airbnbs in Orange County," at The BBH & Bitchin' Digs, we want share the most Bitchin’ vacation rental in So Cal! Can't leave your place? Book for later or hire us for a distance design consult! (Designed/owned/managed by LA Times featured cover story design team sisters, Bitchin' Digs!) 🤙Enjoy our curated Spotify playlist, The Bitchin' Beach House® Vibes, featuring tunes that make our little oasis feel like home. Permit #STR14-0231

Casa Grotto, Romantic Stone Cottage w/ Ocean Views

Perched 800ft above sea level with panoramic ocean views from La Jolla to Catalina Island, Casa Grotto is a unique stone studio carved into the ocean view hillside of Lake San Marcos . Built in the 80's using stone from the mountain, the space was updated in 2025 with modern touches—featuring a rock shower, full kitchen, AC, and gym. Just 20 minutes from the beach, it’s a dreamy escape for surfers, hikers, and couples looking for a romantic getaway. No pets—our two friendly boxers live on-site

Historic Cottage – Casa Mia

Exceptionally charming cottage by donation: Receptions, Honeymooners, Anniversaries, Birthdays, and Bridal/Baby showers and more! May combine with adjacent cottage and each onsite gathering requires a pre-signed written agreement. Make Casa Mia your destination to celebrate with loved ones in the oldest neighborhood of California, yards from the Mission, River Street Marketplace, the Playhouse, Petting Zoo, train depot, and many fine restaurants and shopping experiences in the heart of town!

Cottage by the Harbor

This cottage is located in the heart of Dana Point, a beautiful and uncongested beach community! A 5 minute walk finds you at the nearby town center and new downtown area where you can find restaurants, nightclubs and shopping. Down the street is Dana Point Harbor/marina and the famous Doheny Beach surfing and park or get-away to Catalina Island or whale watching! The Cottage is a great pet friendly with enclosed front and rear yards, a great alternative to the over priced resorts.

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.

Beautiful Condo in Monarch Beach

Beach-style living at its best. Walk about a mile to one of the cleanest and quietest beaches in Orange County. Relax in the picturesque spa tubs overlooking the beach or swim in the heated pool. Take a short drive to great restaurants and nightlife. Located a half hour from the airport. Great for couples, solo adventurers, business travelers, families with kids and furry friends. The place has no steps, making it ideal for guests with mobility challenges. Permit# STR16-0543

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.

Old Town SJC Back Cottage

1 queen bed in studio. Experience San Juan in a guest cottage in the heart of old town. Walking distance from downtown shops and restaurants. Bright and clean newly finished studio with Queen bed, kitchenette that includes sink, microwave, and mini-fridge. Perfect for Ohana Festival (5-10 mins), in town weddings or SJC Mission visits. Close to freeway and beaches. I live in the front house (with our two small children) and the cottage sits through driveway behind a gate.

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.

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.

Dana Point by PCH 2 bedroom Cottage STR15-0388

STR15-0388 Small beach cottage 1/2 block from Pacific Coast Highway! Walk to everything. 10 min to San Clemente,15 min to Laguna. Best location in Dana Point ( in the heart of Lantern District!) My place is small but it flows really well. Perfect for a couple with a kid, and or any business traveler who prefers a comfortable home, rather than a hotel stay. Super fast internet speed: Download speed 150mbps-175 mbps; upload speed: 10 mbps

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