Family-friendly holiday rentals in Dana Point

Summit Cabin on the Rocks

Perched atop a miniature mountain with expansive views extending from the Pacific Ocean to the peak of San Gorgonio (highest mountain in SoCal), this concept cabin is like a disintegrated house spread across about a 1 acre area. The interior consists of a lofted queen size bed with a large skylight for stargazing, as well as a lounge space with an oversized leather sofa. The highlight of the cabin is the outdoor space. It features a cabana with a day-bed, bean bag, swing chairs, a kitchen, etc

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

Coastal Condo w/Great Amenities, Walkable to Beach

Relax in coastal OC in this bright and modern condo with ample stylish upgrades! Many condos are jam packed with as many beds as possible; this condo is different and is perfectly appointed for 2 couples (2 king bedrooms) or a family. Whether your goal is to walk to the beach (through the prestigious Waldorf Astoria Resort), relax in the pool or 1 of hot tub(s), or visit Dana Point Harbor, Laguna Beach (10min), San Clemente (15min) or Newport Beach (25min), you can do it all here! STR23-0045

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.

Oceanview Retreat Steps to Beach with Bikes and AC

Ocean-view Remodeled Lux Condo with: • LOW CEILING 7ft bedroom (loft style) • Free bikes, boogie boards & beach gear • Quick walk to beach, pier, dining, trolley & shops • Dedicated workspace + redundant 300 Mbps Wi-Fi • Private balcony w/ BBQ • Fully equipped cook’s kitchen • Keurig Coffee incl. pods • Luxury mattresses & bedding • Smart TVs streaming video • Pet-friendly • Private entrance + keypad self check-in • Dedicated parking for 1 car • Outdoor shower • AC • Washer+ dryer

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.

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

Oceanfront Luxury | NEW Villa w/ Golf Cart + Views

Villa Mar is a stunning new 1BR oceanfront villa in Catalina’s exclusive Hamilton Cove. Fully renovated with luxury finishes—including a waterfall stone island—this spacious retreat offers panoramic ocean views, designer interiors, and a complimentary 4-seat golf cart. Enjoy Smart TVs, a full kitchen, washer/dryer, terrace dining, and easy access—just 1 flight of stairs from the street. Experience Catalina in total comfort and style.