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

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

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.

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

Oceanview Penthouse Walk to beach Bikes Pets ok

Super Clean Penthouse with Ocean View • Free bikes, boogie boards, beach gear, etc. • Quick walk to beach, pier, dining, trolley & shops • Soundproofed / Quiet • Desk & office chair • Redundant 300Mps Wi-Fi • Private balcony w/ BBQ • Well-equipped cook’s kitchen • Keurig coffee • Luxury mattresses & bedding • 99% of Dogs and Cats welcome • Private entrance + self-check-in w/ keypad • Smart TVs • Dedicated driveway-1 car • Outdoor shower • AC • Washer+dryer • Read our Reviews😊

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.

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.