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

Family · Indoor spaces · Air conditioning

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.

Indoor spaces · Kitchen · Check-in

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

Family · Indoor spaces · Parking

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.

Family · Kitchen · Air conditioning

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.

Family · Kitchen · Hiking

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

Family · Kitchen · Parking

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.

Indoor spaces · Family · TV

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.

Kitchen · Family · Beach

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.

Indoor spaces · Kitchen · Sleep quality

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

Kitchen · Indoor spaces · Check-in

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

Kitchen · Family · Hospitality

A-Frame in the Clouds

Remote A-Frame off-grid cabin with expansive ocean and mountain views. On a clear day, enjoy an expansive view of the Pacific Ocean. The A-Frame is located in a former avocado grove that is slowly being re-established with diverse permaculture. Everything is provided for cooking and eating, as well as a hot shower and composting toilet. The bed will be made for you with clean bedding.

Family · Indoor spaces · Comfort