Family-friendly holiday rentals in Dana Point

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!

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

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 & Contemporary LARGE 2 bed, 2 bath bungalow

Great 2 bedroom 2 bath, beach cottage with a modern contemporary flare. Open concept to allow a spacious feel with all the amenities to feel at home. This unit was completely gutted and redone, so any reviews prior to May 2022 were about the older unit prior to the major remodel. The City of Newport Beach has strict noise regulations and parties and large gatherings are not allowed at this property. City of Newport Beach Short Term Rental Permit #SLP13923

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