Holiday rentals with outdoor seating in Dana Point

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.

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.

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

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 Roadhouse Follow us at @roadhousewinecountry

The RoadHouse! A cozy, stylish spot smack dab in the middle of wine country. You can walk to many wineries from our location, really! Or stay on site and enjoy the private jacuzzi spa (always hot!), have a round of mini golf or just relax on the deck. Located on a fully fenced property The Roadhouse has everything you need for a fantastic wine country getaway. Don’t forget to get up early and check out the hot air balloons. They land outside our fence most days!

★Sunny Condo Near the Beach★

Sunny 2 Bed/2.5 Bath condo only a short distance to OC's best beaches, restaurants, golf courses, and more. Located in beautiful Laguna Niguel nestled between Dana Point and Laguna Beach, you will love the convenient location, great views and relaxing atmosphere. Enjoy the walking/bicycle path to Salt Creek Beach, located right by the Monarch Beach Resort. A getaway perfect for couples, families with kids, business travelers, or solo adventurers.

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

Beachside Wellness Retreat - Private in-room Sauna

Sauna, cold plunge into the Pacific Ocean * Private in-room traditional Finnish sauna * spa bathroom * 1 block from the beach * 100 feet from restaurants * in quiet backyard garden * no street noise * chairs, umbrella, towels * surfboard * fine linens * Le Creuset cookware * Nespresso coffee maker * BBQ * private outdoor seating area * Live like a San Clemente local * YouTubeTV included