Holiday rentals in Dana Point Harbor

Quiet Condo in Village with Deck, Bikes and AC

Super Clean Condo located in the heart of San Clemente’s beautiful historic village. A quick walk, or free trolley ride (Mar-Oct), to the main beach/pier, world-class dining & shops • 99% of pets welcome • Free bikes, boogie boards, beach gear • AC • Fast WiFi • Steaming TV/Movies/Sports • Well-equipped cook’s kitchen • Luxury beds w/ crisp premium bedding • NO DEDICATED PARKING SPOT. Free overnight street parking is available nearby • On-Site washer/dryer • 5-star promise – read our reviews 😊

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!

Beach Road Oceanfront Retreat STR24-0040

Welcome to your oceanfront sanctuary in Dana Point on the exclusive Beach Rd! This charming 2-bedroom, 2-bathroom home offers unparalleled ocean views and private stairs leading directly to the sand. The main house has a fully equipped Kitchen along with direct access to the deck from both the living room and Primary Bedroom. The detached Guest Suite has its own full bathroom with bunks beds and a trundle. The front patio has peaceful firepit and a bbq for your enjoyment. STR24-0040

One bedroom cottage close to downtown sleeps 4

You will be close to everything when you stay here. Lantern District back unit on a two home lot. Walking distance to downtown Dana Point restaurants, harbor, beaches. Light and bright, perfect for short term or long term stays. This beach cottage is the BACK UNIT, one level inside, up a flight of stairs, gated entrance at bottom of stairs. Private laundry room. Outdoor patio, peak ocean views, vintage beach charm/ modern amenities, high quality finishes, location great! Permit# STR23-0053

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.

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.

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.

Ritz Pointe Paradise!

Ritz Pointe Paradise is walking distance to the beach... Relax in our beautiful and stylish beach home with the whole family. We want you to be as comfortable as possible in our place, so enjoy our fully stocked kitchen where you can prepare your meals if you are not up to going out for dinner... And, all other amenities that have been provided for your convenience. Pets/small dogs are allowed as long as they are under 15 pounds (1 pet/dog allowed).

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

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