Holiday rentals with outdoor seating in San Diego County

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

Hidden Spa w/ Sauna and Hot Tub near Balboa Park

Welcome to your private spa in central San Diego! Relax and recharge in our peaceful guest suite, featuring: *sauna *steam shower *soaking bathtub *outdoor hot tub and private patio You’ll be in North Park, a walkable neighborhood with restaurants, coffee shops, and local boutiques. It's a short drive to Balboa Park, the San Diego Zoo, downtown, and the beaches. After a day of exploring, sink into the king-size bed. Perfect for romantic getaways, relaxing solo escapes, and wellness retreats.

Lakeview Tiny House w/hillside pool

Tucked into the hillside by Lake Hodges, the tiny house is a romantic retreat or a place to unwind surrounded by nature, w/plenty of amenities so you don't have to sacrifice comfort. Lake & mountain views from inside & out-- private, large covered deck, dining patio, outdoor shower (& indoor), beautiful saltwater pool, & fire bowl. Though it feels like you're in a secluded retreat, urban amenities are just a few miles away. SD Zoo Safari Park, wineries, breweries & beaches all w/in easy reach.

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

La Jolla Oceanfront Serenity Suite

Perfectly positioned 50' from waves, in one of La Jolla's most coveted coastal enclaves, this Suite offers tide pools just feet away from 500' patio & spa, with small 234 sq. ft interior with en suite king bed inside, private & joyful. Dining table & some cooking outside but absolutely NO FOOD SCRAPS down the drains nor coffee grounds. Stony beach access from next door park, sandy beach close by, egrets & pelicans fly overhead. Espresso and microwave, frig/freezer, electric fry pan, Netflix.

5 Min > Convoy | King Bed | Parking | Private Yard

Experience the beauty of San Diego at prime location, and inviting home 5 min → All freeways 9 mins → Balboa Park 13 mins → Petco Park / Gaslamp Quarter 14 mins → Airport 15 mins → La Jolla Shores Park 16 mins → USS Midway Museum 18 mins → Beach / Coronado 25 mins → Lagoon Trails ⭐️ "One of the best stays in SD" ⭐️ • Extreme Privacy & Fully Fenced • 2 Vehicles Private Parking • Large Patio + BBQ • Stocked Kitchen • Washer + Dryer Add to your wishlist - click ❤️ in the upper-right corner

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Romantic Cozy Cabin for Two

You have found a place to slow down. If you're looking for a standard vacation rental, this may not be the right fit. But if you appreciate thoughtful hospitality, beautiful gardens, and the feeling of being welcomed, you'll find something special here. This cozy garden cabin offers thoughtful hospitality, quiet beauty, and a stay tailored to you whenever possible. Whether celebrating something special or simply need to relax, you will feel genuinely welcomed and completely at home.

Hot Tub home on 40 acres Amazing Views, EV Charger

3BR Retreat on 40 Acres with Hot Tub & Chef’s Kitchen Enjoy stunning sunsets, stargazing, and complete privacy at this cozy 3-bedroom home. With A/C, a chef’s kitchen, and a hot tub, it’s the perfect hidden gem. Mini Pickleball court, foosball, 48" game table and EV charger. Enclosed yard. Explore dirt roads, hike to Eagle Rock (the trailhead is 15 min away), visit Julian or Borrego Springs. Only 1.5 hours from San Diego. Book with our neighboring property for the ultimate family getaway!

The Glass House - A Nature Retreat

Enjoy a unique retreat; 180 degrees of views from inside the home. Nestled at the end of a private road, our place is nearby great hiking and countryside wineries. The Glass House provides a magical space and nature retreat where individuals, couples, families and friends can gather together to re-connect with nature, each other, and themselves. The breathtaking mountain top views, the huge deck, hot tub, fireplace, and the open concept living space is unbeatable for the perfect getaway.

Condé Nast Villa | Speakeasy · Hot Tub · Sleeps 10

🏡 1,131 sq ft of curated interior space 🍳 Fully stocked kitchen 🛏️ 3 Queen Beds, 2 Twin Beds & 2 Twin Rollaway Beds 📺 Outdoor Lounge Area w/TV 🛁 Insta-worthy cast iron clawfoot hot tub — outdoors 🧺 Complimentary Washer & Dryer 🔒 Fully gated backyard 🚗 Private Parking (2 spots) 🏙️ 7 min to downtown 🦁 8 min to Zoo & Balboa Park ✈️ 12 min to airport & beach —>Want to enjoy the speakeasy? Just a heads-up—it’s not included in the base rate, but can be added for an additional fee!

Red Tail Ranch

A custom Log Cabin, perched on top of 15 acres located just outside of Ramona.You have an open-air experience while still having all necessary amenities to feel at home.Step outside and be surrounded by green, rolling hills and tall trees.Interact with animals, and enjoy the outdoors.Evenings you can retreat inside, sit by the cozy fireplace, play a game of pool, or go sit under the stars . Come fall in love with animals like mini highlands, alpaca, emu, mini donkeys, and more .