Holiday rentals in Rancho San Diego

Find and book unique accommodation on Airbnb

Quick stats about holiday rentals in Rancho San Diego

  • Total holiday rentals

    Explore 100 holiday rentals in Rancho San Diego

  • Nightly prices starting at

    Rancho San Diego holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,660 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    100 of Rancho San Diego holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Rancho San Diego rentals

  • 4.9 Average rating

    Rancho San Diego stays are highly rated by guests – averaging 4.9 out of 5!

Top-rated holiday rentals in Rancho San Diego

Guests agree: these stays are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top guest favourite
The tiny cabin is illuminated by soft lighting, showcasing its wooden exterior and welcoming design. Surrounding cacti and plants enhance the natural setting, while steps lead up to a private deck. The evening sky provides a serene backdrop, highlighting the cabin's cozy atmosphere.
Guest house in Spring Valley
4.98 out of 5 average rating, 221 reviews

Loft Cabin•SoakTub•FirePit• Cinema•View+Zoo add-on

Tucked deep within a quiet canyon above San Diego, CA, this very private, nature-immersed retreat is located just 20 min from downtown San Diego ✦Private Hot Soaking Tub under the stars ✦Panoramic City views (west facing) ✦Custom outdoor movie theatre ✦Exclusive amenities - just for you! ✦Fast Wi-Fi ✦New quiet AC/Heat ✦Gated, off street prkg Relax on your private patio, unwind in the outdoor hot soaking tub or rain shower and end the night with a movie at your very own "Cinema Under the Stars"!

Top guest favourite
The exterior of a historic stone cottage showcases a rounded structure with large, circular windows. Native plants and decorative rocks surround the entrance, highlighting the natural landscape. The name 'Anna' is displayed on a rustic wooden sign, further enhancing the cottage's character.
Guest house in La Mesa
4.9 out of 5 average rating, 457 reviews

Anna's Historic Stone Cottage w/panoramic View!

Welcome to Anna's Historic Stone Cottage! The 110 year old cottage has been transformed into the perfect combination of romantic and rustic for a dream-worthy getaway. The 280sq ft cottage features stunning, panoramic views of the San Diego skyline while offering rooftop seating for sunrise and sunset viewing. The Cottage is conveniently located 20 minutes from the world famous San Diego zoo and most other must-see, tourist spots. Amenities for special occasions offered too. Check out our menu!

Top guest favourite
A welcoming entrance features a textured walkway leading to a front door, framed by a wooden railing. Colorful flowers bloom along the sloped landscape, enhancing the natural appeal of the surroundings. Clear skies and distant homes provide a serene backdrop.
Guest house in El Cajon
4.99 out of 5 average rating, 221 reviews

Modern mountain guest house. Incredible views

Neighboring San Diego, quaint country living with incredible views minutes from everything, breathtaking sunsets, 20 mins to beach, close by hiking trails, and only 3 minutes hop on the freeway. Full Kitchen, Laundry, and Living area and with beautiful furnishings, a perfect home away from home. Whether traveling for work or play we have had guests stay for a conference in San Diego or just to visit friends and hit the beach a few days, we look forward to you loving our home as much as we do.

Top guest favourite
A bright living area is visible, featuring a mix of modern furnishings including a cozy sofa, a smart TV, and a circular dining table with wooden chairs. Large windows allow natural light to fill the space, highlighting the warm wooden flooring and inviting decor.
Guest house in La Mesa
4.98 out of 5 average rating, 120 reviews

East Watch- a private getaway

East Watch is a 740 sq ft, 1 bedroom private retreat that provides the comforts and amenities of home with the style of a high-end hotel. All 5 to 15 min from shopping, downtown, and the beach. It's a short walk from Mt. Helix Park which offers a 360* view, weekday yoga, and stunning sunrises and sunsets. We have EV high speed car charging, a full kitchen with all appliances, workspace with dedicated fast WIFI, a spa shower, and super comfortable beds and pillows. Stay and let us charm you!

Top guest favourite
The vibrant sunset sky is filled with hues of pink, orange, and purple, reflecting beautifully in the calm water of the pool. Palm trees stand in silhouette, framing the picturesque view of the surrounding mountains and valleys.
Guest house in Jamul
4.98 out of 5 average rating, 108 reviews

San Diego Mountain Retreat

3 bedroom 1 bathroom loft (2 separate sides) open concept guest house. Very peaceful East San Diego getaway. Enjoy beautiful ocean and Mountain Views during the day then relax in the jacuzzi with breath taking sunsets and the city lights at night. Best views in San Diego! Only 25 minutes from the SD airport and beaches. Minutes away from 2 local wineries and casinos. House sleeps 6 but you can invite guests up for the day for a fee. Event prices will be discussed per event. We live in main home

Top guest favourite
The exterior of a stone studio is seen at dusk, featuring an arched entrance framed by natural stone walls. Steps lead to a small patio area, with expansive views of the surrounding landscape, including distant city lights and the twilight sky.
Cave in Lake San Marcos
5 out of 5 average rating, 109 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

Top guest favourite
An outdoor balcony features a gas fire pit at its center, surrounded by stylish seating arrangements. A large umbrella provides shade, while vibrant plants add a touch of greenery. The sky is painted with soft hues of pink and purple, creating a serene atmosphere.
Guest house in El Cajon
4.97 out of 5 average rating, 59 reviews

The Coral House - Gorgeous Apt.+Grill+Fire pit +EV

The Coral House is a gorgeous & spacious 1BR, 1BA apt. w/ 10' ceilings, lots of natural light, a comfy queen bed, a sophisticated kitchen, Smart TV, fiber WiFi, dual-zone AC, W/D, a queen sofa-bed & balcony w/a fire pit. Plus free EV charging. This retreat is only 10 min. from Snapdragon Stadium, 20 min. from Balboa Park, Zoo, SeaWorld, Downtown, Beaches, Airport, Convention Ctr., La Jolla. This apartment is also great for remote work. The Coral House is a perfect for short or long stays!

Guest favourite
A spacious private patio features a tiled floor and comfortable seating around a square table. Potted cacti adorn the edges, while the sunset casts a vibrant pink and purple hue over the surrounding hills and valleys, creating a serene backdrop.
Guest house in El Cajon
4.91 out of 5 average rating, 109 reviews

Hilltop Casita Mount Helix

View the sunrise and sunset from this panoramic hilltop casita. Enjoy a charming getaway with sweeping views of the mountains and valleys. Enjoy refreshments on private patio while taking in the sights of palm trees and endless hills. Located 15 miles from the beach and 20 minutes from many major San Diego attractions. Please note: we currently have an outdoor renovation project in process behind the casita. There may be days during your stay in which outdoor work is being performed.

Top guest favourite
Farm stay in Jamul
4.89 out of 5 average rating, 183 reviews

Farm stay 1 bd on horse ranch with farm fresh eggs

Welcome to our family petting zoo farm and horse ranch in Jamul! Our small ranch is nestled in a quiet, beautiful valley with miles of hiking trails right outside our gate. We are a 30 minute drive to the beaches, downtown San Diego, and most SD attractions. We sell farm fresh eggs $5 a dozen if your interested 🤗 Locally we have a gas/convince/liquor store. Rancho San Diego is a 10 minute drive with Target, Grocery, Starbucks and many restaurants. We have hot water and WIFI.

Top guest favourite
A serene pool area is framed by vibrant green foliage and terracotta walls, with lounge chairs positioned nearby. Majestic mountains rise in the background under a clear blue sky. A shaded picnic table is visible, inviting relaxation in a tranquil outdoor setting.
Home in Jamul
4.98 out of 5 average rating, 107 reviews

Jamul Hacienda | Couples Retreat | Pool & Views!

The Casita retreat is a guesthouse situated among a private 20 acre oasis surrounded by majestic mountain views and a citrus grove 30-40 minutes from San Diego. The space is designed for nature enthusiasts to retreat from the daily hustle and bustle and find peace and slowness. Come take a pause, relax poolside, pick citrus (when in season), enjoy nearby trails, and wineries. The sunsets and starry skies are breathtaking. We hope you get to experience their magic for yourself.

Top guest favourite
A cozy interior features wooden paneling and a comfortable grey sofa with a decorative pillow. A small kitchenette is equipped with cabinets and appliances. A dining table is set for two, and a guitar is displayed on the wall, adding a touch of creativity to the space.
Guest house in La Mesa
4.92 out of 5 average rating, 220 reviews

La Cabana

Perfect getaway for the wandering individual, couple, or young family. This rustic casita is surrounded by beautiful mountain and ocean views! Enjoy swimming in the pool, stargazing, lounging, or casual day trips around San Diego (All the amenities are shared with the main house) . The casita has one queen bed and a sofa bed, small kitchenette. Plenty of parking in driveway. Please read entire listing for details.

Top guest favourite
A cozy living area features a brown sofa adorned with decorative pillows and a vintage trunk serving as a coffee table. A dark bookshelf displays themed books and collectibles, while warm lighting from pendant lamps highlights the artistic ceiling above.
Guest suite in Spring Valley
4.97 out of 5 average rating, 172 reviews

The Witch’s Inn

Ready to escape the boring San Diego sunshine and pretend you’re in the wizarding world for the night? This magical nook is perfect for those wishing to celebrate a special occasion, have a fantasy movie marathon, or just escape the muggle world for a little while. Outside you’ll find stunning sunset views and a 40 foot wide (almost finished) mural of Diagon Alley to complete your experience!

Popular amenities for Rancho San Diego holiday rentals

When is the best time to visit Rancho San Diego?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$220 SGD$226 SGD$291 SGD$228 SGD$259 SGD$320 SGD$326 SGD$239 SGD$228 SGD$247 SGD$241 SGD$300 SGD
Avg. temp15°C15°C16°C17°C18°C20°C21°C22°C22°C20°C17°C14°C

Frequently Asked Questions

  • Are there family-friendly vacation rentals in Rancho San Diego?

    Rancho San Diego has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in apartment rentals in Rancho San Diego?

    Experience the best of Rancho San Diego with our apartment rentals, starting at about $30 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Rancho San Diego?

    Four-legged friends are welcome in Rancho San Diego. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Rancho San Diego?

    Yes! Work meets play with ease at over 60 vacation rentals in Rancho San Diego featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Rancho San Diego vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 50 vacation homes with pools in Rancho San Diego, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Rancho San Diego have air conditioning?

    Absolutely! We offer over 10 apartment rentals with air conditioning in Rancho San Diego. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Rancho San Diego have a kitchen?

    Absolutely! We offer over 50 house rentals with a kitchen in Rancho San Diego. Enjoy a tailored experience with all the comforts you desire.

  • Do guesthouse rentals in Rancho San Diego have wifi?

    Absolutely! We offer over 10 guesthouse rentals with wifi in Rancho San Diego. Enjoy a tailored experience with all the comforts you desire.

  • Do guesthouse rentals in Rancho San Diego have free parking?

    Absolutely! We offer over 10 guesthouse rentals with free parking in Rancho San Diego. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Rancho San Diego?

    Enhance your stay in our House Rentals with the most popular amenities: over 50 homes with a kitchen, over 50 homes with free parking, over 60 homes with air conditioning, over 60 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.