Guesthouse holiday rentals in Rancho San Diego

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Top-rated Guesthouses in Rancho San Diego

Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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Top Guest favourite
Two red Adirondack chairs are positioned under a covered patio, facing a serene backyard with a pool. Lush greenery surrounds the area, creating a tranquil atmosphere. A BBQ room and various seating arrangements are visible beyond the pool, enhancing the outdoor retreat experience.
Guesthouse in La Mesa
4.99 out of 5 average rating, 147 reviews

Private 1 BR Paradise retreat

Private, yet central. It is your exclusive paradise retreat to enjoy from your spacious 1 bedroom guest house located on the lower level of our home. Hang out in the expansive and private backyard with pool, different sitting areas and covered BBQ room. Or maybe a workout in the gym. Centrally located in the Village of La mesa. Just a 1/4 mile jaunt into the quaint village with its numerous assortments of dining options, stores and trolley station. Freeway close to beaches, downtown and airport

Top Guest favourite
An Airstream is positioned on a hillside, surrounded by lush greenery and desert plants. Lounge chairs and a shaded patio area are visible, providing a space for relaxation. The backdrop features rolling hills under a clear sky, highlighting a peaceful and private setting.
Guesthouse in Spring Valley
4.98 out of 5 average rating, 407 reviews

Views•Sauna•SoakTub• Firepit+Zoo add-on

Nestled in a quiet hillside canyon with panoramic city and sunset views—just a short drive outside of downtown San Diego, this glamping retreat offers: ✦Private Hot Soaking Tub under the stars ✦Custom wood-fired sauna ✦Golf chipping tee ✦Fast Wi-Fi ✦AC & Heat ✦Gated, off street parking Cozy up by the fire as the city sparkles below or try your swing at the golf tee. Reconnect & recharge in your own outdoor hot soaking tub, rain shower & wood-fired sauna - the perfect retreat for nature lovers!

Top Guest favourite
A private deck is shown, featuring a red umbrella over a round table with four chairs. The entrance to the guest house is framed by glass doors and accompanied by a vibrant red door. Lush greenery and flowerbeds enhance the outdoor space.
Guesthouse in La Mesa
4.99 out of 5 average rating, 209 reviews

Stunning Guest House 15 min. from Zoo, Downtown

Stunning guest house that's 15 minutes to San Diego Zoo + downtown San Diego. The cottage is decorated with mid-century and one-of-a kind furniture in a comfy living space overlooking a gorgeous garden. Enjoy the the garden on your private deck, watch TV while relaxing in the handcrafted Nicaraguan rocker or 1950s Danish slipper chair. The cottage also has a comfy queen-sized bed and a full kitchen that's stocked with what you'd need. Oh, and all guests arrive to a homemade loaf of bread.

Top Guest favourite
A cozy living area features a sectional sofa and wooden coffee table, complemented by a television mounted on the wall. Several light sources illuminate the space, including a ceiling fan. Decorative wall art adds a personal touch, while windows allow natural light to brighten the room.
Guesthouse in La Mesa
4.99 out of 5 average rating, 324 reviews

SDCannaBnB #1 *420 *parking *dog-friendly *hot tub

Welcome to SDCannaBnB - San Diego's premier cannabis-friendly rental!   Our casita is newly remodeled with luxury ammenities.  We proudly cater to the cannabis community and non-users alike.   Our casita has HEPA air purifiers, is fully ventilated and receives deep cleanings between each guest.  This ensures that every guest checks into a clean, fresh-smelling place that feels like home.   Our casita is located in our quiet, fully fenced in backyard, close to San Diego's attractions

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.
Guesthouse in El Cajon
4.91 out of 5 average rating, 102 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.

Guest favourite
A modern kitchen is showcased with sleek white cabinetry and stainless steel appliances. A spacious island features four high stools arranged for seating, while a large window allows natural light to illuminate the area. Cooking essentials and a coffee maker are visible on the countertop.
Guesthouse in San Diego
4.89 out of 5 average rating, 213 reviews

STUNNING Casita with a View!!

If you’re reading this, we want to thank you for showing interest in our charming Casita! 🏡 Recently renovated with couples in mind, it’s a cozy, relaxing space perfect for your getaway. Features include: • 🚗 On-property parking • 🍳 Fully furnished kitchen with all appliances • 🧺 Washer and dryer in-home • 💻 High-speed internet • ✨ Clean, modern, comfortable space • 🌄 Breathtaking mountain and valley views We’d love to host you and make your San Diego stay truly memorable!

Top Guest favourite
The poolside area features a well-maintained saltwater pool reflecting the colors of the sunset. Comfortable seating arrangements, including lounge chairs and a cozy fire pit, are visible. Large umbrellas provide shade, and lush greenery adds to the serene ambiance.
Guesthouse in Lake Murray
4.96 out of 5 average rating, 140 reviews

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

This is your perfect Guest House with a salted & heated pool & hot tub. We are located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to beaches, Downtown, La Jolla, Zoo, Stadiums, Sea World, Convention Center + more. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes and furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Top Guest favourite
A spacious living area is equipped with a plush sofa and light-colored chairs, accented by decorative pillows. A wooden coffee table rests on a colorful area rug. Natural light fills the room through two windows, highlighting a work desk and welcoming artwork on the wall.
Guesthouse in El Cajon
4.98 out of 5 average rating, 241 reviews

Fletcher Hills - modern 1 BR.Easy, no step access.

** 36 hours between check-ins. Thorough cleaning and sanitizing.. Four night minimum stay. Dogs ONLY are welcomed on a case by case basis. They must be house trained and are not permitted on any furniture. If you instant book, you must contact me about your pet within 24 hours. Smoking is permitted in the outside areas - patio, gazebo, yard. Easy freeway access helps any commute to downtown and area attractions. Having your own vehicle is the best way to get around..

Guest favourite
A vibrant wall art piece features two alpacas, one with a light-colored fleece and the other with dark fur. They are depicted against a backdrop of green foliage, adding a touch of nature and whimsy to the space.
Guesthouse in San Diego
4.92 out of 5 average rating, 214 reviews

Cosy quiet Guesthouse near SDSU

Welcome to our cozy guesthouse near SDSU and just a short drive from downtown, hiking and beaches. Enjoy your stay in a quiet residential neighborhood with all amenities in walking distance. We are unable to accommodate more than 3 guests for the comfort and safety of all. Additionally, only the guests who are officially booked are permitted on the premises during your stay. We truly appreciate your understanding and cooperation!

Top Guest favourite
The exterior of a two-story building is surrounded by lush tropical plants, including tall palms and vibrant greenery. A paved walkway leads to a private entrance, which is framed by a low wall and several ornamental plants, creating an inviting and serene environment.
Guesthouse in Chula Vista
4.95 out of 5 average rating, 613 reviews

Private Casita in Great Eastlake Neighborhood

This room is a "casita" (seperate living space) away from the house. It has a private entrance with a cypher lock on the door. The room has new carpet, new tile, and queen size bed. The Eastlake neighborhood is very safe and very quiet. We are located about 20 mins from the beach, downtown San Diego, and San Diego international airport. This location is only 2 miles from the Otay Ranch Mall.

Guest favourite
Guesthouse in La Mesa
4.86 out of 5 average rating, 209 reviews

Private Studio with a Panoramic View

Escape to Your Hilltop Retreat! Relax in secluded studio. Sip wine by the cozy fire pit or unwind on the patio with a bird’s-eye view. Conveniently located just 15-20 minutes from the beach and downtown, you’re never far from the action. Plus, well-behaved pets are always welcome. Bringing more friends or family along with you? We also have another listing, The Eagles Nest at the same property.

Top Guest favourite
A spacious bedroom features a large king size bed with a textured blanket, complemented by a nightstand and a decorative lamp. Sliding glass doors open to a deck, allowing natural light to fill the room. A flat-screen TV and a desk are visible in the background.
Guesthouse in Normal Heights
4.98 out of 5 average rating, 460 reviews

Mountain View Retreat in Gated Estate (Hot Tub)

Perched above a canyon with spectacular panoramic mountain views, this private guest house is a secluded retreat in one of San Diego’s most eclectic and desirable neighborhoods less than 6 miles from the Downtown San Diego airport. Enjoy a fully equipped kitchen, luxe king size bed and dual sliding glass doors that open to an expansive deck with patio seating, private hot tub and BBQ area.

Popular amenities for Rancho San Diego guesthouses

Quick stats about guesthouse rentals in Rancho San Diego

  • Total holiday rentals

    Explore 10 holiday rentals in Rancho San Diego

  • Nightly prices starting at

    Rancho San Diego holiday rentals start at $151 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,730 verified reviews to help you choose

  • Wi-Fi availability

    10 of Rancho San Diego holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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!

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