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Guesthouse vacation rentals in El Cajon

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in El Cajon

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

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Guest favorite
A spacious deck is visible, furnished with a table and four wicker chairs. A decorative bowl sits at the center of the table. The panoramic view of the surrounding landscape and city skyline stretches into the distance under a clear blue sky.
Guesthouse in La Mesa
4.96 out of 5 average rating, 234 reviews

Da Hui Hut - La Mesa’s best view and spa

Da Hui Hut is a very private oasis uniquely situated at the top of San Diego county's magnificent Mt. Helix. At roughly 1,300 feet above sea level, Mt. Helix is the crown jewel of natural landmarks in the area. The landscape provides bountiful views, and the large deck is positioned perfectly to see it all. It feels like you're on top of the city! Inside, guests will encounter Californian and Hawaiian inspired decor as they collide with wooden walls to compose a symphony of color and good vibes.

Top guest favorite
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.
Guesthouse in El Cajon
4.99 out of 5 average rating, 209 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 favorite
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 favorite
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 favorite
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
4.92 out of 5 average rating, 101 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 favorite
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 favorite
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 favorite
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..

Top guest favorite
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.
Guesthouse in La Mesa
4.92 out of 5 average rating, 208 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.

Superhost
A light-filled studio apartment is presented, featuring a dining table with two chairs and a kitchenette equipped with modern appliances. The space boasts a ceiling fan and large mirror, while a bathroom area is visible with a blue rug. Neutral-toned walls create a clean atmosphere.
Guesthouse in San Diego
4.87 out of 5 average rating, 1,062 reviews

Private Garden Studio

Enter through a hidden garden filled with plants into a cute, clean, recently refurbished studio apartment. Although the house sits on a quiet street with abundant free street parking, it is within easy walking distance of craft breweries, cocktail bars, cafes, and some of San Diego's best restaurants, as well as Trolley Barn Park. We're also an easy shot to the zoo, Balboa Park museums, downtown, and the beaches.

Guest favorite
Guesthouse in La Mesa
4.86 out of 5 average rating, 208 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 favorite
A spacious studio room features a queen-sized bed with a blue comforter, enhanced by wooden beams overhead. A comfortable seating area includes a sofa and coffee table. Large glass doors open to a patio, allowing natural light to fill the space.
Guesthouse in La Mesa
4.99 out of 5 average rating, 285 reviews

Spacious, private Mt. Helix country style studio

Located in a quiet and lush neighborhood, in hills of La Mesa. This private studio has everything you need to relax and experience the California life: comfy queen size bed, full kitchen, patio, bbq, and fire pit. Within walking distance to Mt. Helix Historic Park for a spectacular 365-degree view of San Diego. You are 20 minutes from the beach, airport, and mountains.

Popular amenities for El Cajon guesthouse rentals

When is the best time to visit El Cajon?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$24,461 GYDG$24,670 GYDG$25,297 GYDG$24,461 GYDG$25,925 GYDG$27,179 GYDG$28,015 GYDG$26,552 GYDG$25,297 GYDG$25,925 GYDG$25,716 GYDG$24,461 GYD
Avg. temp15°C15°C16°C17°C18°C20°C21°C22°C22°C20°C17°C14°C

Quick stats about guesthouse rentals in El Cajon

  • Total vacation rentals

    Explore 50 vacation rentals in El Cajon

  • Nightly prices starting at

    El Cajon vacation rentals start at G$14,635 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,460 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of El Cajon vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across El Cajon rentals

  • 4.9 Average rating

    El Cajon stays are highly rated by guests—averaging 4.9 out of 5!

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