Guesthouse vacation rentals in El Cajon

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.

4.96 out of 5 average rating, 228 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.

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.

4.89 out of 5 average rating, 403 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!

4.99 out of 5 average rating, 206 reviews

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

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.

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.

4.99 out of 5 average rating, 208 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.

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.

4.99 out of 5 average rating, 309 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

An outdoor dining area features a large wooden table set with decorative dishes and neatly folded napkins. An umbrella provides shade above the table. Surrounding greenery and hanging hammocks create a tranquil atmosphere, while a pergola frames the space, enhancing the inviting outdoor setting.

4.96 out of 5 average rating, 390 reviews

Betty- Guesthouse near CBX & San Ysidro border

This comfy studio located in San Diego is the perfect spot for a quiet & cozy weekend retreat. Inside is bright & inviting with stylish spacious studio, private entrance from side gate, private patio with bbq & hanging hammocks; driveway parking spot & plenty of street parking! The view from the patio is very relaxing, making it the perfect weekend get away. Centrally located in a quiet & peaceful area within 5 minutes away from Plaza Las Americas & 10 minutes away from the CBX.

Guesthouse in Lake Murray

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.

4.96 out of 5 average rating, 136 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.

4.98 out of 5 average rating, 239 reviews

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

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..

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.

4.92 out of 5 average rating, 204 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.

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.

4.87 out of 5 average rating, 1,055 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.

The spacious studio features a modern design with a cozy seating area that includes a dark leather couch and a patterned armchair. A dining table is set for four, and natural light fills the room from large windows. The kitchen showcases sleek cabinets and stainless steel appliances.

4.92 out of 5 average rating, 328 reviews

Private Detached Modern Studio located in La Mesa

**Cleaned and disinfected following COVID-19 guidelines provided by CDC/Airbnb** Modern studio with private entry, walking distance from stores, shops, restaurants, and parks. Cozy for a couple and sleeps up to 5. Feel at home with your own private laundry, full size kitchen, and private bath. 3 minutes from Highways 125, 94, and 8. Centrally located and less than 15 minutes from downtown San Diego.

Guesthouse in Normal Heights

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.

4.98 out of 5 average rating, 451 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 El Cajon guesthouses

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly guesthouses

Guesthouse in City Heights

A studio layout features a spacious bed with a brown coverlet, complemented by two bedside lamps on wooden nightstands. A wall-mounted TV is visible, along with a small desk and refrigerator. A ceiling fan and air conditioning unit provide comfort.

4.97 out of 5 average rating, 156 reviews

Private Guest House for 2 with Kitchen + Laundry

Guesthouse in Lake Murray

The exterior of a two-story guesthouse is showcased, featuring a combination of wood paneling and painted walls. A bright white door and two small windows add contrast. The area is complemented by a compact patio set with two chairs and a table on a stone surface.

4.94 out of 5 average rating, 254 reviews

Fig Tree Bungalow

An open living space featuring hardwood floors and exposed beam ceilings is shown. Comfortable seating arrangements include a sleek sofa and a red chair. A modern dining table sits adjacent to large windows, allowing natural light to brighten the area and offering views of the surrounding landscape.

4.85 out of 5 average rating, 103 reviews

The Carriage House at Mt. Helix

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.

4.92 out of 5 average rating, 210 reviews

Cosy quiet Guesthouse near SDSU

An open layout studio is presented, featuring a cozy seating area with a grey couch and a rustic wooden coffee table. A dining space with a round table and chairs is visible. The kitchen area, equipped with modern appliances, is complemented by a ceiling fan with decorative light fixtures.

5 out of 5 average rating, 103 reviews

NEW construction - Studio near the Village

4.97 out of 5 average rating, 182 reviews

An open concept studio loft is depicted, featuring a light-filled living space. A comfortable sofa is positioned in the foreground, with a sliding barn door leading to a kitchenette and laundry area. Natural light streams through a large window, brightening the entire room.

Guesthouse in El Cajon

Mt Helix Studio Loft with Mountain Views

Guesthouse in Chula Vista

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.

4.95 out of 5 average rating, 602 reviews

Private Casita in Great Eastlake Neighborhood

4.87 out of 5 average rating, 188 reviews

A modern kitchenette is equipped with gray cabinetry and a sink. Appliances include a microwave, coffee maker, and mini-refrigerator. Natural light enters through two windows, illuminating the space. A comfortable sofa is positioned nearby, enhancing the multifunctional living area.

Guesthouse in Del Cerro

Studio w/private entrance by SDSU, updated in 2023

Guesthouses with a patio

4.99 out of 5 average rating, 229 reviews

A bright bedroom features a spacious bed with white linens, complemented by a cozy sitting area with decorative pillows. Large windows with shutters allow natural light to fill the room, and a small nightstand with a lamp adds functionality. A warm color palette enhances the welcoming atmosphere.

Guesthouse in Talmadge

Adorable cottage in Talmadge

4.98 out of 5 average rating, 236 reviews

A broad view captures the coastal landscape of La Jolla, featuring the shimmering ocean, serene bay, and city lights under a clear sky. The horizon displays the iconic pier, with the vibrant residential area blended into the backdrop of rolling hills.

Guesthouse in La Jolla

La Jolla Oasis: Ocean, City and Fire Works Views

A private patio area is presented with a round dining table and four chairs, shaded by a large umbrella. Lush greenery surrounds the space, and sunlight filters through, creating a serene outdoor setting ideal for relaxation or dining.

4.97 out of 5 average rating, 135 reviews

SDSU Central Cozy Casita | Fast Wi-Fi | Walkable

A living area features a cozy orange sofa adorned with colorful pillows. A desk with a green chair is situated near a window covered with vertical blinds, allowing natural light to illuminate the space. An air conditioning unit is mounted on the wall.

4.94 out of 5 average rating, 120 reviews

*KING BED* Colorful Guesthouse by Downtown

Guesthouse in National City

An outdoor seating area features a covered gazebo with warm lighting, creating a welcoming ambiance. Surrounding the space are well-maintained grassy areas and neatly arranged stone pathways. Palm trees add a tropical touch against a backdrop of evening clouds and distant city lights.

4.95 out of 5 average rating, 191 reviews

Trendy 1 BR Guesthouse. Great views, no chores.

4.86 out of 5 average rating, 202 reviews

Private Studio with a Panoramic View

A vibrant sunset casts shades of orange and pink across the sky, viewed from a residential street. Palm fronds frame the scene, while neighboring homes and trees are softly silhouetted against the colorful backdrop.

4.94 out of 5 average rating, 167 reviews

San Diego Newly Built Private Guesthouse (Sleep 4)

Superhost

The studio features a cozy sleeping area with a stylish four-poster bed dressed in crisp linens. A comfortable seating area is adjacent, complete with plush cushions and a small side table. Natural light filters through the window, highlighting the serene atmosphere.

4.88 out of 5 average rating, 242 reviews

Central studio w/ private outdoor space & parking

Guesthouse rentals with a washer and dryer

4.98 out of 5 average rating, 222 reviews

The beautifully illuminated pool area features a saltwater pool and hot tub under a starry sky. Lush tropical plants surround the space, enhancing the ambiance. A bottle of champagne and flutes are ready for celebration, while cozy seating is visible in the background.

Guesthouse in Talmadge

Lovely Guesthouse in garden setting

Guesthouse in Ocean Beach

A cozy sleeping area features a spacious bed adorned with a textured blanket and decorative pillows. Natural light filters through windows with shutters. A light-colored armchair and circular wooden table complement the inviting ambiance of the room.

4.96 out of 5 average rating, 313 reviews

Private beach guesthouse w/ private parking

4.95 out of 5 average rating, 116 reviews

A bright living area features a cozy sofa paired with a stylish coffee table, surrounded by large windows that allow natural light. A round mirror hangs above the seating, while indoor plants add a touch of greenery, creating a serene atmosphere.

Guesthouse in Poway

Charming Guest House in Poway - Kid friendly

Guesthouse in Mission Beach

The living area features natural wood paneling and a warm color palette. Large windows allow ample light, framed by woven shades. A comfortable white sofa and a stylish entertainment unit with a television are visible, along with a decorative chair and a small side table.

4.9 out of 5 average rating, 791 reviews

South Mission Beach Zen-Like Studio

A bright and airy sleeping area is highlighted by a spacious bed with a striped duvet. Built-in shelving lines one wall, displaying books and decorative items. A ceiling fan and large window provide light and airflow, while a TV is mounted on the opposite wall.

4.96 out of 5 average rating, 724 reviews

BEAUTIFUL Private Studio

Guesthouse in Greater North Park

A spacious bedroom features a king bed with neutral bedding and decorative pillows. French doors provide natural light and open to a balcony overlooking lush greenery. A modern ceiling fan and soft lighting complement the hardwood floor and simple decor, creating a comfortable and inviting space.

4.97 out of 5 average rating, 203 reviews

New Guest House - North Park

4.98 out of 5 average rating, 108 reviews

A cozy living space is furnished with a dark leather sofa facing a coffee table. A dining area, equipped with a wooden table and four chairs, is visible. Light-colored walls are complemented by plantation shutters and two art pieces, while a ceiling fan hangs overhead.

Guesthouse in Alpine

Gorgeous Guest Home

A cozy bedroom is highlighted by a spacious bed adorned with a bright yellow knit blanket. Framed photographs of palm trees and cityscapes decorate the walls, while bedside lamps provide soft illumination on either side of the bed.