Holiday houses in El Cajon

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Top-rated holiday rentals in El Cajon

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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.
Guesthouse in El Cajon
4.99 out of 5 average rating, 212 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.
Guesthouse in La Mesa
4.97 out of 5 average rating, 102 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!

Guest favourite
A refreshing pool is surrounded by a spacious deck, showcasing lounge chairs and a large umbrella. Expansive views of the city and distant hills are visible under clear blue skies, creating a serene outdoor retreat.
Bungalow in El Cajon
4.86 out of 5 average rating, 114 reviews

Stylish Relaxation-Panoramic Views-Private OASIS!

~BRAND NEW DRIVEWAY~Perched high on granite hills, our comfy, stylish bungalow is perfect for a quiet getaway in San Diego. Brew your morning coffee and stroll to the pool to let the expansive views of the city fuel your daily adventures. Host a barbeque in the spacious, private backyard after your day at the beach. Cozy up in the recliner loveseat and enjoy the big screen 4k smart TV (with cable). 420 Friendly! “Enjoy the hillside pool—just coordinate with Johnny for your own private swim.”

Guest favourite
A contemporary casita is set against a vibrant sunset, showcasing large windows that reflect the warm colors of the sky. The entrance features a clear path leading to a well-lit doorway, surrounded by natural landscaping and scenic hillside views.
Home in Eucalyptus Hills
4.93 out of 5 average rating, 123 reviews

San Diego Casita for 6 Morey de Prieto Surf Ranch

The Morey de Prieto Surf Ranch is truly awesome! Reserve your stay in this 2 Bed/1 Bath 650 sq. ft. casita for six. Home includes a kitchen with a GE electric cooktop, refrigerator, microwave/air fryer, rice cooker, mixer for drinks, sink with prep trays, Moen faucet fixtures, gorgeous shower, Krups coffee maker, 50" smart TV equipped with WiFi and NetFlix, mountain views, workspace and a sofa bed. Relax on the large 240 sq. ft. private deck featuring a fire pit, adirondack chairs and BBQ.

Guest favourite
An open kitchen and living area is shown, featuring a modern design with white cabinetry and wooden accents. A comfortable sofa is positioned in front of a wall-mounted TV. A dining table with seating for four is placed next to the kitchen, surrounded by natural light.
Guest suite in La Mesa
4.87 out of 5 average rating, 186 reviews

Stylish Boho Studio | Walk to Cafes | Outdoor Livi

The studio is located within a quiet leafy neighborhood right in the heart of La Mesa giving you a great base to explore everything San Diego has to offer. Inside you will find a bright, sun-filled space with a chic kitchen, an open plan living/dining area with a comfortable sofa bed, a stylish queen bedroom and a modern, sparkling bathroom with a built in laundry. Stay a short 15 min walk to a shopping center nearby with cafes, restaurants and stores and an easy 15 min drive into Downtown.

Top Guest favourite
A modern open concept living area is showcased, featuring a comfortable beige sectional sofa and a wall-mounted television. Natural light fills the space from large windows adorned with sheer curtains, revealing a view of lush greenery outside. A light wood side table complements rustic décor elements.
Guesthouse in La Mesa
4.99 out of 5 average rating, 104 reviews

Amazing Views! Private Hilltop Home with Balcony~

~PANORAMIC SUNRISE & SUNSET VIEWS~ ~PEACEFUL & PRIVATE~ ~CENTRAL LOCATION~ ~XL BALCONY~ OCEAN, Mountain, Harbor, & Valley VIEWS ~to Pt Loma & Coronado! Historic Mt Helix neighborhood. Furnished balcony to enjoy an outdoor living space! Private entrance 1 Driveway parking space NON SMOKING/VAPING property indoor & out Read about our limited feature option, POOL/SPA/LOUNGE, requiring additional fees & approval terms that apply. Available ONLY as an ADD ON fee package~Scroll down for detail

Top Guest favourite
A cozy living area features a sleek sofa adorned with decorative pillows. A stylish coffee table is positioned in front of the seating. A light yellow wall provides a warm backdrop, with a shelf displaying decorative plates and art, illuminated by subtle lighting.
Home in La Mesa
4.9 out of 5 average rating, 194 reviews

Classic Mid-Century Mount Helix Home with Views

Located in the exclusive Mount Helix neighborhood of La Mesa, this property is conveniently located near the 8 and 94 freeways for easy access to explore the greater San Diego area. Attractions like the historic Balboa Park with the San Diego Zoo or Sea World are a 15-25 minute drive away. With spacious interior and exterior spaces at the property, though, you may not want to leave. The property includes 4 bedrooms and 2.5 bathrooms with furnished living room, family room and kitchen.

Top Guest favourite
A spacious outdoor area features a swimming pool, accompanied by colorful lounge chairs and a large umbrella for shade. A unicorn float is visible in the water, with potted flowers adding a touch of vibrancy. The home's façade offers multiple windows and seating options nearby.
Home in La Mesa
4.99 out of 5 average rating, 189 reviews

Mid-Century Style Family House with Spa

This home is the epitome of 1950’s luxury. A perfect family oasis, you won’t even want to leave the property. Beautiful Mt. Helix mid-century modern family home with incredible views, designed by architect of original Las Vegas Desert Inn situated on nearly an acre. Less than 20 minute drive to beaches/Zoo/Sea World/Downtown. With a swimming pool, jacuzzi, and AC. Surrounded by orange, lemon, pomegranate trees and herb garden. No loud parties please, this is a quiet community.

Top Guest favourite
Lavender plants are prominently displayed in the foreground, with tall, slender purple blooms reaching towards a clear blue sky. In the background, a lush green lawn and trees are visible, enhancing the garden's serene setting.
Farm stay in Harbison Canyon
4.97 out of 5 average rating, 106 reviews

Sycamore Creek cottage with Mountain View’s

Welcome to Sycamore Creek Cottage. A unique retreat in the foothills of San Diego county. A Delightfully decorated, fully furnished 2 room studio cottage . Sleeps 1 or 2 in a comfortable Queen bed. 1 full bathrooms, Fully fenced private patio, BBQ , firepit area with beautiful garden and mountain views. Pet friendly. close to Alpine & Sycuan Resort & golf. Ideal for business travelers, work remotely, visiting family or friends . I look forward to hosting you.

Guest favourite
The retro-style trailer is set against a green lawn, featuring turquoise and white stripes. Two white chairs with floral cushions are positioned beside a fire pit, creating a cozy outdoor seating area. Pink flamingo decorations add a playful touch to the surroundings.
Campervan/RV in El Cajon
4.94 out of 5 average rating, 324 reviews

Spring Sale in Bettie Blue RV fun!

Get cozy at Bettie Blue Retro Retreat, a charming vintage-style camper perfect for a unique glamping getaway. Tucked into a lush East County hillside, this colorful hideaway blends playful retro flair with modern comforts inside a 2019 Retro Riverside trailer inspired by classic mid-century teardrop design. With big personality in a small, stylish space, Bettie is the perfect escape for travelers seeking something fun, cozy, and truly one-of-a-kind.

Top Guest favourite
A serene saltwater pool is featured, surrounded by a stone patio and secured with a safety fence. A spa is integrated at one end of the pool, with two blue lounge chairs positioned nearby. Lush greenery is visible in planters along the patio.
Home in El Cajon
4.97 out of 5 average rating, 166 reviews

Beautiful 3,000 Sq Ft Tropical Oasis

Beautiful 4 Bedroom, 2 1/2 Bath Family Home Located in Tranquil Fletcher Hills. This 3,000 sq. ft. Home is Perfect for large families who wish to Relax in a Peaceful Setting. 24-hour self check-in keypad after 4pm and check-out at 11AM. Host does not allow parties/events. This is NOT a Party House! This home is located in a quiet residential neighborhood, Guests who do not respect this will be asked to leave.

Top Guest favourite
Home in Blossom Valley
5 out of 5 average rating, 102 reviews

Quiet Country Home

Extremely clean home. Fenced private yard with BBQ & Tables. Outdoor smoking. 25 minutes to beach or downtown. Rural area with animals “talking”. Horses and carrots included. Seasonal Fruits & Vegetables. 1st bedroom: king/full bath. 2nd bedroom: queen/work desk. 3rd bedroom: full & 2 twin trundle. All dishes/appliances. Crib & Highchair available (Host lives in completely separate granny flat.)

Popular amenities for El Cajon holiday rentals

When is the best time to visit El Cajon?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$239 NZD$224 NZD$260 NZD$250 NZD$274 NZD$277 NZD$301 NZD$288 NZD$265 NZD$276 NZD$267 NZD$267 NZD
Avg. temp15°C15°C16°C17°C18°C20°C21°C22°C22°C20°C17°C14°C

Frequently Asked Questions

  • What are the best places to stay in El Cajon?

    El Cajon has a variety of stays in neighborhoods around the city center and near community parks. Many guests enjoy accommodations close to local dining, shops, and cultural attractions for convenient access to activities and entertainment.

  • What are the best things to do in El Cajon with kids?

    Families often explore local parks, visit interactive exhibits at area museums, or attend community events with hands-on activities. Seasonal festivals and community centers frequently host family-oriented programming.

  • What are some of the best things to do in El Cajon?

    El Cajon has a vibrant arts scene with performances at The Magnolia, and exhibits at Heritage of the Americas Museum. Explore local parks or browse markets that reflect the area's community spirit and diverse cultures.

  • How is the weather in El Cajon?

    El Cajon has mild winters around 50–66°F (10–19°C) with more rainfall, and warm, dry summers reaching 77°F (25°C). Light layers and sun protection are helpful throughout most of the year.

  • When is the best time to visit El Cajon?

    Many visitors prefer spring and fall for milder temperatures and outdoor events. The city is often busiest during major festivals and when the weather is comfortable for exploring local parks and attractions.

  • What are the best places to visit in El Cajon?

    Explore the Water Conservation Garden, stroll Heritage of the Americas Museum, or catch a show at The Magnolia theater. Local parks provide green spaces for picnics and outdoor activities year-round.

  • What are some hiking trails in El Cajon?

    El Cajon has several parks with walking and hiking trails featuring gentle slopes and natural landscapes. Popular options include paths at nearby Mission Trails Regional Park, where visitors can explore scenic routes suitable for a variety of interests.

  • What are some family activities we can do in El Cajon?

    Families can join playgrounds at community parks, explore animal and nature exhibits at local gardens, or participate in creative workshops at cultural centers. Seasonal events often feature live music, games, and food stalls.

  • What are some of the best day trip ideas from El Cajon?

    Day trips from El Cajon often include exploring scenic parks and trails in the foothills, relaxing at nearby beaches, or discovering cultural sites around the San Diego region. The surrounding area is known for museums, botanical gardens, and family-friendly attractions.

  • Are there any pet friendly accommodations available in El Cajon?

    Many stays in El Cajon welcome pets, especially in areas near parks and outdoor trails. Some rentals provide pet-friendly amenities and easy access to green spaces for daily walks.

  • What are some local tips for visiting El Cajon?

    Consider visiting during community events or seasonal festivals to enjoy local culture and music. Early mornings and evenings are often the most comfortable times for outdoor activities, and local markets highlight regional produce and crafts.

  • What is El Cajon known for?

    El Cajon is known for its multicultural community, lively local markets, and rich history connected to the surrounding valleys. The city has a thriving arts and performance scene and is often recognized for its distinctive blend of traditions.

  • What are the best hidden gems to explore in El Cajon?

    You can discover small art galleries, cultural shops, and peaceful gardens tucked around the city. Many visitors enjoy lesser-known trails and community-run craft markets for a more local experience.

  • What are the best foods to try in El Cajon?

    El Cajon has a mix of Middle Eastern specialties, traditional Mexican flavors, and classic American fare. Enjoy popular dishes like shawarma, carne asada tacos, and fresh bakery treats inspired by the city's diverse communities.

  • What should I bring for a trip to El Cajon?

    Pack sunscreen, a hat, and light layers for warm days, as well as a jacket for cooler evenings, especially in winter months. Comfortable walking shoes are helpful for exploring parks, trails, and city attractions.

  • What is the nightlife in El Cajon like?

    El Cajon's nightlife features live music venues, relaxed lounges, and neighborhood bars around the downtown area. Expect a laid-back scene with a mix of performances and casual gatherings throughout the week.

  • What are the most popular events or festivals in El Cajon?

    El Cajon is known for community festivals like Oktoberfest in early fall, Cajon Classic Cruise car shows during warmer months, and holiday parades celebrated downtown. Cultural events and music performances are often featured throughout the year.

  • Are there family friendly vacation rentals in El Cajon?

    El Cajon has a range of family friendly vacation rentals, many with multiple bedrooms, kitchens, and common spaces. You can find stays near parks and community centers, providing convenient options for those traveling with children.

Quick stats about holiday rentals in El Cajon

  • Total holiday rentals

    Explore 410 holiday rentals in El Cajon

  • Nightly prices starting at

    El Cajon holiday rentals start at $34 NZD per night before taxes and fees

  • Verified guest reviews

    Over 16,890 verified reviews to help you choose

  • Family-friendly holiday rentals

    200 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 150 rentals that welcome pets

  • Holiday rentals with a pool

    130 properties feature pools

  • Rentals with dedicated workspaces

    230 properties have a dedicated workspace

  • Wi-Fi availability

    400 of El Cajon holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across El Cajon rentals

  • 4.8 Average rating

    El Cajon stays are highly rated by guests—averaging 4.8 out of 5!

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