
Family-friendly holiday rentals in El Cajon
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Top-rated family-friendly rentals in El Cajon
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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

Spacious 1 Bdrm Unit: king bed, fireplace, parking
Come relax in this bright & spacious 1 bedroom detached unit with private entrance. This room has a king bed, fireplace, full bathroom, table & chairs, mini fridge/freezer, microwave, closet ,dresser, Tv and beautiful mountain views. La Jolla Beaches, downtown San Diego, the Zoo, and Sea World are 25 minutes away. Santee Lakes is just a short drive away where you can enjoy fishing, paddle boating, splash park, biking and picnic area. Mission Gorge Trails is also located just 5 minutes away.

Mt Helix Studio Loft with Mountain Views
Mountain Views: Freshly renovated, quiet and spacious studio loft in private neighborhood. Close to coffee shops, grocery stores, and quick access to major highways. 500 sqft open concept. Laundry, Fast Internet, Cable TV and streaming services. Additionally, if you like oranges and avocados we grow them on the property (Seasonal of course). We also have a chicken coop and fresh eggs on request. Security Deposit Hold and Signed Short-term Rental Agreement Required as we live on the property.

Terra Mesa - Charming Retreat
Welcome to TerraMesa! This charming studio boasts a thoughtfully designed space, blending modern comfort with a touch of rustic elegance. With a fully equipped kitchenette, a plush queen bed, and a stylish sitting area, it’s perfect for couples seeking a romantic getaway or solo travelers exploring the San Diego area. Sip a cup of coffee or glass of wine in your private little patio. Centrally located in scenic Lakeside, you’ll have easy access to downtown, beaches or our local mountain towns.

The Outside Inn at The Tipsy Goat Ranch
Nestled near Iron Mountain, a popular hiking destination, and less than 16 miles from San Diego's pristine beaches and local attractions, enjoy all SD has to offer in a one-of-kind farm-to-beach experience. Immerse yourself in a rarely seen side of San Diego you won't find anywhere else. Based on adventure, wrapped in luxury, a deep love for nature and the creatures it inhabits (mini goats, alpacas, babydoll sheep, lop bunnies, and chickens), it'll be a tranquil getaway you'll never forget.

Home at the Sanctuary
Welcome to our charming and eco-friendly tiny home located in between fruit orchards and an animal rescue in a serene rural setting. The perfect place to disconnect from the hustle and bustle of city life and immerse yourself in nature. Wake up to the sounds of birds chirping and the sight of our resident farm animals grazing in the pasture. Pick any of the ripe fruit from over 70 different fruit trees. Come experience sustainable living and succulent garden in our charming tiny home.

Glamping @ Eden East
Looking for the perfect place to chill with your favorite person or just some alone time? Yome with private patio and spacious pool area. Not just a place to stay but an artsy retreat full of color, butterflies, birds and life. Hot shower and flush toilet in plant filled outdoor bathroom. We've been told the shower alone is worth the stay. Come glamping and get cozy with heated blanket, heater and flannel sheets. By reserving, we assume you've read the entire ad and agree to all rules.

Cedar Cottage Retreat with Mountain View’s
Welcome to the Cedar Cottage nestled in the foothills of San Diego county. Where Vintage/Rustic charm meets modern sophistication. The Cottage sleeps 3 in 1 Queen bed and 1 comfortable Twin bed, 1 bathroom. Pet friendly. Just 2 miles from Sycuan resort, casino & golf . Get back to nature at this delightful cabin hideaway in the hills just 3.5 miles from the quaint town of Alpine. This very special private estate has natural beauty when looking out from the cottage in any direction.

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..

Retro Fun, S'mores & Smiles in Bettie Blue
Your one of a kind RV adventure is centered between the Laguna Hills and the coast of San Diego, in sunny East County! Glamp in style in the new 2019 Retro Riverside trailer. This camper is set up with all the modern amenities with the quaint mid-century modern design of a teardrop trailer. The trailer sleeps 3 adults or 2 adults and 2 small children. You will have 1 designated parking spot available to you. Come have flashback fun in a Retro RV!

Tranquil Poolside Studio
Quiet Poolside Studio Suite! Perfect for visiting family in La Mesa or enjoying everything San Diego has to offer! Please note: this is not a party house. Private side entrance to a relaxing poolside studio. Very quiet with TV, and full kitchen. Comfortable queen size bed and sofa that can sleep one more person comfortably. We are 20 min to the beach, or relax and enjoy the pool! Close to SDSU and easy freeway access to anywhere in San Diego.

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.
Popular amenities for El Cajon family-friendly rentals
Family-friendly home rentals with a hot tub

Pool Side Safari Cabin (On Backside of our Home)

Mountain View Retreat in Gated Estate (Hot Tub)

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

The Glass House - A Nature Retreat

Retreat house. Nature, Hot Tub, Views!

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

“Pineapple Express”

Loft Cabin •SoakTub•Cinema•View +Zoo pkg add-on
Family- and pet-friendly home rentals

Insta-worthy! 1 night/many nights, no min required

Paradise View Staycation Q Bed, Sofa-bed *420 *

Clean 1BR/1BA Guest House Peaceful Private Casita

Spacious studio in La Mesa-near SDSU/Central 2 all

Lemon Drop Cozy Studio

🤲🏼 Handmade hideaway Mt. Helix - AC/Laundry/Parking

Private cozy cottage

San Diego Newly Built Private Guesthouse (Sleep 4)
Family-friendly home rentals with a pool

Mountain Retreat Ocean View-Great for Staycation

The BEST NEST Clean, peaceful, private, affordable

Sunny SD l Pool l BBQ l Pool Loungers l Sleeps 10

Private Poolside Cabana

Hacienda de las Campanas (Bell Hacienda)

Noonan's Nest

Enchanted Paradise! ♨ Pool+Spa+Outdoor Kitchen ☀

Upscale Resort House /Views, Saltwater Pool/Spa !
Quick stats about holiday rentals that are family-friendly in El Cajon
Total rentals
190 properties
Nightly prices starting at
$31 AUD before taxes and fees
Total number of reviews
7.1K reviews
Pet-friendly rentals
90 properties allow pets
Rentals with a pool
90 properties have a pool
Rentals with dedicated workspaces
130 properties have a dedicated workspace
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