
Guesthouse holiday rentals in El Cajon
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Top-rated Guesthouses in El Cajon
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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

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!

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.

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.

Views•Sauna•SoakTub•Firepit+Zoo pkg add-on
Nestled in a hillside canyon, a short drive outside the city, this Airstream glamping retreat offers incredible panoramic city, sunset & nature views. Modern comforts include A/C & heat, a full kitchen, fast Wi-Fi, and convenient off-street parking on a gated estate. Cozy up by the firepit as the city sparkles below or try your swing at the golf tee. Reconnect & recharge with your own outdoor hot soaking tub, open-air rain shower, and wood-fired sauna - the perfect retreat for nature lovers!

Loft Cabin •SoakTub•Cinema•View +Zoo pkg add-on
Tucked away in one of San Diego’s scenic hillside canyons, this cozy tiny cabin is immersed in nature, yet just a short drive outside the city. From your private patio, take in sweeping city and sunset views while listening to the sounds of quail and hummingbirds. Modern comforts incl A/C, fast wifi and off-street parking. Unplug & unwind in the Outdoor Hot Soaking Tub or Rain Shower, and cap off the evening with your very own outdoor movie experience at “Cinema Under the Stars”

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..

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV
This is the 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 Downtown, La Jolla, Beaches, Zoo, Sea World & Convention Center. Hike next door at Mission Trails & Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo and top quality finishes await you inside. Everything you need for memorable vacation! No smoking or vaping on the property.

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.

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.

Sky Mesa-Adorable Cottage on the Hill
SkyMesa is a lovely space to unwind and relax after a busy day. Awake refreshed and ready for a day of exploring San Diego County in this quaint, sunny cottage with impressive views. Head out and wander east to the mountains and desert, or west to the many beautiful beaches. After a day of fun, grab a glass of wine, soak in the hot tub, and look out over the Cuyamaca Mountains.

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 guesthouses
Family-Friendly guesthouses

Pool Side Safari Cabin (On Backside of our Home)

The Happy Family * 2 playhouses near SDSU!

Gorgeous Guest Home

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

San Diego family bungalow!

Casa Sierra on Mount Helix

Beautiful Cottage in Central SD!

Private Home with Sweeping Views!
Guesthouses with a patio

Private Balcony! Sunset & SunriseVIEWS!

La Jolla Oasis: Ocean, City and Fire Works Views

Downtown Cottage Minutes to Gaslamp & Petco Park

Breathtaking Ocean Views-Sunset Cliffs/Ocean Beach

New! Beautiful Private Casita- King Bed & Office

SDSU Central Cozy Casita | Fast Wi-Fi | Walkable

*KING BED* Colorful Guesthouse by Downtown

Newly built- North Park Abode w/ patio & roof deck
Guest house rentals with a washing machine and dryer

Lovely Guesthouse in garden setting

Stunning Guest House 15 min. from Zoo, Downtown

Charming Guest House in Poway - Kid friendly

New Guest House - North Park

Central San Diego! Your home away from home!

Point Loma Private Apartment

Private San Diego Guest House - Beautiful View

Cozy Coop with a View
Quick stats about guesthouse rentals in El Cajon
Total rentals
50 properties
Nightly prices starting at
$77 AUD before taxes and fees
Total number of reviews
3.5K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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