
Guesthouse vacation 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!

Adorable Lemon Grove Studio
Enjoy your stay at our recently updated/remodeled cozy studio with all the comforts. We are 15 minutes from downtown San Diego, our city's beautiful beaches, Mexico, and 30 minutes to the mountains. We are located between 2 trolley stations and a 2 minute drive to access the freeway. The studio includes a separate sleeping area with a comfy queen bed. The sleeping area and living area are separate areas. Enjoy our updated kitchenette for your meals. The studio has a private entrance.

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..

Retreat house. Nature, Hot Tub, Views!
Expansive spaces, ocean views, birds singing, and larger than life granite boulders all come together to offer something that feels like magic. More like a national park than a home, we've found that guests enjoy the pace and peaceful surroundings and spend most of their visit without leaving. That being said, if you're feeling more exploratory, there are many options within a short drive including hiking, wine tasting, horseback riding, fishing, and even sky-diving.

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.

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.

Casa Sierra on Mount Helix
Enjoy a newly remodeled bedroom and bathroom with a private entrance. The space is completely separate from the rest of our home, offering peace, quiet, and total privacy. Inside, you’ll find a brand-new, comfortable bed, plus modern conveniences including a Smart TV, WiFi, mini fridge, microwave, and Keurig.
Popular amenities for El Cajon guesthouses
Family-friendly guesthouses

Pool Side Safari Cabin (On Backside of our Home)

Fig Tree Bungalow

Gorgeous Guest Home

The Carriage House at Mt. Helix

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

Studio w/private entrance by SDSU, updated in 2023

Beautiful Cottage in Central SD!

The Casita in North Park *walkable *easy parking*
Guesthouses with a patio

Gorgeous Guesthouse Poway w/Private Yard

La Jolla Oasis: Ocean, City and Fire Works Views

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

Downtown Cottage Minutes to Gaslamp & Petco Park

New! Beautiful Private Casita- King Bed & Office

Newly built- North Park Abode w/ patio & roof deck

Trendy 1 BR Guesthouse. Great views, no chores.

Violet Oasis | hot tub, kitchen, dog friendly!
Guesthouse rentals with a washer and dryer

Lovely Guesthouse in garden setting

Stunning Guest House 15 min. from Zoo, Downtown

Charming Guest House in Poway - Kid friendly

Cozy Casita

BEAUTIFUL Private Studio

New Guest House - North Park

Clean Cozy Private Guesthouse - Central San Diego
New North Park Stylish Studio
Quick stats about guesthouse rentals in El Cajon
Total rentals
50 properties
Nightly prices starting at
$70Â CAD 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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