
Guesthouse holiday rentals in El Cajon
Find and book unique guesthouse rentals on Airbnb
Quick stats about guesthouse rentals in El Cajon

Total holiday rentals
Explore 50 holiday rentals in El Cajon

Nightly prices starting at
El Cajon holiday rentals start at $98 AUD per night before taxes and fees

Verified guest reviews
Over 3,860 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
50 of El Cajon holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across El Cajon rentals

4.9 Average rating
El Cajon stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated Guesthouses in El Cajon
Guests agree: These guesthouses are highly rated for location, cleanliness and more.

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.

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.

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!

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV
This is your perfect Guest House with a salt & heated pool + hot tub. Located in a super quiet & very safe neighborhood in beautiful San Diego, 15 minutes drive to the beaches, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike up Cowell Mountain next door at Mission Trails Park or around Lake Murray. Smart TV, wifi, two zone AC, full kitchen, W/D combo, top quality finishes & furniture. Everything you need for memorable vacation! No smoking or vaping on the property.

Hilltop Casita Mount Helix
View the sunrise and sunset from this panoramic hilltop casita. Enjoy a charming getaway with sweeping views of the mountains and valleys. Enjoy refreshments on private patio while taking in the sights of palm trees and endless hills. Located 15 miles from the beach and 20 minutes from many major San Diego attractions. Please note: we currently have an outdoor renovation project in process behind the casita. There may be days during your stay in which outdoor work is being performed.

Mt. Helix Casita private petite home
This cozy, quiet retreat (5 min. from the quaint main street of downtown La Mesa) used to be a doll factory. Drink your morning ritual on our deck amongst the trees. 15 min. from downtown and SAN airport. 10 minutes from SDSU. 25 minutes to La Jolla/ beaches and most San Diego colleges and attractions like Birch Aquarium. 15 minutes from Balboa Park museums. Hike Mission trails-15 min. from trailheads. Take a walk up scenic Mt Helix and enjoy the vistas. Flora and fauna abound.

Vineyard & Winery Guest House
A hidden gem! Please send an inquiry if you are interested in staying with us. Get away and stay at the historic pioneer era Clark Ranch established in 1885. Our guest house sits above our winery tasting room and has its own private entrance and driveway. It's clean, cozy, and self-contained . Make it a weekend 'getaway' stay and sample our fine wines. There is a tower in the vineyard where you can enjoy a glass of wine and watch the sun set. Balcony overlooks Dulzura Creek.

Mountain top view getaway loft
This loft is completely sound proof! VIEWS, VIEWS, VIEWS!! Do not miss this stunning contemporary loft, located in the highly desired Mt. Helix community. The guest house faces west, giving you phenomenal 270-degree views of the ocean, Downtown, Point Loma, Coronado islands, Coronado bridge, and more! Designed and built by an acclaimed San Diego home designer, this property was featured in Dream Homes Magazine and is well known for its incredible design and construction.

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..

San Diego Newly Built Private Guesthouse (Sleep 4)
Newly built one-bedroom private guesthouse w/view of Cowles Mountain and separate street entrance. Living room has queen futon. A 50" smart TV with YouTube TV. Free high-speed Wi-Fi. Kitchen with refrigerator, stove, oven, microwave, dishwasher, toaster, and Keurig coffee machine. Bedroom has queen bed and 40" smart TV. Bathroom has large shower and electronic bidet. Washer/dryer. Allow small pets up to 35 lbs. for $20 fee.

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.

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.
Popular amenities for El Cajon guesthouses
Family-Friendly guesthouses

The Happy Family * 2 playhouses near SDSU!

The Carriage House at Mt. Helix

Retreat house. Nature, Hot Tub, Views!

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

Guest house with ocean views and private deck.

Mid Century Studio Bungalow Near SDSU

Studio w/private entrance by SDSU

San Diego family bungalow!
Guesthouses with a patio

Adorable 1- bedroom guesthouse/Casita

Adorable cottage in Talmadge

Free Bikes. 5 min walk to Windensea Beach La Jolla

Gorgeous Guesthouse Poway w/Private Yard

AmazingVIEWS! Private Guest House with Balcony~

Adorable 1 bedroom house 8 min from La Jolla

La Jolla Oasis: Ocean, City and Fire Works Views

Smashing Recently-Built Ocean/Bay/City Views
Guest house rentals with a washing machine and dryer

Lovely Guesthouse in garden setting

Charming Modern Apartment with private terrace

The Golden Hill mosaic "casita"

Private GuestHouse with Kitchen,Bath,Dryer, Washer

Rancho Relaxo / Spacious Detached Guest House

Central Guest House with Private yard

Quaint Craftsman#2- Walkable, Parking, EV Charging

Beautiful Historic Home and Gardens Near Downtown!
When is the best time to visit El Cajon?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $163 AUD | $165 AUD | $169 AUD | $163 AUD | $173 AUD | $182 AUD | $187 AUD | $177 AUD | $169 AUD | $168 AUD | $161 AUD | $159 AUD |
| Avg. temp | 15°C | 15°C | 16°C | 17°C | 18°C | 20°C | 21°C | 22°C | 22°C | 20°C | 17°C | 14°C |
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