Guesthouse holiday rentals in El Cajon

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Popular amenities for El Cajon guesthouses

Family-Friendly guesthouses

Top Guest favourite
Guesthouse in Talmadge
4.98 out of 5 average rating, 209 reviews

Lovely Guesthouse in garden setting

RamonaRating, 5 stars7 months ago
We are so grateful to have been able to stay at Gwynn's place, it is so peaceful and lovely. Like a secret garden getaway. We loved all the small touches, and beauty of the space. Gwynn made us feel very welcome and comfortable! The pool is amazing and the outdoor spaces are delightful. Can't wait to stay here again.
Top Guest favourite
Guesthouse in Talmadge
4.96 out of 5 average rating, 160 reviews

Private Guesthouse with Amazing Views

StacyRating, 5 stars3 weeks ago
This is a favorite stay in the San Diego area for us for several reasons. When we walk into the studio, we feel at home immediately. The kitchen is stocked with morning coffee and tea supplies. There are welcome sodas in the fridge and snacks in the cupboard. The unit is clean and the bed is comfortable. The cottage feels private with a balcony overlooking a canyon. There is plenty to do within 15-30 minutes of driving time. The location is safe. Kristin, the host, is very responsive. We have had no issues what so ever with any of our stays.
Top Guest favourite
Guesthouse in Jamul
4.95 out of 5 average rating, 223 reviews

Retreat house. Nature, Hot Tub, Views!

BrandonRating, 5 stars1 week ago
⭐️⭐️⭐️⭐️⭐️ A Soulful Retreat at Cloud Mountain We had the most peaceful and restorative stay at this guest home in Jamul. My partner was recovering from a hospital stay, and this place offered everything we needed—quiet, nature, and healing energy. The guest house was spotless and cozy, with thoughtful touches. We did yoga on the deck, hiked among boulders, watched every sunrise and sunset, and soaked in the hot tub under the stars. The coastal breeze, birdsong, and privacy made it feel like a true escape. We loved connecting with the warm, welcoming hosts and their family as well as their sweet animal companions both cats and dogs—including a very friendly pig named Violet! We hardly heard a single car or plane during our stay. If you're looking to reconnect with nature, this is the place. We left feeling calm, refreshed, and recharged—and we’ve already planned our return to Cloud Mountain. No need to look any further—this place is something special!!! ⭐️⭐️⭐️⭐️⭐️
Guest favourite
Guesthouse in San Diego
4.93 out of 5 average rating, 195 reviews

Cosy quiet Guesthouse near SDSU

SandyRating, 5 stars4 weeks ago
Desiree is such a sweet host! My husband, five month old, and I stayed in her Airbnb and we very much enjoyed our time. The place was well kept and clean. She had the guest house stocked with all the essentials which made it so nice and convenient. Anytime we had a question or request, she was quick to respond and resolve. The location is close to many great coffee shops, restaurants, and things to do. Glad we found this place and would definitely book it again in the future!!
Guest favourite
Guesthouse in La Mesa
4.93 out of 5 average rating, 164 reviews

Granny Flat with Bedroom/Bathroom/Kitchen

AlexisRating, 5 stars1 week ago
Staying at Janet’s was truly a 5 star experience. Janet is a lovely host and the granny flat was cozy, cute, and very clean. The property is located in a beautiful, quiet residential neighborhood not too far from all the tourist attractions of San Diego. I would absolutely not hesitate to stay here again in the future.
Top Guest favourite
Guesthouse in Chula Vista
4.95 out of 5 average rating, 560 reviews

Private Casita in Great Eastlake Neighborhood

EricaRating, 5 stars2 weeks ago
Wonderful spot and perfect for a little weekend visiting family. Super safe and beautiful neighborhood! The bed and linens were extremely comfortable and I slept like a baby. I would definitely stay here again when I’m the area. Thanks David!
Guest favourite
Guesthouse in Kensington
4.97 out of 5 average rating, 582 reviews

Central & Serene Secret Garden Guesthouse

JenniferRating, 5 stars3 weeks ago
We loved Susie’s garden guesthouse! Very walkable to a lot of lovely restaurants and close to SDSU!
Superhost
Guesthouse in Spring Valley
4.88 out of 5 average rating, 206 reviews

San Diego family bungalow!

MelissaRating, 5 stars1 week ago
The hosts were amazing! Our family had the best stay for 5 nights. Very beautiful home & community. We all felt at home & comfortable. The garden & amenities were perfect 🤩 We definitely plan to stay again in the near future, very peaceful & relaxing. Thank you very much for the most amazing stay for our mini vacation!! 😎🤩👋🏼

Guesthouses with a patio

Top Guest favourite
Guesthouse in Talmadge
4.99 out of 5 average rating, 209 reviews

Adorable cottage in Talmadge

NysaRating, 5 stars2 weeks ago
The place was exactly as described. It was clean, peaceful and private. Their landscape was beautiful with all of the different flowers. Carlos was great with communication and a pleasure to interact with. He made things as simple and straightforward as possible. We would definitely stay at his lovely place again.
Top Guest favourite
Guesthouse in Poway
4.98 out of 5 average rating, 108 reviews

Gorgeous Guesthouse Poway w/Private Yard

ToniRating, 5 stars2 weeks ago
We had a great stay. The place was very clean, private, and beautifully decorated. It felt comfortable and welcoming. Would happily stay here again.
Top Guest favourite
Guesthouse in La Jolla
4.98 out of 5 average rating, 210 reviews

La Jolla Oasis: Ocean, City and Fire Works Views

HannahRating, 5 stars2 weeks ago
Atoosa was a great host, extremely responsive and helpful before and during our stay. Her apartment is gorgeous and had everything we needed. The views and balcony were great for evening drinks. 100% recommend for anyone looking to enjoy La Jolla
Guest favourite
Guesthouse in Sherman Heights
4.86 out of 5 average rating, 145 reviews

Downtown Cottage Minutes to Gaslamp & Petco Park

JaidanRating, 5 starstoday
The hosts were so accommodating!! Place was very intimate and clean. Was very walkable to city restaurants and Petco park for a padres game. I would 100% recommend this place for a couple for a fun San Diego vacation.
Guest favourite
Guesthouse in Serra Mesa
4.95 out of 5 average rating, 106 reviews

Cozy, Quiet and Private Backyard Studio Escape

JoeeRating, 5 stars2 weeks ago
I had an absolutely wonderful stay at Stephanie's place! The space was spotless and made me feel right at home. The location was fantastic and the check-in process was incredibly easy. Stephanie was an outstanding host, always quick to respond to any questions. I especially loved the rain shower! I highly recommend this Airbnb to anyone visiting San Diego and would definitely love to stay here again!
Top Guest favourite
Guesthouse in Greater North Park
4.98 out of 5 average rating, 126 reviews

New (2022) North Park Abode w/ Roof Deck

ClairRating, 5 stars1 day ago
Had a gorgeous stay in San Diego! A quiet and gorgeous neighborhood that was close to everything we wanted to do. Everything was within 20 minutes of driving. Lauren and Boomer had easy instructions on how to check in and where to go. They had an even easier check out process, which was amazing. We will definitely stay with them again the next time we visit San Diego!
Superhost
Guesthouse in City Heights
4.86 out of 5 average rating, 266 reviews

Heart of SD | Zoo Nearby | Private Patio | Central

TatianaRating, 5 stars1 week ago
Was quiet but still close enough to all the activities and restaurants. Perfect for a couples getaway.
Guest favourite
Guesthouse in La Mesa
4.86 out of 5 average rating, 177 reviews

Private Studio with a Panoramic View

RyanRating, 5 stars2 weeks ago
We loved our stay in Eva's guesthouse. The guesthouse itself was clean, comfortable, and had great views. You can walk to downtown La Mesa with all its cute shops and restaurants, but it’s also easy to hop on the highway to get to downtown San Diego. As a bonus, we met her (I think they were hers) very friendly cats in the driveway on our way out one day!

Guest house rentals with a washing machine and dryer

Guest favourite
Guesthouse in City Heights
4.98 out of 5 average rating, 136 reviews

Private Guest House for 2 with Kitchen + Laundry

CarsonRating, 5 stars1 week ago
This was a very comfy apartment for 1, and can easily fit 2. I loved that there was an in-unit washer and dryer, along with many necessities in both the kitchen and the bathroom. There’s also a nice yard out back which I wasn’t able to use only because I was busy, but would make for a very tranquil spot to have a meal! The yard itself is teeming with healthy plants too and is overall a really nice vibe. Thanks again for hosting!
Top Guest favourite
Guesthouse in Del Cerro
4.99 out of 5 average rating, 148 reviews

The Happy Family * 2 playhouses near SDSU!

JasmineRating, 5 stars3 days ago
The guest house is AMAZING!! So super cute and family friendly. Loved and appreciated how easy the kids beds were to set up. The play houses were of course such a big hit with my kids (4 & 7yo), they literally didnt want to come inside! My husband and I loved lounging in the blue patio chairs while the kids played. So peaceful and relaxing! The beach towels and toys were awesome and we also appreciated little things like a step stool and some honest juice boxes in the fridge when we checked in! Couldn't recommend this place more and we look forward to another summer in San Diego to stay here again :)
Superhost
Guesthouse in Lemon Grove
4.9 out of 5 average rating, 231 reviews

"Glam Farmhouse dream cottage"🏠🌠

CapsRating, 5 stars2 weeks ago
This was my second time staying here, and it was just as great as the first. The place is spacious, comfortable, and has everything I needed for a smooth and relaxing stay. It’s well-equipped and very convenient. Benito made everything simple and stress-free, as always—his hospitality is much appreciated. I’m already looking forward to coming back!
Top Guest favourite
Guesthouse in Greater North Park
4.97 out of 5 average rating, 187 reviews

New Guest House - North Park

SarahRating, 5 stars2 weeks ago
This property was perfect. So beautiful, cozy, clean and well-equipped. It felt private but was a short walk to great restaurants, coffee shops and cute boutiques. We were traveling with an infant and Lynae went above and beyond in providing little extras that helped to make things easy for us. Would gladly stay here again.
Top Guest favourite
Guesthouse in Rancho Santa Fe
4.99 out of 5 average rating, 166 reviews

Rancho Relaxo / Spacious Detached Guest House

JaneRating, 5 stars3 weeks ago
my daughter and I stayed at Susie and Britt's poolhouse for 6 nights when we were in the San Diego area for a wedding. At first we thought we would look for a beach rental but then heard that it can be foggy on the coast during May and June and going 5 miles inland can make a big difference with weather. we looked in Rancho Sante Fe because that we where the wedding venue was located and we really hit the jackpot! Everything is just as described- very relaxing times in the jacuzzi and by the fire pit in the evenings. The travel to the surrounding SanDiego sights was super easy. Highly recommend this rental!!!
Guest favourite
Guesthouse in San Diego
4.93 out of 5 average rating, 151 reviews

Clean Cozy Private Guesthouse - Central San Diego

RobertRating, 5 starstoday
This place is as advertised. We really appreciated the dedicated parking and private yard for our pup. We had no issues with noise and felt like we had complete privacy. It was very easy to get around as we traveled to PB, Coronado and ocean beach while we stayed. Will definitely book this stay again.
Guest favourite
Guesthouse in City Heights
4.95 out of 5 average rating, 150 reviews

Cozy Cottage 1/2 mile to North Park close to dtwn

JasonRating, 5 stars3 weeks ago
Excellent place. We loved the location relative to the sites we wanted to see. Free parking, laundry, very well stocked kitchen, comfortable bed. We were very comfortable and happy here. And as a host Wendy was phenomenal. One of the most responsive hosts I’ve had the pleasure of connecting with on Airbnb. Thank you Wendy!!!
Guest favourite
Guesthouse in Greater North Park
4.93 out of 5 average rating, 590 reviews

Quaint Craftsman#2- Walkable, Parking, EV Charging

TiffanyRating, 5 stars2 weeks ago
This airbnb was clean, comfy, and had a lot of great amenities available. I liked that it was in walking distance of a lot of shops and restaurants. Christina was a great host, friendly and responsive. She provided good suggestions for things to do in the area. I would recommend this listing anyone looking to stay in San Diego.

Quick stats about guesthouse rentals in El Cajon

  • Total rentals

    40 properties

  • Nightly prices starting at

    $100 NZD before taxes and fees

  • Total number of reviews

    3.2K reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 properties include access to Wi-Fi

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