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Guesthouse vacation rentals in El Cajon

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Popular amenities for El Cajon guesthouse rentals

Family-friendly guest house rentals

Top guest favorite
A cozy living area is highlighted by a large sectional sofa adorned with various cushions. Light filters through sheer white curtains, illuminating the space. A striped coffee table rests atop a soft area rug, while a TV and a stylish lamp add functionality.
Guesthouse in South Park
4.84 out of 5 average rating, 126 reviews

Adorable San Diego Guesthouse

AlauraRating, 5 stars2 weeks ago
I have never stayed in South Park before. This location was so fun! Lots of little places to walk to. No issues with parking.
Top guest favorite
The beautifully illuminated pool area features a saltwater pool and hot tub under a starry sky. Lush tropical plants surround the space, enhancing the ambiance. A bottle of champagne and flutes are ready for celebration, while cozy seating is visible in the background.
Guesthouse in Talmadge
4.98 out of 5 average rating, 209 reviews

Lovely Guesthouse in garden setting

RamonaRating, 5 stars5 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.
Guest favorite
The exterior of a two-story guesthouse is showcased, featuring a combination of wood paneling and painted walls. A bright white door and two small windows add contrast. The area is complemented by a compact patio set with two chairs and a table on a stone surface.
Guesthouse in La Mesa
4.93 out of 5 average rating, 236 reviews

Fig Tree Bungalow

LaurenRating, 5 stars6 days ago
This place was great for our quick weekend trip. Definitely worth the price.
Top guest favorite
A vibrant sunset paints the sky in shades of orange, pink, and purple. Silhouettes of distant mountains create a serene backdrop, with trees and a rooftop visible in the foreground. The scene suggests a peaceful and scenic atmosphere.
Guesthouse in Poway
4.92 out of 5 average rating, 137 reviews

Private Family Friendly Casita/Guesthouse

KimberlyRating, 5 stars1 week ago
The casita was perfect for my family! It was bigger and even nicer in person. Robert was responsive and friendly. It was very clean, and had everything you need. We would love to stay there again!
Guest favorite
The spacious outdoor area features a neatly maintained lawn, with a stone pathway leading toward a birdbath. A volleyball net is set up in the background, surrounded by lush greenery and flowering plants. The atmosphere is serene, inviting moments of relaxation.
Guesthouse in Cardiff
4.95 out of 5 average rating, 105 reviews

Cozy Cottage in Encinitas Highlands

CarlieRating, 5 stars4 weeks ago
Carol and Tony provided everything we needed for a lovely family vacation- they accommodated our needs while traveling with a toddler and their guest house felt like a home away from home! Their backyard is heavenly and was the perfect place to relax in between all our outings. They are the nicest couple and I would recommend their lovely cottage to anyone looking for a peaceful retreat with easy access to all SoCal has to offer.
Top guest favorite
A stunning landscape features soft, rolling hills under a gradient sky transitioning from warm orange to deep blue. Granite boulders are positioned in the foreground, enhancing the serene and expansive view of the distant mountains, creating a peaceful atmosphere.
Guesthouse in Jamul
4.95 out of 5 average rating, 214 reviews

Retreat house. Nature, Hot Tub, Views!

MarilynRating, 5 stars1 week ago
We had a wonderful stay at Meaghan's place! She was non intrusive yet quick to respond when we had a question. As for the airbnb, it was spectacular! Inside was comfortable and had everything we needed. The outside - well the pictures can't quite capture the intense beauty of the surroundings. I loved the yoga platform and playing with her cats. A great place to decompress and make peace with the world.
Guest favorite
A vibrant wall art piece features two alpacas, one with a light-colored fleece and the other with dark fur. They are depicted against a backdrop of green foliage, adding a touch of nature and whimsy to the space.
Guesthouse in San Diego
4.93 out of 5 average rating, 190 reviews

Cosy quiet Guesthouse near SDSU

EvelynRating, 5 stars1 month ago
Guest house on a quiet street, fairly close to SDSU. It was "home base" for our stay in San Diego, while visiting family. Easy access to highways. Local stores & restaurant s nearby. Cute kitchen & patio area. Well maintained.
Guest favorite
A bright bathroom featuring a spacious vanity with a granite countertop and multiple drawers. A large mirror reflects natural light from the window. A walk-in shower and an oval soaking tub are present, with toiletries organized neatly on a shelf.
Guesthouse in Poway
4.96 out of 5 average rating, 184 reviews

Private Family Friendly Guest House

KristenRating, 5 stars1 month ago
We had a perfectly comfortable stay and would come back again the next time we are in town if available. The backyard is amazing!

Guest house rentals with a patio

Top guest favorite
Guesthouse in North Park
5 out of 5 average rating, 18 reviews

Golden Hour Guesthouse

DanielRating, 5 stars1 month ago
We loved our stay, it was the perfect jumping off point for our adventures in San Diego
Top guest favorite
A comfortable outdoor seating area is visible, featuring two wooden chairs and a low table with potted plants. Brightly colored textiles decorate the table, while the door to the cottage is framed by greenery. Sunlight filters through the area, enhancing the inviting ambiance.
Guesthouse in Talmadge
4.99 out of 5 average rating, 201 reviews

Adorable cottage in Talmadge

KathyRating, 5 stars2 weeks ago
Another great visit! Convenient location coupled with wonderful amenities, along with Carlos’ hospitality makes this a top choice for us when visiting San Diego to see our son!
Top guest favorite
Guesthouse in La Mesa
4.99 out of 5 average rating, 104 reviews

Private 1 BR Paradise retreat

MaryanneRating, 5 stars6 days ago
This was our second stay at Jeanne and John's beautiful Airbnb. These hosts are absolutely the best! They are responsive when needed but are not obtrusive in any way. The unit is beautifully decorated, and has any amenity you could possibly need. The mattress and bedding are very comfortable, which is something that is important to older folks like us. The location is wonderful, and the guests have a beautiful back yard that is private, beautifully landscaped, and set up for those days when you are tired of sight-seeing and just want a beautiful, poolside place to relax and unwind. We highly recommend Jeanne and John's place and hope to return again one day.
Top guest favorite
A broad view captures the coastal landscape of La Jolla, featuring the shimmering ocean, serene bay, and city lights under a clear sky. The horizon displays the iconic pier, with the vibrant residential area blended into the backdrop of rolling hills.
Guesthouse in La Jolla
4.98 out of 5 average rating, 198 reviews

La Jolla Oasis: Ocean, City and Fire Works Views

HaileyRating, 5 stars3 weeks ago
1000/10 ZERO complaints! The views from the patio/front of the house are beautiful. Perfect place to go for runs/walks. My friends and I loved it! We can’t wait to come back in the summer when it’s warm. Back houses are typically not my thing but we never saw or heard anyone. Sometimes you can hear when they’re home because you can hear steps but it’s not loud. The place has everything you need: towels, extra toilet paper, utensils, cups, plates, detergent. We played music on a speaker and laughed day and night, so Sorry Atoosa if my friends and I were loud at all..
Guest favorite
An outdoor living area features a comfortable seating arrangement on a wooden deck, adorned with orange cushions. Decorative wall art and greenery enhance the space, while a well-maintained lawn is visible in the background, creating a relaxing atmosphere for guests.
Guesthouse in Chula Vista
4.94 out of 5 average rating, 139 reviews

New! Beautiful Private Casita- King Bed & Office

ChrisRating, 5 stars3 weeks ago
Really enjoyed Alberto’s place, it’s nicely tucked away and provided a nice retreat from the busy area. We were able to relax and had all of the comforts of home. We really enjoyed the comfy couch and bed which allowed us to relax after a very busy few days. Off street parking was very nice as we had a busy agenda the few days we were in town and it was nice having our car in the driveway and secure off the street. Would absolutely stay again and recommend to anyone in the area.
Top guest favorite
A cozy living area features a sectional sofa and wooden coffee table, complemented by a television mounted on the wall. Several light sources illuminate the space, including a ceiling fan. Decorative wall art adds a personal touch, while windows allow natural light to brighten the room.
Guesthouse in La Mesa
4.99 out of 5 average rating, 258 reviews

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

VictoriaRating, 5 stars1 week ago
So grateful to Zina and Craig for giving me and my besties a safe space to recoup after my birthday dinner. The house was cozy and clean, so thanks again!
Guest favorite
A spacious studio features light-colored walls and wood flooring. A large bed is dressed in soft linens, accompanied by a side table with a lamp. A patio door opens to a private outdoor space, while a clothing rack and seating area are also visible.
Guesthouse in Serra Mesa
4.95 out of 5 average rating, 100 reviews

Cozy, Quiet and Private Backyard Studio Escape

SharonRating, 5 stars1 week ago
This was the perfect Air Bnb for our honeymoon in San Diego. It was in a great area, and the location was 15 minutes from everything we wanted to do! Couldn't recommend more
Top guest favorite
A ground-level patio features comfortable Adirondack chairs arranged around a fire pit, set on freshly laid pavers. Large sliding glass doors provide access to the interior space, illuminating the outdoor seating area.
Guesthouse in North Park
4.98 out of 5 average rating, 122 reviews

New (2022) North Park Abode w/ Roof Deck

SarahRating, 5 stars3 months ago
BOOK IT! Aesthetically well done, extremely comfortable, perfect location. Really enjoyed my stay here for 5 days. Unit has everything you may need during your stay. Love this neighborhood, so many great restaurants and shops. Parking was always available. Space is squeaky clean and bed is comfy. Next time I’m in SD I will stay here again.

Guest house rentals with a washer and dryer

Guest favorite
An outdoor living space is featured, showcasing a stone fireplace with a flickering fire. A cozy seating arrangement is present nearby, and a television is visible through a glass door, contributing to a relaxed atmosphere perfect for gathering.
Guesthouse in La Jolla
4.98 out of 5 average rating, 415 reviews

Beautiful Private Villa walk to beach

SamanthaRating, 5 stars2 weeks ago
It’s was amazing staying a Kim’s guesthouse. Felt very private and peaceful. The birds sounded so beautiful in the morning, we thought it was fake at first. The flowers just outside are beautiful. The beach within walking distance was a perfect place to play, lay out, watch the sunset and surfers. We even saw dolphins one night! Just a magical time. We will definitely come back!
Guest favorite
The exterior of a multi-level house is shown, featuring a combination of warm stucco and wood elements. A white truck is parked in the driveway, with lush palm trees and landscaping surrounding the property. Large windows provide natural light, enhancing the inviting atmosphere.
Guesthouse in La Jolla
4.79 out of 5 average rating, 191 reviews

San Diego Shangri-La

JimRating, 5 stars3 weeks ago
This apartment is great for 2 people to enjoy the San Diego / La Jolla area. We stayed here for a full month. The apartment is very cozy and the hosts are absolutely fantastic! They have an office set up downstairs (in the garage) and work there most weekdays and occasionally on weekends, so you're not in a totally private house (you have your own entrance and space upstairs), but they are close by for questions. As is prevalent in the area our small dog was very welcome in this apartment. If you have a small dog be wary of coyotes that roam the area.
Superhost
A sandy beach area is visible with several individuals enjoying the coastal environment. Bright blue skies reflect over the calm water, while spacious lawns with green grass border the beach. A few beachgoers are engaged in activities, with beach balls and towels scattered throughout.
Guesthouse in Pacific Beach
4.83 out of 5 average rating, 360 reviews

Pacific Beach Guest House With Garage and A/C

BillRating, 5 stars1 month ago
Had a great stay at this Airbnb. hist provided excellent instructions and the space was accurately described in the listing. Was a great basecamp for visiting San Diego friends and exploring the city.
Top guest favorite
The exterior of a well-constructed single-story apartment is shown, featuring a stone-accented facade and a large garage door. Clean concrete pathways lead to the entrance, surrounded by landscaped greenery and a gentle slope in the background, suggesting a tranquil rural setting.
Guesthouse in Escondido
4.98 out of 5 average rating, 329 reviews

Private 2 bedroom apt in new craftsman ranch!

KymmberlyRating, 5 stars2 weeks ago
Decided to do a stay-cation for my best friend's birthday and Jackie's home was absolutely perfect for it. The location is amazing, the property is extremely beautiful and well maintained. We did a wine tour for my friends birthday and all the wineries we went to were just minutes from the Airbnb. The home was clean, the beds were comfortable, the front porch chairs were perfect to sit in and enjoy a glass of wine. The best part was that you feel completely safe. I personally didn't even feel the need to take the house keys when we left. We left the door unlocked which I would never normally do. I really appreciate Jackie's quick responses and also allowing us to drop off one of the cars early so we didn't have to drive multiple cars around to each winery. - if you stay I recommend cordiano winery for a sunset dinner. Thank you again, Jackie! I can't wait to be back.
Superhost
Guesthouse in Alpine
4.97 out of 5 average rating, 324 reviews

La Casita Private Resort Spa and Mini Golf Course

JuliaRating, 5 stars2 weeks ago
A beautiful setting & lovely guest house with charming decor. I prefer a no-host/no deadline check-in, especially as we were driving down from Los Angeles on a Friday afternoon, a 2.5-hour drive that took 5 hours -- and I was sweating that deadline the whole way. I was prepared for it, but ... The place could use a bit of maintenance/professional cleaning -- found a sock and dog bone under the bed, indicating that it hadn't been swept under there. The water seemed low in the Jacuzzi when we got in and an unpleasant foam formed almost immediately upon entry. Was not clear that it had been cleaned (or how well it had been cleaned) before our arrival. The host did warn us to watch our footing & heads while traversing the property, but the planking to the Jacuzzi and elsewhere, as well as hand-holds on railings, should be attended to. Wifi was weak/unreliable. Wasn't crazy about freeway noise either. All that having been said, it's a gem of a place that just needs updated TLC.
Guest favorite
A white door with an arched window is set against a textured beige wall, marked with the letter 'J'. Lush green plants and bright yellow flowers frame the entrance, providing a welcoming touch to the exterior. A small mat is positioned at the door.
Guesthouse in Rancho Penasquitos
4.93 out of 5 average rating, 102 reviews

❤ Cozy Private Studio w/ WD 2 Minutes from Freeway

JenniferRating, 5 stars5 months ago
Wonderful stay! Home away from home! had everything I needed for an extended stay. Will be back for sure!
Guest favorite
Guesthouse in North Park
4.93 out of 5 average rating, 575 reviews

Quaint Craftsman#2- Walkable, Parking, EV Charging

AliceRating, 5 stars6 days ago
Loved this Airbnb! My husband and I cMe to SD to take our 1 year old son to the San Diego Zoo and this Airbnb was only 10 minutes away. This Airbnb also had so much stuff for infants, from a pack and play to plastic bowls and spoons to a high chair. Super convenient and the perfect size for us.
Superhost
An open indoor space features a comfortable sofa adorned with decorative pillows. A large glass garage door leads to a private outdoor lounge area with natural greenery, seating, and a dining table, creating a seamless transition between indoor and outdoor living.
Guesthouse in Ocean Beach
4.88 out of 5 average rating, 319 reviews

Indoor/Outdoor Sanctuary in Ocean Beach

ChristinaRating, 5 stars1 month ago
Great place! We will definitely stay again!

Quick stats about guesthouse rentals in El Cajon

  • Total rentals

    40 properties

  • Nightly prices starting at

    ﺩ.ﺇ220 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

  • Wifi availability

    40 properties include access to wifi

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