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Guest house holiday rentals in El Cajon

Find and book unique guest house rentals on Airbnb

Top-rated guest house rentals in El Cajon

Guests agree: these guest house rentals are highly rated for location, cleanliness and more.

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Guest favourite
Guest house in La Mesa
4.86 out of 5 average rating, 165 reviews

Cozy Casita

15 minutes from everywhere! The zoo, seaworld, mission bay! Upon walking inside you have a nice remodeled area to eat your homecooked meals. Or, relax on the comfy couch. You have all the amenities you could need! We also provide an airmatress. Let us know if you need it so we can provide extra linens and blankets. Enjoy the outdoor space on the patio, lounge in the hammock, play life size chess, or soak in the hot tub. **PLEASE NOTE that the backyard space is shared with the main house rental

Top guest favourite
Guest house in La Mesa
4.9 out of 5 average rating, 445 reviews

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!

Top guest favourite
A welcoming entrance features a textured walkway leading to a front door, framed by a wooden railing. Colorful flowers bloom along the sloped landscape, enhancing the natural appeal of the surroundings. Clear skies and distant homes provide a serene backdrop.
Guest house in El Cajon
4.99 out of 5 average rating, 218 reviews

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.

Top guest favourite
Guest house in La Mesa
4.97 out of 5 average rating, 116 reviews

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!

Top guest favourite
Guest house in La Mesa
4.93 out of 5 average rating, 269 reviews

Fig Tree Bungalow

Enjoy your stay in San Diego in this newly renovated guesthouse. Centrally located about a mile from Hwy 8, Hwy 125, and the Grossmont Trolley Station & Transit Center. Only a 15-20 minute drive to downtown, the airport, the beaches, and most of San Diego's other popular tourist attractions. This cozy, two-story, detached unit is located behind my home, and has its own private entrance and partitioned yard for your enjoyment. There's plenty of street parking directly in front of the house.

Top guest favourite
Guest house in La Mesa
4.86 out of 5 average rating, 111 reviews

The Carriage House at Mt. Helix

Beautifully inspiring space on Mt. Helix, custom built for the discerning AirBnB guest! This studio features solid hardwood floors, exposed beam cielings, living and dining areas with kitchen. Enormous 20 foot private balcony with Northwest views of the city and the mountains, but perhaps the best part is a large gable window looking directly at our daily San Diego sunsets, from the comfort of your bed. *Guest must have a minimum of 5 Airbnb reviews, as a guest, with an overall 5 star rating.

Top guest favourite
Guest house in La Mesa
4.97 out of 5 average rating, 158 reviews

Vacation Paradise-Heated Pool+Hot Tub+FirePit+EV

Welcome to your personal resort! This is your private Guest House with a salt & heated pool + hot tub. Located in a very quiet & safe neighborhood in beautiful San Diego. Drive 15 minutes to the beach, downtown, La Jolla, Zoo, stadiums, Sea World, Convention Center + more. Hike next door at Cowell Mountain or 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.

Guest favourite
A private balcony is showcased with terracotta tiles and a metal railing, overlooking lush greenery and distant hills. Potted plants are visible along the railing, and two lounge chairs provide a comfortable spot for relaxation while taking in the panoramic views.
Guest house in El Cajon
4.91 out of 5 average rating, 107 reviews

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.

Top guest favourite
A charming white house with a red-tiled roof is framed by a pathway lined with vibrant greenery and colorful flowers. The entrance features arched windows and two lanterns, creating an inviting façade. Lush trees surround the area, contributing to a tranquil atmosphere.
Guest house in La Mesa
4.98 out of 5 average rating, 109 reviews

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.

Guest favourite
A spacious loft features a cozy sleeping area with a plush bed adorned with grey bedding. Natural light fills the room through large windows, illuminating wooden accents and polished floors. A staircase leads to a lofted space, while a modern kitchen area is visible in the background.
Guest house in La Mesa
4.95 out of 5 average rating, 226 reviews

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.

Top guest favourite
Guest house in El Cajon
4.98 out of 5 average rating, 248 reviews

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..

Top guest favourite
Guest house in San Diego
4.99 out of 5 average rating, 428 reviews

*Private Canyon Retreat: Your Own Guesthouse*

An airy 1BD guest house at the end of a quiet dead-end street that overlooks a tranquil canyon....and an owner that works hard to create a fabulous experience for each guest; not just “another average rental”. With private entrance, full kitchen & bath, and double french doors opening onto a 400 sq ft deck with canyon views, it's the ideal retreat to come back to after exploring San Diego. Come fall in love with your next home away from home!

Popular amenities for guest house rentals in El Cajon

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Quick stats about guest house rentals in El Cajon

  • Total holiday rentals

    Explore 50 holiday rentals in El Cajon

  • Nightly prices starting at

    El Cajon holiday rentals start at £52 per night before taxes and fees

  • Verified guest reviews

    Over 3,860 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of El Cajon holiday rentals include wifi 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!

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