Guesthouse vacation rentals in El Cajon

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Top-rated guesthouse rentals in El Cajon

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

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Guest favorite

Guesthouse in La Mesa

4.97 out of 5 average rating, 130 reviews

Da Hui Hut-Beachy home/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.

Sep 20 – 27

G$35,719 GYD per night

Guest favorite

Guesthouse in El Cajon

4.99 out of 5 average rating, 152 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.

Mar 15 – 22

G$36,716 GYD per night

Guest favorite

Guesthouse in La Mesa

4.92 out of 5 average rating, 208 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.

Oct 6 – 13

G$25,668 GYD per night

Guest favorite

Guesthouse in El Cajon

4.96 out of 5 average rating, 131 reviews

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.

Aug 19 – 26

G$35,640 GYD per night

Guest favorite

Guesthouse in La Mesa

4.97 out of 5 average rating, 169 reviews

Cozy Coop with a View

This house is perfect for a private get away. There is a patio bar & a large picture frame window that commands the best views in the area. Sit & enjoy the large patio right off the entryway to the house. I have been told our home used to be a chicken coop in the 50-60's. It is far different now, we just finished a complete remodel. Everything is updated, upgraded & ready for you. Being on the top of the hill you get the nice views, but sounds carries as well, please respect the neighbors.

Aug 2 – 9

G$33,644 GYD per night

Guest favorite

Guesthouse in El Cajon

4.98 out of 5 average rating, 191 reviews

Fletcher Hills - modern 1 BR.Easy, no step access.

** 48 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..

Feb 26 – Mar 5

G$24,540 GYD per night

Guest favorite

Guesthouse in El Cajon

4.93 out of 5 average rating, 165 reviews

San Diego Bohemian Poolside Lounge @ Eden East

Retreat to a private 1 bedroom poolside apartment. Not just a place to stay, but a retreat to recharge mind, body & spirit and forget everything currently happening on the "outside". Perfect escape for locals and tourists alike...ideal for spending some time with friends and loved ones soaking up the chill vibes of our little hidden gem in the East County of San Diego. Strong WIFI. Shared pool. By reserving, we assume you've read entire ad and agree to all house rules.

Dec 5 – 12

G$33,964 GYD per night

Guest favorite

Guesthouse in La Mesa

4.99 out of 5 average rating, 133 reviews

Stunning Guest House 15 min. from Zoo, Downtown

Stunning guest house that's 15 minutes to San Diego Zoo + downtown San Diego and 18 minutes to a beach. Unique private property with mid-century and one-of-a kind furniture in a comfortable living space. Enjoy IPAs on your private deck or coffee in bright Fiesta cups, watch TV while leaning back in the handcrafted Nicaraguan rocker or the 1950s Danish slipper chair. The cottage also has a comfy queen-sized bed. Like eclectic? This place exudes it.

Sep 16 – 23

G$33,203 GYD per night

Guest favorite

Guesthouse in La Mesa

4.9 out of 5 average rating, 142 reviews

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.

Mar 18 – 25

G$32,736 GYD per night

Guest favorite

Guesthouse in Chula Vista

4.95 out of 5 average rating, 476 reviews

Private Casita in Great Eastlake Neighborhood

This room is a "casita" (seperate living space) away from the house. It has a private entrance with a cypher lock on the door. The room has new carpet, new tile, and queen size bed. The Eastlake neighborhood is very safe and very quiet. We are located about 20 mins from the beach, downtown San Diego, and San Diego international airport. This location is only 2 miles from the Otay Ranch Mall.

Jun 27 – Jul 4

G$22,520 GYD per night

Guest favorite

Guesthouse in San Diego

4.9 out of 5 average rating, 193 reviews

STUNNING Casita with a View!!

Recently renovated two story Casita located just 20 minutes away from Downtown San Diego. Experience the crafty layout of this 500 square foot Casita. If you’re looking to unwind and refresh, then this quiet and cozy home at the end of the cul-de-sac is the right choice for you. Enjoy beautiful valley views from your living room. Perfect for a peaceful and relaxing getaway or extended stay.

Oct 22 – 29

G$26,604 GYD per night

Guest favorite

Guesthouse in Lakeside

4.94 out of 5 average rating, 100 reviews

Sky Mesa-Adorable Cottage on the Hill

Sky Mesa is a lovely space to unwind and relax after a busy day. Awake refreshed and ready for a day of exploring San Diego County in this quaint, sunny cottage with impressive views. Head out and wander east to the mountains and desert, or west to the many beautiful beaches. After a day of fun, grab a glass of wine, soak in the jacuzzi and look out over the Cuyamaca Mountains.

Apr 28 – May 5

G$23,887 GYD per night