Smoking friendly holiday rentals in El Cajon

4.97 out of 5 average rating, 124 reviews

A well-lit bedroom featuring a spacious bed adorned with decorative pillows and a soft bedspread. Two stylish lamps flank the bed, providing additional lighting. Natural light enters through a window, which is dressed with light curtains, emphasizing a serene and relaxing atmosphere.

Home in Spring Valley

Paradise View Staycation Q Bed, Sofa-bed *420 *

Welcome to our Spring Valley Retreat, escape to our charming granny house nestled in the heart of Spring Valley! Discover the tranquility of our 1 bedroom 1 bath sofa bed equipped kitchen, catch up work with high speed wi-fi in the design work place Unwind in our backyard oasis complete with inviting outdoor.furniture Conveniently located 25 minutes away from Downtown San Diego and Airport and short drive from pristine breaches. 5 minutes drive to grocery store and coffee shops/shopping center.

4.99 out of 5 average rating, 133 reviews

A spacious outdoor balcony is shown, featuring comfortable lounge seating arranged for relaxation. Lush greenery surrounds the area, enhancing the view of the home with large glass doors providing natural light. The serene setting is perfect for entertaining or enjoying the scenery.

Home in Bay Ho

Gorgeous Bay & Ocean Views LG Patio~Spacious Home!

This MCM-Style Home Has STUNNING Sit-Down Views Of Mission Bay & The Ocean. Expansive Patio & Terrace To Entertain & Dine Tons Of Lounge Seating & Gas Grill. Home Provides A Large & Well Equipped Kitchen, Smart TVs & A Dinning Table That Converts To Pool Or Ping Pong For Gametime! Adjustable Vibrating Beds & Soft Linens. Super Family/Pet Friendly! 1 Garage Spot W/Remote Use Quiet One Way Street Extra Parking FreeTesla Dest Charging! SD T.O.R.Cert. #643564 SD City STRO #STR-00583L

4.98 out of 5 average rating, 101 reviews

The vibrant sunset sky is filled with hues of pink, orange, and purple, reflecting beautifully in the calm water of the pool. Palm trees stand in silhouette, framing the picturesque view of the surrounding mountains and valleys.

Guesthouse in Jamul

San Diego Mountain Retreat

3 bedroom 1 bathroom loft (2 separate sides) open concept guest house. Very peaceful East San Diego getaway. Enjoy beautiful ocean and Mountain Views during the day then relax in the jacuzzi with breath taking sunsets and the city lights at night. Best views in San Diego! Only 25 minutes from the SD airport and beaches. Minutes away from 2 local wineries and casinos. House sleeps 6 but you can invite guests up for the day for a fee. Event prices will be discussed per event. We live in main home

4.86 out of 5 average rating, 114 reviews

A refreshing pool is surrounded by a spacious deck, showcasing lounge chairs and a large umbrella. Expansive views of the city and distant hills are visible under clear blue skies, creating a serene outdoor retreat.

Bungalow in El Cajon

Stylish Relaxation-Panoramic Views-Private OASIS!

~BRAND NEW DRIVEWAY~Perched high on granite hills, our comfy, stylish bungalow is perfect for a quiet getaway in San Diego. Brew your morning coffee and stroll to the pool to let the expansive views of the city fuel your daily adventures. Host a barbeque in the spacious, private backyard after your day at the beach. Cozy up in the recliner loveseat and enjoy the big screen 4k smart TV (with cable). 420 Friendly! “Enjoy the hillside pool—just coordinate with Johnny for your own private swim.”

4.85 out of 5 average rating, 242 reviews

Condo in Lemon Grove

Boutique Casita gimmini gem..🌠💫

our Boutique Casita features beautiful ample gardens, huge trees and 3 outdoor seating areas, the house has a country feeling to it however, decor of the Casita is all modern and fresh, the kitchen houses a stove and refrigerator, the Casita can sleep up to 4 people, 2 in the main Queen bed and 2 in the kitchen area in the Daybed which has one top one bottom mattress as viewed in the pictures, access from street is flat no steps access all the way into the house , the patio has indoor parking.

4.95 out of 5 average rating, 104 reviews

The exterior of the cabin is framed by lush palm trees and vibrant greenery. A pathway of stones leads to the entrance, highlighting the natural landscape. Sunlight filters through the foliage, creating a serene and inviting atmosphere in the garden area surrounding the cabin.

Cabin in Spring Valley

Tranquil cabin nestled among the palms!

A short drive from downtown San Diego and the airport, this peaceful retreat sits atop a scenic hill, offering breathtaking valley views and stunning sunsets. Enjoy a cup of complimentary coffee on the patios, surrounded by mature palms, fruit trees, and flowers. Rest easy on the premium full bed and wake up to beautiful sunrises in the loft. In the evening, unwind by the fire in Adirondack chairs while enjoying the valley views. This tranquil cabin promises a relaxing, rejuvenating escape!

4.98 out of 5 average rating, 310 reviews

A colorful studio space features turquoise walls and a ceiling fan. A comfortable sofa with decorative pillows is paired with a coffee table. A bed with a floral-patterned comforter sits against a window, while a TV and white refrigerator complete the modern setup.

Home in La Mesa

SDCannaBnB #2 *420 *parking *dog-friendly *hot tub

Welcome to SDCannaBnB - San Diego's premier cannabis-friendly rental! Our studio is newly remodeled with luxury ammenities. We proudly cater to the cannabis community and non-users alike. Our studio has HEPA air purifiers, is fully ventilated and receives deep cleanings between each guest. This ensures that every guest checks into a clean, fresh-smelling place that feels like home. Our studio is located in our quiet, fully fenced in backyard, close to San Diego's attractions

4.93 out of 5 average rating, 102 reviews

A charming exterior of a single-story home is showcased, surrounded by lush palm trees and vibrant landscaping. The front entrance features a round window and an archway, while the driveway is paved, offering easy access to the front door.

Home in Linda Vista

Guest Room with Beautiful Views

Welcome to our charming retreat nestled in San Diego. This private suite, attached to the main house, features its own bathroom, kitchenette, and a convenient private entrance with easy self-check-in. Just 10 minutes from Mission Beach, downtown San Diego, Balboa park, and SeaWorld. 5 min from Fashion Valley Mall, and only 2 minutes from the University of San Diego. You can either use the free parking space in front of the house or make use of the private driveway next to the house.

4.98 out of 5 average rating, 244 reviews

A spacious living area is equipped with a plush sofa and light-colored chairs, accented by decorative pillows. A wooden coffee table rests on a colorful area rug. Natural light fills the room through two windows, highlighting a work desk and welcoming artwork on the wall.

Guesthouse in El Cajon

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..

4.92 out of 5 average rating, 145 reviews

Home in Mountain View

Central w/ private outdoor space & parking Pets OK

Enjoy in a quiet Casita. Self check-in to this charming & cozy home-away-from-home. Safe family neighborhood, quiet culde-sac, pets OK, private entrance, & guest parking. Private & spacious backyard, deck, grill, outdoor seating, basketball hoop, table tennis, and cornhole. Minutes away from Zoo, Balboa Park, beaches, San Diego International Airport, and so much more! I love to say HI to my guests yet your privacy is #1. Reach me via Airbnb app if I can help!

4.94 out of 5 average rating, 259 reviews

Townhouse in San Diego

San Diego's Finest: Private Hot Tub and Fire Chat

Newly renovated accommodations await with this centrally located 2-bedroom, 1-bath home close to popular attractions like beaches, the Zoo, Sea World, Bonita Golf Course, and Downtown San Diego. Convenient freeway access and private parking add to the appeal. The home boasts quality beds and bedding, along with two private patios - one featuring a hot tub while the other offers fire chat seating. Moreover, there is a fully stocked kitchen. Enjoy!

4.96 out of 5 average rating, 169 reviews

A fire pit surrounded by four chairs is situated on a spacious outdoor patio. The area is illuminated by overhead string lights, and a partial view of the house is visible in the background, enhancing the relaxing ambiance of the space.

Home in Encanto

Centrally located pet-friendly home.

Centrally located, this home is an ideal spot to explore San Diego from. It is only 10 minutes from the Airport and an easy 8 minute Uber from Downtown. It also provides all the amenities to feel right at home. The outdoor kitchen and sitting area are perfect for relaxing after a day spent exploring local attractions like the San Diego Zoo, Coronado and La Jolla beaches. Even out of the way attractions like Julian are a short one hour drive away.

Popular amenities for smoke-friendly rentals in El Cajon

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Smoke-friendly flat rentals

Top guest favourite

A tranquil outdoor space features a large tree providing shade over a wooden platform. A serene Buddha statue is situated on the platform, surrounded by vibrant foliage and decorative stones. Stairs lead to the upper apartments, while lush greenery creates a calming atmosphere.

Flat in Hillcrest

4.96 out of 5 average rating, 511 reviews

Hillcrest #1 Cozy Private Balcony ZenGarden Garage

Private room in Downtown San Diego

A bright living area features a seating arrangement with a light-colored sofa, a dining table with high stools, and a ceiling fan. Large windows provide natural light, and a sliding door leads to a small patio. An archway opens to a bedroom area.

4.95 out of 5 average rating, 22 reviews

Private Room & Bath in Downtown SD (EV)

Top guest favourite

Flat in San Diego

4.97 out of 5 average rating, 101 reviews

Resort style unique & tranquil vacation escape

4.97 out of 5 average rating, 30 reviews

A serene bedroom features a cozy bed with a textured gray coverlet. A spacious desk and chair are positioned against the wall, providing a dedicated workspace. Soft overhead lighting illuminates the room, while a ceiling fan adds a modern touch to the minimalist decor.

Private room in La Mesa

The Bare Necessities San Diego

Flat in Downtown San Diego

An aerial view captures the vibrant downtown San Diego skyline, featuring a mix of modern skyscrapers and historic buildings. A welcoming sign is prominently displayed, indicating the property as 'Welcome Home.' The bustling streets below are lined with vehicles and pedestrians.

4.8 out of 5 average rating, 46 reviews

City Views from Curated Studio I Walk Score 99!

4.8 out of 5 average rating, 54 reviews

A cozy bedroom features a spacious bed covered with a light blue quilt. A wall-mounted television is positioned opposite the bed, while a desk and chair occupy the corner. Soft light is provided by recessed ceiling fixtures, and gray curtains frame a window.

Private room in La Mesa

Cozy Room in the Heart of San Diego

A comfortable queen-size bed is dressed in a blue and grey striped comforter, surrounded by an assortment of decorative pillows. A soft blue curtain drapes behind the bed, complementing the serene color palette of the room.

Flat in Mission Hills

4.79 out of 5 average rating, 268 reviews

Beautiful Mission Hills Guest Apartment

Flat in Spring Valley

Private tranquil contemporary, peaceful

Smoke-friendly house rentals

4.9 out of 5 average rating, 156 reviews

A modern living area features a gray sofa with accent pillows, positioned in front of a coffee table. Abstract wall art adorns the walls, complemented by a decorative shelf displaying various items. Natural light is welcomed through a window, enhancing the inviting ambiance.

Home in Grant Hill

Hilltop Hideaway w/Jacuzzi, King Bed, close2 DTown

5 out of 5 average rating, 97 reviews

A spacious living area features a comfortable sectional sofa adorned with decorative pillows in soft colors. A vibrant plant wall serves as a backdrop, showcasing the 'Golden State of Mind' LED sign. A stylish area rug complements the warm tones present in the decor, creating a cozy atmosphere.

Home in San Diego

A Golden State of Mind - Work Hard, Chill Harder!

4.8 out of 5 average rating, 20 reviews

A dining area features a large wooden table surrounded by light-colored chairs. Sheer curtains frame the sliding glass doors, which open to a patio with views of greenery. A small clock and a bar table enhance the space's functionality, while a vase of flowers adds a pop of color.

Home in Lemon Grove

spacious home & fresh eggs

4.86 out of 5 average rating, 103 reviews

A living area is visible, featuring a large sectional couch positioned in front of a low coffee table. A television is mounted on the wall, with a storage unit below. A dining area is seen in the background, complemented by a ceiling fan and decorative elements.

Home in City Heights

Renovated Residential Home in heart of San Diego

4.99 out of 5 average rating, 146 reviews

An outdoor fire pit is surrounded by four black wooden Adirondack chairs, creating a cozy seating area. Lush greenery and a tree provide shade, while a spacious yard is visible in the background, featuring lounge furniture and a view of the home.

Home in Chula Vista

Hot Tub Getaway by the Coast

4.94 out of 5 average rating, 218 reviews

A spacious living area is furnished with a large sectional sofa and an armchair, complemented by a coffee table. A flatscreen TV is mounted on a media console, with natural light streaming in from a nearby window. An open layout leads to the dining area and kitchen.

Home in Rolando

Stunning San Diego Home w/Pool,Spa,Outdoor Oasis

4.79 out of 5 average rating, 39 reviews

A round dining table is surrounded by four upholstered chairs, each featuring a floral design. A soft, neutral table runner is placed at the center, holding a small vase with greenery. Natural light filters through a window with white blinds, illuminating the space.

Home in City Heights

Cozy cottage

5 out of 5 average rating, 100 reviews

Home in Los Olivos

Quiet Country Home

Smoke-friendly apartment rentals

4.98 out of 5 average rating, 52 reviews

The kitchen features modern appliances, including a stainless-steel stove and microwave. Open shelving is used for storage, displaying cookbooks and decorative items. The dark refrigerator contrasts with light cabinets, while a textured black rug adds warmth to the wooden floor.

Condo in Gaslamp Quarter

Gaslamp Huge Layout 4BR/2BA Attached Units

Condo in Downtown San Diego

An aerial view showcases the vibrant downtown San Diego skyline, with its mix of modern skyscrapers and historic buildings. The location is highlighted with an arrow, indicating proximity to local attractions and amenities. Streets bustling with activity are visible below, emphasizing the urban atmosphere.

4.91 out of 5 average rating, 11 reviews

Gaslamp Elite Studio | Walk to Dining

Condo in Downtown San Diego

A spacious studio room features a queen size bed with a light-colored duvet. A seating area with two gray armchairs is positioned next to a small table. A 42” TV is mounted on the wall, and large windows allow natural light to illuminate the space.

4.95 out of 5 average rating, 62 reviews

Discover Downtown from a Restored Boutique Hotel