Guesthouse holiday rentals in Highland Park

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Top-rated Guesthouses in Highland Park

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Top Guest favourite
An open living space is showcased, featuring vaulted ceilings and warm wood tones. A comfortable couch is positioned in front of a glass coffee table, while a dining area with white chairs and a round table is visible. Modern appliances are arranged in the kitchen, complemented by a rustic brick wall.
Guesthouse in Pasadena
5 out of 5 average rating, 204 reviews

Romantic Cottage Sanctuary in Pasadena

This meticulously designed 450 sq ft private cottage provides the perfect oasis--an open, airy space with vaulted ceilings and plenty of natural light. Enjoy the 110-inch projection screen with surround sound for a cinematic experience in the evenings or a glass of wine by your own private fire pit. A sanctuary indeed! INDOORS-- New construction--it's a 450 sq. ft. slice of heaven with: •Vaulted ceilings and two skylights (with remote-control operated shades) •Full-size kitchen with modern appliances including LG fridge, toaster, and Keurig coffee maker •Media center with a state of the art sound system, Bluetooth capability, movie projector, and 110" movie screen (Hello STAR WARS!) •Queen-size Murphy bed with a comfy hybrid mattress made of memory foam and spring coils, an armoire with plenty of closet space, and puck lighting (ideal for a little late night reading) •Cozy breakfast nook with comfy linen pillows •Barn door opens to a roomy bathroom with: marble floors--frameless glass shower doors--spacious fully stocked, walk-in, sit-down shower with marble bench--oversized shower head--spacious vanity •Carriage doors that can open out to enjoy the splendor of the day OUTDOORS--A resort-like backyard is awaiting you with: •Newly constructed swimming pool (38'Lx9'W) •Beautiful and serene landscaping •Stunning ambient lighting •Fire pit •Dining table •Luxury sofa chaise lounger •2 chaise lounge chairs The cottage is situated some distance behind the main house, so you'll be able to enjoy a lot of privacy. The backyard is yours to use during your stay, including the outdoor dining area, outdoor sofa, chaise lounge chairs, fire pit, and swimming pool. Relax and enjoy!! CHECK IN: 3pm CHECK OUT: 11am PARKING: We provide parking permits (day/night) for you upon arrival. If you're staying more than one night, please be mindful to switch out the daytime permit each day. There is usually ample parking, so finding a space should not be an issue. DISCLAIMERS: (1) THERE IS NO LIFEGUARD ON DUTY SO SWIMMING IS AT YOUR OWN RISK. (2) DIVING IN THE POOL IS NOT PERMITTED. (3) WE DO NOT HEAT THE POOL. IN THE HOTTER MONTHS, THE POOL STAYS AROUND 76-80 DEGREES. HOWEVER, PLEASE KEEP IN MIND IT NATURALLY GETS COOLER DURING COLDER WEATHER (65-68 DEGREES AND BELOW). (4) PARKING ON THE STREET IS AT YOUR OWN RISK. WHILE WE'VE NEVER ENCOUNTERED ANY ISSUES, WE CANNOT GUARANTEE YOUR CAR'S SAFETY. (5) IF YOU SHOULD FORGET TO PLACE THE PARKING PERMITS IN YOUR CAR OR PLACE THEM INCORRECTLY AND RECEIVE A TICKET FROM THE CITY OF PASADENA, YOU WILL BE RESPONSIBLE TO PAY FOR THAT TICKET. We operate under the notion that, if you're getting away or on business, you're probably craving some quality time alone and privacy. We respect that while you're here. Certainly we love a good chat, but we leave it entirely up to you. If you should need anything, simply text us. We are usually available until 11pm. If we aren't reachable for whatever reason, feel free to leave us a message and we'll be sure to get back to you at our earliest convenience. Of course, in the event of an emergency or to gain access to the property, we are available 24/7. The guesthouse offers a tranquil retreat close to civilization. The metro and a variety of restaurants are easily reached on foot. Downtown Pasadena is a short bike ride, healthy walk, or brief car ride away. Pasadena is a beautiful town with so much to see! We are a 10-minute walk to the Lake Gold Line Metro Station, where you can catch the Gold Line to South Pasadena and enjoy Mission Street's shops/restaurants, take the Del Mar stop where you can take in the famous Rose Bowl Flea Market (2nd Sunday of every month), take the Union Square stop to experience Olvera Street (margaritas, anyone?) or a delicious French Dip sandwich from Phillipe's. If it's a museum you seek, exit at the Memorial Park Station to find the Norton Simon Museum, one of the best collections of visual art in the Los Angeles area. Downtown Pasadena with it's wonderful shops and restaurants is a mere 5 minutes away by bike or car (or, for those of you who enjoy some exercise, a 30-minute walk). We have two adorable dogs. They never have access to the cottage, however, so it is allergen/pet free. During your stay, we happily keep them in the house and only let them out to do their business in the front yard of the main house. You might hear the occasional bark, as they love to protect their homestead. But, most likely, you'll never hear them as the cottage is a comfortable distance away. BTW they are friendly and love meeting new people!

Guest favourite
A serene outdoor space features a beautifully designed lap pool adjacent to a spa, set against a backdrop of a brick guest house. Lush green grass surrounds the area, creating a peaceful environment. French doors provide access to the interior, enhancing the inviting atmosphere.
Guesthouse in Glassell Park
4.93 out of 5 average rating, 529 reviews

Designer’s Dream Oasis with Lap Pool & Hot Tub

Relax in the oasis of this wholly remodeled 1920s Craftsman-style guest house, dubbed the Boat House due to its proximity to the LA River. Impeccably designed brick industrial with intimate light-filled interiors, the Boat House has its own entrance and shares a large yard, fire pit, lap pool, and hot tub with the main house 50 feet away. NOTE: Euro-style kitchen includes refrigerator, toaster oven, portable electric cooktop (two burners), microwave, electric kettle for making coffee, teas, pots, pans, plates, etc. Street parking is usually never an issue. Please read the online manual. Modern, comfortable, loft-like space in hip East LA hood, Glassell Park! (FYI, it's not a real a boat house), but a unique 1920s brick building on a quiet residential street. We call it the "Boat House" because of close proximity to the LA River. The building has polished concrete floors, wood beams, mid-century design, custom copper faucets, custom OSB cabinetry & one-of-a-kind art & furnishings. There's a cozy fire-pit area right outside the door to enjoy as well as a pool, spa and fruit trees. NO FILM SHOOTS ALLOWED. PLEASE DON'T INQUIRE UNLESS PLANNING TO PAY 4X THE RATE. We lovingly designed, carefully curated and restored the guest house. We so appreciate you treading kindly with respect to the furnishings and items that share the space - (ie, please don't take the vintage pottery outdoors), typewriter (just for show), artwork, collection of books & furniture. PLEASE, NO WET TOWELS or bathing suits hung anywhere but on the hooks provided or in bathroom. There are blinds in the rooms for your privacy. The building is historic so thank you for being mindful and not putting anything other than Toilet paper in the toilet. Thank you!! The guest house shares a spacious back yard with the main house where we live. The backyard has fruit trees & a cozy fire pit. You have a private entry through a side gate. Ample street parking. We're an active family with two small kids. We live in the main house on site. We also have a chill labradoodle dog named Mel & two outdoor kitties. My hubby and I are both documentary filmmakers & have travelled extensively. We love hosting folks from all over so please say hello during your stay! We've provided blinds in the guest house and respect your privacy (we won't be too loud too early). We share our backyard with you and love to enjoy the outdoor space. We swim often, BBQ and use the firepit. Feel free to join us! (if the pool safety net is in place, please don't try and remove it yourself, thx). Please let us know if you'd like to use the pool and/or spa. The pool is heated by the sun but the spa can be quickly heated for your enjoyment. Just ask! Occasionally, we host friends, brunch & parties. Again, feel free to join in! We're easy going like that. Someone is usually on site to help with your needs or just a phone call or text away. Enjoy your stay! The guest house is located behind the main house on a quiet street, close to great coffee shops and restaurants. East LA is both hip and full of colorful diversity. The location is convenient to Silverlake, Los Feliz, Griffith Park, and Downtown. Ride sharing works great! We recommend it - Lyft or Uber. Also, various metro lines are located a couple miles away. And, Enterprise car rental has locations nearby. We're conveniently located near the 5 and 210 freeways. We live in a very ethnically diverse neighborhood. A few times a year some of our neighbors have parties: Quinceaneras, birthdays, Tomborazo bands, etc. We've never found them to be intrusive & rather enjoy the festive music!

Top Guest favourite
The living room features a spacious sectional sofa adorned with patterned cushions. A bright, abstract artwork hangs above, creating a focal point on the light-colored walls. Natural light filters through two windows, enhancing the room's airy feel. A wooden coffee table completes the inviting space.
Guesthouse in South Pasadena
4.95 out of 5 average rating, 199 reviews

Treehouse Cottage in Quiet South Pasadena Village

The apartment is very private and is in a free standing building above two garages. It is compact but is pleasantly cozy and has everything that one could need. The entry landing is always awash in morning sunlight and would be the perfect place to drink a morning cuppa and take in some vitamin D rays. The living room is bright and airy, but also the perfect viewing setup for an important ball game or Netflix film. The kitchen is a generous size and is equipped with all the necessities. The bedroom has a super-comfy king sized bed with top notch bedding. And the adjoining bathroom is also spacious with a large walk-in shower and a stack washer/dryer unit in the event you want to do a load of laundry. The apartment is situated at the end of the driveway. The area right in front of the downstairs garages is open for parking your vehicle. The stairs leading up to the unit are just adjacent to the parking area. The neighborhood consists of charismatic turn-of-the-century homes and tree-lined streets. In fact, South Pasadena has been designated as one of America's "Tree Cities". Many shops, restaurants, and fun local events can be easily reached on foot. We are located very close to the Gold Line Metro light rail train. From this station, you can easily can hook up with all other lines through Union Station which is a 17 minute ride away. You can go to Hollywood, Universal City (Universal Studios), Chinatown, Hollywood Bowl, Little Tokyo, Old Town Pasadena and more. And if you don't mind connecting to a bus, you can even get to Disneyland via train and bus easily in 1h15. The LAX airport is also very easily accessed via a direct flyaway bus and Metro light rail. The front door is operated with a digital lock. If guests do not know how to use one of these, they should contact us before their arrival.

Guest favourite
A modern guesthouse with white stucco walls and arched windows is seen beside a sparkling pool. Colorful landscaping provides a cheerful backdrop, while a shaded area with a white umbrella offers a spot for relaxation. Steps lead from the pool area to the entrance of the guesthouse.
Guesthouse in Eagle Rock
4.98 out of 5 average rating, 133 reviews

Private Spanish Guesthouse w/ Pool & Views

Welcome to Casita Bonita-a newly constructed guesthouse nestled in the hills of beautiful Eagle Rock, Los Angeles. Whether you're seeking a quiet weekend getaway, or simply looking to unwind in a peaceful and relaxing environment, our private guesthouse is perfect for you! This secluded 1 bedroom guesthouse with kitchenette and full bathroom has all the amenities you need for your stay. Take in the gorgeous views as you sip your morning coffee on a spacious deck overlooking the sparkling pool.

Top Guest favourite
An airy living space is highlighted by a wall of glass, allowing ample natural light. A modern kitchen features sleek white cabinetry and high-end appliances. A colorful area rug adds vibrant contrast to the concrete floor, while a simple coffee table is positioned invitingly.
Guesthouse in Silver Lake
4.99 out of 5 average rating, 398 reviews

The Silver Lake Guesthouse

Enjoy this modern, light filled loft-style haven with high ceilings and expansive glass walls. Prepare meals in the beautiful kitchen with top-of-the-line appliances and kitchenware. Completed in 2017, this Bauhaus-inspired guesthouse was featured in GQ "Best Airbnbs in Los Angeles" list. Powered by solar panels, it offers a spacious open floor plan, private deck, and keyless entry. Rest assured, we're nearby to ensure your comfort. Experience modern luxury in this sun-drenched guesthouse.

Top Guest favourite
A scenic view captures the guesthouse nestled amongst lush gardens and mature trees. Bright flowers and greenery are complemented by a terracotta-tiled roof. In the background, rolling mountains can be seen beneath a soft, cloudy sky, creating a serene outdoor atmosphere.
Guesthouse in Eagle Rock
4.97 out of 5 average rating, 422 reviews

Garden Cottage near Occidental

Extra cleaning and care during Covid-19. Social distancing practiced here! This is a serene, solar powered studio guesthouse surrounded by a flowering native garden (with veggies too) with full kitchen, set on 1/2 acre property - walking distance to Occidental College and York Blvd bars, shops & restaurants. We are 1 block from Highland Park (NELA)! Vintage appliances in the kitchen with a bathroom/shower as well as an outdoor shower set beneath a fruit filled Pomegranate tree.

Guest favourite
A covered patio area features white wicker seating and a small table, accented by potted plants and greenery. The brick flooring complements the wooden siding of the nearby house, with light streaming through the ceiling panels.
Guesthouse in South Pasadena
4.92 out of 5 average rating, 541 reviews

Charming South Pasadena garden studio near metro!

Private zen garden retreat in charming South Pasadena. Settle in with a glass of wine or a cup of coffee and a good book on the patio, or clear your mind by the pond with its soothing fountain. Fall into the comfy bed for a restful sleep. Venture out to walk to more than 25 fine restaurants, art galleries, specialty shops, and Trader Joe's or hop on the Metro to access much more. The world-famous Huntington Gardens, the Gamble House, and Rose Bowl are all within three miles.

Top Guest favourite
The image features a serene pathway leading to a blue exterior of the guest house, framed by lush trees. A stained glass window adds a decorative touch, while a wooden deck extends toward seating arrangements in a tranquil outdoor setting.
Guesthouse in Los Angeles
4.98 out of 5 average rating, 160 reviews

Private Guest House in Los Feliz

Welcome to Faffy’s Place! Named after our beloved Faffy of Galveston, Texas who’s adventurous spirit and love of a good time in a warm house inspired us to open this hillside gem to like minded travelers and bon vivants. At 450 sq. feet, Faffy’s Place is a large private single guest house on a quiet Los Feliz/Silverlake hillside. Faffy’s Place is completely private with its own entrance, garden and patio. It has been newly remodeled with a full feature kitchen and bathroom.

Top Guest favourite
A spacious bed is positioned against a light grey wall, complemented by brightly colored artwork above. Two bedside tables with lamps stand beside the bed, while a tall green plant adds a touch of nature. A wall-mounted television is visible opposite the bed.
Guesthouse in Los Angeles
4.95 out of 5 average rating, 328 reviews

Private guest suite in Los Angeles

The Guest Suite is a private stand-alone studio with separate entrance and private outdoor space. Nestled in a residential neighborhood of Frogtown (Elysian Valley) between the LA River & Dodger Stadium, it's conveniently close to Downtown LA (DTLA), Glendale, and Hollywood. Located in one of LA's most vibrant neighborhoods, you'll be able to walk (or short drive) to restaurants, bakery, coffee cafes, breweries, and music venue and a live theater.

Guest favourite
The charming exterior of the casita is highlighted by its decorative arches and pastel-color façade. An outdoor patio area features several potted plants, a table with an umbrella, and stairs leading to the entrance. The space reflects a serene environment, surrounded by lush greenery.
Guesthouse in Hollywood Hills
4.96 out of 5 average rating, 751 reviews

Historic LA Oasis with outdoor courtyard

This is a private, detached casita, steps from the famed Hollywood Bowl. It sleeps up to 3 people max - 1 queen bed upstairs and twin couch that converts into single bed in first floor living room. The casita is 2-stories, 780 sq. ft with AC, full bath & kitchen, living room and outdoor patio area. This historic home dates back to the early 1900s and sits within a larger compound that consists of a main house that is occupied by your Hosts.

Top Guest favourite
A modern kitchenette features minimalist cabinetry and a white countertop with a gas stove and sink. Open shelving displays cookware and kitchen essentials. Two metal stools provide seating at the counter, while natural light streams in through the nearby window.
Guesthouse in Eagle Rock
5 out of 5 average rating, 325 reviews

Highland Park Designer Retreat

A bright, tranquil space with a clean, modern style, perfect for relaxing after a day of work or exploring. Sheltered with private independent access. Located in the heart of Highland Park and walking distance to all the great amenities of York Blvd and just a few blocks from Figueroa and Occidental College. Downtown LA, Dodgers Stadium, Pasadena, Hollywood, Glendale and Burbank are all within a short drives reach.

Top Guest favourite
A modern pool area is featured, with a clear blue swimming pool surrounded by a spacious deck. Two lounge chairs are positioned under a striped umbrella. In the background, a two-story building is visible, flanked by lush greenery and a serene atmosphere.
Guesthouse in Highland Park
4.97 out of 5 average rating, 595 reviews

Private Modern Guesthouse with Pool, View & Garden

Relax in this serene retreat under the California sun, surrounded by a Mediterranean garden on a peaceful private lot. This beautifully designed modern guest studio is a separate structure from the primary family residence on a secure, gated property with a dedicated off-street parking space for guests. • Non-smoking Property • Only two Airbnb guests per stay • Shared Swimming Pool w/ Hosts

Popular amenities for Highland Park guesthouses

Quick stats about guesthouse rentals in Highland Park

  • Total rentals

    40 properties

  • 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

  • Popular amenities

    Kitchen, Wi-Fi and Pool