
Guesthouse vacation rentals in Highland Park
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Top-rated guesthouse rentals in Highland Park
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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!

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.

Luxury Cottage Near Old Town, Rosebowl, and More
Adorable craftsman cottage in a cozy historic neighborhood with quick access to the Rose Bowl, Old Town Pasadena, NASA / JPL, waterfalls, and hiking trails. This high-end bungalow includes parking, a garden patio, a luxury kitchen & bath, in-unit laundry, & individual climate controls. I’m a Superhost who built this casita specifically for business travelers, outdoor explorers, family visits, football fans, concert goers, and peaceful getaways. Pets welcomed. Proud host of 2025 fire victims.

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.

Private Studio-South Pasadena-LA Enclave, by Metro
Studio1511-a sunlit & private studio oasis tucked away on a gorgeous tree lined street. New kitchen & restroom w/ luxurious overhead rain shower. Big comfy bed, great natural light, open room w/ a lush green oasis & fountain outside your door. Exceptional neighborhood, few blocks to Metro Train-connect to all of LA, SoCal. Walk to historic Mission Street w/ quaint shops, bars, boutiques, coffee shops, restaurants.Expertly Cleaned & Sanitized. Hundreds of 5 Star Reviews & Superhosts for 9+ years

Modern Guesthouse in Highland Park: Pool & Parking
Relax in this serene, private Los Angeles retreat in Highland Park, set on a large, gated property near Pasadena and surrounded by a Mediterranean garden under the California sun. This beautifully designed, recently constructed modern guest studio is a separate, stand-alone structure from the primary residence, offering access to a shared swimming pool and dedicated off-street parking on a secure property. A curated original collection of art and photography books is available for guest use.

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.

Clean Modern guest house in S. Pas
Modern luxury guest house. Walking distance to all that South Pas. has to offer. Relax in this calm, modern and stylish space all in a safe family neighborhood. Space sleeps four and offers 1 bedroom with a queen bed and two daybeds in the livingroom. The larger daybed is twin sized and the smaller daybed is adequate for a person about 5 ft or less. The bathroom has beautiful Italian Arabescato marble and cool turkish limestone. It also has a washer and dryer for your convenience.

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.

Little Los Angeles Hideaway
Glass doors open onto a patio with lush trees, succulents, lounge chairs and a gas-operated firepit. Our studio in-law has a midcentury modern meets tree house feel to it. This little hideaway is completely detached from the main house and has its own separate entrance. A private bathroom is adjacent to the studio. While there isn't a stove for cooking, there is a small refrigerator, freezer, electric kettle, Kerug coffee maker, and microwave in the space.

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.

Highland Park Nest
Bright, clean & peaceful home away from home. This studio guesthouse is up off the street in a quiet safe neighborhood of north Highland Park. Close to the shops and restaurants of Pasadena, Highland Park and Eagle Rock and a short drive to downtown L.A. Off street parking & a private entry make this the perfect place to anchor yourself while town. We look forward to your stay!
Popular amenities for Highland Park guesthouse rentals
Family-friendly guest house rentals

South Pasadena Studio Near Metro

Guesthouse in the Garden!

Private NE Pasadena Bungalow.

Small Nice Backyard Studio (nr Center of Alhambra)

Adorable Hillside Cabin

Contemporary Studio with Small Town Charm

Vintage Modern Guesthouse

Family-Friendly Private Guesthouse
Guest house rentals with a patio

Hollywood Hills Retreat-Walk to Universal Studios

Cozy and Modern Casita

Unique Loft with Driveway Parking/Outdoor Patio

California Zen Style; Beverly Hills/West Hollywood

Magical Hilltop Bungalow & Garden with Views

Modern Hillside Escape surrounded by Nature

Cozy studio in the heart of LA

Chic Cottage in Cool Culver City
Guest house rentals with a washer and dryer

Panorama guesthouse/trailer on hilltop DowntownLA

Large Private Guesthouse in Burbank Magnolia Park

Charming 1930s Cottage and pet friendly!

The Chandelier Tree. House.

Lovely in Larchmont Village

620 Burbank Hillside Stay • Close to LA & Golf

BACKHOUSE BIRDIE: Silverlake foothills home

Backyard Private Studio w/ Kitchen & Free Parking
When is the best time to visit Highland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$26,148 GYD | G$26,148 GYD | G$24,056 GYD | G$28,867 GYD | G$25,102 GYD | G$24,683 GYD | G$25,102 GYD | G$25,102 GYD | G$25,102 GYD | G$25,520 GYD | G$27,403 GYD | G$25,520 GYD |
| Avg. temp | 13°C | 14°C | 15°C | 17°C | 19°C | 21°C | 24°C | 25°C | 24°C | 20°C | 16°C | 13°C |
Quick stats about guesthouse rentals in Highland Park

Total vacation rentals
Explore 40 vacation rentals in Highland Park

Verified guest reviews
Over 3,200 verified reviews to help you choose

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
40 of Highland Park vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Highland Park rentals

4.9 Average rating
Highland Park stays are highly rated by guests—averaging 4.9 out of 5!

Nearby attractions
Highland Park's top spots, include Highland Theatre, Occidental College, and Highland Park Station
Destinations to explore
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