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Guesthouse vacation rentals in Highland Park

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Top-rated guesthouse rentals in Highland Park

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

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Guest favorite
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, 542 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 favorite
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, 208 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.

Top guest favorite
A bright living room features a yellow sofa and a coffee table with books on it. A flat-screen TV is mounted on the wall opposite the sofa, while a large window leads to the kitchen area in the background. Warm wood flooring enhances the spacious feel.
Guesthouse in Washington Square
4.93 out of 5 average rating, 156 reviews

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.

Top guest favorite
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
4.99 out of 5 average rating, 139 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 favorite
A welcoming entrance is framed by bright green plants and terracotta pots. The door features a subtle sign and is adorned with a lantern. Natural light filters through the window, enhancing the inviting look of the exterior.
Guesthouse in South Pasadena
4.91 out of 5 average rating, 394 reviews

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

Top guest favorite
A spacious studio features a cozy queen-sized bed positioned near a light-filled window. A comfortable sofa and armchairs surround a modern coffee table, providing seating options. Wood flooring complements the contemporary furnishings, while shelves display a collection of books and art pieces.
Guesthouse in Highland Park
4.97 out of 5 average rating, 605 reviews

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.

Guest favorite
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, 408 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 favorite
A modern living area showcases a light-furnished space with minimalist décor. Two daybeds are positioned in the room, accompanied by a dining table with chairs. A light area rug covers the wooden floor, and a small potted plant adds a touch of greenery on the coffee table.
Guesthouse in South Pasadena
5 out of 5 average rating, 128 reviews

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.

Top guest favorite
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, 430 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 favorite
A shaded patio is adorned with lush greenery, featuring a gas-operated fire pit surrounded by stone pavers. Vibrant succulents and diverse plants fill planters, while a green cushioned lounge chair invites relaxation in the tranquil outdoor setting.
Guesthouse in Eagle Rock
4.75 out of 5 average rating, 164 reviews

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.

Top guest favorite
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, 339 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 favorite
A private entrance is depicted, featuring a set of wooden gates that lead to the guesthouse. Lush greenery surrounds the entrance, with stone steps ascending to the home. The vibrant exterior walls are complemented by natural light filtering in through the foliage.
Guesthouse in Highland Park
4.97 out of 5 average rating, 198 reviews

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

When is the best time to visit Highland Park?

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Avg. priceG$26,148 GYDG$26,148 GYDG$24,056 GYDG$28,867 GYDG$25,102 GYDG$24,683 GYDG$25,102 GYDG$25,102 GYDG$25,102 GYDG$25,520 GYDG$27,403 GYDG$25,520 GYD
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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