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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, 539 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
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, 152 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, 138 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
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, 403 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, 126 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, 427 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.

Top guest favorite
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, 551 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 favorite
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, 167 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.

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, 163 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
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, 763 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 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, 336 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 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, 601 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 guesthouse rentals

When is the best time to visit Highland Park?

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Avg. priceR2,131 ZARR2,131 ZARR1,961 ZARR2,353 ZARR2,046 ZARR2,012 ZARR2,046 ZARR2,046 ZARR2,046 ZARR2,080 ZARR2,234 ZARR2,080 ZAR
Avg. temp13°C14°C15°C17°C19°C21°C24°C25°C24°C20°C16°C13°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