Vacation rentals in Highland Park

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Quick stats about vacation rentals in Highland Park

  • Total vacation rentals

    Explore 490 vacation rentals in Highland Park

  • Verified guest reviews

    Over 23,230 verified reviews to help you choose

  • Family-friendly vacation rentals

    230 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 170 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    290 properties have a dedicated workspace

  • Wi-Fi availability

    490 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 Occidental College, Highland Park Station, and Heritage Square Station

Top-rated vacation rentals in Highland Park

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

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Guest favorite
A spacious sleeping area features a simple, inviting bed with white linens. Natural light floods in from large glass windows, revealing the outdoor patio. Modern kitchen cabinetry with warm wood tones provides a contemporary touch to the overall space.
Tiny home in Highland Park
4.97 out of 5 average rating, 115 reviews

The Archer Highland Park

Newly Built Home with High-End Appliances right in the Heart of Highland Park between York and Figueroa. Close to everything Highland Park: 2 minute walk to 5-star rated shops, bars and restaurants on York Blvd 14 minute over-the-hill to the Metro Station and Figueroa St Close to everything NELA: Easy access to multiple freeways 110, 134, 5, 2. Fully equipped: Sub-Zero Fridge, Freezer, Icemaker, Hair Dryer, Coffee Machine, Tea Kettle. Amenities Include: Outdoor patio, Fire-pit, BBQ Grill.

Top guest favorite
A serene swimming pool is framed by lush greenery, with a modern two-story guest house visible in the background. Soft lighting highlights the pool area, enhancing the peaceful ambiance of the outdoor space as evening approaches.
Guesthouse in Los Angeles
4.97 out of 5 average rating, 636 reviews

California Modern Guesthouse in LA, Pool & Parking

Relax in this serene, private Los Angeles retreat in Highland Park, set on a gated property near Pasadena and surrounded by a Mediterranean garden. Ideal for guests seeking a quiet stay in a residential setting. This modern guest studio is a separate, stand-alone structure on an owner-occupied property, with access to a shared swimming pool and dedicated off-street parking. Thoughtfully furnished with art, photography books and modern interiors, it offers a comfortable base for exploring LA.

Top guest favorite
A bright studio space is defined by a cozy sleeping area with a spacious bed covered in a colorful blanket. A decorative shelf separates the bed from a small desk, which includes a lamp and a chair. Windows allow natural light to fill the room.
Guest suite in Highland Park
4.95 out of 5 average rating, 496 reviews

Cactus Dreaming in Highland Park

Multi-tiered patio within various sitting areas, some of which offer scenic city views are for you to enjoy California sunny weather all year around. Exposed wood beams, eclectic furnishings, and unique decor are combined to forge a lively interior. Set up in the hills of Highland Park, vibrant, exciting, historically significant and diverse north eastern LA neighborhood. The apartment is on a quiet street yet steps away from great restaurants, coffee shops, bookstores, and vintage shops.

Guest favorite
A cozy bedroom features a spacious bed adorned with premium linens and a light blanket. A vintage rug adds warmth to the concrete floor. A reading nook with an armchair is positioned near the window, while plants and decor complete the inviting atmosphere.
Guest suite in Highland Park
4.83 out of 5 average rating, 167 reviews

Cozy Spot in Centrally Located Highland Park

With a few minute walk to the best spots on York, this private oasis is sure to make your stay in LA. The space is in a hundred year old home in the heart of old LA. From vintage Moroccan rugs, premium linen sheets and towels, a tuft and needle mattress you are sure to feel rested and ready to take on the town. Natural light pools into your completely private escape. A reading nook and desk allows for work, while a vintage MCM couch with pull out allows for extra guests to stay with you.

Superhost
An entrance is shown with a vibrant red door framed by an orange wall. Two dogs sit in front, accompanied by potted plants and a wooden deck with yellow pots. An umbrella provides shade over the area, enhancing the welcoming appearance.
Guest suite in Highland Park
4.86 out of 5 average rating, 350 reviews

LA Hideaway

Hideaway in the Heart of LA: Separate entrance to the gated yard. Warm and modern studio with natural light and open space. Super comfy queen bed and full pull out sofa bed. Just enough of home with a small refrigerator and microwave to use for snacking and a coffeemaker however, not a kitchen. Located in the hip and fun neighborhood of Highland Park, close to downtown LA, Pasadena, Glendale, and s short drive to Hollywood and Santa Monica. Close to freeways and public transportation.

Top guest favorite
The living area is designed with modern furnishings, featuring a spacious sectional sofa and circular tables. Large windows provide abundant natural light and offer expansive views of the sunset over the city. A vibrant area rug enhances the warmth of the space.
Home in Los Angeles
4.97 out of 5 average rating, 189 reviews

LA Hillside House dramatic views, super clean. 2BD

Professionally cleaned and sanitized. Perfect for the business traveler! Private hillside home rebuilt as a design showcase w/sweeping views of mountains, palm trees and downtown skyscrapers. Every detail carefully considered for a peaceful stay. Very safe, with secured gate to enter the property. Convenient location in the heart of LA, easy to access but secluded in a quiet neighborhood near wilderness park. 1400 sq ft+outdoor view deck. (Please read house rules prior to booking)

Top guest favorite
A cozy living area is furnished with a sectional sofa and chairs, complemented by a coffee table and a television mounted on a wooden stand. Natural light enters through two windows, accentuating the coffered ceiling and neutral wall tones.
Home in South Pasadena
5 out of 5 average rating, 116 reviews

Sweet Retreat Craftsman Bungalow in South Pasadena

Welcome home! This historic Craftsman bungalow has been thoughtfully designed with modern amenities to ensure an exceptionally comfortable stay. Whether you’re gathering around the kitchen island to cook, enjoying lively conversations over dinner, or focusing in the dedicated office space, this home provides everything you need to connect, stay productive, find inspiration, and relax fully. It’s the perfect retreat for families and travelers to experience both charm and 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, 456 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 private entrance is framed by open double doors, allowing soft light to spill into the studio space. Fresh white curtains gently sway in the breeze. The interior showcases a modern design with light wood flooring and visible furnishings, merging indoor and outdoor elements.
Home in Highland Park
4.95 out of 5 average rating, 219 reviews

Your LA getaway awaits!

Kick back and relax in this calm, stylish space 12 mins walk from hip & happening York Blvd & Highland Park Metro station. Brand new remodel, all new furnishings, detached studio w/ private entrance, on a quiet street in Highland Park, LA's hippest neighborhood. Enjoy the exclusive use of 2 large, private patios complete with dining table, chairs, deck chairs & sun loungers, or wind down in the gorgeous 5' shower in the brand new bathroom. Perfect for a single or couple.

Top guest favorite
A modern living room features a comfortable leather couch paired with two green upholstered chairs. A large television is mounted on the wall, above a stylish wooden console. Light filters through sheer curtains, enhancing the colorful area rug that adds warmth to the space.
Home in Highland Park
4.99 out of 5 average rating, 195 reviews

Sunny Spanish Bungalow with Porch!

Beautiful 1920's Spanish bungalow in the heart of Highland Park. Well appointed with a mix of modern and vintage furnishings, comfortable mattresses (Tempurpedic & Casper) and designed with the keen eye of an artist. Artwork from well-loved, local artisans adorn the walls, the kitchen is fully equipped for your cooking needs and the home is quiet but central to all the awesome things happening in Highland Park, Pasadena, DTLA, Atwater, Silverlake, Echo Park & Glendale!

Top guest favorite
The exterior view of the studio cottage showcases a welcoming entrance surrounded by greenery. Two blue chairs and a small table are positioned in a sandy area, with garden features including foliage and decorative plants. Natural light filters through trees, creating a serene setting.
Cottage in Highland Park
4.93 out of 5 average rating, 469 reviews

Studio Cottage

This is a small Studio cottage at the rear of my home. It's craftsmanesk in style with a partially open ceiling and a skylight. It's perfect for a couple or single person. There is a swimming pool but it's not heated, fine for swimming June to Oct depending on the weather, unless you are a polar bear. It's a 5 min walk to the MetroGold Line and a 10 min walk to new restaurants on Figueroa St. I have a fairly extensive cactus / succulent garden.

Top guest favorite
A spacious outdoor deck offers multiple seating areas with sleek furniture. Lush greenery surrounds the space, including palm trees and other plants, providing a refreshing view of the landscape. The clear sky enhances the tranquil atmosphere, inviting relaxation.
Home in Highland Park
4.97 out of 5 average rating, 233 reviews

Modern Craftsman Retreat • Hillside Views

Enjoy breathtaking views at this LA hideaway. This 1923 renovated craftsman home is nestled into the hillside surrounded by beautiful landscape. Cook Sunday morning breakfast in the kitchen. Enjoy high-speed internet for your workdays at home as well as a smart TV for the nights where a little R+R is needed. This serene retreat boasts a large grass-covered backyard, a deck for those warmer LA nights, and multiple other outdoor patios to relax.

Popular amenities for Highland Park vacation rentals