Holiday rentals in Highland Park

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Highland Park

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

%{current} / %{total}1 / 1
Top guest favourite
A cozy living area features two mid-century modern armchairs in warm rust tones, set around a circular coffee table. A textured stone wall serves as a backdrop, while a kitchen area is glimpsed with modern appliances and a light color palette.
Home in South Pasadena
4.98 out of 5 average rating, 234 reviews

Chic Mid Century Modern Retreat South Pasadena

Mid Century Modern Vacation Retreat on the border of Pasadena & South Pasadena. ∗ chic ∗ comfortable ∗ centrally located ∗ spacious ∗ stocked ∗ Every amenity has been thought of, every moment curated to visually delight the eye and the soul with a mix of vintage and new modern. Close to Old Town Pasadena, the Rose Bowl, Highland Park shopping & restaurants, Silverlake, Downtown LA, the Norton Simon Museum, Occidental College, the 110 & 134 freeways. The Rose Parade floats pass by our street!

Top guest favourite
A charming outdoor space features a wooden deck surrounded by lush greenery, with a shaded table and chairs set beneath a large umbrella. Twinkling lights hang above, creating a cozy atmosphere, while stone steps lead up to an upper garden area.
Flat in Eagle Rock
4.99 out of 5 average rating, 357 reviews

Private Loft-like Space w/Garden - Walk to Cafes

Private 2-Level Studio/Loft-like Apt. on lower level of ‘31 Spanish home we live in. Kitchenette, garden access, in L.A. (Eagle Rock). Garden/Mnt. Views from backyard top level. (No view from inside apt) Cool amenities, own entrance, lots of streamers, WiFi, free park. Walk to restaurants, bar, shops. 15 min. to DTLA & Hollywood. 5 min. to Pasadena/Rose Bowl. 40 min. to beach/LAX. 5 min to Occidental. Has stairs! Tiny space. Double bed. 2ppl max. No animals, kids, parties. Smoke outside only.

Guest favourite
A historic house is shown with a contemporary exterior, featuring light green siding and a grey roof. A welcoming entrance is accessed via a set of stairs, flanked by lush landscaping and a stone wall. A gated entry adds a sense of privacy.
Home in Highland Park
4.94 out of 5 average rating, 158 reviews

The Craftsman Highland Park Creative Stay.

Stay in my ADU, a historic house with a modern interior. It is a private one-bedroom space with a separate entrance. There is also a horizontal queen-sized Murphy bed in the back of the main room with a privacy curtain for extra guests. Amenities include a full kitchen, washer and dryer, and separate fast wifi. The neighborhood is tranquil at night, even though it's on the main street. I am the homeowner and live on the other side of the house. Please read my complete listing before booking.

Top guest favourite
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, 459 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.

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.
Guest house 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.

Top guest favourite
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, 186 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 favourite
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, 185 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 favourite
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, 425 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 favourite
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 Eagle Rock
4.97 out of 5 average rating, 203 reviews

Mid-Century Modern Craftsman Hillside Home

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 cooler LA nights, and multiple other outdoor patios to relax.

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.
Guest house 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.
Guest house 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

Top guest favourite
Bungalow in Mount Washington
4.9 out of 5 average rating, 163 reviews

☆Hygienic☆ Modern House, Fast Wi-Fi ❤️️DTLA

Tucked in beautiful Mt. Washington is this Spanish urban oasis, meticulously designed by architect host, offering the quintessential Mid-century/modern feel. Just minutes away from Downtown Los Angeles, our quiet neighborhood hills offer a complete change of scenes with panoramic view of the city. Need some work done? Our 200Mbps fast Wi-Fi makes it a walk in the park. Welcome and Enjoy!

Popular amenities for Highland Park holiday rentals

Quick stats about holiday rentals in Highland Park

  • Total rentals

    470 properties

  • Total number of reviews

    22K reviews

  • Family-friendly rentals

    210 properties are a good fit for families

  • Pet-friendly rentals

    170 properties allow pets

  • Rentals with a pool

    20 properties have a pool

  • Rentals with dedicated workspaces

    270 properties have a dedicated workspace