Holiday rentals in Highland Park

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Top-rated holiday rentals in Highland Park

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

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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, 241 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 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.
Guest house 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.

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, 373 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
4.93 out of 5 average rating, 166 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 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, 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.

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, 197 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, 189 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!

Guest favourite
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.
Guest house 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 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, 433 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.

Guest favourite
A serene sleeping area features a spacious bed with a crisp white comforter, complemented by natural wood accents. A framed photograph hangs above the headboard, and a woven pendant light provides subtle illumination. Green plants and a small table add a touch of nature to the space.
Flat in Eagle Rock
4.9 out of 5 average rating, 103 reviews

Highland Park Bungalow

Come stay in the downstairs unit of a historic 1920s California Style Bungalow. 7 min away from the the heart of Highland Park surrounded by restaurants, live music and LA's oldest bowling alley. There is a SEPARATE ENTRANCE and a beautiful back patio overlooking the garden. Extremely quiet and peaceful cul-de-sac for privacy and escaping the business of the city. Check out my other Airbnb The Shawnee Cabin in Yucca Valley to see host reviews!

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, 338 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
Bungalow in Mount Washington
4.89 out of 5 average rating, 173 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

When is the best time to visit Highland Park?

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Quick stats about holiday rentals in Highland Park

  • Total holiday rentals

    Explore 470 holiday rentals in Highland Park

  • Verified guest reviews

    Over 22,340 verified reviews to help you choose

  • Family-friendly holiday rentals

    210 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 170 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    270 properties have a dedicated workspace

  • Wifi availability

    460 of Highland Park holiday rentals include wifi 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