Vacation rentals in Highland Park

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Top-rated vacation rentals in Highland Park

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

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Top guest favorite
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, 244 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 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, 607 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 favorite
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.
Apartment in Eagle Rock
4.99 out of 5 average rating, 378 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 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
4.94 out of 5 average rating, 471 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 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, 431 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, 557 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
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 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, 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 favorite
A modern studio space is visible, featuring a kitchenette with a microwave and stove. A dining area is positioned nearby, complemented by a compact cabinet. The spacious bed is made with a light-colored bedding, and a warm-colored throw is placed at the foot of the bed.
Place to stay in Mount Washington
4.91 out of 5 average rating, 183 reviews

Modern Private Studio with Kitchenette

Modern studio with a full bath, kitchenette and eating area. The studio accommodates 1-2 guests with a double bed. Located in quiet eclectic Mt. Washington (Northeast Los Angeles). Safe neighborhood, within close proximity to the Metro Train, which allows easy access to LA's attractions. Ample street parking. Walk to Starbucks, Target, local neighborhood coffee shops & trendy Highland Park restaurants & shops. Five minute drive to Eagle Rock/Glendale/Pasadena.

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.

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
4.92 out of 5 average rating, 438 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.

Superhost
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.
Apartment in Eagle Rock
4.88 out of 5 average rating, 109 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!

Popular amenities for Highland Park vacation rentals

When is the best time to visit Highland Park?

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Avg. priceG$30,322 GYDG$28,231 GYDG$29,695 GYDG$30,322 GYDG$29,485 GYDG$31,786 GYDG$32,622 GYDG$32,831 GYDG$31,786 GYDG$28,022 GYDG$30,531 GYDG$31,158 GYD
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Quick stats about vacation rentals in Highland Park

  • Total vacation rentals

    Explore 480 vacation rentals in Highland Park

  • Verified guest reviews

    Over 23,420 verified reviews to help you choose

  • Family-friendly vacation rentals

    210 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

    280 properties have a dedicated workspace

  • Wi-Fi availability

    480 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