
Holiday rentals in Highland Park
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Top-rated holiday rentals in Highland Park
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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!

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.

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.

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.

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.

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.

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!

Stylish Two Bedroom House in Highland Park LA
Walking distance to everything, including the metro. Charming. Hip, Historic Neighborhood. Amazing restaurants & night life. Enjoy this centrally-located 2-story, 2-bedroom house with a private yard, laundry, 3 beds + a sleeper futon. Walking distance to the LA metro blue line, shops, bars, cafes, live music, Highland theater, lodge room, bowling alley, stunning hikes and tons of coffee shops and restaurants. Private entrance. No smoking, no parties, no pets.

Spanish styled get away, Highland Park LA
Enjoy a stylish experience at this centrally-located place. 15 minutes from downtown, easy parking, walking distance from great food and coffee, epic views! Our space was made for a single guest that needs some space to relax or as a romantic and stylish get away for couples to enjoy. Just a quick heads up. Our house sits at the top of a pretty steep hill which gives you amazing views. Just be mindful if you’re uncomfortable parking or walking on a hill.

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.

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!

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 holiday rentals
Stay near Highland Park's top sights
Other great holiday rentals in Highland Park

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Hilltop Guesthouse Getaway with Great Views in LA
When is the best time to visit Highland Park?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £110 | £102 | £108 | £110 | £107 | £115 | £118 | £119 | £115 | £101 | £111 | £113 |
| Avg. temp | 13°C | 14°C | 15°C | 17°C | 19°C | 21°C | 24°C | 25°C | 24°C | 20°C | 16°C | 13°C |
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
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