Holiday rentals with a pool in Highland Park

Private Spanish Guesthouse w/ Pool & Views

Welcome to Casita Bonita-a newly constructed guesthouse nestled in the hills of beautiful Eagle Rock, Los Angeles. Whether you're seeking a quiet weekend getaway, or simply looking to unwind in a peaceful and relaxing environment, our private guesthouse is perfect for you! This secluded 1 bedroom guesthouse with kitchenette and full bathroom has all the amenities you need for your stay. Take in the gorgeous views as you sip your morning coffee on a spacious deck overlooking the sparkling pool.

"Angels Landing" Chic L.A Getaway w/ pool & spa

Welcome to "Angels Landing" a little piece of paradise. This hidden gem is situated on a hilltop overlooking L.A. & Glendale. This tri-level home has a spacious living room w/fireplace, formal dining room & kitchen w/breakfast area. 2 beds/1 bath downstairs & 1 bed/1 bath upstairs. The chic design boasts seamless indoor/outdoor living. Every space and amenity is thoughtful & designed to give guests a resort-like experience. Air B&B's Top Amenities Offered: Parking Space, Pool/Spa, Firepit & BBQ.

The Paradise Hot-Tub Treehouse

Rejuvenate and play the piano in a secluded hot tub (& cold plunge!) under the stars, surrounded by tropical plants & fruit trees, with Big-Sur-style luxury hidden in the heart of Silverlake. On this quiet cul-de-sac, you may forget you're just a short walk to the best cafes & restaurants of Silverlake. The house boasts two private view decks, a desert & citrus garden, a pond, a fire pit, & a detached meditation/work room. Featured as one of 12 "dream homes" for rent in Los Angeles Magazine!

The Rose Bowl Hideaway

Experience the best of Pasadena and LA while making The Hideaway your home base! Enjoy iconic events at the Rose Bowl 🌹 (20min. walk), visit NASA 🚀, and explore the San Gabriel Mountains 🌄. Discover the City of Roses' historic architecture, including the Gamble House, Frank Lloyd Wright structures, and your favorite Hollywood movie locations 🎬. At the end of the day unwind and make the most of your stay with modern amenities like our full kitchen, massage jet shower, and pool with hot tub.

Adorable Back House w/Secluded Garden & Yard

Stylish private pool house available with queen bed, kitchen, bathroom, desk and working area, patio, heated pool*, and garden. The unit is self-contained and opens onto a private, secure, and fenced backyard shared with the main house. Lots of great details, pet friendly, kitchen and bath, vaulted ceilings, laundry, high-speed internet, and EV car charging, in a peaceful quiet area just at the edge of Pasadena. 20 minutes to downtown LA, 7 mins to downtown Pasadena. *extra fee to heat pool

Designer home in hip Highland Park w/ pool & hotub

Our Highland Park home is bursting with color and beautiful design details. The owner is a well-known interior designer. Gorgeous front and back yard with a cowboy pool, hot tub, and gas fire-pit. Located in one of LA's hippest and most sought after neighborhoods Highland Park. We are walking distance to the two main streets York and Figueroa. Walking distance to the subway and 10 Minuets to Downtown LA. The perfect stay in every way! Los Angeles Home-Sharing Registration Number: HSR23-003040

Cottage@5 star Resort 2R 2B Kitchen 1 free parking

Selected The Best Top 50 Resort in the world. Cottage was part of Ritz Carlton until was sold to the current management. Now is private own. No relationships with current Langham hotel Excellent for those who appreciate style, refinement, trees, quiet,privacy & location. Within 2 min walk to 110 years historical resort's Poolside cafe, Jazz Bar, Grill house AfternoonTea houseYou will enjoy the beautiful garden & old trees surrounding. Surround by Historical stylish mansions neighborhood

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.

Your Private Resort in Southern California

This private pool retreat boasts a yard begging you to enjoy the California sunshine! Pasadena’s quiet charm and excellent restaurant scene put you just outside bustling Downtown LA and some of California’s main sites, including Santa Monica Beach & Pier, Hollywood, Disneyland and an extensive coastline of beaches to explore. 13 mi to Downtown Los Angeles 16 mi to Universal Studios 17 mi to Hollywood 27 mi to Santa Monica 33 mi to Knots Berry Farm 40 mi to Disneyland STR # SRU2020-00091

Your Private Resort Near the Rose Bowl Awaits

My 3 bedroom two bath home sleeps 8 comfortably, and with a formal dining room and FULLY equipped kitchen, making memories with your family and friends is effortless. Take advantage of the beautiful California sunshine and enjoy the fully enclosed backyard and completely fenced front yard with SWIMMING POOL (the pool can be heated for an extra $75.00 charge per day) outdoor dining, and string lights for the perfect ambiance. Have a glass of wine or cold beer in my eclectic living room.

New state of the art home on Historic Property

This new house is on the Historic Green and Green track, hidden down a long driveway. Designed for the owners to live in, expenses were not spared in construction or interior design. With a built in sound system and cinema style tv, you can float in the pool and enjoy both. The interior bath tub has heated walls. The kitchen is a chef’s dream. It has a walk in closet. You can charge your electric car in the gated driveway where your animals can run free. Barbecue area is included.

Stylish LA Escape: Pool & BBQ

🚗WELCOME to the BEST of Los Angeles & Pasadena! ⛳️ This cozy, NEWLY REMODELED 2-bedroom, 2-bathroom house features a modern pool and is perfect for your California adventures! Located in Northeast LA, it offers easy access to downtown, Hollywood, Pasadena, and more attractions. Comfortably accommodates up to 5 guests. BOOK now and create lasting memories in this charming retreat! Please save our home by clicking the ❤️ so you can easily find it later and share with others!