Family-friendly holiday rentals in Pasadena

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!

Family · Indoor spaces · Access

Attached Apartment Close to Rose Bowl

Charming private casita attached to a historic home in a gated Pasadena neighborhood, just minutes from the Rose Bowl and Old Town. Romantic & serene. One bedroom with a queen bed and comfortable living area, designed for a peaceful and relaxing stay. Please note this is an attached guest suite and we live in the main house, so you may occasionally hear normal household sounds. Ideal for guests who appreciate charm, privacy, and a relaxed residential setting. Permit number: SRH2020-00281

Kitchen · Family · Location

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

Kitchen · Indoor spaces · Wi-Fi

Sweet Retreat Craftsman Bungalow in South Pasadena

Welcome home! This historic Craftsman bungalow has been thoughtfully designed with modern amenities to ensure an exceptionally comfortable stay. Whether you’re gathering around the kitchen island to cook, enjoying lively conversations over dinner, or focusing in the dedicated office space, this home provides everything you need to connect, stay productive, find inspiration, and relax fully. It’s the perfect retreat for families and travelers to experience both charm and convenience.

Kitchen · Family · Long stay

Rose City Cottage (Private Back Home)

Welcome to the City of Roses - Coming to town for a girls trip, visit family or a Rosebowl event/concert, the Hollywood Bowl, Staples Center? Come and enjoy Pasadena at this centrally located, peaceful, newly renovated, 2-bedroom & 1- bathroom guest home. The guest house includes queen beds. A back home on a large private/secure lot in a safe neighborhood, with large private patio. TVery close to the Rose Bowl, the Rose Parade route, Cal-Tech, JPL, museums, and Old Town Pasadena

Kitchen · Family · Accuracy

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.

Indoor spaces · Kitchen · Accuracy

Gracious Historical Cottage on Tranquil Estate

Welcome to the historic Markham Estate Manor, built in 1897 and located in the heart of Pasadena. Nestled just off Orange Grove Boulevard —famously known as Millionaire’s Row and along the iconic Rose Parade route—our property is central to Old Town Pasadena, the Huntington Library, the Gamble House, and offers convenient access to Southern California attractions. The property includes the Main House, where I reside, and a charming, stand-alone cottage for guests.

Indoor spaces · Kitchen · Pets

Posh 3-Luxury Huntington Gardens Home

Melt away stress in the PRIVATE exclusive outdoor hot tub of this designer home. Indulge in the luxury of a carefully curated space with colorful rooms, intricate tile-work, eclectic furnishings and decor, and a lush PRIVATE & ENCLOSED front garden with a LARGE 6 burner BBQ for some summer cooking. WE ACCEPT UP TO 2 DOGS WITH AN ADDITIONAL $150 PET CLEANING FEE. NO CATS. ALL GUESTS AGREE TO SIGN SPA SAFETY ADDENDUM PRIOR TO OCCUPANCY. SEE SAMPLE IN LAST PHOTO.

Indoor spaces · Family · Barbecue

Bright Haven by Rosebowl

Timeless charm meets modern comfort in this renovated 3-bed, 2-bath Craftsman home. Located in historic Craftsman Heights, it blends century-old charm with modern upgrades like new plumbing, electricity, Ethernet, and free Wi-Fi. Unique features of this property: Professionally redesigned interiors, chef's kitchen, in-unit laundry, smart locks. Nearby: Downtown Pasadena, Huntington Hospital, Huntington Library, The Gamble House, and Eaton Canyon Falls, Rosebowl.

Indoor spaces · Kitchen · Checkout

Pasadena - Birds, Butterflies, and Books

Five minutes' easy stroll from the many shops and restaurants on South Lake Ave, yet nestled in a safe, quiet, and leafy residential neighborhood, you are ideally placed for Cal Tech (10 minutes' walk), the Huntington Gardens (30 min walk), or NASA's JPL (20 min drive). This tastefully furnished garden property is filled with everything you need to enjoy a relaxing vacation, gentle birding day, or a productive business trip to beautiful Pasadena.

Indoor spaces · Family · Quiet

Private NE Pasadena Bungalow.

Our private 650 sq ft bungalow offers its own entrance, free parking, and the freedom to come and go as you please. Enjoy a bedroom with California King bed, living room with twin sleeper sofa, and a cozy back library stocked with books, games, and a full-size pullout sofa—perfect for 4+ guests! The space features a modern kitchen and in-unit washer for your convenience. Your ideal home away from home in a peaceful, self-contained retreat!

Kitchen · Indoor spaces · Air conditioning

Private Guest House · Perfect for Families!

Comfortable, quiet 700 sq ft private back house in one of California's safest cities — charming South Pasadena! This self-contained 2-story guesthouse sleeps up to 6 with no shared walls, secure separate entrance, and quiet neighbors. The upstairs bedroom is packed with an incredible selection of toys, games, and books that families absolutely love. Perfect for families, couples, or anyone seeking a peaceful Southern California home base.

Family · Kitchen · Long stay