Vacation rentals with a pool in Highland Park, Los Angeles

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Top-rated rentals with a pool in Highland Park, Los Angeles

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Guest favorite

Guesthouse in Pasadena

4.99 out of 5 average rating, 172 reviews

Romantic Cottage Sanctuary in Pasadena

This meticulously designed 450 sq ft private cottage provides the perfect oasis--an open, airy space with vaulted ceilings and plenty of natural light. Enjoy the 110-inch projection screen with surround sound for a cinematic experience in the evenings or a glass of wine by your own private fire pit. A sanctuary indeed! INDOORS-- New construction--it's a 450 sq. ft. slice of heaven with: •Vaulted ceilings and two skylights (with remote-control operated shades) •Full-size kitchen with modern appliances including LG fridge, toaster, and Keurig coffee maker •Media center with a state of the art sound system, Bluetooth capability, movie projector, and 110" movie screen (Hello STAR WARS!) •Queen-size Murphy bed with a comfy hybrid mattress made of memory foam and spring coils, an armoire with plenty of closet space, and puck lighting (ideal for a little late night reading) •Cozy breakfast nook with comfy linen pillows •Barn door opens to a roomy bathroom with: marble floors--frameless glass shower doors--spacious fully stocked, walk-in, sit-down shower with marble bench--oversized shower head--spacious vanity •Carriage doors that can open out to enjoy the splendor of the day OUTDOORS--A resort-like backyard is awaiting you with: •Newly constructed swimming pool (38'Lx9'W) •Beautiful and serene landscaping •Stunning ambient lighting •Fire pit •Dining table •Luxury sofa chaise lounger •2 chaise lounge chairs The cottage is situated some distance behind the main house, so you'll be able to enjoy a lot of privacy. The backyard is yours to use during your stay, including the outdoor dining area, outdoor sofa, chaise lounge chairs, fire pit, and swimming pool. Relax and enjoy!! CHECK IN: 3pm CHECK OUT: 11am PARKING: We provide parking permits (day/night) for you upon arrival. If you're staying more than one night, please be mindful to switch out the daytime permit each day. There is usually ample parking, so finding a space should not be an issue. DISCLAIMERS: (1) THERE IS NO LIFEGUARD ON DUTY SO SWIMMING IS AT YOUR OWN RISK. (2) DIVING IN THE POOL IS NOT PERMITTED. (3) WE DO NOT HEAT THE POOL. IN THE HOTTER MONTHS, THE POOL STAYS AROUND 76-80 DEGREES. HOWEVER, PLEASE KEEP IN MIND IT NATURALLY GETS COOLER DURING COLDER WEATHER (65-68 DEGREES AND BELOW). (4) PARKING ON THE STREET IS AT YOUR OWN RISK. WHILE WE'VE NEVER ENCOUNTERED ANY ISSUES, WE CANNOT GUARANTEE YOUR CAR'S SAFETY. (5) IF YOU SHOULD FORGET TO PLACE THE PARKING PERMITS IN YOUR CAR OR PLACE THEM INCORRECTLY AND RECEIVE A TICKET FROM THE CITY OF PASADENA, YOU WILL BE RESPONSIBLE TO PAY FOR THAT TICKET. We operate under the notion that, if you're getting away or on business, you're probably craving some quality time alone and privacy. We respect that while you're here. Certainly we love a good chat, but we leave it entirely up to you. If you should need anything, simply text us. We are usually available until 11pm. If we aren't reachable for whatever reason, feel free to leave us a message and we'll be sure to get back to you at our earliest convenience. Of course, in the event of an emergency or to gain access to the property, we are available 24/7. The guesthouse offers a tranquil retreat close to civilization. The metro and a variety of restaurants are easily reached on foot. Downtown Pasadena is a short bike ride, healthy walk, or brief car ride away. Pasadena is a beautiful town with so much to see! We are a 10-minute walk to the Lake Gold Line Metro Station, where you can catch the Gold Line to South Pasadena and enjoy Mission Street's shops/restaurants, take the Del Mar stop where you can take in the famous Rose Bowl Flea Market (2nd Sunday of every month), take the Union Square stop to experience Olvera Street (margaritas, anyone?) or a delicious French Dip sandwich from Phillipe's. If it's a museum you seek, exit at the Memorial Park Station to find the Norton Simon Museum, one of the best collections of visual art in the Los Angeles area. Downtown Pasadena with it's wonderful shops and restaurants is a mere 5 minutes away by bike or car (or, for those of you who enjoy some exercise, a 30-minute walk). We have two adorable dogs. They never have access to the cottage, however, so it is allergen/pet free. During your stay, we happily keep them in the house and only let them out to do their business in the front yard of the main house. You might hear the occasional bark, as they love to protect their homestead. But, most likely, you'll never hear them as the cottage is a comfortable distance away. BTW they are friendly and love meeting new people!

Dec 13 – 20

R4,091 ZAR per night

Guest favorite

Guesthouse in Los Angeles

4.94 out of 5 average rating, 448 reviews

Chic Loft-Style Oasis with lap pool & hot tub

Relax in the oasis of this wholly remodeled 1920s Craftsman-style guest house, dubbed the Boat House due to its proximity to the LA River. Impeccably designed brick industrial with intimate light-filled interiors, the Boat House has its own entrance and shares a large yard, fire pit, lap pool, and hot tub with the main house 50 feet away. NOTE: Euro-style kitchen includes refrigerator, toaster oven, portable electric cooktop (two burners), microwave, electric kettle for making coffee, teas, pots, pans, plates, etc. Street parking is usually never an issue. Please read the online manual. Modern, comfortable, loft-like space in hip East LA hood, Glassell Park! (FYI, it's not a real a boat house), but a unique 1920s brick building on a quiet residential street. We call it the "Boat House" because of close proximity to the LA River. The building has polished concrete floors, wood beams, mid-century design, custom copper faucets, custom OSB cabinetry & one-of-a-kind art & furnishings. There's a cozy fire-pit area right outside the door to enjoy as well as a pool, spa and fruit trees. NO FILM SHOOTS ALLOWED. PLEASE DON'T INQUIRE UNLESS PLANNING TO PAY 4X THE RATE. We lovingly designed, carefully curated and restored the guest house. We so appreciate you treading kindly with respect to the furnishings and items that share the space - (ie, please don't take the vintage pottery outdoors), typewriter (just for show), artwork, collection of books & furniture. PLEASE, NO WET TOWELS or bathing suits hung anywhere but on the hooks provided or in bathroom. There are blinds in the rooms for your privacy. The building is historic so thank you for being mindful and not putting anything other than Toilet paper in the toilet. Thank you!! The guest house shares a spacious back yard with the main house where we live. The backyard has fruit trees & a cozy fire pit. You have a private entry through a side gate. Ample street parking. We're an active family with two small kids. We live in the main house on site. We also have a chill labradoodle dog named Mel & two outdoor kitties. My hubby and I are both documentary filmmakers & have travelled extensively. We love hosting folks from all over so please say hello during your stay! We've provided blinds in the guest house and respect your privacy (we won't be too loud too early). We share our backyard with you and love to enjoy the outdoor space. We swim often, BBQ and use the firepit. Feel free to join us! (if the pool safety net is in place, please don't try and remove it yourself, thx). Please let us know if you'd like to use the pool and/or spa. The pool is heated by the sun but the spa can be quickly heated for your enjoyment. Just ask! Occasionally, we host friends, brunch & parties. Again, feel free to join in! We're easy going like that. Someone is usually on site to help with your needs or just a phone call or text away. Enjoy your stay! The guest house is located behind the main house on a quiet street, close to great coffee shops and restaurants. East LA is both hip and full of colorful diversity. The location is convenient to Silverlake, Los Feliz, Griffith Park, and Downtown. Ride sharing works great! We recommend it - Lyft or Uber. Also, various metro lines are located a couple miles away. And, Enterprise car rental has locations nearby. We're conveniently located near the 5 and 210 freeways. We live in a very ethnically diverse neighborhood. A few times a year some of our neighbors have parties: Quinceaneras, birthdays, Tomborazo bands, etc. We've never found them to be intrusive & rather enjoy the festive music!

Jun 20 – 27

R5,235 ZAR per night

Guest favorite

Guesthouse in Los Angeles

4.97 out of 5 average rating, 513 reviews

Private LA Guesthouse with Pool, Mediterranean Garden & View

Feel at ease at this peaceful getaway under the California sun, surrounded by a Mediterranean Garden set back on a serene private lot. This Beautifully Appointed Modern Guest House is a detached standalone structure set back from the main family residence on a gated secure lot with a dedicated off-street guest parking space. • Swimming pool is a shared amenity w/ hosts and is not heated. • Hot tub is not available to guests. • Non-smoking / vaping property • Two Airbnb guests only per stay — No visitors allowed. Stand alone detached dwelling with its own separate and private entrance. This is a brand new & spacious light filled modern living space featuring stunning view of the Los Angeles National Forest to the north. Beautifully appointed with modern but comfortable furnishings with a comfy queen sized bed and quality fresh linens - courtesy snacks and continental breakfast available. This is a stand alone private guest house - It has a 2nd floor access via a dedicated staircase and can be accessed 24 hours. Late arrivals are not a problem with us at all. You may park one personal vehicle in the driveway, we will assign a space for you. We live on the property and are available if you have any questions. We are respectful of your privacy and tend to be low key but do let us know if we can help in any way. We are happy to text with you when you are here or you can call us direct if you have any more elaborate queries. We are always available. The guesthouse is centrally located in between the communities of South Pasadena and Highland Park, Pasadena, Eagle Rock, and Downtown L.A. There are a variety of amenities, craft coffee shops, restaurants, and bars to suit any taste. 5 minute drive to South Pasadena & Highland Park downtown areas. 10 Minutes from Pasadena & Rose Bowl and 15 minutes from Downtown LA POOL USE We are a family of 4 and use the pool on a daily basis during the Summer & warm days. The pool is not heated. There is no lifeguard on duty and we are not liable for any incidents in regards to the pool. The pool is strictly for the use of the registered Airbnb guests ONLY - no other visitors are permitted to use the pool. No Glass or breakables in and around the pool area - plastic containers are available in the pool room. Please follow pool rules which are located in the handbook in the studio. Whilst we are happy to extend the use of the pool to our Airbnb Guests during daylight hours, please keep in mind that we run a tranquil private guest house and not a holiday resort.

Oct 15 – 22

R3,697 ZAR per night

Guest favorite

Home in Los Angeles

4.96 out of 5 average rating, 297 reviews

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!

Jun 16 – 23

R8,367 ZAR per night

Guest favorite

Guesthouse in Sierra Madre

4.96 out of 5 average rating, 270 reviews

Tranquil Craftsman Cottage with Salt Water Pool

Whether you're seeking a quiet weekend getaway, or simply looking to unwind in a peaceful and relaxing environment, this private guesthouse is perfect for you! This secluded studio is newly renovated and set amidst a spacious outdoor living space consisting of a beautifully preserved tree house, refreshing salt water pool, and BBQ patio/lounge area. An outdoor daybed also makes for a perfect spot to kick back and read your favorite books, surf the web, or catch up on some much needed sleep!

Jul 2 – 9

R3,088 ZAR per night

Guest favorite

Guesthouse in Pasadena

4.96 out of 5 average rating, 243 reviews

Two-room Cottage/Kitchen/Tennis Ct/Pool 独立俩房/厨房/泳池

This is a two-room independent cottage located in an upscale neighborhood of Pasadena full of century-old trees. Each room has its own access door to the bathroom. Kitchen and dining area are in the studio. It is very close to CalTech, Huntington Library and Westfield Mall. The rate is $145 for two guests & $30 for each additional guest. *One king bed & one queen bed *Free on-premises parking *Tennis court *Self-entry. *Refrigerator *Laundry *No meals *Pool is not heated and no hot tub.

Feb 14 – 21

R3,187 ZAR per night

Guest favorite

Guesthouse in Altadena

4.91 out of 5 average rating, 590 reviews

Art and Nature Lovers Haven

Elegant, warm, space with its own entrance on grounds of designer mid-century home set back on a quiet private drive in the Altadena hills. Our classic California abode offers a relaxing spa-like setting surrounded by lush tropical greenery and majestic oaks. Enjoy the architectural pool with the stunning views of the San Gabriel mountains from the deck. European country villa vibe. Parking provided. Please read IMPORTANT FACTS in "Other Things to Note" section before booking.

Jul 11 – 18

R2,195 ZAR per night

Guest favorite

Guesthouse in Alhambra

4.98 out of 5 average rating, 130 reviews

Home near Hollywood, Dtla, Pasadena, Lacusc& Elac!

Is like home away from home! A relaxing atmosphere in this guest house. This is a perfect home for a traveling nurse, business trip or to just wind down. The house has 1 beautiful and peaceful bedroom with a 43inch smart TV, a cozy livingroom with a 65inch smart TV, 1 love seat, 1 big sofa bed with queen size memory foam matress. We accommodated a small office space with a desk and a chair. It has a small but beautiful kitchen with all the necessary tools for cooking.

Jun 21 – 28

R2,775 ZAR per night

Guest favorite

Cottage in Pasadena

4.97 out of 5 average rating, 286 reviews

Historical Gracious estate cottage -

Markham estate manor was built in 1897 Located in Pasadena off Orange Grove Blvd (which is also, know as millionaire row) the Rose Parade route, central to Old Town, the Huntington Library, Gamble House with easy access to Southern California sites. Perfect for couples, solo adventurers and business travelers (near Huntington Hospital, Caltech, JPL, Pasadena Convention Center.) Note: I live in the Main House and the cottage is stand alone on the same property

Oct 31 – Nov 7

R8,416 ZAR per night

Guest favorite

Cottage in Los Angeles

4.93 out of 5 average rating, 328 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.

Nov 15 – 22

R2,349 ZAR per night

Guest favorite

Guesthouse in Los Angeles

4.92 out of 5 average rating, 128 reviews

Adorable Hillside Cabin

Charming detached, private, Guest Cabin available in Boyle Heights/City Terrace/near freeways. It's 7 minutes to the Arts District in DTLA, and adjacent to USC Medical Ctr and Cal State LA. This is an autonomous space on a large hillside property. Wifi and cable! The cabin is already sparkling clean, but in addition I will adhere strictly to the sanitizing and safety guidelines provided by Airbnb and the CDC.

Mar 1 – 8

R1,454 ZAR per night

Guest favorite

Place to stay in Pasadena

4.94 out of 5 average rating, 340 reviews

Charming Guest Cottage

This 400 sq ft one room cottage sits in a beautiful very quite neighborhood. Guest will enjoy taking long walks in the near perfect year round weather. Super safe with lots of charming homes on tree lines streets. A five minute walk to the Mission Village where you can enjoy yummy foods from two different local restaurant's or shop at fabulous shops.

Oct 17 – 24

R3,925 ZAR per night