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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Top guest favourite

Guesthouse in Pasadena

4.99 out of 5 average rating, 198 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!

Guest favourite

Guesthouse in Glassell Park

4.93 out of 5 average rating, 509 reviews

Designer’s Dream 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!

Top guest favourite

Guesthouse in Eagle Rock

4.99 out of 5 average rating, 124 reviews

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.

Guest favourite

Home in Silver Lake

4.97 out of 5 average rating, 340 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!

Top guest favourite

Guesthouse in La Cañada Flintridge

4.97 out of 5 average rating, 192 reviews

Bright, Airy House Close to Rose Bowl

Beautiful guest house at the back of a 3/4 acre property...paradise in the city. Reconnect with nature in the lush backyard with pool and spa, prepare a gourmet dinner in the spacious kitchen with herbs from the garden, and find creative inspiration in the artfully-curated decor. Renovated full bath with a tub/shower. A stackable washer and dryer in the guest house makes this destination perfect for long or short term stays. Guests must love dogs. There are 2 on the property that greet guests.

Top guest favourite

Guesthouse in Altadena

4.91 out of 5 average rating, 185 reviews

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

Guest favourite

Guesthouse in Sierra Madre

4.95 out of 5 average rating, 351 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!

Top guest favourite

Apartment in Downtown

4.97 out of 5 average rating, 173 reviews

Experience Luxury in the Heart of Los Angeles 🌟 Whether visiting Universal Studios, catching a Lakers game, or enjoying a getaway, our space offers comfort, luxury, and convenience. Relax in the hot tub, swim in the pool, or enjoy rooftop city views. **** Free parking and streaming services (Netflix, Hulu, Amazon Prime and MORE) are included. *** Smoking is prohibited 🚫 and a $500 fee will be charged for any violations. We can’t wait to host you & make your stay unforgettable! 🌴✨

Top guest favourite

Guest suite in Glendale

4.96 out of 5 average rating, 112 reviews

Spacious, private guest suite in great area

Well appointed, spacious, newly remodeled and furnished downstairs private guest suite in an exceptional area. Easy, unrestricted, nearby, safe parking on street. Private entrance. New king bed. Cedar wood hot rock sauna, large television, kitchen, and its own washer/dryer. Access to a shared private pool and jacuzzi. Private patio with chairs and table. Barbecue outside. No children or pets please. No smoking at any time inside. All basic amenities provided.

Top guest favourite

Guesthouse in Los Angeles

4.98 out of 5 average rating, 140 reviews

Private pool-side casita with stunning views!

This secluded, gated, lux retreat with stunning views sits on over 1 acre in a country-like setting with easy access to LA activities. Resort features include steam shower, filtered water, fire pit, pool, hammock, Alexa, 50” TV , hi-speed wi-fi, printer, desk, Nespresso coffee maker, BBQ w burner/pots/pans, remote controlled black out blinds, private patio, with luxury amenities and designer details. For reservations more than 3 months in advance, please inquire.

Guest favourite

Cottage in Highland Park

4.93 out of 5 average rating, 407 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.

Top guest favourite

Guest suite in Silver Lake

4.98 out of 5 average rating, 140 reviews

Oasis in the City

Come relax at your own oasis in the neighborhood of Silver Lake in Los Angeles. Perched on a hill, with stunning views, access to a pool, lots of outdoor space and beautiful gardens in which to relax, and easy walking distance to 60+ restaurants and bars, this house is the perfect retreat. Originally an artist's studio, the space is filled with art and books, making it the perfect place to relax and enjoy.