Vacation rentals with a pool in Rolling Hills Estates

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Top-rated rentals with a pool in Rolling Hills Estates

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite
A serene outdoor space features a beautifully designed lap pool adjacent to a spa, set against a backdrop of a brick guest house. Lush green grass surrounds the area, creating a peaceful environment. French doors provide access to the interior, enhancing the inviting atmosphere.
Guesthouse in Glassell Park
4.93 out of 5 average rating, 546 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!

Guest favorite
A two-story light blue house is prominently featured, showcasing large windows and a balcony on the second floor. Palm trees flank the front of the property, while vehicles are parked in the foreground. The setting highlights a clear blue sky.
Guesthouse in Long Beach
4.92 out of 5 average rating, 161 reviews

Adorable 1 bedroom house with pool and patio

Escape into a little piece of spacious heaven in the heart of Long Beach. Very accessible to beach, the park, Retro 4th Street, and the Broadway corridor. The place has been fully remodeled Loft for your comfort with all the conveniences you need. A queen size bed in the bedroom, a sofa bed for extra guests, 1.5 bathrooms, a private deck, enjoyable views from the balcony, and a pool when it is time to refresh (pool is not heated.) **Sorry, there is No parking** License Number: PRP22-00605

Guest favorite
A spacious living area is illuminated by natural light through large windows. The wooden vaulted ceiling adds warmth, while a comfortable sectional sofa with decorative pillows faces a wooden coffee table. A dining area and modern kitchen are visible in the background, enhancing the homey ambiance.
Home in Silver Lake
4.97 out of 5 average rating, 356 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!

Guest favorite
The spacious sleeping area features vaulted exposed beam ceilings and a queen bed with neutral bedding. A wooden desk is positioned nearby, complemented by a rolling chair, while a cozy seating area includes a soft armchair. Natural light enters through glass doors leading to the patio.
Guesthouse in Altadena
4.92 out of 5 average rating, 208 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

Top guest favorite
A spacious studio features a cozy queen-sized bed positioned near a light-filled window. A comfortable sofa and armchairs surround a modern coffee table, providing seating options. Wood flooring complements the contemporary furnishings, while shelves display a collection of books and art pieces.
Guesthouse in Highland Park
4.97 out of 5 average rating, 607 reviews

Modern Guesthouse in Highland Park: Pool & Parking

Relax in this serene, private Los Angeles retreat in Highland Park, set on a large, gated property near Pasadena and surrounded by a Mediterranean garden under the California sun. This beautifully designed, recently constructed modern guest studio is a separate, stand-alone structure from the primary residence, offering access to a shared swimming pool and dedicated off-street parking on a secure property. A curated original collection of art and photography books is available for guest use.

Guest favorite
A peacock stands proudly on a wooden fence, showcasing its iridescent blue and green plumage. The vibrant colors contrast with the lush greenery of surrounding bushes, creating a natural and serene setting.
Guesthouse in Rolling Hills
4.92 out of 5 average rating, 241 reviews

New, beautiful unit: view, pool and private dec

If the dates you desire are not available, you can check my other listing: A view, a pool, and, private cabana sleeps five, kindly copy the link: airbnb.com/rooms/23166270 The unit is flat w/ large wheelchair use features. Flexibility allows for up to six guests in two separate rooms. Fully equipped kitchen, laundry room, televisions. Surrounded by gardens, fountains, pool, and deck. Swim, hike, play tennis or just relax. Flexible check in after 1:00. Pets allowed with appropriate fees.

Top guest favorite
Double doors open to reveal serene outdoor views of lush greenery and rolling hills. A wooden deck surrounds a tranquil plunge pool, creating a seamless connection between indoor and outdoor spaces. Natural light floods the room, accentuating the inviting ambiance.
Bungalow in Topanga
4.97 out of 5 average rating, 285 reviews

Topanga Pool House

The Topanga Pool House is a resort like property located at the edge of the State Park, with canyon views & ocean breezes. The infrared sauna, cedar plunge pool, hot tub, outdoor bed and yoga deck provide an escape from the hustle of the city. Guests have said it's "as if you have a resort to yourselves" "spa like" "magical and healing" and that's the experience we strive to provide. We live in the upstairs unit but prioritize guest's privacy at all times.

Guest favorite
The exterior view of the studio cottage showcases a welcoming entrance surrounded by greenery. Two blue chairs and a small table are positioned in a sandy area, with garden features including foliage and decorative plants. Natural light filters through trees, creating a serene setting.
Cottage in Highland Park
4.92 out of 5 average rating, 439 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.

Guest favorite
The room features a spacious bed with crisp white linens and a light-toned wooden dresser. A television is mounted on the wall, displaying a scenic view, and large windows allow natural light to fill the space. A desk is positioned nearby, facing the patio doors.
Villa in Rancho Palos Verdes
4.94 out of 5 average rating, 169 reviews

Private Casita Room at Terranea Resort

LUXURY RESORT STAY IN PRIVATE CASITA! Enjoy your private room in an open, spacious part of Terranea resort. The room includes a king bed, private bath, private patio, and desk! Guests have access to all resort facilities, including swimming pools (one with a water slide, another for 18+) complimentary golf cart shuttles from place to place, a gym, and 4 restaurants. This space is NOT shared with any other guest. Daily housekeeping included!

Guest favorite
A sectional sofa is arranged in a cozy living area, featuring a mix of gray and black upholstery with colorful throw pillows. A black coffee table sits in front, while a vibrant wall art piece adds color above the seating. The kitchen area is visible in the background.
Apartment in Downtown Long Beach
4.86 out of 5 average rating, 133 reviews

Walk to Convention Center & Beach • Free Parking

Perfect for business travelers or beach getaways — enjoy free gated parking, a full kitchen, private balcony, and unbeatable location. Walk to the Convention Center, beach, marina, restaurants, and shops. The building offers 24-hour security, pool, gym, sauna, and elevator access. Fast Wi-Fi and a comfortable layout make it ideal for both work and relaxation. Just minutes from The Pike, Shoreline Village, and the Performing Arts Center.

Guest favorite
Two vibrant turquoise chairs are positioned on a patio made of gray pavers. The space is framed by lush greenery and features large windows that allow natural light to fill the interior. A door leads out from the living area, enhancing the connection to the outdoors.
Home in Long Beach
4.81 out of 5 average rating, 223 reviews

The Art Studio with pool & hot tub

Wake up under high ceilings in a beautiful studio featuring a colorful boho-chic decor and a wall of glass that lead into the breathtaking common yard. The full size fridge, stove and oven, kitchen sink and bar area provides all the essentials if you are planning to dine in. Guests have shared access to the pool, hot tub, and back yard areas. There is a sitting area in front of the Suite that is all for you.

Top guest favorite
A cozy room features a compact dresser with colorful drawers and a small television. A wooden shelf holds hangers above a sink area visible in the background. Natural light filters in through a nearby window, illuminating the warm-toned flooring.
Guesthouse in Los Angeles
4.94 out of 5 average rating, 183 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.

Popular amenities for Rolling Hills Estates rentals with a pool

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Quick stats about vacation rentals with a pool in Rolling Hills Estates

  • Total vacation rentals

    Explore 30 vacation rentals in Rolling Hills Estates

  • Nightly prices starting at

    Rolling Hills Estates vacation rentals start at ﺩ.ﺇ257 per night before taxes and fees

  • Verified guest reviews

    Over 1,060 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Rolling Hills Estates vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Rolling Hills Estates rentals

  • 4.7 Average rating

    Rolling Hills Estates stays receive an average rating of 4.7 out of 5 from guests

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