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, 532 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 leather sofa is positioned under a triangular wood-framed picture window, providing views of the greenery outside. A colorful rug with geometric patterns lies on the hardwood floor, complementing the space's white walls and natural light.
Home in Long Beach
4.79 out of 5 average rating, 760 reviews

Relaxing Spanish Stunner House near the Queen Mary

Sink into the leather sofa under a triangular wood-framed picture window and admire the art and colorful rugs that fill this Spanish-style home. Outside, take a dip in the shared splash pool, relax on the sunny patio, or gather around the fire pit. Please note, there is a guest house in the backyard. The backyard is a common area amongst guests. The splash pool is small, only 3.5 feet deep. All guests must use their discretion in practicing social distancing. This space is a classic Spanish style house built in 1932, but has been completely renovated with all new everything. We are nestled in the heart of the historic Wrigley neighborhood in Long Beach. A fully equipped kitchen, crisp linens (hypoallergenic), towels, games, and Netflix await you. You'll find coffee, tea, water, and some rotating treats floating around. You'll also love the 56 inch 4k Smart LED television. Jet to downtown, the beach, Bixby Knolls, Cal Heights or Belmont Shore within minutes. Several culturally diverse restaurants with fantastic food, and amazing coffee shops, sprinkled around the neighborhood just a short drive away. -The Spanish House has a completely detached small guest house in the rear of the yard called "The Little Bungalow" that is also an airbnb. Other than that the whole front main house is entirely yours and private! -The pool and fire pit are common areas, but you can use them at any time. -You will be given a temporary access code for the front door prior to your arrival. Please note, the door locks automatically upon exit, so you'll need to enter the access code each time. You may see me out and about in the back yard at times, feel free to come and say hello. Sometimes I make friends and we chat outside around the fire pit, sometimes I'm away. However, I will respect your privacy and our level of interaction will be organic. If you have any questions during your stay, don't hesitate to message me! The home is in a culturally and architecturally diverse neighborhood of Long Beach. Shops and restaurants are about five or six blocks away, so it is easier to bike, drive, or ride-share instead of walking to attractions. The beach, aquarium, Queen Mary, and convention center are all about 2.5-3 miles away. Some people bicycle, but I recommend driving/UBER/Lyft to get to most places. 1) There is one airbnb called "The Little Bungalow" located in the back of the yard. This is entirely separate with it's own entrance. 2) The Spanish House has its own private parking in the front driveway. 3) The main backyard is a common area, for all guests to share and use the pool, and fire pit. 4) The pool guy comes early Friday mornings for 15 minute maintenance. 5) The gardeners come Wednesdays for 1 hour maintenance.

Top guest favorite
A panoramic view of the ocean at sunset is captured, with the sun dipping below the horizon. The water reflects warm hues, while gentle waves lap against the sandy beach. In the foreground, mounds of sand are visible, indicative of beach maintenance.
Apartment in Peninsula
4.98 out of 5 average rating, 228 reviews

Apartment on the boardwalk with an amazing view

Relax and unwind in this unique getaway. Located right on the beach toward the far end of the Peninsula. Beautiful views during the day, sunsets at night. The boardwalk and ocean are right underneath your window. Occasionally you can see dolphins swimming under your window. Walk to the bay side for paddleboarding, swimming. Close to 2nd street and 2nd & PCH for restaurants. Easy access to the marina, Shoreline Village, aquarium, downtown Long Beach, convention center, cruiseship terminal.

Guest favorite
A serene pool area is surrounded by tropical palm trees and vibrant greenery. The clear blue water of the pool reflects the sky above. A small decorative fountain is visible, complemented by landscaped plant beds along the patio, providing a tranquil outdoor setting.
Guesthouse in Rolling Hills
4.84 out of 5 average rating, 397 reviews

A view, a pool, new bathroom, sleeps 5

If the dates you desire are not available you can check my other listing: New, beautiful unit: view, pool and private deck. copy the link to access the other listing: airbnb.com/rooms/52922914 The kitchen is fully equipped w/ a lg work area. Two bunk and one trundle beds. In addition, a king sized bed has replaced the queen sofa. Coin washer and dryer. Central and room air and heating. Fans and space heaters are available as well. Huge deck and pool. Pets allowed with appropriate fee.

Top guest favorite
Guesthouse in Costa Mesa
4.95 out of 5 average rating, 691 reviews

Relax and revive at THE OASIS Poolside Bungalow

Relax, reset and revive in this chic and contemporary poolside bungalow with your own private pool and spa. The attention to detail in this mini-retreat will make you feel right at home. Lay out in sun or take a dip in the pool during the day and sit in the revitalizing spa at night. The bungalow is located within miles of many major attractions in OC such as Newport, Huntington and Laguna beaches, Disneyland, hiking trails and OC Fairgrounds. 2 guests maximum and NO PARTIES PLEASE

Top guest favorite
An outdoor deck features two lounge chairs and two playful, bright green floaties beside a sparkling pool. Umbrellas provide shade, while a glass wall offers views of lush greenery and natural surroundings, creating an inviting and serene environment.
Guesthouse in Los Angeles
4.98 out of 5 average rating, 151 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 favorite
A well-appointed bathroom is displayed with a spacious countertop featuring a decorative bowl sink. A large mirror above enhances the light, while soft greenery complements the design. Storage options include wooden drawers, with neatly arranged toiletries visible atop the counter.
Guest suite in Lynwood
4.96 out of 5 average rating, 158 reviews

Adorable Farmhouse - 1 bedroom with a pool

Casa Villa invites you to stay at our cozy guest farm house. Our farmhouse is fully stocked with a king size bed, futon, iron, Wifi, heater and air conditioning. We also offer a well stocked bathroom with all necessary essentials. You'll also find a kitchen with a mini fridge, microwave, and coffee maker to start your mornings! If you love airy spaces, you'll love the centrally- located Casa Villa. We look forward to hosting you and your family soon!

Top 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
4.93 out of 5 average rating, 425 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, 162 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!

Superhost
A spacious outdoor area features a sparkling blue pool surrounded by natural stone. A hot tub is positioned at the edge of the pool, with lush greenery providing a refreshing contrast. Sunlight reflects on the water, creating a serene atmosphere.
Bungalow in San Pedro
4.91 out of 5 average rating, 139 reviews

Coastal Pool Oasis | Pool + Hot Tub

Welcome to the Coastal Pool Oasis — your perfect escape in San Pedro, LA. Nestled in a serene neighborhood with sweeping ocean views, this retreat is only a scenic stroll from the coast. Unwind in the hot tub under the stars or take a refreshing dip in the pool. Whether you’re looking to relax or explore, this hidden gem offers the ideal blend of comfort & coastal charm. Free parking and easy self check-in.

Top guest favorite
An outdoor dining area features a rugged wooden table surrounded by black chairs, illuminated by a large orb chandelier. The space overlooks city views under a twilight sky, showcasing distant hills and lights of the Silver Lake neighborhood.
Guest suite in Silver Lake
4.98 out of 5 average rating, 157 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.

Top guest favorite
An outdoor area features a pool surrounded by a spacious deck. Lounge chairs with orange cushions are arranged near the water. A stone barbecue area is located adjacent to the pool, with a backdrop of vibrant skies and palm trees, contributing to a relaxing ambiance.
Home in Sherman Oaks
4.99 out of 5 average rating, 223 reviews

MULHOLLAND HILLS RETREAT W/BEST VIEWS IN LA

LOCATION, LOCATION, LOCATION. This iconic property is situated on a highly coveted street in the Mulholland Corridor near Beverly Hills, Sherman oaks, and Bel Air. The architecture, walls of glass, open floor plan & indoor/outdoor flow celebrate the California lifestyle. This Beverly Ridge residence has an emphasis on clean lines, open spaces and inspired architecture.

Popular amenities for Rolling Hills Estates rentals with a pool

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

  • Total vacation rentals

    Explore 30 vacation rentals in Rolling Hills Estates

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    Rolling Hills Estates vacation rentals start at ﺩ.ﺇ184 per night before taxes and fees

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  • Family-friendly vacation rentals

    10 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

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

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

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