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

Home in Encino

4.94 out of 5 average rating, 172 reviews

Welcoming Guesthouse with Pool in Encino

Relax poolside or in the hot tub surrounded by lush greenery outside this spacious, renovated guesthouse nestled in a beautiful, private setting. Interior highlights include LED TV and surround sound system, kitchenette, and ample storage. (Pool availability is May 1st - Sep 30th (No exceptions) BUT Hot Tub IS available year round.) We also provide a Keurig coffee maker with K-cups as well as complimentary wine and bottled water. There is a wall-mounted, widescreen LED TV with a surround system with YouTubeTV and Netflix There is a washer and dryer outside the house on the patio for your convenience and an iron and ironing board can be found in the Cupboard Under the Stairs. Pool & Hot Tub: Pool is only available/heated from May 1st - September 30th. No exceptions. Hot Tub is available upon request. The guest house is free-standing, private and separated from the main house by a poll, gazebo and sizable backyard. You have free access to the property and pool. We are happy to make your stay as comfortable as possible. One of us works out of the home and can be accessible if you should need any assistance. Explore Los Angeles—head out on a short walk to endless dining and shopping options on Ventura Boulevard. It's a short drive to colleges, theme parks, tourist attractions, and, of course, Hollywood. You can walk to almost anything you need to hop on a bus just a block away. *No parties, events, or large gatherings allowed. *Guests must all be 21+ years of age, except in the case of families traveling with children. *Pool is only available/heated from May 1st - September 30th. No exceptions. Hot Tub available upon request. *Un-gated pool and stairs. Children must be supervised at all times. Guest accepts all liability and holds owner harmless.

Guest favorite

Home in Woodland Hills

4.9 out of 5 average rating, 336 reviews

Family Fun Getaway – Pool, BBQ & Yard for Pets!

Make your summer getaway unforgettable at this stylish 3-bedroom retreat! Lounge in the private pool, grill in the lush, pet-friendly yard, or unwind by the fireplace. With 2 king beds, 2 twins, a fully stocked kitchen, and family-friendly extras like a high chair and pack ’n play, it’s perfect for groups or families. Centrally located near LA’s top attractions, beaches, dining, and shopping—with easy freeway access! *A tenant and her cat occupy the garage studio, but there are no shared spaces*

Guest favorite

Home in Encino

4.88 out of 5 average rating, 126 reviews

*Bright & Beautiful w/ Pool, BBQ, Upscale Area*

*Renovated, sunlit home in prestigious LA neighborhood 🌅 *Centrally located Oasis w/ BBQ, Firepit, outdoor sofas & large grassy backyard! 🔥🍖 *Newly redone pool for sunbathing and relaxation! 🏊⛱️ *Great for kids w large grassy yard & option to fence in pool 🌱💚 *2 min to top-notch restos on Ventura Blvd! 🍷🍷 *Evening strolls in high-end n'hood. *Fast WiFi + Sat TV + games to enjoy *Alfresco dining under café lights *Outdoor sofas for relaxing! *Lounge chairs for the perfect sun-soaked after

Top guest favorite

Guesthouse in Northridge

4.94 out of 5 average rating, 110 reviews

Poolhouse 1 Acre Gated Estate 24/7• Spa•Laundr

Sherwood Forest, CSUN, Van Nuys Airport, Universal Studios, RELAX & REGENERATE. Short or discounted Long stays ! You will love our place because of superior comfortable BEDS, POOL & SPA !!!! Great for professionals, couples and families. • 1 Acre Gated Private Estate • 28% Discount 31 days long term stays • Laundry & Free Parking EV • Sleep Number Bed • POOL SPA BBQ • Sleep Study • 24 /7 Keypad Private Entry • 30 Min. UNIVERSAL, HOLLYWOOD VENICE, SANTA MONICA BEACHES

Superhost

Guesthouse in Topanga

4.75 out of 5 average rating, 142 reviews

Beautiful Guesthouse with pool/jacuzzi in Mountain

Enjoy the charm of our remodeled Topanga guesthouse, complete with a new kitchen, updated bath, vaulted ceilings, and French doors opening to a waterfall pool, year-round Jacuzzi, and lush rose garden. This serene mountain retreat offers a cozy loft with a queen bed and a living room with a pull-out sofa. Nestled in the Santa Monica Mountains National Recreation Area, it’s perfect for scenic hikes or a beach day, just 15 minutes from Malibu/ Santa Monica. Quiet neighborhood; no parties, please.

Guest favorite

Bungalow in North Long Beach

4.96 out of 5 average rating, 302 reviews

Urban Farm House +Hot Tub+Pool

Private peaceful house with extensive Organic Vegetable Gardens & poolside view. Walk out your door & jump into the hot tub @ 104 degrees, available 24/7 or swimming pool. Enjoy full kitchen, bathroom w shower, queen sized bed & comfortable chair that converts to single bed. Your private entrance through fenced gated yard is on pool side, enjoy outdoor seating & BBQ grills. Free Driveway Parking. Central location between Los Angeles & Orange County. 2 min. to freeways.

Top guest favorite

Villa in Sherman Oaks

4.83 out of 5 average rating, 311 reviews

Private Villa~Views~Spa~Pool~ BBQ~Location~Gardens

Enjoy a romantic getaway, peaceful business stay or relaxing pool/spa vacation at our secluded duplex Villa, centrally located in the safe, upscale Sherman Oaks hills, featuring amazing views, wraparound deck, terraced gardens, heated designer jacuzzi/pool, built-in BBQ, pine forest, grand piano and Hollywood rustic charm. Dine under the stars, swim, spa, play croquet, foosball or BBQ in a forested garden sanctuary, far from city noise yet close to all of LA attractions.

Top guest favorite

Home in Anaheim

4.98 out of 5 average rating, 247 reviews

Walk to Disneyland - Pool home

Be our guest in our luxurious home that has all you need to relax and enjoy your vacation. The 2,000 sq. ft. home has 3 bedrooms, 3 bathrooms, a private freshwater Pool(Solar Heated), billiard room, Arcade cabinet with large 32" screen and 5,000+ games, fully stocked kitchen, 200+ Channels Cable TV, Internet &Outdoor BBQ grill. (NO PETS or PARTIES allowed) The house is NOT allowed for rent to host ANY type of gathering or events.

Guest favorite

Bungalow in Coastal San Pedro

4.93 out of 5 average rating, 122 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 just 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.

Superhost

Home in The Anaheim Resort

4.75 out of 5 average rating, 211 reviews

Walkable to Disney! Pool, Spa, Game Room

Shoot a few frames of pool before taking a refreshing dip in the private pool & hot tub or cooking lunch on the high-end bbq. Inside this resort-style bungalow, polished wooden floorboards offset black-and-white contrast walls for a sunny, upbeat ambiance. Enjoy the nightly Disneyland fireworks form our house. Short walk to Disneyland and the convention center.

Guest favorite

Home in Santa Ana

4.92 out of 5 average rating, 104 reviews

Luxury Pool Home | Disney Getaway / Traveler

Hello! Welcome and thank you for viewing my home located in the heart of OC. Just mins away from Disneyland, Angel Stadium, Honda Center, Anaheim Convention Center, Knott's Berry Farm, South Coast Plaza, & attractions. About 30-min drive to notable Beach Cities and a few mins more to arrive in downtown Los Angeles, Dodger Stadium, and Crypto Arena.

Guest favorite

Home in Santa Ana

4.95 out of 5 average rating, 131 reviews

Relaxing Oasis close by to Disneyland

Located in one of Orange County's most charming neighborhoods nestled along tree lined streets is our relaxing oasis. Enjoy time lounging in the sun room with your morning coffee or outside in our private pool surrounded by lush greenery. We’re a quick 10 mins drive to Disneyland and 30 mins to the beach.