Discover Your Perfect Rolling Hills Vacation Homes

Best Vacation Homes in Rolling Hills

New
House
Map-icon
2 Bedrooms 1 Bath 4 Guests
  • Balcony/Terrace
    Balcony/Terrace
  • Internet
    Internet
More amenities
AU $231/Night 7 Nights - AU $1,617
House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Parking
    Parking
  • Child Friendly
    Child Friendly
More amenities
AU $365/Night 7 Nights - AU $2,557
Hotel
Map-icon
like-icon8.0
Excellent
(1008 Reviews)
1 Bath
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
AU $184/Night 7 Nights - AU $1,287
Villa
Map-icon
like-icon10.0
Exceptional
(53 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Hot Tub
    Hot Tub
  • Breakfast
    Breakfast
More amenities
AU $1,620/Night 7 Nights - AU $11,342
New
star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
2 Bedrooms 2 Baths 5 Guests 1506.95 ft²
  • Oceanfront
    Oceanfront
  • EV Charge Station
    EV Charge Station
More amenities
AU $556/Night 7 Nights - AU $3,891
House
Map-icon
like-icon10.0
Exceptional
(22 Reviews)
3 Bedrooms 1 Bath 4 Guests
  • Parking
    Parking
  • Ocean View
    Ocean View
More amenities
AU $448/Night 7 Nights - AU $3,139
Villa
Map-icon
like-icon10.0
Exceptional
(9 Reviews)
2 Bedrooms 2 Baths 6 Guests 2300 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
AU $2,301/Night 7 Nights - AU $16,105
House
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
2 Bedrooms 1 Bath 6 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $538/Night 7 Nights - AU $3,764

Rolling Hills Luxury Rentals

Villa
Map-icon
3 Bedrooms 1 Bath 8 Guests 2360 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
AU $6,171/Night 7 Nights - AU $43,195
Villa
Map-icon
3 Bedrooms 1 Bath 8 Guests 2800 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
AU $6,128/Night 7 Nights - AU $42,897
Villa
Map-icon
3 Bedrooms 1 Bath 8 Guests 2360 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
AU $5,689/Night 7 Nights - AU $39,822
Villa
Map-icon
4 Bedrooms 3 Baths 8 Guests 2040 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
AU $5,668/Night 7 Nights - AU $39,678
Villa
Map-icon
3 Bedrooms 1 Bath 8 Guests 2040 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
AU $5,207/Night 7 Nights - AU $36,448
House
Map-icon
2 Bedrooms 1 Bath 6 Guests
  • Oceanfront
    Oceanfront
  • Ocean View
    Ocean View
More amenities
AU $4,493/Night 7 Nights - AU $31,448
star-icons-4
Villa
Map-icon
like-icon9.8
Exceptional
(8 Reviews)
4 Bedrooms 4 Baths 8 Guests 2873.96 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
AU $4,135/Night 7 Nights - AU $28,943
Villa
Map-icon
like-icon10.0
Exceptional
(92 Reviews)
3 Bedrooms 3 Baths 8 Guests 2400 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
AU $4,069/Night 7 Nights - AU $28,481

Rolling Hills Pet Friendly Vacation Rentals

House
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $336/Night 7 Nights - AU $2,351
star-icons-3
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
1 Bedroom 3 Baths 10 Guests 2787.85 ft²
  • Parking
    Parking
  • Internet
    Internet
More amenities
AU $1,354/Night 7 Nights - AU $9,477
Villa
Map-icon
1 Bedroom 1 Bath 3 Guests 1100 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
AU $1,978/Night 7 Nights - AU $13,845
House
Map-icon
3 Bedrooms 1 Bath 7 Guests 1600 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
AU $4,007/Night 7 Nights - AU $28,052
star-icons-5
Resort
Map-icon
like-icon8.4
Excellent
(95 Reviews)
52 Baths 208 Guests 1245.86 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
AU $1,279/Night 7 Nights - AU $8,951
Villa
Map-icon
1 Bedroom 1 Bath 3 Guests 1100 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
AU $3,524/Night 7 Nights - AU $24,668
Villa
Map-icon
1 Bedroom 1 Bath 3 Guests 1100 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
AU $2,795/Night 7 Nights - AU $19,567
Condo
Map-icon
1 Bedroom 1 Bath 2 Guests
  • Pet Friendly
    Pet Friendly
  • Laundry
    Laundry
More amenities
AU $386/Night 7 Nights - AU $2,703

Rolling Hills Large Vacation Homes

Apartment
Map-icon
like-icon2.0
Average
(1 Review)
1 Bedroom 1 Bath 90 Guests
  • Pool
    Pool
  • Kitchen
    Kitchen
More amenities
AU $622/Night 7 Nights - AU $4,354
star-icons-4
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 10 Guests 2002.09 ft²
  • Parking
    Parking
  • Balcony/Terrace
    Balcony/Terrace
More amenities
AU $855/Night 7 Nights - AU $5,989
Villa
Map-icon
3 Bedrooms 3 Baths 8 Guests 2040 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
AU $5,022/Night 7 Nights - AU $35,153
Villa
Map-icon
like-icon10.0
Exceptional
(14 Reviews)
3 Bedrooms 4 Baths 8 Guests 2870 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
AU $2,296/Night 7 Nights - AU $16,075
star-icons-4
Villa
Map-icon
3 Bedrooms 3 Baths 6 Guests 1959.03 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
AU $1,626/Night 7 Nights - AU $11,383
Villa
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
3 Bedrooms 3 Baths 10 Guests
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
AU $2,046/Night 7 Nights - AU $14,321
House
Map-icon
like-icon10.0
Exceptional
(7 Reviews)
5 Bedrooms 3 Baths 6 Guests
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
AU $491/Night 7 Nights - AU $3,438
Villa
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
7 Bedrooms 3 Baths 20 Guests
  • Parking
    Parking
  • Kitchen
    Kitchen
More amenities
AU $1,370/Night 7 Nights - AU $9,590

Why Choose Rent By Owner for your Rolling Hills Vacation Rental Homes?

What makes our Vacation Rentals special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Rolling Hills

When should you plan your Vacation Rentals stay?

To make the most of your stay, consider visiting during the region’s mild and pleasant seasons, when the weather complements the tranquil beauty of this destination's scenic surroundings.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, you can enjoy pleasant weather and the region's scenic beauty, making it an ideal time to explore the area’s outdoor spaces and relax at your vacation rental.

Average Temperature Daytime: around 75°F to 85°F - Nighttime: about 60°F to 65°F
autumn
Early Fall (September to October)

This season offers warm days and cooler evenings, perfect for experiencing the area's tranquility and enjoying your stay in well-appointed vacation rentals.

Average Temperature Daytime: roughly 70°F to 80°F - Nighttime: about 55°F to 60°F

Off-Season Highlights

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Winter (December to February)

During winter, the area experiences milder weather, providing a peaceful retreat with less crowd and more availability for your preferred vacation rental.

Average Temperature Daytime: around 60°F to 65°F - Nighttime: about 45°F to 50°F
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Late Fall (November)

In late fall, the region becomes quieter, offering a serene environment to unwind and enjoy your stay without the typical tourist crowds.

Average Temperature Daytime: approximately 65°F to 70°F - Nighttime: around 50°F to 55°F

Weekly Weather Forecast for Rolling Hills

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy a private outdoor swimming pool to relax under the sun in this peaceful region.
  • Take advantage of spacious patios or decks perfect for outdoor dining and entertaining friends or family.
  • Benefit from well-maintained gardens and landscaped yards that showcase the natural beauty of the area.
  • Make use of outdoor grilling facilities to prepare delicious meals amid scenic surroundings.
  • Relish in outdoor fire pits or fireplaces, ideal for cozy evenings while soaking in the local atmosphere.
  • Explore expansive lawns or open spaces suitable for recreational activities and outdoor games.
  • Access scenic terraces or viewing areas that offer stunning vistas of the surrounding hills and countryside.
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Family Activities

  • Rolling Hills Country Club: Enjoy a family-friendly day on the golf course and explore the scenic beauty of this renowned country club in the region.
  • The Wildlife Learning Center: Discover local wildlife through interactive exhibits and outdoor encounters, perfect for engaging children with nature here.
  • Wilson Park: Spend quality time outdoors at this spacious park featuring playgrounds, walking trails, and picnic areas suitable for all ages in the area.
  • Palisades Park: Take a relaxing stroll or set up a family picnic while enjoying stunning views of the coastline and Pacific Ocean nearby.
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Adult Activities

  • Hiking at Rolling Hills Estate Park: Enjoy scenic trails and lush landscapes in this peaceful park, perfect for outdoor enthusiasts seeking a relaxing escape.
  • Golf at Rolling Hills Country Club: Play a round of golf on the pristine course designed for both beginners and seasoned players, offering stunning views of the region.
  • Wine Tasting Experiences: Explore nearby wineries that provide tastings and tours, allowing you to indulge in the area's celebrated local wines.
  • Horseback Riding Tours: Discover the countryside with guided horseback riding excursions through scenic trails, giving you an authentic taste of this destination’s rural charm.

Other Places to Stay in Rolling Hills, CA

Rolling Hills Travel Tips

How Can You Make the Most of Your Stay?

  • Plan ahead for scenic drives: Explore the area's beautiful landscape by scheduling leisurely drives around Rolling Hills to fully appreciate its charming surroundings.
  • Discover local dining options: Take advantage of nearby restaurants and cafes to enjoy authentic regional cuisine during your stay in this peaceful destination.
  • Engage in outdoor activities: Use your vacation rental as a base for outdoor adventures, such as walking or cycling along the quiet streets and green spaces that define the area.
  • Utilize local resources: Reach out to your hosts or property managers for insider tips on hidden gems and the best ways to experience the region’s unique tranquility.

Transportation Options

  • Personal Vehicles: Renting or using your own car provides the most flexibility to explore this picturesque region at your own pace.
  • Local Shuttle Services: Efficient shuttle options connect you to key points within the area, making short trips convenient without the hassle of parking.
  • Public Transit: Bus services serve nearby communities, offering an affordable way to navigate here while enjoying scenic views of the region.
  • Taxi and Rideshare Services: Reliable ride-hailing options are available for quick and comfortable travel around this destination, especially for visiting local attractions or for airport transfers.

Local Customs Options

  • Respect for Privacy and Community: In the area, maintaining a respectful attitude towards neighbors and their privacy is a key local custom that ensures a peaceful environment.
  • Celebrating Local Events: Participating in regional festivals and community gatherings is a cherished tradition here, offering a glimpse into the area's vibrant culture.
  • Environmental Awareness: Residents and visitors alike are encouraged to practice eco-friendly habits, preserving the natural beauty of this destination.
  • Formal Etiquette: Politeness and courteous behavior are highly valued, reflecting the friendly and welcoming spirit of the local community in this region.

Frequently Asked Questions About Rolling Hills?

2. How many vacation rentals have private pools in Rolling Hills?

3. Which vacation homes in Rolling Hills are best for families?

If you are looking for a family-friendly vacation home in Rolling Hills, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Rolling Hills:

4. How many Rentbyowner vacation rentals are available in Rolling Hills?

Currently, the total number of properties listed by Rent By Owner in 2026 is over 192 in the Rolling Hills area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Rolling Hills. 

5. What is the cancellation policy for vacation rentals in this area?

Cancellation policies vary by listing, so you should review the specific property's cancellation terms on the booking page or contact the owner directly for detailed information.

6. Are there any additional fees I should be aware of when booking a vacation rental here?

Additional fees such as cleaning, service charges, or security deposits are typically listed in the property details. Be sure to read the full listing to understand all costs before completing your reservation.

7. How do I know if the vacation rental is suitable for my needs?

You can assess suitability by reviewing the property descriptions, amenities, and photos provided in the listing, and contacting the owner if you have specific questions or requirements.

8. Is it possible to find pet-friendly vacation rentals in this destination?

Many listings specify whether pets are allowed. You should filter your search accordingly and confirm pet policies with the owner before booking to ensure your pet's stay is permitted.

9. What are the check-in and check-out procedures for vacation rentals in this region?

Check-in and check-out times, along with procedures, are detailed in each listing. Contact the owner directly if you need any clarification or have special requests regarding your arrival or departure.

Rolling Hills Top Rated Vacation Rentals

Resort
Map-icon
like-icon10.0
Exceptional
(111 Reviews)
1 Bath 3 Guests 550 ft²
  • Hot Tub
    Hot Tub
  • Breakfast
    Breakfast
More amenities
AU $884/Night 7 Nights - AU $6,191
Resort
Map-icon
like-icon10.0
Exceptional
(66 Reviews)
2 Baths 7 Guests 1600 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
AU $2,067/Night 7 Nights - AU $14,467
Resort
Map-icon
like-icon10.0
Exceptional
(38 Reviews)
3 Baths 9 Guests 2040 ft²
  • Hot Tub
    Hot Tub
  • Breakfast
    Breakfast
More amenities
AU $2,602/Night 7 Nights - AU $18,212
Condo
Map-icon
like-icon10.0
Exceptional
(3 Reviews)
2 Bedrooms 2 Baths 4 Guests 1068 ft²
  • Oceanfront
    Oceanfront
  • Parking
    Parking
More amenities
AU $340/Night 7 Nights - AU $2,378
Villa
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 3 Baths 8 Guests 2470 ft²
  • Oceanfront
    Oceanfront
  • Hot Tub
    Hot Tub
More amenities
AU $2,763/Night 7 Nights - AU $19,342
Resort
Map-icon
like-icon9.8
Exceptional
(26 Reviews)
1 Bath 4 Guests 550 ft²
  • Parking
    Parking
  • Pool
    Pool
More amenities
AU $884/Night 7 Nights - AU $6,191
Resort
Map-icon
like-icon9.6
Exceptional
(80 Reviews)
3 Baths 8 Guests 2040 ft²
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
AU $2,436/Night 7 Nights - AU $17,049
Villa
Map-icon
like-icon9.6
Exceptional
(5 Reviews)
3 Bedrooms 2 Baths 8 Guests
  • Hot Tub
    Hot Tub
  • Parking
    Parking
More amenities
AU $1,961/Night 7 Nights - AU $13,725