Best Vacation Homes in Rolling Hills
2300 ft²
8 Guests
3 Bedrooms
2 Bathrooms
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Pool
US $719/Night
For 7 Nights US $5,034
US $255/Night
For 7 Nights US $1,785
US $732/Night
For 7 Nights US $5,124
1 Bathroom
Family Friendly
Hotel
- Hot Tub
- Fireplace/Heating
- Pool
US $128/Night
For 7 Nights US $896
2002.09 ft²
10 Guests
3 Bedrooms
2 Bathrooms
House
- Fireplace/Heating
- Balcony/Terrace
- Parking
US $597/Night
For 7 Nights US $4,180
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Hot Tub
- Fireplace/Heating
- Pool
US $1,266/Night
For 7 Nights US $8,860
4 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $252/Night
For 7 Nights US $1,764
2300 ft²
6 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Villa
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,342/Night
For 7 Nights US $9,394
Rolling Hills Luxury Rentals
2360 ft²
8 Guests
3 Bedrooms
1 Bathroom
Ocean View
Villa
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $4,307/Night
For 7 Nights US $30,150
2800 ft²
8 Guests
3 Bedrooms
1 Bathroom
Ocean View
Villa
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $4,277/Night
For 7 Nights US $29,942
2360 ft²
8 Guests
3 Bedrooms
1 Bathroom
Ocean View
Villa
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $3,971/Night
For 7 Nights US $27,796
2040 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Ocean View
Villa
- Oceanfront
- Fireplace/Heating
- Ocean View
US $3,956/Night
For 7 Nights US $27,695
2040 ft²
8 Guests
3 Bedrooms
1 Bathroom
Ocean View
Villa
- Oceanfront
- Fireplace/Heating
- Ocean View
US $3,634/Night
For 7 Nights US $25,441
US $3,136/Night
For 7 Nights US $21,951
2873.96 ft²
8 Guests
4 Bedrooms
4 Bathrooms
Family Friendly
Villa
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
US $2,886/Night
For 7 Nights US $20,202
1600 ft²
7 Guests
3 Bedrooms
1 Bathroom
Ocean View
House
- Oceanfront
- Fireplace/Heating
- Ocean View
US $2,797/Night
For 7 Nights US $19,580
Rolling Hills Pet Friendly Vacation Rentals
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $212/Night
For 7 Nights US $1,485
US $893/Night
For 7 Nights US $6,248
1100 ft²
3 Guests
1 Bedroom
1 Bathroom
Ocean View
Villa
- Oceanfront
- Fireplace/Heating
- Ocean View
US $1,381/Night
For 7 Nights US $9,664
6 Guests
2 Bedrooms
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $372/Night
For 7 Nights US $2,604
1797.57 ft²
7 Guests
3 Bedrooms
3 Bathrooms
House
- Balcony/Terrace
- Pet Friendly
- Parking
US $399/Night
For 7 Nights US $2,793
1100 ft²
3 Guests
1 Bedroom
1 Bathroom
Ocean View
Villa
- Oceanfront
- Fireplace/Heating
- Ocean View
US $2,460/Night
For 7 Nights US $17,218
1100 ft²
3 Guests
1 Bedroom
1 Bathroom
Ocean View
Villa
- Oceanfront
- Fireplace/Heating
- Ocean View
US $1,951/Night
For 7 Nights US $13,658
5 Guests
1 Bedroom
2 Bathrooms
Ocean View
Boat Rental
- Oceanfront
- Fireplace/Heating
- Ocean View
US $349/Night
For 7 Nights US $2,443
Rolling Hills Large Vacation Homes
90 Guests
1 Bedroom
1 Bathroom
Family Friendly
Apartment
- Fireplace/Heating
- Pool
- Kitchen
US $434/Night
For 7 Nights US $3,039
1959.03 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Villa
- Oceanfront
- Pool
- Ocean View
US $1,135/Night
For 7 Nights US $7,945
2040 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Villa
- Oceanfront
- Fireplace/Heating
- Ocean View
US $3,505/Night
For 7 Nights US $24,537
2400 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Family Friendly
Villa
- Hot Tub
- Fireplace/Heating
- Pool
US $2,446/Night
For 7 Nights US $17,120
2744.8 ft²
8 Guests
4 Bedrooms
3 Bathrooms
Villa
- Balcony/Terrace
- Pet Friendly
- Parking
US $299/Night
For 7 Nights US $2,093
2870 ft²
8 Guests
3 Bedrooms
4 Bathrooms
Ocean View
Villa
- Oceanfront
- Hot Tub
- Spa
US $2,102/Night
For 7 Nights US $14,717
6 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
US $320/Night
For 7 Nights US $2,240
10 Guests
3 Bedrooms
2 Bathrooms
Ocean View
Villa
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $2,347/Night
For 7 Nights US $16,429
Why Choose Rent By Owner for your Rolling Hills Vacation Rental Homes?
What makes our Vacation Rentals special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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
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
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
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
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
How to Book Your Rolling Hills Vacation Rental Home
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
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.
Explore and book the perfect rental in Rolling Hills
Common Vacation Rentals Amenities
What amenities can you expect?
Our Vacation Rentals are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
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.
Top Attractions Around Rolling Hills
What attractions are nearby?
Explore nearby hiking trails, scenic parks, and outdoor activities that allow you to enjoy the natural beauty of this region during your stay.
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.
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
Palos Verdes Peninsula
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?
1. What are the top vacation rentals in Rolling Hills?
There are a lot of options in Rolling Hills. If you plan on staying in the Rolling Hills area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Rolling Hills:
- Terranea Premiere Ocean View King Suite Casita - Full Resort Amenities!
- Terranea Luxury Ocean View Villa! - Full Resort Privileges! - 3 Bed/3 Bath
- Terranea Premiere Ocean View Owner's 2BR 30-200s Casita w/Resort Amenities!
- Terranea Luxury Luxury Villa - views of stunning sea, Catalina and golf course
- Premiere Ocean View Terranea 3BR Owner's Casita - Full Resort Amenities!
- Terranea Oceanside 1BR Casita w/Lvng Rm & Kitchen w/Full Resort Amenities!
- 5 Star Oceanview Retreat - A Luxury Villa with Resort Amenities
- The Zen House with Panoramic Harbor, Ocean & City Views!
- Premiere Ocean View Terranea 3-BR Owner's Casita W/Resort Amenities!
- Cozy Cottage with Private Fenced Backyard Pets Welcome
2. How many vacation rentals have private pools in Rolling Hills?
There are 10 vacation rentals with private pools near Rolling Hills. Top-rated RBO homes that have access to a swimming pool include:
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 190 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
550 ft²
3 Guests
1 Bathroom
Family Friendly
Resort
- Hot Tub
- Spa
- Fireplace/Heating
US $649/Night
For 7 Nights US $4,543
1600 ft²
7 Guests
2 Bathrooms
Family Friendly
Resort
- Hot Tub
- Spa
- Fireplace/Heating
US $1,404/Night
For 7 Nights US $9,825
2040 ft²
9 Guests
3 Bathrooms
Family Friendly
Resort
- Hot Tub
- Spa
- Fireplace/Heating
US $1,716/Night
For 7 Nights US $12,012
1160 ft²
4 Guests
1 Bathroom
Family Friendly
Resort
- Hot Tub
- Spa
- Fireplace/Heating
US $1,089/Night
For 7 Nights US $7,623
2450 ft²
6 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Oceanfront
- Fireplace/Heating
US $891/Night
For 7 Nights US $6,238
2040 ft²
9 Guests
3 Bathrooms
Ocean View
Resort
- Hot Tub
- Spa
- Fireplace/Heating
US $1,898/Night
For 7 Nights US $13,283
1068 ft²
4 Guests
2 Bedrooms
2 Bathrooms
Ocean View
Condo
- Oceanfront
- Fireplace/Heating
- Pool
US $216/Night
For 7 Nights US $1,514
2470 ft²
8 Guests
3 Bedrooms
3 Bathrooms
Ocean View
Villa
- Oceanfront
- Hot Tub
- Fireplace/Heating
US $1,706/Night
For 7 Nights US $11,943
