
Holiday rentals with a pool in Thousand Oaks
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Top-rated rentals with a pool in Thousand Oaks
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Valentines, Most Romantic Setting, Hot Tub!
Experience Olive Hill Ranch! This 5 plus acre estate is an escape from daily life. Have a dreamy sleep in the double queen beds. Cook in the kitchenette, on the Traeger or dine at nearby delicious cuisine. Enjoy our resort-like amenities, including pool (heated summer months) hot tub, tennis, pickle ball, and putting green. We are local to multiple golf courses and a fantastic driving range. Underwood family farm and equestrian centers are within walking distance. Just 30 miles from Hollywood

LA, Top of the Hills, Views, Pool, Private Suite
We would like to offer people from all over the world visiting Los Angeles a place to relax after intense sightseeing tours or after a long work day. We created a little suite that has a separate bedroom, a separate living room, and a private bathroom with amazing views of the valley hills and the city right by the pool. Just have a glass of wine at the end of our back yard on top of the hill and watch the moon and stars, do a few laps in the pool, or just watch a movie in your own living room.

New Modern guesthouse with pool in Simi Valley
Welcome to this little gem. Our beautiful centrally located 1 bedroom guesthouse has vaulted ceilings, full size kitchen, spacious living room (optional additional queen bed) and a gorgeous bathroom. This modern 500 sq. ft. place is ALL yours to enjoy! Relax, have a cup of pour-over coffee, tea, or any of the Keurig varieties. Enjoy the many Roku selections like Disney+/Apple TV/Hulu/Amazon/Netflix/HBO Max and more. Short walk to the community pools/basketball/tennis/volleyball, and BBQ areas.

Lux Resort Gorgeous Views & Pool
Wake up to a breathtaking view of the sunrise at this newly renovated 5BDR luxurious home, located in the most peaceful area in West Hills. Comes with a pool, 6bd (1 king, 1 queen) ping pong table, theater/game room & balcony access for 4 rooms. Next to the 118 and 101 freeways makes it a less than 20 minutes drive to most entertainment places in Los Angeles like Hollywood, Malibu, Santa Monica, Universal Studios, a 5 min drive to essential markets & 1 of southern Cali’s biggest shopping malls!

Spacious 600 SF. Upstairs Studio with weekly maid
Relax in your bright & spacious open-concept Guest house (Due to owner ALERGY and HEALTH condition we can’t have SERVICE and or EMOTIONAL ANIMAL on the property) upstairs studio 700 SF of space, Queen bed, full kitchen, fireplace, A/C and heat. Shared garden patio & pool. BBQ, gazebo; plenty of seating both in and out of the sun, Coin operated Washer & Dryer. Easy parking, cable TV, fast Wi-Fi. No smoking. Central location in Encino, minutes from Lake Balboa Park and recreation area.

Charming Private Guest House with Kitchen and Pool
Welcome to our house on a gated property, with full access to backyard & salt-water swimming pool. Remodeled, spacious studio with high ceilings, kitchen, walk-in closet, bathroom, & outdoor BBQ. Space is open and bright with comfy minimalist scandi-modern vibe with its own private entry. Less than a mile from farmer's market, cafés, restaurants, nail salons &grocery. 20 min drive via scenic canyon roads to the beach. Relaxed setting, convenient location. HSR24-003114

Peaceful Gated 2bd Near FSAC/CLU/Proactive Sports
Skip noisy hotels & cramped spaces—find peace, privacy & room to recharge in this 2BD/2BA gated retreat just 1.8 mi to FSAC, 5 mi to CLU, 5.1 mi to Amgen & 4.3 mi to Proactive Sports. Enjoy 2 plush king beds, ultra-fast 1 Gig WiFi, full kitchen & spacious living area in a serene community setting. Perfect for healthcare stays, corporate travelers, Amgen employees, relocating families & athletes seeking privacy & comfort, convenience & a true home-away-from-home.

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.

Eichler -Private- Oasis: Pool & Spa Escape
Welcome to the Eichler House in Thousand Oaks! This mid-century modern home features a pool, jacuzzi, fireplace, and built-in BBQ—perfect for entertaining or relaxing. Fully remodeled with modern amenities, it boasts an atrium, open floor plan, and floor-to-ceiling windows for seamless indoor-outdoor living. Nestled on a private lot backing to open space, it offers tranquility while being minutes from hiking trails, shopping, and 30 minutes from the beach.

Comfortable, Suite Close to Everything
Welcome! Our place is close to Malibu, Camarillo Outlets, Ronald Reagan Library, Amgen, Hiking, Ventura, Parks, 25mins from various Beaches, Halfway point between Los Angeles and Santa Barbara, 40mins or so to Los Angeles/Hollywood and 1hr drive to Santa Barbara. You’ll love it because of the quiet neighborhood, a private suite and space all to yourself. Our place is good for couples, solo adventurers, & business travelers. *Heater and A/C inside unit.

A Happy Home
Celebrate your time off in our happy, family-friendly home. This four-bedroom single-story house boasts an AMAZING kitchen, an expansive pet-friendly backyard, a refreshing swimming pool, and beautifully decorated living room and bedroom spaces. The water pressure in both of the home's walk-in showers will blow your mind and everyone will want to try out the remote-controlled bidet in the Master Bathroom. We look forward to hosting you and yours!

Luxury 2 King Master Bdrm Woodland Hills
Relax and feel at home in this luxury apartment with a cozy touch. The apartment is located in Woodland Hills/Canoga Park, 5 minutes away from the Topanga Mall. There is plentiful shopping, dining, movie theaters and family activities within a few miles. Nearby cities include Calabasas, Tarzana, Studio City, Sherman Oaks, and Encino. Easy freeway access. Apartment is complete with in unit laundry. Building includes resort style amenities.
Popular amenities for Thousand Oaks rentals with a pool
House rentals with a pool

Island Style Oasis Home- Island in the Sky

Heated Pool+Spa +Kids Fun Paradise-Near LA Beaches

New Toluca Lake Private Pool House

King Suite | HTD Pool | BBQ | Newly Renovated

Heated Pool & Spa, BBQ, Pool Table, Games, Private

Honeymoon House in Hollywood Hills

Resort style villa home/pool & jacuzzi, king bed

Amazing private guest suite w /pool in Chatsworth
Apartment rentals with a pool

Oasis In Beach Community W/Pool+Hot Tub+Pool Table

10 minutes from Six Flags and 30 minutes from LA

Port Hueneme 2 Bd, 2BA w/ Ocean View Beach Living

BEACHFRONT RETREAT - Playa/Marina

Luxury by the Grove, free parking (no hidden fees)

Modern Super Clean Central Hollywood NEW 1 Bedroom

Really cool 2 bedroom, close to the beach!

Beautiful Home on the Sunset Strip, West Hollywood
Home rentals with a private pool

Charming Home Universal Pool hot tub

Plant Lover's Paradise: Jacuzzi/Pool, 420 Welcome

Mid-Century Hills Home • Pool, Views & Fireplace

Contemporary Cottage - An Oasis with a Private Heated Pool.
Beautiful Guest Cottage with Private Pool (Rancho)

Keep Cool in the Poolside Shade at a Charming Encino House

Serene Cozy Guesthouse Garden Oasis
101 Luxurious Home near Universal Studios Pool/Spa
When is the best time to visit Thousand Oaks?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $265 SGD | $256 SGD | $253 SGD | $282 SGD | $267 SGD | $284 SGD | $306 SGD | $313 SGD | $277 SGD | $277 SGD | $256 SGD | $229 SGD |
| Avg. temp | 13°C | 13°C | 14°C | 14°C | 15°C | 17°C | 19°C | 19°C | 18°C | 18°C | 15°C | 13°C |
Quick stats about holiday rentals with a pool in Thousand Oaks

Total holiday rentals
Explore 190 holiday rentals in Thousand Oaks

Verified guest reviews
Over 6,070 verified reviews to help you choose

Family-friendly holiday rentals
100 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 80 rentals that welcome pets

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
190 of Thousand Oaks holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Thousand Oaks rentals

4.9 Average rating
Thousand Oaks stays are highly rated by guests – averaging 4.9 out of 5!
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- Venice Beach
- Los Angeles Convention Center
- Santa Monica Beach
- Crypto.com Arena
- SoFi Stadium
- University of California - Los Angeles
- University of Southern California
- Universal Studios Hollywood
- Santa Monica State Beach
- Rose Bowl Stadium
- Six Flags Magic Mountain
- Beverly Center
- Los Angeles State Historic Park
- Long Beach Convention & Entertainment Center
- Santa Monica Pier
- Silver Strand State Beach
- Carpinteria City Beach
- The Grove
- Beach House
- Hollywood Walk of Fame
- Grand Central Market
- Topanga Beach
- Dodger Stadium
- Oxnard State Beach Park




