Vacation rentals in Windsor Hills

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Quick stats about vacation rentals in Windsor Hills

  • Total vacation rentals

    Explore 230 vacation rentals in Windsor Hills

  • Verified guest reviews

    Over 15,740 verified reviews to help you choose

  • Family-friendly vacation rentals

    110 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 60 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wi-Fi availability

    230 of Windsor Hills vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Windsor Hills rentals

  • 4.8 Average rating

    Windsor Hills stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated vacation rentals in Windsor Hills

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A cozy living area is filled with natural light, featuring a large window with elegant curtains. Comfortable seating includes a leather chair and a spacious sofa, accompanied by a decorative coffee table. An ornate cabinet and a potted plant add charm to the setting.
Home in South LA
4.96 out of 5 average rating, 322 reviews

Spacious Tudor Home with Deck and Hillside View

Enjoy watching the sunset from the deck with beautiful hillside and garden views. This enchanting English Tudor home, mixes vintage details with modern amenities. Entry to the unit is through the garage which leads to a small lobby, and then to the stairs to the second story unit. The entire second floor is yours and includes the living room with a vaulted ceiling and dining area, kitchen complete with refrigerator, microwave, stove and breakfast bar, 2 bathrooms, both recently remodeled and master bath with a deep soaking tub, large master bedroom with walk in closet, guest bedroom, and balcony with a hillside view. You have access to the second story balcony and the backyard on the ground level. There are patio tables and lounge chairs for outdoor entertaining and relaxing. In the backyard, there are several fruit trees which include cherry, plum, apple, grapefruit, tangerine, lemon and peach. When in season, guests are welcome to help themselves to the fruits. I reside in the unit on the first floor and I am generally available to answer questions or assist if you need anything. Located in historic View Park, a little known picturesque hillside community with panoramic views of the mountains and downtown LA. It's perfectly positioned a mere 9 miles to downtown, 8 miles to LA's most popular beaches, and 5 miles to LAX. To get around the city, you can use Uber, Lyft, or public transportation is also available within less than a mile walk. Guests will be asked to provide a valid photo ID at the time of check in if there is no profile picture.

Guest favorite
A well-equipped kitchen area features sleek white cabinetry and modern appliances, including a stainless-steel refrigerator and microwave. A black TV sits atop a dark wooden console, complemented by a folding black chair, while natural light brightens the space.
Guesthouse in South LA
4.88 out of 5 average rating, 295 reviews

Modern newly renovated Guest house. Central!!

Cozy modern guest house that is central to all of Los Angeles highly desired destinations (View Park/Windsor Hills). The unit is detached and in the rear of the frontal unit (occupied by myself). Only 5 miles from LAX, 7 miles from the heart DTLA, and close to Santa Monica, Silicon and Venice Beaches(The Forum,Nokia,Staples too). The bedroom has a Queen size bed inside and a couch that folds out in the living room. DirecTV(HBO), NetFLIX, and Hulu are installed on the living room TV too (4Free).

Superhost
A sleeping area is highlighted by a spacious bed adorned with plush pillows and luxe bedding. Two large windows allow natural light to fill the room, complemented by elegant green walls and decorative wall art. A small folding table is positioned nearby.
Apartment in South LA
4.79 out of 5 average rating, 162 reviews

Cozy Hilltop Hideaway minutes from LAX.

Unwind in this beautiful hilltop studio retreat located in the heart of Windsor Hills, just 10 minutes to SoFi Stadium, The Forum, and the YouTube Theater, and only 15 minutes to LAX. Perfect for solo travelers or couples looking for a cozy, artistic space with personality. Please note: • This is a second-floor unit with no guard rails; not recommended for small children • Street parking only • It’s a cozy, older apartment, expect character, not perfection • No pets, no smoking, and no parties

Superhost
Home in South LA
5.0 out of 5 average rating, 6 reviews

Peaceful New House near FIFA Stadium SoFi/LAX

This unique, newly-built bamboo private guest house is a peaceful retreat in a quiet residential area close to SoFi Stadium (7 min), perfect for FIFA 2026 games and concerts at SoFi/Forum. Its charming exterior and bamboo-lined yard give way to a modern, sunlit space with an artistic design, full kitchen, smart TV, A/C, Wi-Fi, large windows, and a serene green outdoor space. Conveniently located near LAX (14 min), Downtown, & beaches. Perfect for work trips, a relaxing getaway, & FIFA visitors.

Guest favorite
A private patio area features a small round table with intricate ironwork and two matching chairs. Lush greenery surrounds the space, providing a serene view of palm trees and the landscape beyond. Soft morning light casts a warm glow over the scene.
Guest suite in South LA
4.92 out of 5 average rating, 154 reviews

★Cozy, serene jr one-bed apt w/ canyon view!

Beautiful, renovated junior one bedroom suite w/ private entrance and private patio area - it has all of the amenities you need for a relaxing escape from the city, right in the middle of the city. It is about 20 min away from Venice Beach, LAX, Downtown LA, Hollywood. You have everything you need in this peaceful and spacious suite. Note our apartment is not suitable for children or infants, prefer to host adults only. Also, the apartment is open concept, so there is no door to the bedroom.

Top guest favorite
Guesthouse in South LA
4.99 out of 5 average rating, 251 reviews

Hot Tub, Sauna, FireTable, Waterfall, Near Sofi.

• Luxury studio guest house. • Exclusive View Park neighborhood with safe street parking. • Private gated entry with electronic keypad for self check-in • Cable TV with premium channels included • Private Backyard Oasis with waterfall • Relaxing Hot Tub, Sauna, & Fire Table • 3 miles from SoFi Stadium, Intuit Dome, and Kia Forum • 5 miles from USC, Crypto Arena, and BMO Stadium • 6 miles from LAX and Beaches • Near Freeways and Metro lines • No pets allowed (Host is allergic to pet hair)

Guest favorite
Place to stay in South LA
4.94 out of 5 average rating, 34 reviews

Heatherdale Hideaway Close to everything in L.A.

Cozy LA Hideaway – Near Beaches, Theme Parks & Universities! 🏝️🎡 📚 The perfect getaway in Los Angeles! Private and charming, it offers peace and relaxation while being close to the city's top attractions. -Disneyland–32 miles -USC & UCLA – Close for campus visits -Six Flags Magic Mountain – 38 miles -Beautiful Beaches-7 miles -Downtown/Hollywood – Easy access ☀️Whether visiting for adventure, academics or relaxation, this is the perfect home base for your unforgettable LA experience.

Guest favorite
A spacious courtyard is surrounded by white walls, featuring a wooden dining table with light-colored chairs and decorative paper lanterns hanging above. Sunlight illuminates the area, providing a bright and inviting outdoor space for relaxation or meals.
Guest suite in South LA
4.84 out of 5 average rating, 100 reviews

Spacious & Private Casita near LAX/SoFi

Spend a relaxing weekend in our casita- a private guesthouse on the grounds of our unique urban castle! Our home is in the upscale Windsor Hills neighborhood and has views of the Santa Monica Bay. The casita is nestled in the back of the property off of a courtyard surrounded by a fruit tree orchard. We are 10 minutes from Sofi Stadium, Hollywood Park, and Kia Forum. 15 minutes from USC, BMO Stadium, and Crypto Arena. 15 minutes from LAX. Near FWY’s, and Metro Line. No Pets. No Smoking.

Guest favorite
A spacious living area features a large, L-shaped sectional sofa adorned with colorful pillows. A round glass coffee table rests on a patterned area rug, while an ergonomic chair and desk are positioned nearby. Natural light streams through windows, illuminating the hardwood floors.
Home in South LA
4.86 out of 5 average rating, 335 reviews

Treasure In The Hills

*RECENTLY REMODELED. The perfect getaway that will make you feel right at home. Hardwood floors with a stunning view of Los Angeles! Minutes from LAX airport (4 miles), SoFi Stadium, YouTube Theater, Intuit Dome, The Forum, Hollywood Park Casino, Westfield Culver City Shopping Mall, Kenneth Hahn State Recreation Area & more! -Quiet Neighborhood + Near major freeways -Plenty of stores and eateries less than a mile away! -Centrally located near Venice, Redondo Santa Monica & Downtown LA.

Guest favorite
A cozy living space features a spacious bed and a blue tufted sofa. A wooden entertainment unit holds a large flat screen TV. Warm wood flooring complements the room, while natural light filters through the window. A colorful floor cushion adds a playful touch.
Guesthouse in South LA
4.88 out of 5 average rating, 214 reviews

Cody's Oasis Cali King bed guest house

You'll love this private guesthouse and open space which includes a Cali-king bed, sofa sleeper, private bathroom and 55” flat screen TV. Enjoy outdoor lounge area with fire pit surrounded by greenery and fruit trees. Only minutes from LAX, SOFI Stadium, Hollywood Park and the Westfield shopping center. Very near to Marina Del Rey, Venice Beach, Santa Monica, and the many restaurants and stores in the area. There's street parking, and nearby public transportation

Guest favorite
Bungalow in South LA
4.81 out of 5 average rating, 53 reviews

Detached LA Home Close to Stadiums, Beaches & LAX

Welcome to your private 1-bedroom detached guest house in Los Angeles, conveniently located near SoFi Stadium, Intuit Dome, Kia Forum, and LAX Airport. Perfect for concerts, sporting events, business trips, or vacations, this cozy retreat features fast Wi-Fi, free parking, a fully equipped kitchen, a comfortable living area, and a private bedroom. Enjoy a peaceful stay with easy access to beaches, restaurants, shopping, entertainment, and LA's top attractions.

Top guest favorite
A bright living space is highlighted by a light-colored sofa adorned with decorative pillows. A wooden coffee table is centered on a soft area rug, while a round dining table and chairs offer additional seating. Natural light filters through the window shutters, enhancing the open atmosphere.
Guesthouse in South LA
4.89 out of 5 average rating, 234 reviews

Autumn's Modern 1 bedroom with Charming Courtyard.

This brand new beautiful 1 Bdrm guest suite sits in the scenic hills of View Park, CA. Relax inside or out with a private courtyard. Sip on wine enjoy the fresh air near green trees and cactus. You will enjoy a comfortable stay in this charming tech friendly environment. Day or peaceful nights, it's a heaven for singing birds. There is a private entrance, parking available, and a full kitchen. For additional questions please email Vince.

Popular amenities for Windsor Hills vacation rentals