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House vacation rentals in Windsor Hills

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Top-rated house rentals in Windsor Hills

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

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Guest favorite
A warm and inviting interior features large windows allowing natural light to fill the space. A wooden desk and chair are placed beside a mirror, while plants add a touch of greenery. A cozy bed can be seen through the glass door, creating a connected feel.
Home in Hollywood Hills
4.9 out of 5 average rating, 1,222 reviews

Rustic Space Perched in the Hollywood Hills

Drink in panoramic city views from Hollywood to the ocean from the freestanding bathtub at a private guest unit nestled in the wooded hillside. Wake up in the cabin-like bedroom and step out onto the sun-drenched terrace for a cup of coffee or tea. Listed in Time Out “Top Airbnb’s in LA” https://www.timeout.com/los-angeles/hotels/best-airbnbs-in-los-angeles An extremely well designed open plan guest unit: complete with queen bed, bathtub & sink, private toilet, small fridge, with inside and outside hang out space and a strong bluetooth speaker for music. Also included is a hot plate, all cooking utensils necessary, a Nespresso machine with pods and an American standard coffee pot with coffee and sugar, a microwave, and filtered drinking water. (the iMac and screen are removed from the desk, and the unit will be delivered with no clutter of any kind. Bring your devices as they will be happy with the blazing fast internet and power ports all over the house, inside and out.) Toilet and sink are located 1 step from the French doors, behind the antler of the main picture of the listing. Fridge also located outside the unit by one step from the opposite french door. Guest unit requires your ability to climb many stairs from the street level, so it is best as a guest you are comfortable with stairs. You may access the exterior day bed shown in the photos and outdoor shower on the walkway up to the guest unit. The guest unit is at the rear of my home with complete privacy. The outdoor shower is shared with the main house. Guests have their own private entrance and exit to the shower from the guest unit. Stairs! It is required you walk up three sets of stairs from the street to access the guest unit in the back of the home. Guests that are comfortable with stairs will have no issues. I am happy to help any guests with their plans while here in the city on their arrival. Afterward I am reachable via email or text throughout your stay to offer any more guidance or help. The guest suite sits on a quiet street, near Franklin Village, restaurants, and the lovely Griffith Park. The neighborhood’s dramatic hills are great for walking, and it’s convenient to Hollywood, Los Feliz, and Silver Lake. Parking is always available on the street in front of the house (and it's FREE) and the local DASH bus is available in a matter of minutes after a short walk down the hill that goes straight to the metro. Renting a car while in LA however is recommended as the city is very large. Many of my guests use Uber as well for its convenience. No Smoking inside the unit. No pets. Outdoor shower is shared with the main house. Location is not conducive for guests with young children.

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 View Park-Windsor Hills
4.95 out of 5 average rating, 305 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.

Top guest favorite
An outdoor deck space is illuminated by soft lighting, featuring a modern fire pit surrounded by seating. A lounge chair rests nearby, complemented by potted plants. The backdrop reveals hillside homes under the evening sky, creating a serene environment for relaxation.
Home in Los Feliz
5 out of 5 average rating, 100 reviews

Classic elegance in the Hollywood Hills

A beautifully appointed house 2 mins walk to Bronson Canyon hiking trails, 8 mins drive to the heart of Hollywood. Indoors/outdoors living with delightful deck areas, fire pit, gas grill and jacuzzi, secure parking, laundry and hi speed internet. One master bedroom. (2nd bedroom is a music studio, which can also be available). Perfect for professionals and vacationers alike. Quiet residential street with no through traffic and neighbors in close proximity; not suitable for loud/late partying.

Guest favorite
A spacious living area features a comfortable light-colored couch paired with a wooden coffee table. A subtle rug covers the floor, while large windows allow natural light to fill the room. A small dining table with chairs is set up, accompanied by decorative plants.
Home in Leimert Park
4.97 out of 5 average rating, 118 reviews

The Willow -Luxury 3 Bed/2.5 Bath In Los Angeles

Welcome to our luxury home; designed with immense attention to detail and created for your comfort. This 3 bed, 2.5 bath suite includes a washer/dryer, Chemex pour-over, T3 hair dryer, non-toxic mattress, and high quality, eco-friendly bath products. It can also be equipped with family necessities, from a travel crib to toys and a potty. Centrally located close to all that LA has to offer, this home also features private and communal outdoor areas, making it perfect for exploring and downtime.

Top guest favorite
A serene entrance is framed by lush greenery, featuring a set of wooden stairs leading up to a wooden fence. Tropical plants and shrubs are visible on either side, creating a naturally inviting pathway to the property.
Home in Hollywood Hills
4.98 out of 5 average rating, 162 reviews

Modern Balinese Zen Spa Retreat in Hollywood Hills

Serene retreat, nestled in the Hollywood Hills; spiritual zen, private oasis. Sensuous & cool with a modern Asian/Balinese influence, perfect for indoor/outdoor entertaining. Every bathroom offers peace & relaxation. Spacious master bedroom with fireplace and en-suite bathroom, soaking tub, and rain shower. Lounge in the outdoor heated spa. This home evokes an emotional response. Also, we are pet friendly. Our home can only accommodate up to 8 people, no additional guests or visitors allowed.

Top guest favorite
A bright living area features a spacious couch facing a wall-mounted TV. A circular coffee table rests on a soft rug, while natural light streams in through large windows. A striking red front door adds a pop of color, enhancing the modern feel of the room.
Home in Inglewood
4.95 out of 5 average rating, 133 reviews

Cozy 1-bedroom home- free parking on premises

Keep it simple at this cozy - centrally-located place. Contemporary 1 Bedroom House with outside seating to enjoy the evening breeze. Laundry Room and Refrigerator. Full functional Kitchen with Stove,Microwave and Coffee Maker . Convertible couch with USB charger. Bathroom -Shower& Bathtub . Bedroom with queen size Bed and queen size Air mattress. 42 “ TV Wi-Fi -Internet . Separate Driveway. Close to SoFi Stadium, Kia-Form , Beaches, LAX, Staple Center. Self check -in digital door lock .

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 View Park-Windsor Hills
4.86 out of 5 average rating, 322 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 modern dining area is highlighted by a light wooden table surrounded by beige chairs. A sleek kitchen countertop with minimalist decor and a modern faucet is in the background. Natural light enters through the windows, creating a calming ambiance.
Home in Playa Vista
4.94 out of 5 average rating, 148 reviews

Sunny Elegant Designer Home Near Beach, Stadiums +

Welcome to the House of Light: a calm, art-filled modern home in the heart of Playa Vista. Located on a quiet cul-de-sac, this 1265 sqft 2bd home features a spacious gourmet kitchen, an open layout and a cozy patio. Designed to celebrate its LA roots, this home is furnished with thoughtful furniture crafted by local artisans and vintage decor. All within a short walk to Runway Plaza, trendy restaurants, co-working spaces, tech companies and a short drive to beaches & stadiums.

Top guest favorite
Home in Westchester
4.89 out of 5 average rating, 178 reviews

Private 1 bedrm Guest Hse 10 min LAX and beach

A restful hideaway. safe, charming, 1 newly renovated 1 bedroom Guest House in the residential, Kentwood area of Westchester. Simple street parking. Walking distance to LMU, Supermarkets, and neighborhood amenities. 10-minute drive to LAX, Playa Del Rey Beach, and SOFI. Drive north on coast to MDR, Venice, Malibu. Open plan Living/Kitchen with all amenities. The living space opens onto private outdoor sitting area. Outdoor view from bedrm. Shared eating area for 6/ barbecue.

Guest favorite
A spacious living area features a gray sofa adorned with decorative pillows, positioned against a light-colored wall. Natural light enters through a window fitted with horizontal blinds. A wooden table is centered in front of the sofa, accompanied by a bookshelf and an artistic piece on the wall.
Home in Inglewood
4.95 out of 5 average rating, 392 reviews

Organic Garden Oasis

You will stay in a tranquil suite with a private entrance at the rear of our home. There is a shared wall with a secure door with locks on both sides for complete privacy. The 1-bedroom 1-bath suite features a kitchen with air fryer/toaster oven, electric skillet, 2 hot plates, microwave, refrigerator, and dishwasher. Sofa full size converts to sleep two. This sofa bed in the living room provides additional sleeping. We can provide a twin size aero bed as well.

Superhost
A bright studio space features a spacious bed with a striped blanket, surrounded by soft pillows. Natural light enters through the window and door, creating a warm ambiance. A small TV is positioned on a stand, with a plant adding a touch of greenery nearby.
Home in Culver City
4.73 out of 5 average rating, 149 reviews

Cozy & Private Studio in Culver City | w/ Parking

This cozy and private studio with separate entrance is centrally located. There is however a unit above you. It's in walking distance to trendy downtown Culver City, hip Helms Bakery District, and 5 min walk to Expo metro line. It's also centrally located between the beach, downtown and everything in between. Wifi + parking included.

Guest favorite
A cozy sleeping area features a spacious bed topped with a textured blanket and decorative pillows. A large artwork depicting a beach scene adorns the wall above the bed, while warm wall lights provide soft illumination on either side.
Home in Mid City
4.91 out of 5 average rating, 302 reviews

Beautiful & Clean Hideaway

This thoughtfully curated room offers the perfect blend of style, comfort, privacy and convenience, making it the ideal retreat for those seeking a relaxing getaway. Centrally located to all LA has to offer and a short drive to the restaurants, bars and shops in downtown Culver City and West Adams.

Popular amenities for Windsor Hills house rentals

When is the best time to visit Windsor Hills?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$34,488 GYDG$36,578 GYDG$35,742 GYDG$35,951 GYDG$40,758 GYDG$42,013 GYDG$45,984 GYDG$46,193 GYDG$41,803 GYDG$40,549 GYDG$38,668 GYDG$44,521 GYD
Avg. temp14°C14°C15°C16°C18°C19°C21°C22°C21°C20°C17°C14°C

Quick stats about house rentals in Windsor Hills

  • Total vacation rentals

    Explore 120 vacation rentals in Windsor Hills

  • Nightly prices starting at

    Windsor Hills vacation rentals start at G$8,361 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,410 verified reviews to help you choose

  • Family-friendly vacation rentals

    80 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Vacation rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wi-Fi availability

    120 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!