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House holiday rentals in Windsor Hills

Find and book unique houses on Airbnb

Top-rated house rentals in Windsor Hills

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

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Top guest favourite
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, 306 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 favourite
A spacious living area features large glass windows showcasing a sunset view over the city. Comfortable seating is provided by a sectional sofa with a woven rug beneath. A telescope is positioned near the glass doors, while greenery adds a natural touch.
Home in Hollywood Hills
4.99 out of 5 average rating, 478 reviews

Architectural Wonder Above Sunset-WeHo w/ Big View

Midcentury modern 2bed/2bath stilt home with spectacular views above Sunset Strip (2 blocks up from Hollywood + Fairfax). Only blocks from the action, but very private and quiet. Recent renovations from roof to foundation, heat/AC system, 1 Giga/sec wifi, wired in + out with 11 speakers, movie projector + two 4k TVs (free Netflix, HBOMax and AppleTV+), 2-car parking with level 2 electric charger. Please note: No social gatherings or late, loud nights. Interior = 1015 sq ft. Deck = 300 sq ft.

Top guest favourite
A serene outdoor garden space features a stone patio, lush greenery, and a small grassy mound. A modern outdoor kitchen is visible, complemented by a wood stack and ample seating areas. Bamboo plants enhance the tranquil atmosphere, contributing to the inviting garden retreat.
Home in Culver City
4.97 out of 5 average rating, 127 reviews

Private house & Gardens - blocks to Amazon + Apple

Spacious home (includes Guest House!) - 2000 sqft - Modern Style Farm house - only 3 blocks from Amazon + Apple + HBO. Never worry about traffic as you can walk or bike to work and to all shops in downtown Culver. Includes front/back 3600 sq ft of lush private gardens. Advanced UV air filtration, denim insulation, high speed WIFI and fully integrated AV system, including Dolby Atmos 7.1 surround for living room 4K OLED screenings. Full gourmet kitchen and dining room. For short or long stays.

Top guest favourite
The living room features a neutral color palette with wood flooring and natural light streaming through multiple windows. A comfortable sofa is positioned beside a coffee table on a decorative rug. A fireplace with a minimalist design is located on one wall, and a flat-screen TV is mounted above it.
Home in Los Angeles
4.95 out of 5 average rating, 195 reviews

West LA 2/1 HOUSE with CHEF’S KITCHEN and GARDENS

CLEAN and BRIGHT 1260 sq. ft. double master HOUSE all to yourself. A/C, 2 queen beds, walk-in closets, wood floors, nice TV entertainment setups, washer/dryer, parking, remodeled chef’s kitchen, 2 coffee makers (drip and French press), dishwasher, and dining room. Large front and back GARDENS (shared*) with a rear porch, gas BBQ, small outdoor fire pit. WiFi, cable TV, Blu-Ray players/access to Netflix, Hulu, etc in every room. Living room has FIREPLACE, Surround Sound, queen fold out couch.

Top guest favourite
The living room features hardwood floors and a high ceiling with an exposed beam. A comfortable seating arrangement includes a sofa, spin chair, and ottoman. Natural light filters in through several windows, and a smart TV is positioned for viewing. Decorative plants add a touch of greenery.
Home in Culver City
4.98 out of 5 average rating, 128 reviews

Culver City Charmer in the Arts District

Relax & enjoy yourself in this newly furnished (Front) Duplex in the desirable Culver City Arts District. Conveniently located within walking distance to the Helms Bakery District (Restaurants, Bars, & Retail), the Platform, and the Metro Line. Explore hip Downtown Culver City just over a mile away. Venture out to Venice Beach, Hollywood, Downtown LA, the Staples Center and so many other attractions just 5 to 15 miles away. Enjoy the park next door or just relax in this comfortable space.

Top guest favourite
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 favourite
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 favourite
A spacious outdoor deck features two wooden lounge chairs positioned for relaxation, with potted plants and natural greenery framing the area. Large windows of the house reflect sunlight, showcasing a blend of wood and modern architecture against the backdrop of surrounding hills.
Home in Topanga
4.93 out of 5 average rating, 402 reviews

Modern tree house in the heart of Topanga canyon

The house sits beautifully in the canyon, its organic feel and yet modern design transcends the idea of California living by blending indoor/outdoor through massive windows, incredible ceiling heights and stunning views. Nestled in the canyon, but only 5 min from Topanga town with its shops and restaurants and 10 min from the beach. You can now enjoy our new cedar wooden hot tub after a relaxing yoga session in the studio. Featured in the NYTimes, Dwell, Vogue...

Guest favourite
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.

Guest favourite
A hot tub is positioned on a wooden deck, surrounded by palm trees and greenery. A set of outdoor chairs and a table is visible in the background, with a view of distant hills under a clear blue sky.
Home in Universal City
4.83 out of 5 average rating, 104 reviews

Tree House Hollywood Hills

Everyone has called this place a "tree house" because of the birds eye view of the hills in the heights of the tree tops and if you keep the doors open you get a great breeze. This 2 bedroom, 2 bathroom loft is located in a peaceful neighborhood on the backside of Universal Studios Theme park. Both bedrooms are located upstairs with a bathroom upstairs and a steam shower bath on ground level. Take a hot tub or steam and cool off on the deck.

Guest favourite
A spacious living area features a brown leather sectional sofa adorned with decorative pillows. A coffee table is centered between the seating, and floor-to-ceiling glass doors slide open, merging the indoors with the outdoor balcony, while natural light brightens the room.
Home in Venice
4.87 out of 5 average rating, 188 reviews

Award-Winning Architectural Glass & Concrete Oasis

Experience the extraordinary Oxford Triangle Modern Glass and Concrete Oasis! This award-winning gem sits atop a historic streetcar line, blending nostalgia with contemporary charm. Designed and built by renowned Venice Architect, Matthew Royce. The house has been picked repeatedly by Architectural Digest as the best Airbnb to book in Los Angeles, first in 2020 and again in 2024. It has also been published by Wallpaper Magazine and Dezeen.

Guest favourite
Home in Mid - Wilshire
4.91 out of 5 average rating, 337 reviews

Pool Oasis in Vintage Craftsman House

Unwind on the pool terrace of this 1919 Craftsman cottage. Soak in the hot tub or gather at the fire pit by night. Watch movies with surround sound. The renovated, open interior features hardwood floors and a flowing open-concept living space. NOTE: No parties, events, filming. No exceptions. This house is just for quiet enjoyment while you visit LA. Early check-in / late check-out generally not available due to cleaning protocol.

Popular amenities for house rentals in Windsor Hills

When is the best time to visit Windsor Hills?

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Avg. price$211 SGD$224 SGD$219 SGD$220 SGD$249 SGD$257 SGD$281 SGD$283 SGD$256 SGD$248 SGD$237 SGD$272 SGD
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Quick stats about house rentals in Windsor Hills

  • Total holiday rentals

    Explore 120 holiday rentals in Windsor Hills

  • Nightly prices starting at

    Windsor Hills holiday rentals start at $51 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,410 verified reviews to help you choose

  • Family-friendly holiday rentals

    80 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    120 of Windsor Hills holiday rentals include wifi 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!