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Guesthouse vacation rentals in Windsor Hills

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouses in Windsor Hills

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

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Top guest favourite
A spacious patio features a wooden pergola adorned with vibrant greenery, casting dappled shadows on the tiled floor. Comfortable lounge seating and a dining table are visible, surrounded by potted plants. The well-maintained lawn provides a tranquil outdoor space for relaxation.
Guesthouse in Miracle Mile
4.98 out of 5 average rating, 554 reviews

Casa Carmona, a Mid-City Garden Oasis near Museums

Casa Carmona is a little oasis in the big city. It's convenient to just about anywhere you would want to visit while in Los Angeles. Private entrance allows you to come and go as you please. Very diverse selection of restaurants and there is a 7-11 as well as a small grocery store (that delivers) less than a block away if you would rather eat in. Laundromat and dry cleaners are one block away which is helpful for longer stays. Street parking is available. Convenient to public transportation. Full access to the guest house and the backyard area including lounge chairs and dining table. I live in the adjacent house so am able to offer help during guest's stay. I love meeting my guests from all over the world but respect your privacy and comfort! Casa Carmona sits behind a charming Spanish house in Wilshire Vista, a neighborhood created in the 1920s. This is a diverse and safe area, within walking distance of Museum Row and the Grove. Plenty of free parking is available. Approximately half my guests rent a car and there is unrestricted street parking available except for street cleaning on Tuesday afternoons. The other half of my guests rely on Uber and Lyft which are always available within minutes. There is plentiful public transportation within walking distance. One bus stop is less than a block away on one major street and another the opposite direction a block and a half from the house. There is also a Zip Car location less than a block away. The main bed is full size. The pullout sofa is twin bed. There is a small fridge/freezer, microwave oven, 2 burner electric cooktop, and George Forman grill for cooking. Also have a Keurig for coffee and electric tea kettle and assortment of teas. There is a end table that is gate-leg so can be used for in-room dining. Folding chairs in closet as well as extra folding table in closet. Hair dryer in bathroom. Plenty of closet space. Two luggage racks. Iron is provided. I also provide a beach blanket, tote and towels for excursions to the beach. For relaxation time at the Casa there are plentiful entertainment options including Amazon Echo, TV with Netflix, Hulu, and Amazon Prime, many movies, PlayStation and several board games with even more available upon request!

Guest favourite
A modern living space showcases a cozy orange sofa paired with a light coffee table and a decorative rug. The open-concept kitchen features stainless steel appliances and bar stools, creating a welcoming area for relaxation and socializing. Large windows provide ample natural light.
Guesthouse in Westchester
4.97 out of 5 average rating, 269 reviews

NEW! LAX, Beach, SOFI, KIA, Intuit, Wheelchair

NEW! Scandinavian-Mod home 2 Bedroom, 2 Queen Size Memory Foam Beds, 10 minutes from LAX Airport, Sofi Stadium, Intuit & Kia Forum, Museums, Beaches, Wheelchair Accessible, Roll-in/Step Free entrance & Step Free Shower, 2 blocks away from main 405 Freeway, Full Kitchen with all the kitchen amenities to cook your own meal without having to leave, Entire Flat/Villa with full privacy & private entrance, 55” Flatscreen TV, Super quiet family neighborhood, great for families or a quiet place to work.

Superhost
An open layout kitchen and dining area is visible, featuring wooden cabinetry and modern appliances. A table for four is arranged near large glass doors that provide access to a patio with views. Bamboo flooring enhances the spacious feel, illuminated by natural light.
Guesthouse in Culver City
4.94 out of 5 average rating, 107 reviews

Top of the Hill 2 Bdrm VIEW House.

Amazing VIEWS of the whole Los Angeles. This 2 bedroom Hilltop home features an open layout and a huge patio. It has plenty of outdoor trails to enjoy. Located on top of the Blair Hills next to the Baldwin Hills Scenic Overlook trail, Visitor& Nature Centers. Close to the Metro Subway train to Santa Monica & Downtown- 15 min. to Beach and LAX. 36 Stairs up from private 2 car street parking area. Gated entry. Very Quiet and Safe. 750 mbps wifi. No children under 5 prefrd. Old furniture and couch.

Top guest favourite
A spacious living area is featured, showcasing a comfortable gray couch adorned with decorative pillows. A light-colored area rug lies beneath it, while modern artwork is displayed on the wall. A staircase leads to a lofted workspace illuminated by natural light from a skylight.
Guesthouse in Mar Vista
4.99 out of 5 average rating, 357 reviews

Bright European Loft In Venice Beach

☆ Bright, Spacious & Airy ☆ 1000/1000 Fiber Internet ☆ Enterprise Grade WiFi ☆ California King Bed ☆ Large Workspace ☆ Blackout Curtains ☆ Washer & Dryer This loft will welcome you with an abundance of natural light and a soft ocean breeze through two large skylights. Wake up under the large ash tree towering over the building. Two large workspaces and blazing fast internet invite you to work from home. With just minutes from Venice Beach this is the perfect place to work, relax and enjoy LA.

Top guest favourite
Guesthouse in Westchester
4.98 out of 5 average rating, 113 reviews

Del Aire Studio, Washer & Dryer: SoFi, Kia Forum, LAX

Welcome to our cozy and convenient guest house, located just moments away from LAX! Our studio has a full kitchen, equipped with everything you need to prepare your favorite meals. Despite being a studio, we've carefully designed the layout to maximize space and comfort. The full bathroom is stocked with fresh towels and toiletries. No need to worry about laundry during your trip – a washer and dryer are available in the apartment, allowing you to pack light and keep your wardrobe fresh.

Top guest favourite
A private outdoor area features a circular stone fire table surrounded by six metal chairs. Adjacent to the fire table, a hot tub is positioned on a wooden deck, while lush greenery frames the space, creating a serene environment.
Guesthouse in View Park-Windsor Hills
4.99 out of 5 average rating, 190 reviews

Near LAX, Sofi, Intuit, Beach, Hot Tub, FireTable.

Luxury Getaway. Modern studio guest house with resort style backyard. Exclusive neighborhood w/safe street parking. Gated entry with electronic keypad. Cable TV w/premium channels. Gorgeous PRIVATE secluded backyard with a waterfall, Hot Tub, Fire Table. Located 3 miles from the Sofi Stadium, Hollywood Park, Intuit Dome, Kia Forum. 5 miles from USC, Crypto Arena, BMO Stadium. Also 6 miles from LAX and Beaches. Near FWY’s, and Metro Line NO PETS Host Allergic to Pet Hair/Dander

Top guest favourite
A spacious bedroom features a queen-sized bed with white bedding and decorative pillows. Skylights illuminate the room, which includes a modern sofa, a flat-screen TV mounted on the wall, and wooden accents. A rustic sliding barn door complements the contemporary design.
Guesthouse in Studio Village
4.97 out of 5 average rating, 146 reviews

Chic Cottage in Cool Culver City

This newly renovated 500 sq. ft. modern Farmhouse Cottage, located in a safe, walkable neighborhood is the ideal getaway for two adults. Featuring a full kitchen and ensuite bathroom, this light, bright space has quartz countertops, wood floors, marble tiled bathroom, brand-new appliances and furnishings. Perfect for the visiting remote worker or traveler, we’re located just one mile from the heart of fashionable Culver City, 6 miles from Santa Monica, and 15 minutes from LAX.

Superhost
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 View Park-Windsor Hills
4.88 out of 5 average rating, 182 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

Top guest favourite
A panoramic view of the Los Angeles skyline is showcased at sunset, with hues of orange and purple filling the sky. Lush green trees and the neighboring homes are visible in the foreground, highlighting the serene atmosphere of the area.
Guesthouse in View Park-Windsor Hills
4.97 out of 5 average rating, 184 reviews

Studio Guest House with a View of Downtown

This guest house was built in 2023 and is in one of LA’s best neighborhoods. This quiet million dollar historic neighborhood is centrally located minutes from SoFi, the Form, YouTube Theater, Beverley Hills, downtown LA and the beach. Free parking directly in front of house. Full bath and kitchen with full-size refrigerator,  convection microwave, electric stove top and washer and dryer. Queen size bed, and pull out couch. All windows have blackout shades.

Guest favourite
A serene outdoor area is highlighted by a vibrant blue pool and a hot tub, featuring two lounge chairs and an umbrella nearby. The space is surrounded by lush greenery and well-kept landscaping, with doors opening to the inviting interior of the guesthouse.
Guesthouse in Carthay Square
4.99 out of 5 average rating, 277 reviews

Luxurious Guesthouse w/ Pool & Spa in L.A.

Charming guesthouse with a beautiful pool and hot tub near Beverly Hills. Enjoy your own space, complete with a kitchen and living room, and a master suite upstairs. This two-story guest house is 1000 sq./ft. The Airbnb is centrally located with easy access to all that LA has to offer. Two blocks to Beverly Hills, walking distance to Museum Row, about one mile from the Grove and West Hollywood. This detached guest-house has its own entrance and easy access.

Guest favourite
The charming exterior of the casita is highlighted by its decorative arches and pastel-color façade. An outdoor patio area features several potted plants, a table with an umbrella, and stairs leading to the entrance. The space reflects a serene environment, surrounded by lush greenery.
Guesthouse in Hollywood Hills
4.96 out of 5 average rating, 757 reviews

Historic LA Oasis with outdoor courtyard

This is a private, detached casita, steps from the famed Hollywood Bowl. It sleeps up to 3 people max - 1 queen bed upstairs and twin couch that converts into single bed in first floor living room. The casita is 2-stories, 780 sq. ft with AC, full bath & kitchen, living room and outdoor patio area. This historic home dates back to the early 1900s and sits within a larger compound that consists of a main house that is occupied by your Hosts.

Superhost
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 Los Angeles
4.88 out of 5 average rating, 187 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 guesthouses

When is the best time to visit Windsor Hills?

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Avg. price$182 CAD$168 CAD$185 CAD$196 CAD$196 CAD$196 CAD$206 CAD$196 CAD$205 CAD$182 CAD$168 CAD$172 CAD
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Quick stats about guesthouse rentals in Windsor Hills

  • Total vacation rentals

    Explore 20 vacation rentals in Windsor Hills

  • Verified guest reviews

    Over 3,110 verified reviews to help you choose

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Windsor Hills vacation 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!