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Guesthouse vacation rentals in Simi Valley

Find and book unique guesthouse rentals on Airbnb

Top-rated guesthouse rentals in Simi Valley

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

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Guesthouse in Topanga

4.74 out of 5 average rating, 141 reviews

Beautiful Guesthouse with pool/jacuzzi in Mountain

Enjoy the charm of our remodeled Topanga guesthouse, complete with a new kitchen, updated bath, vaulted ceilings, and French doors opening to a waterfall pool, year-round Jacuzzi, and lush rose garden. This serene mountain retreat offers a cozy loft with a queen bed and a living room with a pull-out sofa. Nestled in the Santa Monica Mountains National Recreation Area, it’s perfect for scenic hikes or a beach day, just 15 minutes from Malibu/ Santa Monica. Quiet neighborhood; no parties, please.

Guesthouse in La Cañada Flintridge

4.97 out of 5 average rating, 185 reviews

Bright, Airy House Close to Rose Bowl

Beautiful guest house at the back of a 3/4 acre property...paradise in the city. Reconnect with nature in the lush backyard with pool and spa, prepare a gourmet dinner in the spacious kitchen with herbs from the garden, and find creative inspiration in the artfully-curated decor. Renovated full bath with a tub/shower. A stackable washer and dryer in the guest house makes this destination perfect for long or short term stays. Guests must love dogs. There are 2 on the property that greet guests.

Guesthouse in Topanga

4.96 out of 5 average rating, 121 reviews

Charming Quiet Topanga Private Guesthouse Hideaway

Serene quiet guesthouse located on a gated property in climate perfect Fernwood neighborhood. Separate unit provides total privacy and is perfect for an artist retreat or couples getaway. 4 min drive to town & 9 min to the beach. The 400sqft unit has high ceilings & views of Oak and fruit trees. Pick your own lemons, apples or kumquats. Unit features a queen canopy bed, fast fiber wifi, radiant heated floors, & kitchenette with toaster oven/air fryer, hot plate, electric kettle and Nespresso.

Guesthouse in Mar Vista

4.97 out of 5 average rating, 154 reviews

Bright Spacious Guesthouse in Westside Village

Recently renovated guesthouse (760 sq. ft.) with kitchen, comfortable bedroom, spacious outdoor deck with lots of work areas in a quiet tranquil neighborhood. License No. HSR24-002261 Enjoy the calm lush backyard from your private deck. We are close to Santa Monica, Beverly Hills, and Culver City, 7 miles from LAX and 11 miles from downtown LA. Our street has a country feel, but we're very close to public bus, Expo Line, Bike Share, major freeways and 2 Trader Joe's, CVS, Von's, etc.

Guesthouse in Montecito Heights

4.9 out of 5 average rating, 178 reviews

Hillside MCM Guest House Stunning view

Best of both worlds! This modern guest house is minutes drive from DTLA, great as rustic hillside “glamping.” 32 steps down the side of the main house to get to your private entrance with handrails, kitchen, modern bathroom, bedroom & reading nook. There’s a separate games room for private use. We’re just next to Dodgers Stadium, Chinatown. Safe quiet neighborhood. 1 parking spot. As it is hillside, there is a bit of nature and dirt. It’s NOT immaculate/sterile but it is a clean/fun cabin.

Guesthouse in Topanga

4.99 out of 5 average rating, 133 reviews

Topanga Homestead Cottage

Set on a working Homestead, this charming cottage with lovely view of mountains and horses. Made beautiful by a Topanga Craftsman and local artists, there is a feeling of old world artistry with all ammenities. The house rests on one of the first and original homesteaded properties in Topanga dating back to the 1800s. Private entrance and parking along with full kitchen and bathroom with all one could need for a relaxing stay. Come rest, take a breath .... a charming homestead stay

Guesthouse in Northridge

4.91 out of 5 average rating, 184 reviews

Guest House, 2 bdrm near CSUN - EV Outlet

Cozy guest house in a quiet residential neighborhood. Unit is detached from main house making it private. Full size kitchen and 2 separate bedrooms. Space for dining, working and relaxing. Private entry, free parking, 240V outlet for EV charging, 5G WIFI, 3 Smart TVs, salt water pool/hot tub, barbq, central air and heating and is located within a gated yard. **** Backyard including Pool/Hot tub is shared with the host family and are not heated during the winter months.********

Guesthouse in Montecito Heights

4.97 out of 5 average rating, 551 reviews

Los Angeles Modern Studio with Pool, Garden & View

Feel at ease at this peaceful getaway under the California sun, surrounded by a mediterranean garden on a serene private lot. This beautifully appointed modern guest studio is a detached standalone structure set back from the main family residence on a gated secure lot with a dedicated off-street guest parking space. • Swimming pool is a shared amenity w/ hosts and is not heated. • Non-smoking / vaping property • Two Airbnb guests only per stay — No visitors allowed.

Guesthouse in Santa Monica

4.93 out of 5 average rating, 105 reviews

Comfortable Guest House with Spacious Yard

The recently remodeled guest house is located in the back of our house on a corner lot with a separate gate entrance. Next to it is a large patio and grass area where you can enjoy coffee, meals, yoga, work and workout. 1.8 miles from the Beach, Santa Monica Promenade and Pier. One block from Montana Ave and two blocks from Wilshire Blvd where you can find many shops and restaurants. Perfect for a modern traveler combining business and pleasure.

Guesthouse in Beverly Hills

4.97 out of 5 average rating, 139 reviews

Charming guesthouse in Beverly Hills

The guesthouse is a free-standing building located in the back of the main house where I live, it has 1 bedroom with a queen size bed, 1 bathroom, a living/work room, a fully equipped kitchenette (minus a dishwasher), Wifi, Cable TV, Apple TV, printer, washer/dryer, and an iron/ironing board. The location is within a short distance of great offices, restaurants, and shops. It is definitely a perfect place to stay for business travelers!

Guesthouse in Topanga

4.94 out of 5 average rating, 243 reviews

Topanga Canyon Vintner's Retreat -Guest House

The guest house is located in the Santa Monica mountains. Very close to the beach and the near by cities, such as Santa Monica, Los Angeles, and Malibu. This charming and unique place has great views, surrounded by a vineyard, very clean,and private. My place is great for a couple or a couple with one child.

Guesthouse in Los Angeles County

4.87 out of 5 average rating, 126 reviews

Honey's Den - Cozy Private Studio

In an enchanting mountain area at the base of Chatsworth Lake Manor, impressive boulder formations surround -Honey's Den-a cozy detached studio that fuses a modern design with charm. It's the perfect hideaway for anyone who appreciates the graceful balance between comfort and style.

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Popular amenities for Simi Valley guesthouse rentals

Free parking on premises

Air conditioning

Family-friendly guest house rentals

Guesthouse in Newhall

4.86 out of 5 average rating, 144 reviews

Oak Meadow Ranch, Guest House

Guesthouse in Newhall

4.98 out of 5 average rating, 460 reviews

Cozy Guesthouse w pool, firepit & heated jacuzzi

Guesthouse in Malibu

4.95 out of 5 average rating, 131 reviews

Malibu Canyon Mountain Retreat : 10min to Beach

Guesthouse in Burbank

4.99 out of 5 average rating, 257 reviews

Large Private Guesthouse in Burbank's Magnolia Park

Guesthouse in Sherman Oaks

4.95 out of 5 average rating, 166 reviews

Contemporary Cottage - An Oasis with a Private Heated Pool.

Guesthouse in Burbank

4.9 out of 5 average rating, 278 reviews

Private Guest House near studios

Guesthouse in Glendale

4.89 out of 5 average rating, 386 reviews

Red Drake Inn - Medieval Themed Studio/Guest House

Guesthouse in Mar Vista

4.95 out of 5 average rating, 315 reviews

MAR VISTA, LA with Private Garden GUEST HOUSE

Guest house rentals with a patio

Guesthouse in Los Angeles

4.86 out of 5 average rating, 147 reviews

Casa Valentino 1bedroom Unit

Guesthouse in Glendale

4.93 out of 5 average rating, 118 reviews

Charming Guesthouse with Gorgeous Patio!

Guesthouse in Culver City

4.99 out of 5 average rating, 117 reviews

Culver Coop 360° -Guesthouse w/ Rooftop Deck

Guesthouse in Studio City

4.94 out of 5 average rating, 103 reviews

Magical Hilltop Bungalow & Garden with Views

Guesthouse in Beverly Grove

4.81 out of 5 average rating, 185 reviews

Mid-City West Guesthouse

Guesthouse in Malibu

4.97 out of 5 average rating, 149 reviews

Oceanview Guesthome-Pool jacuzzi access, pets&kids

Guesthouse in Studio City

4.99 out of 5 average rating, 109 reviews

ZenBnB: 2Bed Guesthouse near Universal w/ Pool+Spa

Guesthouse in South LA

4.88 out of 5 average rating, 211 reviews

Private Guest House by SOFI, Kia Forum,Intuit Dome

Guest house rentals with a washer and dryer

Guesthouse in Altadena

4.89 out of 5 average rating, 257 reviews

Studio Guesthouse w/Kitchen & Laundry

Guesthouse in Venice

4.91 out of 5 average rating, 178 reviews

Modern Venice Guesthouse - 5 Blocks to Beach

Guesthouse in Burbank

5 out of 5 average rating, 147 reviews

The 620 Private GuestHouse in Burbank Hillside

Guesthouse in South LA

4.8 out of 5 average rating, 233 reviews

Cozy Pool House & Retreat - Los Angeles,CA View Pk

Guesthouse in Studio City

4.91 out of 5 average rating, 187 reviews

Large 1-Bedroom Guest House in Great Location

Guesthouse in Burbank

4.99 out of 5 average rating, 162 reviews

Remanso GuestHouse-BurbankFoothills

Guesthouse in Central LA

4.96 out of 5 average rating, 214 reviews

Cozy Guest House

Guesthouse in Burbank

4.98 out of 5 average rating, 108 reviews

Private Studio

Quick stats about guesthouse rentals in Simi Valley

Total rentals
30 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
1.9K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace

Destinations to explore