Search Guest Houses in Winnetka

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Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4
In one month
Jan 16 - Jan 18
In two months
Feb 13 - Feb 15

Our top choices for Winnetka guest houses

Shared kitchen
Dondo Stay

Dondo Stay

Dondo Stay
2.0 star property
Mid City
8.2 out of 10, Very Good, (25)
"The rooms are nice"
United States
Gian Caro
$77 nightly
The price is $87
Dec 22 - Dec 23
Total with taxes and fees
Dondo Stay
Outdoor pool, open 8:30 AM to 7:00 PM, sun loungers
Beverly Hills Celebrity Home

Beverly Hills Celebrity Home

Beverly Hills Celebrity Home
3.5 star property
Pico - Robertson
9.6 out of 10, Exceptional, (33)
"Very cute little place with accommodating and helpful hosts."
United States
Sara
$222 nightly
The price is $244
Jan 12 - Jan 13, 2026
Total with taxes and fees
Beverly Hills Celebrity Home
Free WiFi
Serene Escapes Hollywood

Serene Escapes Hollywood

Serene Escapes Hollywood
2.0 star property
Hollywood
7.4 out of 10, Good, (64)
"Nice place good space"
United States
Charles
$156 nightly
The price is $171
Dec 23 - Dec 24
Total with taxes and fees
Serene Escapes Hollywood
Outdoor pool
Very Private Guest House for 6 on Private 3.25 acre Estate behind 2 secure gates

Very Private Guest House for 6 on Private 3.25 acre Estate behind 2 secure gates

Very Private Guest House for 6 on Private 3.25 acre Estate behind 2 secure gates
Simi Valley
9.0 out of 10, Wonderful, (2)
"Relaxing"
United States
wayne E.
$392 nightly
The price is $405
Jan 6 - Jan 7, 2026
Total with taxes and fees
Very Private Guest House for 6 on Private 3.25 acre Estate behind 2 secure gates
Outdoor pool
paradise luxury experience Sleep bed 4 bedroom 1 livingroom 1

paradise luxury experience Sleep bed 4 bedroom 1 livingroom 1

paradise luxury experience Sleep bed 4 bedroom 1 livingroom 1
Los Angeles
7.6 out of 10, Good, (8)
"Nice place to stay"
United States
Jaismine J.
$379 nightly
The price is $426
Dec 22 - Dec 23
Total with taxes and fees
paradise luxury experience Sleep bed 4 bedroom 1 livingroom 1
Standard Double Room, Non Smoking | Free WiFi
Comfort Suite Los Angeles

Comfort Suite Los Angeles

Comfort Suite Los Angeles
2.0 star property
Westlake
5.6 out of 10, (28)
"Amazing stay! Great location! Very clean and convenient. "
United States
Henry
$168 nightly
The price is $192
Jan 1 - Jan 2, 2026
Total with taxes and fees
Comfort Suite Los Angeles
1 bedroom, WiFi, bed sheets
Cozy Backhouse Stay – Sleeps 2 Beverly Hills Adj

Cozy Backhouse Stay – Sleeps 2 Beverly Hills Adj

Cozy Backhouse Stay – Sleeps 2 Beverly Hills Adj
Mid City
$277 nightly
The price is $293
Jan 1 - Jan 2, 2026
Total with taxes and fees
Cozy Backhouse Stay – Sleeps 2 Beverly Hills Adj
Fridge, microwave, oven, stovetop
1br Suite • Kitchen • Fireplace • Private Entry

1br Suite • Kitchen • Fireplace • Private Entry

1br Suite • Kitchen • Fireplace • Private Entry
Simi Valley
10.0 out of 10, Exceptional, (1)
"This place is super nice and very clean. "
United States
Anonymous traveler
$245 nightly
The price is $266
Jan 11 - Jan 12, 2026
Total with taxes and fees
1br Suite • Kitchen • Fireplace • Private Entry
Outdoor pool
Under the Tuscan Sun Studio-Style Cottage With Stone Pool in West LA

Under the Tuscan Sun Studio-Style Cottage With Stone Pool in West LA

Under the Tuscan Sun Studio-Style Cottage With Stone Pool in West LA
Mar Vista
9.6 out of 10, Exceptional, (177)
"The property is beautiful and perfect for a little vacation. The hosts are very attentive and welcoming. We were very happy with our stay and would certainly recommend a visit."
United States
Kyle L.
$318 nightly
The price is $357
Dec 23 - Dec 24
Total with taxes and fees
Under the Tuscan Sun Studio-Style Cottage With Stone Pool in West LA
Free WiFi
Downtown LA Stylish Bedrooms

Downtown LA Stylish Bedrooms

Downtown LA Stylish Bedrooms
2.0 star property
Westlake
7.0 out of 10, Good, (76)
"Amazing house with staff that really cares. "
United States
Shaun
$158 nightly
The price is $180
Jan 4 - Jan 5, 2026
Total with taxes and fees
Downtown LA Stylish Bedrooms
Iron/ironing board, WiFi, bed sheets
Cozy Guest Suite with Kitchenette Prime Location

Cozy Guest Suite with Kitchenette Prime Location

Cozy Guest Suite with Kitchenette Prime Location
Mid City
8.0 out of 10, Very Good, (2)
"I was in town for work and this place had all I needed. It's clean, quiet and easy to find. "
United States
Kristy C.
$268 nightly
The price is $283
Dec 22 - Dec 23
Total with taxes and fees
Cozy Guest Suite with Kitchenette Prime Location
Pool
Guest House Malibu Retreat w/ SALT pool Jacuzzi

Guest House Malibu Retreat w/ SALT pool Jacuzzi

Guest House Malibu Retreat w/ SALT pool Jacuzzi
Malibu
9.4 out of 10, Exceptional, (35)
"Was a great quick getaway! Stopped with family on a trip down the California coast. I recommend this location, the hosts were wonderful, the views stunning, and the grounds serene."
United States
Erik L.
$828 nightly
The price is $930
Dec 22 - Dec 23
Total with taxes and fees
Guest House Malibu Retreat w/ SALT pool Jacuzzi
2 bedrooms, WiFi
Modern 2BR Back House w/ TVs & Full Kitchen

Modern 2BR Back House w/ TVs & Full Kitchen

Modern 2BR Back House w/ TVs & Full Kitchen
Mid City
10.0 out of 10, Exceptional, (2)
"This place was just as described! Very clear instructions how to get in and we felt very secure and safe with a locked gate around entire property. Extremely clean and the beds are very comfortable and nice!!! It was a great experience alltogether. Plenty of street parking too. Highly recommend! "
United States
Teresa B.
$456 nightly
The price is $485
Dec 22 - Dec 23
Total with taxes and fees
Modern 2BR Back House w/ TVs & Full Kitchen
1 bedroom, desk, iron/ironing board, free WiFi
Lil Beauty in Bev Hills

Lil Beauty in Bev Hills

Lil Beauty in Bev Hills
South of Wilshire
$283 nightly
The price is $283
Jan 4 - Jan 5, 2026
Total with taxes and fees
Lil Beauty in Bev Hills
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winnetka Hotel Reviews

Hotel Burbank

Hotel Burbank

10/10 Excellent
"It was a very nice and festive for the holidays. I would stay here again. "
Tracy 3-night trip
Posted 2 hours ago
Hotel Burbank

Find out more about Winnetka

Winnetka Guest Houses information

Number of reviews
453
Accommodation
57 Guest Houses
Lowest Price
$87
Highest Price
$930

Frequently asked questions

What are the most popular guest houses in Winnetka according to reviews?
Private Modern Guest House In Los Angeles is a fantastic option for travelers seeking a stylish and comfortable stay in the Winnetka area. With a focus on convenience, this guest house offers amenities like reliable WiFi and air conditioning to ensure you stay connected and comfortable throughout your visit. Onsite parking is also available, making it easy for guests to explore the beautiful surroundings without the hassle of finding a spot.
What is the nightly rate for a guest house in Winnetka?
Rates for Winnetka guest houses vary, but travelers can find great-value prices from $87 with Expedia. A range of factors can affect nightly rates, such as the location, the breakfast offering, and the range of amenities. Travelers looking for a good deal should consider looking for a midweek stay, as weekend rates at Winnetka guest houses tend to be higher. Remember to also use our filters to sort prices from low to high.
What's the difference between a Winnetka guest house and a B&B?
A guest house in Winnetka is typically a larger establishment with more rooms, offering a more hotel-like experience, and may provide additional amenities including luxury bedding. In contrast, a B&B is usually a smaller property that focuses primarily on providing a room and breakfast. A B&B is often more personal, and breakfast is typically included as part of the stay, but other services might be more limited compared to a guest house.

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