Search Guest Houses in Winnetka

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Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28
In one month
Jan 9 - Jan 11
In two months
Feb 6 - Feb 8

Our top choices for Winnetka guest houses

Interior
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
$74 nightly
The price is $85
Dec 29 - Dec 30
Total with taxes and fees
Dondo Stay
Living area
Cozy Bedroom Los Angeles

Cozy Bedroom Los Angeles

Cozy Bedroom Los Angeles
2.0 star property
Westlake
8.0 out of 10, Very Good, (21)
"Very nice property, would definitely stay again! "
United States
Alysia
$156 nightly
The price is $171
Dec 14 - Dec 15
Total with taxes and fees
Cozy Bedroom Los Angeles
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
$209 nightly
The price is $229
Jan 10 - Jan 11, 2026
Total with taxes and fees
Beverly Hills Celebrity Home
Terrace/patio
Hot Tub, Garden Patio, Canopy Bed

Hot Tub, Garden Patio, Canopy Bed

Hot Tub, Garden Patio, Canopy Bed
Fernwood
10.0 out of 10, Exceptional, (17)
"Loved the ambiance. Great host. Everything was perfect."
United States
Sean B.
Hot Tub, Garden Patio, Canopy Bed
Property grounds
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.
$369 nightly
The price is $381
Dec 12 - Dec 13
Total with taxes and fees
Very Private Guest House for 6 on Private 3.25 acre Estate behind 2 secure gates
Living area
Serene Escapes Hollywood

Serene Escapes Hollywood

Serene Escapes Hollywood
2.0 star property
Hollywood
7.4 out of 10, Good, (61)
"Great location nice home "
United States
Tyresha
$156 nightly
The price is $171
Dec 14 - Dec 15
Total with taxes and fees
Serene Escapes Hollywood
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
$276 nightly
The price is $292
Dec 12 - Dec 13
Total with taxes and fees
Cozy Backhouse Stay – Sleeps 2 Beverly Hills Adj
Living area
Comfort Suite Los Angeles

Comfort Suite Los Angeles

Comfort Suite Los Angeles
2.0 star property
Westlake
6.2 out of 10, (32)
"Great location, easy to enter the property. Will stay here next time if coming back to LA!"
United States
Scott
$168 nightly
The price is $192
Jan 1 - Jan 2, 2026
Total with taxes and fees
Comfort Suite Los Angeles
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 5 - Jan 6, 2026
Total with taxes and fees
1br Suite • Kitchen • Fireplace • Private Entry
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.
$285 nightly
The price is $303
Jan 5 - Jan 6, 2026
Total with taxes and fees
Cozy Guest Suite with Kitchenette Prime Location
TV
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.
$307 nightly
The price is $345
Jan 11 - Jan 12, 2026
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
7.2 out of 10, Good, (77)
"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
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
$286 nightly
The price is $286
Dec 14 - Dec 15
Total with taxes and fees
Lil Beauty in Bev Hills
Interior
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.
$504 nightly
The price is $540
Dec 28 - Dec 29
Total with taxes and fees
Modern 2BR Back House w/ TVs & Full Kitchen
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.
$769 nightly
The price is $864
Dec 14 - Dec 15
Total with taxes and fees
Guest House Malibu Retreat w/ SALT pool Jacuzzi
Terrace/patio
Outdoor Clawfoot, Hot Tub, Deck

Outdoor Clawfoot, Hot Tub, Deck

Outdoor Clawfoot, Hot Tub, Deck
2.0 star property
Fernwood
10.0 out of 10, Exceptional, (8)
"Great communication with host, nice, clean and quiet! Would stay again. "
United States
Mitchell C.
Outdoor Clawfoot, Hot Tub, Deck
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

The Hollywood Roosevelt

The Hollywood Roosevelt

10/10 Excellent
"Stunning!"
Lucas 1-night trip
Posted 20 hours ago
The Hollywood Roosevelt

Find out more about Winnetka

Winnetka Guest Houses information

Number of reviews
452
Accommodation
57 Guest Houses
Lowest Price
$85
Highest Price
$540

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 $85 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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