Vacation rentals in Winnetka, CA

158 available vacation rental offers

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Best vacation rentals and Airbnb offers in Winnetka, CA

1BR 1BA tiny home with W/D a few steps away from Kaiser Woodland Hills - Winnetka, CA

1BR 1BA tiny home with W/D a few steps away from Kaiser Woodland Hills

Cottage, Winnetka

1BR 1BA tiny home with W/D a few steps away from Kaiser Woodland Hills is a cottage in Winnetka, with kitchen access and room for a group. This stay gives travelers a comfortable base for…

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About 1BR 1BA tiny home with W/D a few steps away from Kaiser Woodland Hills

1BR 1BA tiny home with W/D a few steps away from Kaiser Woodland Hills is a cottage in Winnetka, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $852.

From$122/night
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Peaceful 1-bedroom house with AC in charming Los Angeles - Winnetka, CA

Peaceful 1-bedroom house with AC in charming Los Angeles

Holiday Home, Winnetka

Peaceful 1-bedroom house with AC in charming Los Angeles is a holiday home in Winnetka, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for…

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About Peaceful 1-bedroom house with AC in charming Los Angeles

Peaceful 1-bedroom house with AC in charming Los Angeles is a holiday home in Winnetka, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $855.

From$122/night
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Charming Private Guesthouse with Pool - Winnetka, CA

Charming Private Guesthouse with Pool

Apartment, Winnetka

Charming Private Guesthouse with Pool is a apartment in Winnetka, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Charming Private Guesthouse with Pool

Charming Private Guesthouse with Pool is a apartment in Winnetka, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, pet friendly, pets friendly, and ac.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,126.

From$161/night
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Luxury Guesthouse - Winnetka, CA

Luxury Guesthouse

B & B, Winnetka

Luxury Guesthouse is a b & b in Winnetka, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or…

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About Luxury Guesthouse

Luxury Guesthouse is a b & b in Winnetka, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,291.

From$161/night
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Vacation rentals with a pool in Winnetka, CA

Add a pool to the search when you want an easy place to cool off between outings.

24/7check-in+ Hi speed WI- FI+ Private Bath+ Kitchenette+ Wash & Dry +Parking - Winnetka, CA

24/7check-in+ Hi speed WI- FI+ Private Bath+ Kitchenette+ Wash & Dry +Parking

Holiday Home, Winnetka

24/7check-in+ Hi speed WI- FI+ Private Bath+ Kitchenette+ Wash & Dry +Parking is a holiday home in Winnetka, with pool access, parking, and kitchen access. This stay gives travelers a…

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About 24/7check-in+ Hi speed WI- FI+ Private Bath+ Kitchenette+ Wash & Dry +Parking

24/7check-in+ Hi speed WI- FI+ Private Bath+ Kitchenette+ Wash & Dry +Parking is a holiday home in Winnetka, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,239.

From$177/night
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Sunny SoCal Escape: 3BR/2BA Bright home with pool - Winnetka, CA

Sunny SoCal Escape: 3BR/2BA Bright home with pool

Holiday Home, Winnetka

Sunny SoCal Escape: 3BR/2BA Bright home with pool is a holiday home in Winnetka, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Sunny SoCal Escape: 3BR/2BA Bright home with pool

Sunny SoCal Escape: 3BR/2BA Bright home with pool is a holiday home in Winnetka, with pool access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,670.

From$524/night
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Fabulous Tarzana Poolside Retreat - Winnetka, CA

Fabulous Tarzana Poolside Retreat

Holiday Home, Winnetka

Fabulous Tarzana Poolside Retreat is a holiday home in Winnetka, with pool access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Fabulous Tarzana Poolside Retreat

Fabulous Tarzana Poolside Retreat is a holiday home in Winnetka, with pool access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, ac, air conditioning, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,936.

From$562/night
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*Newly Built 4BR! Pool, Cabana, BBQ in Prime LA!* - Winnetka, CA

*Newly Built 4BR! Pool, Cabana, BBQ in Prime LA!*

Holiday Home, Winnetka

*Newly Built 4BR! Pool, Cabana, BBQ in Prime LA!* is a holiday home in Winnetka, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for…

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About *Newly Built 4BR! Pool, Cabana, BBQ in Prime LA!*

*Newly Built 4BR! Pool, Cabana, BBQ in Prime LA!* is a holiday home in Winnetka, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $4,258.

From$608/night
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Vacation rentals with parking in Winnetka, CA

Find vacation rentals that make arriving by car easier.

Charming Bright Traditional Home in Sherman Oaks - Winnetka, CA

Charming Bright Traditional Home in Sherman Oaks

Homestay, Winnetka

Charming Bright Traditional Home in Sherman Oaks is a homestay in Winnetka, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Charming Bright Traditional Home in Sherman Oaks

Charming Bright Traditional Home in Sherman Oaks is a homestay in Winnetka, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,011.

From$111/night
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Charming Bright Traditional Home in Sherman Oaks - Winnetka, CA

Charming Bright Traditional Home in Sherman Oaks

Homestay, Winnetka

Charming Bright Traditional Home in Sherman Oaks is a homestay in Winnetka, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Charming Bright Traditional Home in Sherman Oaks

Charming Bright Traditional Home in Sherman Oaks is a homestay in Winnetka, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, parking, paid parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,011.

From$111/night
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LA Modern Street View Glass Window 2BR - Winnetka, CA

LA Modern Street View Glass Window 2BR

Apartment, Winnetka

LA Modern Street View Glass Window 2BR is a apartment in Winnetka, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About LA Modern Street View Glass Window 2BR

LA Modern Street View Glass Window 2BR is a apartment in Winnetka, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,818.

From$201/night
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Boulders Views,Patio, peaceful No taxes added area - Winnetka, CA

Boulders Views,Patio, peaceful No taxes added area

Holiday Home, Winnetka

Boulders Views,Patio, peaceful No taxes added area is a holiday home in Winnetka, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Boulders Views,Patio, peaceful No taxes added area

Boulders Views,Patio, peaceful No taxes added area is a holiday home in Winnetka, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,568.

From$224/night
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Pet-friendly vacation rentals in Winnetka, CA

Bring your pet along with stays that welcome four-legged travelers.

Boulders Views,Patio, peaceful - Winnetka, CA

Boulders Views,Patio, peaceful

Holiday Home, Winnetka

Boulders Views,Patio, peaceful is a holiday home in Winnetka, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area,…

Read more

About Boulders Views,Patio, peaceful

Boulders Views,Patio, peaceful is a holiday home in Winnetka, with pet-friendly space, outdoor space, and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,637.

From$234/night
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Heavenly Staycation in the heart of Los Angeles - Winnetka, CA

Heavenly Staycation in the heart of Los Angeles

Holiday Home, Winnetka

Heavenly Staycation in the heart of Los Angeles is a holiday home in Winnetka, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Heavenly Staycation in the heart of Los Angeles

Heavenly Staycation in the heart of Los Angeles is a holiday home in Winnetka, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,920.

From$274/night
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Beautiful and Spacious Home in San Fernando Valley - Winnetka, CA

Beautiful and Spacious Home in San Fernando Valley

Holiday Home, Winnetka

Beautiful and Spacious Home in San Fernando Valley is a holiday home in Winnetka, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Beautiful and Spacious Home in San Fernando Valley

Beautiful and Spacious Home in San Fernando Valley is a holiday home in Winnetka, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,856.

From$408/night
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3-bedroom house, pool and other amenities in amazing Tarzana area of Los Angeles - Winnetka, CA

3-bedroom house, pool and other amenities in amazing Tarzana area of Los Angeles

Holiday Home, Winnetka

3-bedroom house, pool and other amenities in amazing Tarzana area of Los Angeles is a holiday home in Winnetka, with pet-friendly space, pool access, and room for a group. This stay gives…

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About 3-bedroom house, pool and other amenities in amazing Tarzana area of Los Angeles

3-bedroom house, pool and other amenities in amazing Tarzana area of Los Angeles is a holiday home in Winnetka, with pet-friendly space, pool access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,947.

From$421/night
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Vacation rentals with a kitchen in Winnetka, CA

Compare stays with kitchen access for longer trips and easier meals.

Furnished bedroom, bathroom, kitchen in a guard-gated community - Winnetka, CA

Furnished bedroom, bathroom, kitchen in a guard-gated community

Condo, Winnetka

Furnished bedroom, bathroom, kitchen in a guard-gated community is a condo in Winnetka, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a…

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About Furnished bedroom, bathroom, kitchen in a guard-gated community

Furnished bedroom, bathroom, kitchen in a guard-gated community is a condo in Winnetka, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,410.

From$201/night
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Charming 1-Bedroom Oasis in Woodland Hills- RE - Winnetka, CA

Charming 1-Bedroom Oasis in Woodland Hills- RE

Holiday Home, Winnetka

Charming 1-Bedroom Oasis in Woodland Hills- RE is a holiday home in Winnetka, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Charming 1-Bedroom Oasis in Woodland Hills- RE

Charming 1-Bedroom Oasis in Woodland Hills- RE is a holiday home in Winnetka, with kitchen access and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and washer.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,654.

From$236/night
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Wonderful 1BD Guest House with Outdoor Experience - Winnetka, CA

Wonderful 1BD Guest House with Outdoor Experience

Holiday Home, Winnetka

Wonderful 1BD Guest House with Outdoor Experience is a holiday home in Winnetka, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Wonderful 1BD Guest House with Outdoor Experience

Wonderful 1BD Guest House with Outdoor Experience is a holiday home in Winnetka, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,763.

From$252/night
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2 BR Oasis w/ Serene Views in Encino/ W/D, Parking - Winnetka, CA

2 BR Oasis w/ Serene Views in Encino/ W/D, Parking

Apartment, Winnetka

2 BR Oasis w/ Serene Views in Encino/ W/D, Parking is a apartment in Winnetka, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About 2 BR Oasis w/ Serene Views in Encino/ W/D, Parking

2 BR Oasis w/ Serene Views in Encino/ W/D, Parking is a apartment in Winnetka, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,175.

From$311/night
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Family-friendly vacation rentals in Winnetka, CA

Plan a trip with stays that give families more room to spread out.

Boulders Views,Patio, peaceful No taxes added area - Winnetka, CA

Boulders Views,Patio, peaceful No taxes added area

Holiday Home, Winnetka

Boulders Views,Patio, peaceful No taxes added area is a holiday home in Winnetka, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a comfortable base…

Read more

About Boulders Views,Patio, peaceful No taxes added area

Boulders Views,Patio, peaceful No taxes added area is a holiday home in Winnetka, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,540.

From$220/night
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Cozy Cottage Getaway in the Mountains - 20 min from the beach! - Winnetka, CA

Cozy Cottage Getaway in the Mountains - 20 min from the beach!

Cottage, Winnetka

Cozy Cottage Getaway in the Mountains - 20 min from the beach! is a cottage in Winnetka, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base…

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About Cozy Cottage Getaway in the Mountains - 20 min from the beach!

Cozy Cottage Getaway in the Mountains - 20 min from the beach! is a cottage in Winnetka, with easy beach access, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,987.

From$284/night
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MTN VIEWS 2022 remodeled BBQ EN Suite Hiking - Winnetka, CA

MTN VIEWS 2022 remodeled BBQ EN Suite Hiking

Cottage, Winnetka

MTN VIEWS 2022 remodeled BBQ EN Suite Hiking is a cottage in Winnetka, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About MTN VIEWS 2022 remodeled BBQ EN Suite Hiking

MTN VIEWS 2022 remodeled BBQ EN Suite Hiking is a cottage in Winnetka, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,478.

From$354/night
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Woodland Hills Cottage on beautiful 1/4 acre property - Winnetka, CA

Woodland Hills Cottage on beautiful 1/4 acre property

Cottage, Winnetka

Woodland Hills Cottage on beautiful 1/4 acre property is a cottage in Winnetka, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Woodland Hills Cottage on beautiful 1/4 acre property

Woodland Hills Cottage on beautiful 1/4 acre property is a cottage in Winnetka, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,859.

From$408/night
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