Monthly Rentals in Los Olivos

Discover long-term rentals that feel like home for stays of a month or longer.

Nearby monthly rentals

Top guest favorite
Home in Los Olivos
5 out of 5 average rating, 29 reviews

Downtown Los Olivos, The Flying Pig

JamesRating, 5 stars1 week ago
It was an amazing stay in a beautiful property, you can feel and see the attention to detail within the home. The peace and serenity made it so relaxing, the beds were as good as you can find anywhere. The bathroom was complete with a extra large shower. The free bottle of wine was also appreciated. We got in a little late but were able to walk over and grab a quick bite from the Fess Parker Inn and enjoyed in the back yard pergola with the wine on our first night. That's how close to town you are to town with all the great restaurants and tasting rooms, great start to a perfect stay that begins with the home.
Top guest favorite
Guest suite in Los Olivos
4.99 out of 5 average rating, 85 reviews

Sweet King Retreat in Downtown Los Olivos

AustinRating, 5 stars3 weeks ago
We had a great time staying in Los Olivos at Mia’s place. She was a fantastic host and it was very fun visiting her at the Samsara tasting room.
Top guest favorite
Guesthouse in Los Olivos
5 out of 5 average rating, 71 reviews

Los Olivos Wine Country Getaway

StasiaRating, 5 stars4 months ago
We stay at a lot of VRBO properties and found Shawnda and Sam's place among some of the finest homes we have rented. The neighborhood is stunning, very peaceful and private. The Los Olivos Grocery is a nice walk located, just at the end of their street. We had breakfast there one morning and the food was fantastic. We also got take-out from The Los Olivos Wine Merchant Cafe, which is owned by the property owners. The food was outstanding, and the service and staff were excellent. The cottage is very nicely decorated with comfortable furniture and cozy blankets. The kitchen is very well appointed and has everything you need. We loved the cookies Shawnda left for us, along with the lovely bottle of wine from their organic vineyard. We were very impressed with this property and highly recommend it. We hope to return soon. Thank you, Sam and Shawnda.
Top guest favorite
Home in Los Olivos
4.99 out of 5 average rating, 83 reviews

Beautiful Pool Home in the heart of Los Olivos

MackennaRating, 5 stars1 week ago
Shelley's place in Los Olivos is a dream vacation! Her home is meticulously decorated, comfortable, and spacious. The house has many places to hang out and disperse, whether traveling with friends, family or something else, this home is suitable for all. My girlfriends and I visited for my bachelorette and we couldn't have found a better place to stay! We wish we had more time to enjoy the firepit, pool, bikes, and walks to Los Olivos. I would absolutely recommend staying here for the ease in location and amenities offered.

Amenities and perks for longer stays

Furnished rentals

Fully furnished rentals include a kitchen and the amenities you need to live comfortably for a month or longer. It’s the perfect alternative to a sublet.

Flexibility you need

Choose your exact move-in and move-out dates and easily book online, without any additional commitment or paperwork.*

Simple monthly prices

Special rates for long-term vacation rentals and a single monthly payment without additional charges.*

Book with confidence

Reviewed by our trusted community of guests and 24/7 support during your extended stay.

Work-friendly spaces for digital nomads

Traveling professional? Find a long-term stay with high-speed wifi and dedicated working spaces.

Looking for corporate housing?

Airbnb has fully furnished apartment homes ideal for staffing, corporate housing, and relocation needs.

Stay near Los Olivos's top sights

Los Olivos Wine Merchant Cafe33 locals recommend
Nella Kitchen & Bar20 locals recommend
Roblar Winery & Vineyards17 locals recommend
Carhartt Vineyard15 locals recommend
Sides Hardware and Shoes - a Brothers Restaurant15 locals recommend
Panino - Los Olivos13 locals recommend

Destinations to explore

*Some exclusions may apply in certain geographies and for some properties.