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 favourite
Home in Los Olivos
5 out of 5 average rating, 30 reviews

Downtown Los Olivos, The Flying Pig

MeredithRating, 5 stars3 days ago
This might be the best Airbnb I’ve ever stayed in. The property is gorgeous, so well kept, and very thoughtfully designed. The yard is a retreat all in itself with layers of garden seating areas, fire pits, and a hot tub. The home is large and comfortable and beautifully designed. It was easy to get in and perfect communication from the hosts. This was a girl’s weekend getaway and we were thrilled with it!So clean, so welcoming, and less than one block from town. 5 stars x a million. Thanks for making this the perfect friends trip!
Guest favourite
Home in Los Olivos
5 out of 5 average rating, 5 reviews

Dovetail House

MichelleRating, 5 stars3 days ago
This is one of my favorite places that Iv’e stayed at in Los Olivos. The location is amazing, safe and secure behind a gate, and the house is beautiful and clean. I’ve stayed at many places as my son goes to boarding school up the road and this is my favorite now. It’s so close to town, just over one block off the main road. So great!!
Top guest favourite
Guest suite in Los Olivos
4.99 out of 5 average rating, 86 reviews

Sweet King Retreat in Downtown Los Olivos

AmandaRating, 5 stars3 days ago
This is one of the best Airbnb experiences I ever had, and as you can see I’ve been to a lot. Mia is a communicative, welcoming and kind host. The Airbnb location was outstanding and the actual Airbnb is all you could want after a day of wine tasting. The bed was comfortable and the fire pit on the porch was delightful. I highly recommend Mia’s place and cannot wait to return.
Top guest favourite
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.

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

Travelling 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.