Search Vacation Homes in San Luis Obispo Wine Country

Plan, book, stay with confidence

Be picky

Search almost a million properties worldwide

Treat yourself

Change your mind

Book hotels with free cancellation

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

Compare 620 Vacation Homes in San Luis Obispo Wine Country with updated reviews, rates, and availability.

Your private deck - Mountain and Ocean View!

"Ryan (and Bourbon & Cider) were wonderful and attentive hosts. The property was amazing, communication top notch, and views could not be beat. Bed was incredibly comfortable and everything you need is there in the unit. I will definitely be coming back!"

AED 1,570 total

includes taxes & fees

17 Feb - 18 Feb

"Came to Paso for a bachelorette of 13 girls and this house was perfect! Very spacious and clean! The only cons were trash cans are too small and it’s on a bit of an isolated dirt road. But I would definitely come back if I had another large group going to Paso. "

AED 8,985 total

includes taxes & fees

17 Feb - 18 Feb

"Overall our family really enjoyed our stay. We were a very short walk to town, the children’s bedroom was very nice and perfect for our littles, and the master was nice as well. Kitchen and living space also was great, and I think the only thing I would say was lacking was a dining table where we could all eat together. Also there was construction going on above us during the day, which wasn’t a huge deal due to us being gone most of the daylight hours, but a slight issue perhaps. Overall...

AED 1,971 total

includes taxes & fees

23 Feb - 24 Feb

"This was a sister’s weekend birthday celebration at this lovely home. The home is nicely decorated, well stocked, close to the market, and very comfortable. We will be back! Thank you! Be sure to visit the Bayside Cafe for a fabulous meal. "

"Very peaceful and relaxing stay. Loved all the farm animals, watching sunrise and us set. Comfortable and cozy cottage for a family getaway. Close to beautiful wineries and restaurants. "

"We had an amazing time. We celebrated our daughter’s birthday. We enjoyed the day together. The place was relaxing and beautiful a great place to enjoy a weekend loved it."

"It was wonderful having our dogs with us on a vacation. Sarah was great at communicating and super helpful. Thanks for having us! "

AED 2,680 total

includes taxes & fees

23 Feb - 24 Feb

"Beautiful property, quiet and serene, yet close to towns, wineries and beaches. Home was very clean and offered great amenities - teas, coffee, toiletries. Wine, cheese and breakfast foods upon arrival was a special bonus. Host was responsive and easy to reach. We look forward to returning!"

"This place was every bit as good as advertised. Great location. Clean, spacious, and well stocked with plates, cups, coffee, pantry goods, etc. Cannot recommend highly enough. A"

AED 3,068 total

includes taxes & fees

17 Feb - 18 Feb

"First impression: wow yall really paid attention to all the detail and made it feel like being at home. It was so nice our last day was completely at the residence. Thank you guys for welcoming us into your home hope to stay again soon. "

"This places was perfectly suited to our family Christmas get together. Big common areas for everyone to get together and with 5 bedrooms, everyone had their own space to retreat to. Stocked with plenty of things to do: pool, darts, horseshoes, Cornhole, puzzles, etc,. One of the nicest things about this place was, being surrounded by nature, all of the windows were clean to enjoy the views!!!…. Would definitely stay here again"

"Pros: 4 big bedrooms and a good location Cons: Just about everything else Other than finding someone's prescription medication under the bed, it was clean. We've stayed here in the past, and it just gets sadder and sadder. The managing company, who we once used to manage our own rental, puts zero effort into maintaining things beyond the necessary basics. Linens are old and pilled, toilet paper is cheap and scratchy. The kitchen is not well-equipped: for example, there are only 4 dinner forks...

"The home was very nice. My family really enjoyed their time there. We would gladly visit again. The host was very accommodating and readily responded to any inquiries that we had. There was plenty of room for everyone."

"So organized with instructions and code to get in to the place. That coffee was great!! So yummy!! Loved the patio area!!! Very lovely!!"

AED 529 total

includes taxes & fees

17 Feb - 18 Feb

"Property was very nice. Might be nice to have another tv in another room in case others want to watch different things. Low water pressure which was not exactly expected. Not awful though. Got water hot quickly. Drive to most everything was great. Easy to get around. "

Avila Beach Vacation Rental - 219 San Miguel

"Great location and place for our family vacation! "

"Close to everything!"

"The house was very nice. It had everything you could need. It would be nice to have a little easier access to yard/ hot tub. I would stay here again and highly recommend "

Oceanfront Vacation Rental - 1460 Strand Way Oceano, CA

"Very comfortable and close to beach."

Private Pool - Wonderful Outdoor Space at the Luxurious In-Ground Pool

"The property is well located and was very comfortable for our large family group. Great communication. Would definitely book again. "

Save an average of 15% on thousands of hotels when you're signed in

Other property types in San Luis Obispo Wine Country

"Excellent location, staff and family friendly. The staff was very responsive, polite and helpful. "

AED 388 total

includes taxes & fees

17 Feb - 18 Feb

"Loved the loft style! My daughter and I felt really safe which is a challenge in the middle of the city. Easy to park and just walk everywhere. We had a wonderful girls trip!"

AED 1,818 total

includes taxes & fees

17 Feb - 18 Feb