Holiday Homes in San Luis Obispo Wine Country

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Featured Holiday Homes in San Luis Obispo Wine Country

Gorgeous Modern Pet Friendly Condo close to everything

9.4 out of 10, Exceptional, (46)
"Great stay very close to downtown SLO. Garage and parking were very convenient. The living room area is super comfortable and great for socializing, also had a fireplace! Comfy beds and a steam shower in master bedroom. Would love to book this location again!"
Gorgeous Modern Pet Friendly Condo close to everything

MOUNTAIN TOP GETAWAY : Best View In SLO!

9.8 out of 10, Exceptional, (417)
"We booked this gorgeous unit for a birthday weekend celebration. It was perfect-secluded, private, well appointed (we’re cooks), with breathtaking views. If you want a better than home “stay-in-cation” this place is for you!"
The price is AU$748
includes taxes & fees
5 Jan - 6 Jan
MOUNTAIN TOP GETAWAY : Best View In SLO!

46W/Winery close, Bocce! Perfect for 1 couple, multi-adult, family! Dog Friendly

10.0 out of 10, Exceptional, (359)
"Super responsive hosts. Easiest check in ever. Well appointed. The land surrounding the property is beautiful. Our pup loved seeing the sheep, goats and chickens. Easy to locate. Would stay again, no problem. "
46W/Winery close, Bocce! Perfect for 1 couple, multi-adult, family! Dog Friendly

Minutes from Morro Bay, Beaches, Montana De Oro, Wineries, Golf, Hiking

10.0 out of 10, Exceptional, (143)
"Can’t beat the location, love that area. Large home, lots of space. We traveled with families that had small kids and bigger ones, it was great for all of us. Host was slow in responding sometimes, and then super responsive other times. Didn’t always understand our needs, but overall, we were happy and would stay again. "
Minutes from Morro Bay, Beaches, Montana De Oro, Wineries, Golf, Hiking

Lp1 Paso Robles Wine Estate Pool

9.6 out of 10, Exceptional, (11)
"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. "
The price is AU$4,364
includes taxes & fees
6 Jan - 7 Jan
Lp1 Paso Robles Wine Estate Pool

Oceanfront home with direct beach access, sunset views, patio, BBQ & firepit

9.2 out of 10, Wonderful, (78)
"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."
Oceanfront home with direct beach access, sunset views, patio, BBQ & firepit

Spacious Ocean-View Home with Fireplace, Decks & WiFi - One Block to Beach

8.4 out of 10, Very good, (56)
"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...
Spacious Ocean-View Home with Fireplace, Decks & WiFi - One Block to Beach

Avila Beach Jewel - Luxury Home for 16 - Extraordinary Experience

9.6 out of 10, Exceptional, (86)
"We got to together to celebrate 45+ of friendship and this home didn’t disappoint. We were able to gather together in all areas of the house and enjoy the weather and views. We had a fabulous time and are ready to go back "
Avila Beach Jewel - Luxury Home for 16 - Extraordinary Experience

Seven Oaks Ranch Oak House

10.0 out of 10, Exceptional, (3)
"Wonderful property and house - would book again "
Seven Oaks Ranch Oak House

LUXURY : VISTA HOUSE above the Clouds!

10.0 out of 10, Exceptional, (426)
"Road to get up the hill is in less than ideal shape, but the view when you get there is worth it. The dogs are very friendly and will beg for (provided) treats. Kitchen is very nice, bathroom huge and modern, bedrooms very comfortable."
The price is AU$748
includes taxes & fees
4 Jan - 5 Jan
LUXURY : VISTA HOUSE above the Clouds!

Gorgeous Home Near Pismo Beach & Wineries! Very Affordable!!!

9.4 out of 10, Exceptional, (154)
"House was clean and very well stocked. We enjoyed our stay!"
Gorgeous Home Near Pismo Beach & Wineries! Very Affordable!!!

Home Sweet Home--Your Wine Country Home Away from Home!

9.8 out of 10, Exceptional, (37)
"Pretty and private Location "
Home Sweet Home--Your Wine Country Home Away from Home!

Seaside! Steps to sand & minutes to dunes!

9.4 out of 10, Exceptional, (16)
"Great time had by all. Thanks for the accommodations."
Seaside! Steps to sand & minutes to dunes!

Vaquero Vines - Pool, Spa, Firepit and more!

10.0 out of 10, Exceptional, (38)
"We had a group of 10 for a milestone birthday celebration. The house is spacious and beautiful with room to easily and comfortably accommodate everyone. We had a chef prepare dinner for us one evening and the kitchen was perfect. The bedrooms and beds are very comfortable.the management company was beyond responsive and great to work with. "
Vaquero Vines - Pool, Spa, Firepit and more!

Non-Smoking 1 King Bed

7.0 out of 10, Good, (2)
"Clean to my expectations"
The price is AU$186
includes taxes & fees
5 Jan - 6 Jan
Non-Smoking 1 King Bed

1884 Modernized Home: Fire Pit, Tesla Tech, Near Downtown

10.0 out of 10, Exceptional, (24)
"Spent a few days here while visiting SLO. Beautiful home in a great location. Very comfortable home with off street parking. We appreciated the coffee and snacks that were provided. Great dining options just a few blocks walk. "
The price is AU$492
includes taxes & fees
9 Jan - 10 Jan
1884 Modernized Home: Fire Pit, Tesla Tech, Near Downtown

Templeton Ranch w/ Private Hot Tub & Deck!

10.0 out of 10, Exceptional, (10)
"We had a fabulous stay at the Riley Ranch. Barbara and James were incredibly welcoming and accommodating. We immediately felt very comfortable and like we had been friends for years! The house is fabulous with a super kool shuffleboard table that was not listed but was a total bonus."
Templeton Ranch w/ Private Hot Tub & Deck!

331 San Luis Avenue: 2 BR, 1 BA Duplex in Pismo Beach, Sleeps 4

9.4 out of 10, Exceptional, (53)
"We loved that we could walk the beach, the pier, restaurants and shops. It was a fantastic place to take our dogs to. We went for the Corgi festival. The home has a small backyard area that we and the dogs loved. There was a doggie door which our dogs are very accustomed to. That was very handy! We would most definitely stay there again."
331 San Luis Avenue: 2 BR, 1 BA Duplex in Pismo Beach, Sleeps 4

3BR Ranch, Close to Beach, Parks & All Things 5-cities!

9.0 out of 10, Wonderful, (6)
"Good"
3BR Ranch, Close to Beach, Parks & All Things 5-cities!

Casa Pinostella: Private Woodland Home - Located in Heart of Wine Country

7.6 out of 10, Good, (5)
"Rodent poop in the cupboards and drawers. Upstairs toilet not working and shower not draining. Electric wiring and outlets exposed and potentially dangerous. Outside trash bin overflowing and trash scattered all over the driveway. Treacherous steps to house and difficult to find from the 46. I do no recommend this house to anyone with children or older family members. This is like camping, which is not what I paid for."
Casa Pinostella: Private Woodland Home - Located in Heart of Wine Country
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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Other property types in San Luis Obispo Wine Country

Flying Flags Avila Beach

3.0 star property
9.2 out of 10, Wonderful, (64)
"Absolutely a great place. So amazing. Best views and so clean and staff great. One of my best vacations. Definitely will be back. A must to visit "
The price is AU$378
includes taxes & fees
6 Jan - 7 Jan
Flying Flags Avila Beach

SLO Brew Lofts

4.0 star property
9.0 out of 10, Wonderful, (76)
"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!"
The price is AU$858
includes taxes & fees
6 Jan - 7 Jan
SLO Brew Lofts

This is a traveler's haven

9.8 out of 10, Exceptional, (149)
"Had a great time with our family staying at this house. Gives you the feeling of staying at a relatives house. Leslie the host is very good. She will communicate with you prior to check in and will answer any questions you may have. I we highly recommend staying here. Thanks again."
This is a traveler's haven
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.