Holiday Homes in San Luis Obispo Wine Country

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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Holiday Homes in San Luis Obispo Wine Country

Our top choices for San Luis Obispo Wine Country holiday homes

The BEST Tiny Home with 2 Queens and a loft
Private kitchen

The BEST Tiny Home with 2 Queens and a loft

8.8 out of 10, Excellent, (8)
"All around great spot! It was very clean and and had everything we needed! It was a great stay!"
The price is AU$407
includes taxes & fees
2 Sept - 3 Sept
The BEST Tiny Home with 2 Queens and a loft
Comfortable 2-Bedroom SLO bungalow house
Fridge, microwave, oven, stovetop

Comfortable 2-Bedroom SLO bungalow house

9.4 out of 10, Exceptional, (8)
"Just a quick trip to the coast for some wine and fun. The place was clean and cute."
The price is AU$470
includes taxes & fees
24 Aug - 25 Aug
Comfortable 2-Bedroom SLO bungalow house
Las Casitas Avila - Bungalow #5
Terrace/patio

Las Casitas Avila - Bungalow #5

10.0 out of 10, Exceptional, (2)
"I loved this Casita! It was a perfect location, very comfortable. The host was very attentive. Will stay there again! "
The price is AU$456
includes taxes & fees
2 Sept - 3 Sept
Las Casitas Avila - Bungalow #5
Las Casitas Avila - Bungalow #6
Outdoor dining

Las Casitas Avila - Bungalow #6

10.0 out of 10, Exceptional, (1)
"We loved the close proximity to the beach and having a convenient parking space. The property was very clean and inviting. We will definitely book again. "
The price is AU$456
includes taxes & fees
2 Sept - 3 Sept
Las Casitas Avila - Bungalow #6
Oasis Private Entry Suite, Pool, Jacuzzi and more in San Luis Obispo
Outdoor pool

Oasis Private Entry Suite, Pool, Jacuzzi and more in San Luis Obispo

The price is AU$384
includes taxes & fees
24 Aug - 25 Aug
Oasis Private Entry Suite, Pool, Jacuzzi and more in San Luis Obispo
1884 Modernized Home: Fire Pit, Tesla Tech, Near Downtown
Terrace/patio

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

10.0 out of 10, Exceptional, (40)
"Fantastic rental. My daughter is still talking about how cozy and comfortable her bed was. The house was exceptionally clean and inviting. The host included thoughtful details like snacks and restaurant recommendations. There is some light that comes in through the blinds in the master, so I'd recommend bringing a sleep mask, but everything else was perfect!"
1884 Modernized Home: Fire Pit, Tesla Tech, Near Downtown
Eucalyptus House near downtown
TV

Eucalyptus House near downtown

9.6 out of 10, Exceptional, (8)
"Everything we were looking for in a rental, extremely clean, new, reserved parking and thorough instruction."
The price is AU$515
includes taxes & fees
1 Sept - 2 Sept
Eucalyptus House near downtown
Solmaré Stays | San Luis Obispo
Property grounds

Solmaré Stays | San Luis Obispo

The price is AU$424
includes taxes & fees
2 Sept - 3 Sept
Solmaré Stays | San Luis Obispo
Contemporary Boutique Bungalow with Backyard
Fridge, microwave, oven, stovetop

Contemporary Boutique Bungalow with Backyard

9.8 out of 10, Exceptional, (62)
"Fantastic stay! Very clean quiet neighborhood that’s perfect for your family. I had a toddler beautiful home gray didn’t have a ton of “breakable” things great fenced yard on don’t and back .Thank you again"
The price is AU$558
includes taxes & fees
2 Sept - 3 Sept
Contemporary Boutique Bungalow with Backyard
San Luis Obispo Wine Country Retreat
Terrace/patio

San Luis Obispo Wine Country Retreat

10.0 out of 10, Exceptional, (32)
"If you are looking to stay in the SLO area this place is a must! It's close to both downtown and the wineries without the business of the town. The property was beautiful and I would definitely stay again!"
The price is AU$904
includes taxes & fees
2 Sept - 3 Sept
San Luis Obispo Wine Country Retreat
Sleeps 11 | Wine Trail, Fire Pit, Bocce&Trampoline
Fridge, microwave, oven, stovetop

Sleeps 11 | Wine Trail, Fire Pit, Bocce&Trampoline

The price is AU$1,172
includes taxes & fees
27 Aug - 28 Aug
Sleeps 11 | Wine Trail, Fire Pit, Bocce&Trampoline
Spacious SLO Retreat | Walk to DT/Parks
Outdoor dining

Spacious SLO Retreat | Walk to DT/Parks

10.0 out of 10, Exceptional, (46)
"Enjoyed our second stay as much as the first. Highly recommend. Thank you. "
The price is AU$771
includes taxes & fees
24 Aug - 25 Aug
Spacious SLO Retreat | Walk to DT/Parks
Downtown SLO Eclectic Victorian-Sleeps 12
Exterior

Downtown SLO Eclectic Victorian-Sleeps 12

9.8 out of 10, Exceptional, (7)
"We had an awesome stay in the home! Beds were super comfortable and the kitchen was well stocked. It was a great stay for our group and had plenty of space for the 11 of us. The host was also quick to respond to our questions and flexible in letting us make a last minute adjustment to our stay. "
The price is AU$1,005
includes taxes & fees
24 Aug - 25 Aug
Downtown SLO Eclectic Victorian-Sleeps 12
The Boho Bungalow! Wine-Dine-Walk to downtown SLO
Terrace/patio

The Boho Bungalow! Wine-Dine-Walk to downtown SLO

9.6 out of 10, Exceptional, (16)
"Such a cute place to stay for a relaxing weekend get away! The house was exactly how it was advertised and the host was very communicative. Would definitely stay again!"
The price is AU$452
includes taxes & fees
2 Sept - 3 Sept
The Boho Bungalow! Wine-Dine-Walk to downtown SLO
2-Story Gem | Downtown Access | Private Backyard
Fridge, microwave, oven, stovetop

2-Story Gem | Downtown Access | Private Backyard

9.2 out of 10, Wonderful, (39)
"The property is an ideal large apartment with stand alone backyard. Everything worked just fine. Plenty of storage for longer term stays (3 weeks for us) and we loved the location. Kitchen was well stocked and had all the necessary full size appliances. Leslie was very responsive and helpful. "
The price is AU$578
includes taxes & fees
2 Sept - 3 Sept
2-Story Gem | Downtown Access | Private Backyard
Iconic Modern Farmhouse- San Luis Obispo
Exterior detail

Iconic Modern Farmhouse- San Luis Obispo

9.8 out of 10, Exceptional, (32)
"We rented this home for a month and it really felt like a home to us. The house was well supplied with everything we needed and was in a wonderful location. We walked to downtown every day and sat on the porch every night. I really hope we can stay again!"
The price is AU$829
includes taxes & fees
2 Sept - 3 Sept
Iconic Modern Farmhouse- San Luis Obispo
The Down Town House - Charming Bungalow In San Luis Obispo - Private parking!
Dining

The Down Town House - Charming Bungalow In San Luis Obispo - Private parking!

10.0 out of 10, Exceptional, (179)
"Very nice property and convenient location. Perfect for a cozy getaway!"
The Down Town House - Charming Bungalow In San Luis Obispo - Private parking!
Las Casitas Avila - Bungalow #1
Outdoor dining

Las Casitas Avila - Bungalow #1

8.0 out of 10, Very good, (2)
"Check-in was easy and clear. We usually do a couple breakfasts and lunches at home to save a little money so would love to see a toaster included for the kitchenette area but otherwise it's just right for a beach bungalow."
The price is AU$483
includes taxes & fees
2 Sept - 3 Sept
Las Casitas Avila - Bungalow #1
Las Casitas Avila - Bungalow #4
Outdoor dining

Las Casitas Avila - Bungalow #4

8.8 out of 10, Excellent, (3)
"Looking for a nice spot just to get away for a weekend and Avila Beach didn't disappoint. The Bungalows were a nice, clean and quiet environment just 1 block from the beach and boardwalk - yet still quiet and restful."
The price is AU$481
includes taxes & fees
24 Aug - 25 Aug
Las Casitas Avila - Bungalow #4
Lp1 Paso Robles Wine Estate Pool
Fridge, microwave, oven, stovetop

Lp1 Paso Robles Wine Estate Pool

9.0 out of 10, Wonderful, (19)
"It was a great place to bring together a group of tired moms of young children… not a bad thing to say! Definitely would love to be back!!"
The price is AU$3,728
includes taxes & fees
21 Aug - 22 Aug
Lp1 Paso Robles Wine Estate Pool
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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Top San Luis Obispo Wine Country Hotel Reviews

Madonna Inn

Madonna Inn

10/10 Excellent
"I love this place and the uniqueness of each room. "
Lisa 1-night trip
Posted 2 days ago
Madonna Inn