San Luis Obispo Wine Country Holiday Rentals

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Holiday Rentals in San Luis Obispo Wine Country

Premium Cabin
Flying Flags Avila Beach
3.0 star property
9.2 out of 10, Wonderful, (50)
"The property is great location is great staff was polite and helpful. Would definitely recommend this property. I will definitely come back."
The price is NZ$366
includes taxes & fees
27 May - 28 May
Flying Flags Avila Beach
Mountain view
SLO Brew Lofts
4.0 star property
9.0 out of 10, Wonderful, (67)
"Great location, very nice and clean units, and great communication from staff. However, when they warn that it is in a noisy location, they mean it. Right over and across from extremely boisterous bars with lots of loud drunks. We were ok with it, but if you need silence to get a good nights sleep this probably isn’t the place for you."
The price is NZ$723
includes taxes & fees
21 May - 22 May
SLO Brew Lofts
Sun-loungers, beach towels
This is a traveler's haven
9.8 out of 10, Exceptional, (139)
"A great place for my friend's bachelor weekend. The house has a large patio with incredible views of the lake, and is easy to get to and from SLO. Leslie was great with communication as well."
This is a traveler's haven
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Hot tub
Pacific Plaza Resort
3.5 star property
8.6 out of 10, Excellent, (820)
"The property was right across the street from the Oceano Campground where our friends were staying. This place worked out great for us. "
The price is NZ$236
includes taxes & fees
16 May - 17 May
Pacific Plaza Resort
Fridge, microwave, oven, stovetop
Magnificent Ocean views! Right on the sandy beach in Oceano with beach fire pit.
9.2 out of 10, Wonderful, (167)
"Accurate listing"
Magnificent Ocean views! Right on the sandy beach in Oceano with beach fire pit.
Mountain Top | Best View In SLO!
10.0 out of 10, Exceptional, (390)
"Can't beat the view! Watching the sunset from the deck was as good as it gets. Ryan is a great host and made us feel right at home. Bourbon and Cider are such good boys and made us feel like family!"
The price is NZ$719
includes taxes & fees
23 May - 24 May
Mountain Top | Best View In SLO!
Property grounds
Sandy Dunes
10.0 out of 10, Exceptional, (23)
"This bottom floor condo was perfect for our weekend in Morro Bay. It had all the amenities we needed and was walking distance to a lot of shopping and restaurants. It was also decorated very nicely. We would stay here again."
The price is NZ$604
includes taxes & fees
20 May - 21 May
Sandy Dunes
Beach nearby
Great location! Easy beach access! Sleeps 12
9.4 out of 10, Exceptional, (106)
"Beautiful spot! We had a great time!"
The price is NZ$1,513
includes taxes & fees
19 May - 20 May
Great location! Easy beach access! Sleeps 12
Property grounds
LUXURY | VISTA HOUSE above the Clouds!
10.0 out of 10, Exceptional, (393)
"A wonderful, relaxing return visit for us. It met and exceeded our expectations. As host, Ryan is perfect. His 2 sidekicks, Bourbon and Cider were too. One of our dogs and both humans loved playing with them. The place is understatedly well decorated and comfortable. The huge front porch overlooking the view of the hill, and Morro Rock in the distance when clear, as it was for us. The sunrise and sunsets both were beautiful. The location is great for just relaxing and enjoying the view and...
The price is NZ$719
includes taxes & fees
20 May - 21 May
LUXURY | VISTA HOUSE above the Clouds!
Exterior
Pet Friendly Cottage
10.0 out of 10, Exceptional, (222)
"We stayed at this cottage for 2 weeks and enjoyed every minute! Susanne is super friendly and hospitable. The cottage is really comfortable and well-stocked for cooking. The beautifully landscaped private yard is perfect for relaxing and soaking in the sun. There's so many things nearby to hike and explore. So sad to leave, but can't wait to return!"
The price is NZ$598
includes taxes & fees
20 May - 21 May
Pet Friendly Cottage
Pool
Peninsula ⚓️ On Edge of the World on Morro Bay with Amazing Pacific Ocean Air ⚓️
10.0 out of 10, Exceptional, (226)
"Very clean and the hostess was very welcoming. Very relaxing and beautiful."
Peninsula ⚓️ On Edge of the World on Morro Bay with Amazing Pacific Ocean Air ⚓️
Fridge, microwave, oven, stovetop
Lp1 Paso Robles Wine Estate Pool
9.0 out of 10, Wonderful, (2)
"It's a lovely property. The house is well equipped and we enjoyed our stay. There were two drawbacks that are not clear from the listing. First, the location of the house is very remote. When we mapped the house, it noted there was an unpaved portion of road. I was surprised at the length of the unpaved road. Second, the listing indicates there was a hot tub on site. There was not. When I asked about it, I did not receive a response from the property manager until after we had checked out. This...
Lp1 Paso Robles Wine Estate Pool
Property grounds
Ocean View Home With Fun Deck & Just Steps To The Beach - Sleeps 10
9.4 out of 10, Exceptional, (80)
"We had an amazing time, we love Pismo. Our host was easy to communicate with and extremely generous. We were a little bummed because it was raining and the kids wanted to ride the dirt bikes. It cleared up and we were able to get some great time in. Our host offered to accommodate us by staying an extra night free of charge due to weather (seriously?? Never had this). We weren’t able to stay but so appreciated it. The house was clean and filled with everything you needed. The only bummer was not...
The price is NZ$842
includes taxes & fees
26 May - 27 May
Ocean View Home With Fun Deck & Just Steps To The Beach - Sleeps 10
Fridge, microwave, oven, stovetop
Perfect For Large Family Get Aways Or Your Gorgeous Ranch Style Wedding.
9.8 out of 10, Exceptional, (93)
"we have been staying here for a little while, and we love it love it for our big family"
Perfect For Large Family Get Aways Or Your Gorgeous Ranch Style Wedding.
Fridge, microwave, oven, stovetop
Five minute walk to Pismo Beach!
10.0 out of 10, Exceptional, (86)
"Such a wonderful condo to stay in while at Pismo Beach. Easy to find, walking distance to the beach and it has its own garage. Double bonus!"
Five minute walk to Pismo Beach!
Living area
Beautiful beach retreat with balcony, rooftop terrace, & ocean views
9.6 out of 10, Exceptional, (49)
"Great location! We walked out to the beach and pier several times each day. Home is spacious and in good condition, online photos and descriptions are accurate. The home is a little noisy as the stairways are open - on the first floor we could hear folks talking on the third due to open stairways. Rooftop balcony is great for picnics and enjoying the view. Would definitely stay again - good value."
Beautiful beach retreat with balcony, rooftop terrace, & ocean views
Property grounds
BEACHFRONT with Spa
9.4 out of 10, Exceptional, (213)
"Enjoyed the property except the 3rd bedroom was not a fit for our group. 80 year olds that need more privacy than walking through the adjoining bedroom. Also too difficult as the beds were against the wall so you would have to climb over each other. One of the couples opted to go get a hotel room."
BEACHFRONT with Spa
Property grounds
Pet friendly. 1 mi to beach. Not a house share.
9.8 out of 10, Exceptional, (189)
"Very nice property. Awesome patio!"
The price is NZ$230
includes taxes & fees
20 May - 21 May
Pet friendly. 1 mi to beach. Not a house share.
Fridge, microwave, stovetop, dishwasher
Pismo Beach Condo < Walk to Beach & Wineries!
10.0 out of 10, Exceptional, (22)
"The property was clean. The location was close to the Pismo beach and shops. Very responsive hosts."
Pismo Beach Condo < Walk to Beach & Wineries!
Beach nearby
Great Location/Easy Beach Access/Walking Distance to Downtown Pier Area
9.2 out of 10, Wonderful, (31)
"Great house for large group as long as folks don’t mind getting cozy and you don’t mind a bit of mess with the pull out couches. We did not so this worked great for our family! Thanks for a fun time!"
The price is NZ$1,461
includes taxes & fees
16 May - 17 May
Great Location/Easy Beach Access/Walking Distance to Downtown Pier Area
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See all available properties in San Luis Obispo 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.

Other types of properties in San Luis Obispo Wine Country you may be interested in

Lobby sitting area
Quality Suites Downtown San Luis Obispo
3.0 star property
9.4 out of 10, Exceptional, (1001)
"I was so pleasantly surprised by the property! Our mini suite looked like it was freshly renovated. Beautiful shower, all white bedding, tv in the living room area and in bedroom. They offer happy hour with free wine and beer, bbq at the pool for $10, and everything is so clean!"
The price is NZ$294
includes taxes & fees
19 May - 20 May
Quality Suites Downtown San Luis Obispo
Aerial view
Apple Farm
3.5 star property
9.0 out of 10, Wonderful, (1375)
"We have stayed several times and always have a great stay. Check in was fast. We received chocolate chip cookies and a glass apple as we checked in. Checkout was fast and easy. "
The price is NZ$267
includes taxes & fees
19 May - 20 May
Apple Farm
Outdoor wedding area
Spyglass Inn
3.0 star property
8.6 out of 10, Excellent, (1057)
"Lovely ocean views "
The price is NZ$355
includes taxes & fees
29 May - 30 May
Spyglass Inn
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our San Luis Obispo Wine Country holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up San Luis Obispo Wine Country. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in San Luis Obispo Wine Country. Seeing all the best attractions is bound to make you fall in love with San Luis Obispo Wine Country. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in San Luis Obispo Wine Country short-term rentals, that won’t be hard to do.

Recent reviews of San Luis Obispo Wine Country properties
Expedia verified reviews

Avenue Inn Downtown San Luis Obispo

Avenue Inn Downtown San Luis Obispo

5/5 Excellent
"Hotel was nice and customer service was great! They helped me with my needs and were very nice."
A verified traveller stayed at Avenue Inn Downtown San Luis Obispo
Posted 17 hours ago
Avenue Inn Downtown San Luis Obispo