San Luis Obispo Wine Country Holiday Rentals

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Holiday Rentals in San Luis Obispo Wine Country

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$387
per night
12 Jun - 13 Jun
Flying Flags Avila Beach
SLO Brew Lofts
4.0 star property
9.0 out of 10, Wonderful, (68)
"Very hip property "
The price is NZ$693
per night
5 Jun - 6 Jun
SLO Brew Lofts
This is a traveler's haven
9.8 out of 10, Exceptional, (139)
"Was a great home base for my friends and I while we spent time in our old college town. The jacuzzi on the back deck was a wonderful nighttime hang. The house felt like staying at a family members home. Had everything we needed. Leslie also left us some welcome treats of local goodies."
This is a traveler's haven
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Pacific Plaza Resort
3.5 star property
8.6 out of 10, Excellent, (825)
"Ive stayed here a few times with family and we love it. The staff are very nice and helping. Would definitely stay here again. "
The price is NZ$246
per night
5 Jun - 6 Jun
Pacific Plaza Resort
Mountain Top | Best View In SLO!
9.8 out of 10, Exceptional, (391)
"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$699
per night
10 Jun - 11 Jun
Mountain Top | Best View In SLO!
Magnificent Ocean views ! On Oceano sandy beach with fire pit summer by week.
9.2 out of 10, Wonderful, (169)
"Property was great. Did not have ocean view but could hear the waves and birds singing. Did not know that Oeano is used as access point for pick-up trucks to drive on sand, so it was a bit odd, but still had some nice walks on the beach and had a dog with us too!"
Magnificent Ocean views ! On Oceano sandy beach with fire pit summer by week.
Pet Friendly Cottage
10.0 out of 10, Exceptional, (223)
"We loved our stay with Susanne on her property! The little cottage is adorable and feels like home! We will definitely be coming back!"
The price is NZ$641
per night
16 Jun - 17 Jun
Pet Friendly Cottage
Great location! Easy beach access! Sleeps 12
9.4 out of 10, Exceptional, (107)
"The property was very clean and walking distance to the beach and the main shop/restaurant area!"
The price is NZ$1,592
per night
5 Jun - 6 Jun
Great location! Easy beach access! Sleeps 12
Sandy Dunes
10.0 out of 10, Exceptional, (24)
"We love staying at this property. We’ve stayed here multiple times with our family and dog. It’s close to the embarcadero and within walking distance of everything. The home is clean and well decorated. The beds are comfortable and the TV is a smart TV, so you can throw shows up on the tv from your phone or tablet. It’s a quiet neighborhood and we’ll definitely be back!!"
The price is NZ$695
per night
5 Jun - 6 Jun
Sandy Dunes
LUXURY | VISTA HOUSE above the Clouds!
10.0 out of 10, Exceptional, (395)
"Awesome location for getting away from the hustle and bustle of life. Stunning views and fantastic customer service. Ideal central location for visiting Pismo/Bispo area, but enough removed up in the hills to feel like you’ve escaped society. Perfect for couples, friends or family."
The price is NZ$702
per night
5 Jul - 6 Jul
LUXURY | VISTA HOUSE above the Clouds!
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 ⚓️
Perfect For Large Family Get Aways Or Your Gorgeous Ranch Style Wedding.
9.8 out of 10, Exceptional, (94)
"Great hosts, property was clean and as expected. Beautiful home for a gathering of a few friends or family."
Perfect For Large Family Get Aways Or Your Gorgeous Ranch Style Wedding.
Lp1 Paso Robles Wine Estate Pool
9.4 out of 10, Exceptional, (3)
"Had a wonderful time with 4 other couples/friends. Would definitely stay there again. We did have a few challenges including check-in (the house cleaners had taken the key with them instead of leaving it in the lockbox) and the grill wouldn’t stay lit, but the property manager took care of everything once we let them know. It was difficult to tell from the listing, but two of the beds in the trailer were up in the loft. They were in different spaces, but spaces were not enclosed. It wasn’t a...
Lp1 Paso Robles Wine Estate Pool
Great Location/Easy Beach Access/Walking Distance to Downtown Pier Area
9.2 out of 10, Wonderful, (32)
"A very nice to go and take family"
The price is NZ$1,488
per night
5 Jun - 6 Jun
Great Location/Easy Beach Access/Walking Distance to Downtown Pier Area
Ocean View Home With Fun Deck & Just Steps To The Beach - Sleeps 10
9.4 out of 10, Exceptional, (83)
"The house was very clean and well maintained. Getting to the beach was very easy. It would have been nice to have extra towels for the beach, but other than that everything was great!"
Ocean View Home With Fun Deck & Just Steps To The Beach - Sleeps 10
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!
Pet friendly. 1 mi to beach. Not a house share.
9.8 out of 10, Exceptional, (191)
"We absolutely loved this place!! So wonderful and easy!! Decorations were on POINT too!! "
The price is NZ$225
per night
16 Jun - 17 Jun
Pet friendly. 1 mi to beach. Not a house share.
BEACHFRONT with Spa
9.4 out of 10, Exceptional, (214)
"The views of the dunes and ocean were breathtaking. Close to activities and restaurants. I have a bit lower score because the house is “real beachy” which means it’s outdated. If that’s your thing then it will be perfect. The VBRO host was friendly and interested in making sure our stay was memorable."
BEACHFRONT with Spa
Studio & Bath by Sea - First Floor - Works for Pets & Handicapped Guests
9.0 out of 10, Wonderful, (21)
"This location is my favorite spot to do a quick beach getaway when visiting the central coast. A beautiful walking distance away from the sand and water as well as restaurants and a coffee shop. The perfect spot for a couple with their dog looking to visit the coast!"
The price is NZ$399
per night
5 Jun - 6 Jun
Studio & Bath by Sea - First Floor - Works for Pets & Handicapped Guests
Scenic house with ocean views with Ping-Pong & foosball tables
8.2 out of 10, Very good, (42)
"The state was great, the property was fantastic, we just had a challenge getting in and out of the building with the long code for the combination locks."
Scenic house with ocean views with Ping-Pong & foosball tables
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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

Vagabond Inn San Luis Obispo
2.0 star property
8.4 out of 10, Very good, (1005)
"Property was easy to find and close to the freeway. Discount at Denny’s was offered. Comfortable beds. "
The price is NZ$143
per night
10 Jun - 11 Jun
Vagabond Inn San Luis Obispo
Apple Farm
3.5 star property
9.0 out of 10, Wonderful, (1403)
"Would recommend for a weekend getaway to SLO! "
The price is NZ$296
per night
5 Jun - 6 Jun
Apple Farm
Madonna Inn
3.5 star property
9.2 out of 10, Wonderful, (1099)
"I love the Madonna inn "
The price is NZ$309
per night
5 Jun - 6 Jun
Madonna 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.

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