San Luis Obispo Wine Country holiday rentals

Search hundreds of travel sites at once for holiday home deals in San Luis Obispo Wine Country

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Useful Info
Recommended by KAYAK

Best San Luis Obispo Wine Country holiday rentals

Most recommended holiday rentals in San Luis Obispo Wine Country

Show all
Central Coast Luxury Estate with Pool, Professional Putting Green, & Pickleball - Nipomo - Living room
Central Coast Luxury Estate with Pool, Professional Putting Green, & Pickleball
Nipomo, CA, United States
Free Wi-Fi
Pool
$2,924+
View availability
Luxurious, Modern Farmhouse in Wine Country - Atascadero - Bedroom
Luxurious, Modern Farmhouse in Wine Country
Atascadero, CA, United States
10Wonderful(2)
Parking
Free Wi-Fi
$1,935+
View availability
Farmhouse Close To Beach, 3 Bedroom, 2 Bath (Sleeps 6) - Arroyo Grande - Living room
Farmhouse Close To Beach, 3 Bedroom, 2 Bath (Sleeps 6)
Arroyo Grande, CA, United States
Free Wi-Fi
Pet-friendly
$212+
View availability
Sommelier's Getaway- 10 mins from SLO & wineries - Santa Margarita - Balcony
Sommelier's Getaway- 10 mins from SLO & wineries
Santa Margarita, CA, United States
9.3Wonderful(2)
Parking
Free Wi-Fi
Pet-friendly
$491+
View availability
The Little Camper - site guaranteed but Resort fee extra! - Oceano - Bedroom
The Little Camper - site guaranteed but Resort fee extra!
Oceano, CA, United States
Free Wi-Fi
$226+
View availability
Baywood Cottage #5 | Walk to Bay | Dog Friendly - Baywood Park
Baywood Cottage #5 | Walk to Bay | Dog Friendly
Baywood Park, CA, United States
$511+
View availability
Baywood Casita- kids, dogs, hot tub - Baywood Park - Bedroom
Baywood Casita- kids, dogs, hot tub
Baywood Park, CA, United States
Parking
Free Wi-Fi
Pet-friendly
$968+
View availability
French Farmhouse On Boutique Farm - Close to The Beach - Arroyo Grande - Dining room
French Farmhouse On Boutique Farm - Close to The Beach
Arroyo Grande, CA, United States
Free Wi-Fi
Pet-friendly
$170+
View availability
Quiet Oaks Retreat - Guadalupe - Living room
Quiet Oaks Retreat
Guadalupe, CA, United States
Free Wi-Fi
$2,487+
View availability
Great little beach house. County License# 6012116 - Los Osos - Bedroom
Great little beach house. County License# 6012116
Los Osos, CA, United States
Free Wi-Fi
$253+
View availability
444 Pier Avenue #405 - Oceano - Living room
444 Pier Avenue #405
Oceano, CA, United States
10Wonderful(1)
Free Wi-Fi
$437+
View availability
Baywood Cottage #2 | Walk to Bay | Dog Friendly - Baywood Park - Bedroom
Baywood Cottage #2 | Walk to Bay | Dog Friendly
Baywood Park, CA, United States
Free Wi-Fi
$545+
View availability
3BR Ranch, Close to Beach, Parks & All Things 5-cities! - Grover Beach - Living room
3BR Ranch, Close to Beach, Parks & All Things 5-cities!
Grover Beach, CA, United States
Free Wi-Fi
$1,063+
View availability
French Inspired Cottage on Boutique Farm - Arroyo Grande - Bedroom
French Inspired Cottage on Boutique Farm
Arroyo Grande, CA, United States
Free Wi-Fi
Pet-friendly
$145+
View availability
10 Minutes from San Luis Obispo A Hidden Treasure Home Santa Margarita, 30+ days - Santa Margarita
10 Minutes from San Luis Obispo A Hidden Treasure Home Santa Margarita, 30+ days
Santa Margarita, CA, United States
Free Wi-Fi
Pet-friendly
Spa
$421+
View availability
1211 Norswing 3 Bedroom Home by RedAwning - Oceano
1211 Norswing 3 Bedroom Home by RedAwning
Oceano, CA, United States
10Wonderful(2)
Free Wi-Fi
$829+
View availability
Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

$0 - $1,432$1,432 - $2,864$2,864 - $4,295$4,295 - $5,727$5,727+ per night

Property type

ApartmentCondoCottageHomestayHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet
Useful Info

Good to know

Low season

October

High season

December

Average price (weeknight)

$567

Average price (weekend night)

$679
Cheapest month to stay with an average 51% drop in price.
Most expensive month to stay with an average 47% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

FAQs when booking a holiday home in San Luis Obispo Wine Country

  • How much is a holiday rental in San Luis Obispo Wine Country for tonight?

    In the last 72 hours, users have found San Luis Obispo Wine Country holiday rentals for tonight for as little as $506. Search here for similar prices

  • What types of holiday rentals are available in San Luis Obispo Wine Country?

    There are loads of different property types that you can make your holiday home in San Luis Obispo Wine Country. You’ll find apartments, houses, bungalows, condos, cottages, homestays, lodges, agritourism, cabins, campgrounds, villas, farm stays, campsites, caravans and caravan parks.

  • What are some of the most-loved holiday rentals available in San Luis Obispo Wine Country?

    If you’re looking for something special, the holiday rental most loved by KAYAK users is San Luis Creek Lodge.

  • Are there any pet-friendly holiday rentals in San Luis Obispo Wine Country?

    There are a number of dog and pet-friendly San Luis Obispo Wine Country holiday rentals, with around 14% allowing you to bring your pet along with you.

Where to stay in San Luis Obispo Wine Country?

Our map will help you find the perfect place to stay in San Luis Obispo Wine Country by showing you the exact location of each holiday home.

Everything you need to know for your stay in San Luis Obispo Wine Country

Holiday rentals in San Luis Obispo Wine Country

Pismo Beach holiday rentals

Not what you’re looking for? Find thousands of other hotels, flights, car hires and package deals with KAYAK.