Photo by Anthony Hilario

San Luis Obispo Wine Country holiday lettings

We found 1,085 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – San Luis Obispo Wine Country

Showing deals for:11 Dec - 18 Dec

Main House with Wrap Around Deck, Patio Doors, and Lovely Brick Entrance
Main House and Suite tucked into the Santa Lucia Mountains of San Luis Obispo
Expansive Windows throughout Main House with Lovely Views of Santa Lucia Hills
Open Floor Plan with Dining Table and Living Room featuring Surround Sound
Exceptional
(28 reviews)

Luxury Ranch with Pool + Hot Tub on 80 Acres in San Luis Obispo, Sleeps 28

San Luis Obispo

8% off
£20,046
for 7 nights, 1 home
£2,864 per night
includes taxes & fees
Luxury Ranch with Pool + Hot Tub on 80 Acres in San Luis Obispo, Sleeps 28
Living Room
Welcome to Edna Rail House! (Front Door)
Interior
Exterior
Exceptional
(26 reviews)

1895 Edna Railhouse - The Heart of Central Coast Wine Country

San Luis Obispo

8% off
£6,208
for 7 nights, 1 home
£887 per night
includes taxes & fees
1895 Edna Railhouse - The Heart of Central Coast Wine Country
Living area
Lower Patio
Dining Room
Dining
Exceptional
(56 reviews)

Vineyard House at Biddle Ranch. In the Edna Valley/San Luis Obispo Wine Country!

San Luis Obispo

16% off
£7,258
for 7 nights, 1 home
£1,037 per night
includes taxes & fees
Vineyard House at Biddle Ranch. In the Edna Valley/San Luis Obispo Wine Country!
Dining
Kitchen with island bench seating for four.
Living area
The horsetails are maturing nicely. Open the doors and enjoy the fire pit.
Exceptional
(206 reviews)

Escape to a Coastal Retreat: Modern 5-Star Beachfront Home w/ 360 Ocean Views!

Oceano

7% off
£4,079
for 7 nights, 1 home
£583 per night
includes taxes & fees
Escape to a Coastal Retreat: Modern 5-Star Beachfront Home w/ 360 Ocean Views!
Dining
Interior
Living area
Private kitchen
Exceptional
(50 reviews)

Ranch Casita on 16 Acres, Minutes from Downtown SLO-Cal Poly-Beaches-Wineries

San Luis Obispo

8% off
£3,180
for 7 nights, 1 home
£454 per night
includes taxes & fees
Ranch Casita on 16 Acres, Minutes from Downtown SLO-Cal Poly-Beaches-Wineries
Property grounds
Upstairs View from top of Stairs
Downstairs front entry
Aerial view of house and proximity to beach and ocean
Exceptional
(92 reviews)

HOME AWAY FROM HOME BEACH HOUSE!!!

Oceano

8% off
£5,358
for 7 nights, 1 home
£765 per night
includes taxes & fees
HOME AWAY FROM HOME BEACH HOUSE!!!
Private kitchen
Living area
Room
Dining
Exceptional
(85 reviews)

Avila Valley Luxury Estate with Pickleball Court

San Luis Obispo

8% off
£8,983
for 7 nights, 1 home
£1,283 per night
includes taxes & fees
Avila Valley Luxury Estate with Pickleball Court
Living area
Dining
Terrace/patio
Exterior detail
Exceptional
(79 reviews)

Happy Clam Casa Oceanfront Beach House w/Private GuestHouse

Oceano

7% off
£3,923
for 7 nights, 1 home
£560 per night
includes taxes & fees
Happy Clam Casa Oceanfront Beach House w/Private GuestHouse
Entryway/office
Court Yard
Kitchen
Back Yard Relaxation Area
Exceptional
(68 reviews)

3 Bedroom/ 4 Bathroom Golf Course Home Near Pismo Beach.

Arroyo Grande

5% off
£3,640
for 7 nights, 1 home
£520 per night
includes taxes & fees
3 Bedroom/ 4 Bathroom Golf Course Home Near Pismo Beach.
The park with facilities for a large gathering.
The rockers wait for you.
The living room as you walk in. TV with Direct TV and DVD player.
A very nice park and zoo for your enjoyment
Exceptional
(127 reviews)

The Colony Cottage - Rural setting close to town.

Atascadero

7% off
£994
for 7 nights, 1 cottage
£142 per night
includes taxes & fees
The Colony Cottage - Rural setting close to town.
Pismo Beach is only a few miles away
Winery Garden
Front Porch
Working Winery Next Door
Exceptional
(159 reviews)

Winery Guest Cottage in San Luis Obispo/Edna Valley Wine Country

San Luis Obispo

8% off
£1,718
for 7 nights, 1 cottage
£245 per night
includes taxes & fees
Winery Guest Cottage in San Luis Obispo/Edna Valley Wine Country
Lobby
Exterior
Living area
Private kitchen
Exceptional
(49 reviews)

Beautiful custom home near beach

Oceano

8% off
£3,802
for 7 nights, 1 home
£543 per night
includes taxes & fees
Beautiful custom home near beach
We have a fire pit for roasting smores and a fireplace to keep you warm.
Beautiful mountain views in this secluded private master bath.
The sunken in living room is spacious and features an open-floor plan design.
Water feature and spectacular mountain views create a tranquil space.
Exceptional
(20 reviews)

Comfy Central Coast Retreat w/Views

Arroyo Grande

11% off
£3,734
for 7 nights, 1 home
£533 per night
includes taxes & fees
Comfy Central Coast Retreat w/Views
Interior detail
View from upper/main deck. Cuesta Ridge Mountains facing San Luis Obispo.
Room
Living area
Exceptional
(26 reviews)

Central Coast Getaway

Atascadero

12% off
£2,654
for 7 nights, 1 home
£379 per night
includes taxes & fees
Central Coast Getaway
Main Living Room
roof deck
Master Bedroom
Front door/Porch
Exceptional
(78 reviews)

Family friendly Grover Beach house located blocks from the ocean.

Grover Beach

8% off
£2,336
for 7 nights, 1 home
£334 per night
includes taxes & fees
Family friendly Grover Beach house located blocks from the ocean.
Super close proximity to the beach!
Stairs up to bedrooms.
Front of the Home - Beach is at the end of the street!
Upstairs master bedroom w/ King Bed, Smart TV, sitting area & en suite bathroom
Excellent
(6 reviews)

Coastal Haven w/ Large Rooftop Deck & Beach Access 🏖️

Oceano

7% off
£4,170
for 7 nights, 1 home
£596 per night
includes taxes & fees
Coastal Haven w/ Large Rooftop Deck & Beach Access 🏖️
Room
Private kitchen
Property grounds
Outdoor dining
Exceptional
(16 reviews)

Retreat Studio with Private Patio and Full Kitchen located on the central coast.

Los Osos

8% off
£968
for 7 nights, 1 apartment
£138 per night
includes taxes & fees
Retreat Studio with Private Patio and Full Kitchen located on the central coast.
Interior
Dining
Property grounds
Private kitchen
Exceptional
(206 reviews)

Beautiful ocean retreat

Morro Bay

8% off
£1,992
for 7 nights, 1 home
£285 per night
includes taxes & fees
Beautiful ocean retreat
Patio at night
Outdoor entertaining area with patio lights
Bedroom with a queen and twin bed
Open kitchen & living room. Smart TV with starlink internet & wood burning stove
Exceptional
(31 reviews)

Serene Ranch Retreat amongst the oaks set on an 165 acres property.

Santa Margarita

22% off
£1,458
for 7 nights, 1 home
£208 per night
includes taxes & fees
Serene Ranch Retreat amongst the oaks set on an 165 acres property.
Massive, airy and bright space
Prepare and enjoy your meals on the massive open kitchen!
Colorful, bright and relaxing common space
Enjoy a heartwarming BBQ meal on the wooden patio.
Exceptional
(15 reviews)

Family Retreat in The Village - Yard & Patio

Arroyo Grande

5% off
£2,145
for 7 nights, 1 home
£306 per night
includes taxes & fees
Family Retreat in The Village - Yard & Patio
Dining
Welcome to your private cabin
Enchanting garden setting
Interior
Exceptional
(35 reviews)

Private Creekside Cabin in See Canyon | Gated | Near Avila, Pismo & SLO

San Luis Obispo

8% off
£2,290
for 7 nights, 1 cabin
£327 per night
includes taxes & fees
Private Creekside Cabin in See Canyon | Gated | Near Avila, Pismo & SLO
The spare room off of the Master Bedroom, with a day/trundle bed.
Newly painted sunroom. A lot brighter than the previous color scheme.
A view of the front of the house. Plenty of parking (More in back)
Newly refurbished kitchen.
Exceptional
(147 reviews)

Come Share Our Dogwood Beach House - Dog Friendly

Morro Bay

7% off
£1,627
for 7 nights, 1 home
£232 per night
includes taxes & fees
Come Share Our Dogwood Beach House - Dog Friendly
Private kitchen
Room
Exterior
Property grounds
Exceptional
(8 reviews)

Cozy Private Casita in Grover Beach close to beach

Grover Beach

16% off
£791
for 7 nights, 1 home
£113 per night
includes taxes & fees
Cozy Private Casita in Grover Beach close to beach
Beach reads
Terrace/patio
Private kitchen
Exterior
Exceptional
(26 reviews)

Ocean view and sounds of waves

Grover Beach

8% off
£1,231
for 7 nights, 1 home
£176 per night
includes taxes & fees
Ocean view and sounds of waves

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Explore the oceanfront setting in San Luis Obispo Wine Country

The ocean views and other outdoor surroundings create an inviting atmosphere in San Luis Obispo Wine Country. Travellers to this welcoming city praise the cycling, hiking and bird watching. If you're looking for accommodation options with space to entertain friends and family, HomeAway has plenty of options to choose from. Many rental homes offer full kitchens and laundry facilities, perfect for big groups.

Activities and attractions in and around San Luis Obispo Wine Country

Are you looking for things to do in the city? Travellers enjoy San Luis Obispo Wine Country for its cycling, hiking and surfing. Venture out of your holiday home and check out everything that makes San Luis Obispo Wine Country a fun spot to go on holiday. Here are some of the top attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

  • Avila Hot Springs (4 mi / 6.5 km)
  • Avila Beach Golf Resort (4.8 mi / 7.8 km)
  • Bob Jones City to Sea Bike Trail (4.8 mi / 7.8 km)
  • The Spa at Dolphin Bay (5 mi / 8.1 km)
  • Pacific Dunes Ranch Riding Stables (10.7 mi / 17.2 km)
  • Morro Bay Golf Course (11.8 mi / 19 km)

Exploring the beaches and other natural features in San Luis Obispo Wine Country

Travellers enjoy San Luis Obispo Wine Country for its seaside and sunsets. Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, San Luis Obispo Wine Country is a great place to get out in nature. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Avila Hot Springs (4 mi / 6.5 km)
  • Avila Beach (4.9 mi / 7.8 km)
  • San Luis Obispo Botanical Garden (6.8 mi / 11 km)
  • Pismo State Beach (7.8 mi / 12.5 km)
  • North Beach Campground (8 mi / 12.8 km)
  • Monarch Butterfly Grove (8 mi / 12.9 km)

Transport options to and around San Luis Obispo Wine Country

The nearest airport is in San Luis Obispo, CA (SBP-San Luis Obispo County Regional), located 2.6 mi (4.2 km) from the city centre.

If you'd prefer to travel by train, the main station is San Luis Obispo Station.

Frequently asked questions

What is the best area to stay in San Luis Obispo Wine Country when booking a holiday rental?
If you're heading to San Luis Obispo Wine Country, Avila Beach is regarded as one of the most desired areas to book a holiday rental. While here, keep busy by exploring leading sights like Avila Beach Golf Resort and Central Coast Aquarium.
What is the most popular type of holiday rental accommodation in San Luis Obispo Wine Country?
According to our data, houses are the most in-demand holiday rental type in San Luis Obispo Wine Country. But having said that, everyone's idea of an epic stay isn't going to be the same. Vrbo has holiday rentals of all shapes, sizes and budgets, and we'll help you to find your ideal match.
How much does it cost to rent a holiday rental in San Luis Obispo Wine Country?
Length of stay, property type and time of year are some factors that can affect the price of a holiday home. Simply enter your dates of travel to find your perfect match. From comfy cottages to expansive luxury villas, all Vrbo holiday rentals offer incredible value.
How much does it cost to rent a beach house in San Luis Obispo Wine Country?
When you travel and the style and size of the property will determine the cost of your beachside holiday rental. Type in your San Luis Obispo Wine Country travel dates to see all your options on Vrbo. Did someone just say "private pool"? Use the filters to choose the amenities and features you want in your holiday home.
What are popular rental amenities in San Luis Obispo Wine Country?
When it comes to rental amenities that people look for in San Luis Obispo Wine Country, off-street parking options, a fridge and a microwave oven are at the top of the list. With Vrbo holiday homes, you'll enjoy options to fit your style and taste, whether you're going away with family members, friends or even pets.
Are there large group holiday rentals in San Luis Obispo Wine Country?
Choose from 42 holiday homes in San Luis Obispo Wine Country that can accommodate a group of 10 or more guests. Whether you're planning time away with extended family or a special event like a birthday party, there's enough space to get your loved ones together under the same roof.
What are the top attractions for families in San Luis Obispo Wine Country?
Keeping the kids happy during your stay in San Luis Obispo Wine Country is easy with these cool family-friendly attractions:
  • Laguna Lake Park
  • Pirates Cove
  • Avila Beach
Can I find two-bedroom holiday rentals in San Luis Obispo Wine Country?
Gather your family and enjoy a relaxing escape in one of the 101 two-bedroom holiday properties San Luis Obispo Wine Country has to offer.
Are there holiday rentals with WiFi in San Luis Obispo Wine Country?
Whether you want to keep up with the news, look over emails or surf your social networks, there are 119 holiday homes with WiFi in San Luis Obispo Wine Country. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.
How old do you have to be to rent a holiday rental in San Luis Obispo Wine Country?
The minimum age can differ between properties on Vrbo, so be sure to check the rules of the holiday rental in San Luis Obispo Wine Country you're considering. But normally, it's 16, 18 or 21.
How long can I rent a holiday rental in San Luis Obispo Wine Country for?
It's really down to the San Luis Obispo Wine Country property. To look at a list of options offering extended stays, simply enter your dates and number of guests into the Vrbo search page. Look forward to having the property to yourself, as well as comforts such as air conditioning, a fully-equipped kitchen and outdoor spaces to run around in. Keep your eyes peeled for any long-term stays that offer weekly or monthly discounts.

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