A lake surrounded by hills with trees and yellow wildflowers.

Oak Shores Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
24 Jul - 26 Jul
In two months
4 Sept - 6 Sept
In three months
2 Oct - 4 Oct
In four months
30 Oct - 1 Nov

Our top choices for Oak Shores holiday rentals

Terrace/patio

Indian Valley Acorn Retreat

Indian Valley Acorn Retreat
San Miguel District
7.8 out of 10, Good, (11 reviews)
"Clean and tidy, comfortable and quiet. Misleading location, not actually in Paso Robles as the website alludes to. "
United States
James S.
The price is HK$894
HK$2,361 total
includes taxes & fees
8 Jul - 9 Jul
Indian Valley Acorn Retreat
Exterior

Littlefield 1890 Victorian Retreat

Littlefield 1890 Victorian Retreat
San Miguel District
9.6 out of 10, Exceptional, (17 reviews)
"thehouse was very comfortable"
United States
Faustino G.
The price is HK$951
HK$2,205 total
includes taxes & fees
8 Jul - 9 Jul
Littlefield 1890 Victorian Retreat
Property grounds

Littlefield Bungalow Suite

Littlefield Bungalow Suite
San Miguel District
9.6 out of 10, Exceptional, (23 reviews)
"I loved that this property was pet friendly and that we had the whole place to ourselves."
United States
Edna
The price is HK$696
HK$1,692 total
includes taxes & fees
8 Jul - 9 Jul
Littlefield Bungalow Suite
Fridge, microwave, oven, stovetop

Downtown Paso: Rosé Getaway 2 Bed/1 Bath

Downtown Paso: Rosé Getaway 2 Bed/1 Bath
Downtown Paso Robles
10.0 out of 10, Exceptional, (35 reviews)
"Excellent home during our visit to Paso Robles. It had great amenities, comfortable beds and nice decor. When we pass thru the area again next year, we will definitely stay here again! "
United States
Bob F.
The price is HK$1,537
HK$3,610 total
includes taxes & fees
21 Jul - 22 Jul
Downtown Paso: Rosé Getaway 2 Bed/1 Bath
Room

Studio Oasis on Vine

Studio Oasis on Vine
Downtown Paso Robles
9.6 out of 10, Exceptional, (7 reviews)
"Centrally located, very comfortable bed. "
United States
Gina
The price is HK$838
HK$1,959 total
includes taxes & fees
12 Jul - 13 Jul
Studio Oasis on Vine
Exterior

Charming Home Downtown Paso+ Sleeps 6+Walkable+BBQ

Charming Home Downtown Paso+ Sleeps 6+Walkable+BBQ
Downtown Paso Robles
10.0 out of 10, Exceptional, (39 reviews)
"Lovely place, well stocked, and clean! Amazing location, walking distance from everything."
United States
Mary O.
The price is HK$1,743
HK$3,900 total
includes taxes & fees
13 Jul - 14 Jul
Charming Home Downtown Paso+ Sleeps 6+Walkable+BBQ
Outdoor dining

Phoenix Rising Villa Sauret Ste

Phoenix Rising Villa Sauret Ste
San Miguel District
10.0 out of 10, Exceptional, (12 reviews)
"Amazing stay and beautiful view "
United States
Peter N.
The price is HK$1,294
HK$1,870 total
includes taxes & fees
21 Jul - 22 Jul
Phoenix Rising Villa Sauret Ste
Living area

The Lofts at The Market

The Lofts at The Market
4.0 star property
Downtown Paso Robles
9.6 out of 10, Exceptional, (70 reviews)
"Great spot, we loved it. "
United States
Anna Maria
The price is HK$1,940
HK$2,221 total
includes taxes & fees
9 Jul - 10 Jul
The Lofts at The Market
Property grounds

Phoenix Rising Villa King Suite

Phoenix Rising Villa King Suite
San Miguel District
10.0 out of 10, Exceptional, (7 reviews)
"Super welcoming and friendly! Gorgeous views, such a lovely thing to wake up to. "
United States
Lane P.
The price is HK$1,294
HK$1,870 total
includes taxes & fees
21 Jul - 22 Jul
Phoenix Rising Villa King Suite
Property grounds

Be Suite Vineyard Retreat

Be Suite Vineyard Retreat
San Miguel District
The price is HK$2,351
HK$3,637 total
includes taxes & fees
8 Jul - 9 Jul
Be Suite Vineyard Retreat
Exterior

Budget-Friendly Home/Steps to Market-Walk/Downtown/Mid State Fair

Budget-Friendly Home/Steps to Market-Walk/Downtown/Mid State Fair
Downtown Paso Robles
The price is HK$933
HK$2,186 total
includes taxes & fees
27 Jul - 28 Jul
Budget-Friendly Home/Steps to Market-Walk/Downtown/Mid State Fair
Exterior

Home Squared-Downtown with Fire Pit

Home Squared-Downtown with Fire Pit
Downtown Paso Robles
10.0 out of 10, Exceptional, (73 reviews)
"Great location close to the downtown square and wineries. The house had everything we needed for a great weekend stay!"
United States
Yvonne G.
The price is HK$1,271
HK$3,508 total
includes taxes & fees
13 Jul - 14 Jul
Home Squared-Downtown with Fire Pit
Fridge, microwave, oven, stovetop

HiLLSIDE HaRMONY-Stroll to Downtown Just 3 Blocks

HiLLSIDE HaRMONY-Stroll to Downtown Just 3 Blocks
Downtown Paso Robles
9.8 out of 10, Exceptional, (17 reviews)
"Enjoyed the stay , a little ways from downtown but mostly walkable! Clean and comfortable house!"
United States
Ellen L.
The price is HK$1,482
HK$4,677 total
includes taxes & fees
8 Jul - 9 Jul
HiLLSIDE HaRMONY-Stroll to Downtown Just 3 Blocks
Outdoor dining

Views, King bed, EV charger, 5 min to Downtown

Views, King bed, EV charger, 5 min to Downtown
Adelaida District
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful view and decor! "
United States
Brian P.
The price is HK$1,313
HK$2,486 total
includes taxes & fees
8 Jul - 9 Jul
Views, King bed, EV charger, 5 min to Downtown
Fridge, microwave, oven, stovetop

Downtown Paso: The Treetop Getaway

Downtown Paso: The Treetop Getaway
Downtown Paso Robles
10.0 out of 10, Exceptional, (20 reviews)
"Everything was great from comfy bedding, towels, to coffee and snacks!!! Great host!"
United States
Eileen G.
The price is HK$1,561
HK$3,669 total
includes taxes & fees
8 Jul - 9 Jul
Downtown Paso: The Treetop Getaway
Dining

Charming Downtown Home with Wine Nearby. Pet Friendly!!

Charming Downtown Home with Wine Nearby. Pet Friendly!!
Downtown Paso Robles
10.0 out of 10, Exceptional, (218 reviews)
"What a lovely, funky, cozy home. We really enjoyed our weekend. The hosts were great communicators too!"
United States
Jessica D.
The price is HK$1,373
HK$3,076 total
includes taxes & fees
8 Jul - 9 Jul
Charming Downtown Home with Wine Nearby. Pet Friendly!!
Interior

HiLLSIDE HaCIENDA- Hot Tub & Walk Downtown

HiLLSIDE HaCIENDA- Hot Tub & Walk Downtown
Downtown Paso Robles
10.0 out of 10, Exceptional, (54 reviews)
"Great location, walking distance to downtown squareHow was clean and as described. Loved the sunroom - where we spent most of our time Perfect for couples or small group of friends "
United States
David R.
The price is HK$1,271
HK$3,500 total
includes taxes & fees
8 Jul - 9 Jul
HiLLSIDE HaCIENDA- Hot Tub & Walk Downtown
A town with a prominent mountain in the background, a highway, and residential areas.

UNWIND ON VINE- A Beautiful Place to Stay and Short Walk to Downtown

UNWIND ON VINE- A Beautiful Place to Stay and Short Walk to Downtown
Downtown Paso Robles
9.8 out of 10, Exceptional, (285 reviews)
"We had a great stay. The house was great as we expected. Very convenient to downtown."
United States
Kirk H.
The price is HK$1,372
HK$3,076 total
includes taxes & fees
9 Jul - 10 Jul
UNWIND ON VINE- A Beautiful Place to Stay and Short Walk to Downtown
Property grounds

Cactus Casa - Pet, king bed, wlk2DT, Chefs kitchen

Cactus Casa - Pet, king bed, wlk2DT, Chefs kitchen
Downtown Paso Robles
9.8 out of 10, Exceptional, (14 reviews)
"Very comfortable, well equipped home in walking distance to great restaurants and shopping."
United States
Mark F.
The price is HK$1,373
HK$3,482 total
includes taxes & fees
9 Jul - 10 Jul
Cactus Casa - Pet, king bed, wlk2DT, Chefs kitchen
Outdoor dining

Tipsyon12th |Walk2DT| Pet friendly

Tipsyon12th |Walk2DT| Pet friendly
Downtown Paso Robles
10.0 out of 10, Exceptional, (13 reviews)
"Very well designed and kitchen supplies were appreciated."
United States
Claire W.
The price is HK$1,671
HK$4,273 total
includes taxes & fees
13 Jul - 14 Jul
Tipsyon12th |Walk2DT| Pet friendly
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Oak Shores Hotel Reviews

Oceanpoint Ranch

Oceanpoint Ranch

8/10 Good
"The hotel itself is amazing, just know they don’t have microwaves inside the rooms."
Jasmeet 1-night trip
Posted 2 hours ago
Oceanpoint Ranch

Find out more about Oak Shores

Search for holiday rentals in Oak Shores on Expedia! You can easily find your home rentals, villas, holiday apartments in Oak Shores using one of the methods below:

  • View our selection of featured holiday rentals in Oak Shores
  • Use the map to find apartments and other holiday homes in the Oak Shores neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Oak Shores while they last

Look no further and take a look at our great range of rental properties in Oak Shores!

Frequently asked questions

Can I find holiday rentals in Oak Shores?

Yes, there are holiday rentals close to the most popular sights in Oak Shores, or you can select a more secluded option if you're looking for a relaxing stay. Oak Shores is known for its beaches and restaurants.

What are some of the best holiday rentals that Oak Shores has to offer?

Cottage By The Sea And Trails. Blocks from the Fiscalini Preserve.: This holiday home rental outside of Oak Shores offers a balcony, a BBQ and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Oak Shores?

Choose from 12 Expedia holiday rentals in Oak Shores for a memorable holiday.

What’s there to see and do in Oak Shores?

While exploring the area, visit family-friendly sights like Coastal Discovery Center at San Simeon Bay, or get outside and enjoy nature at Lake Nacimiento. In the wider area, you’ll find Hearst Castle and Justin Vineyards and Winery.

What’s a holiday rental in Oak Shores like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Oak Shores. Holiday rentals provide amenities like kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from shared hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a family trip.