Happy Hill Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Happy Hill holiday rentals

The price is AU$1,099
includes taxes & fees
14 Dec - 15 Dec
The Cayucan Bungalows by AvantStay Pet-Friendly Getaway Steps from Cayucos State Beach
9.4 out of 10, Exceptional, (16)
"Amazing property and had a wonderful time "
United States
Matt G.
The price is AU$518
includes taxes & fees
15 Dec - 16 Dec
Cabin in the Oaks, Paso Robles. Private hot tub! We sleep 4! AC Works!
10.0 out of 10, Exceptional, (20)
"Great stay! "
United States
ALEXIS
The price is AU$313
includes taxes & fees
14 Dec - 15 Dec
Ranch style living with incredible views!
2 Coastal Studios at Cayucus Beach Access + Ocean Views
10.0 out of 10, Exceptional, (31)
"Everything was great . The views were beautiful . Very cozy and comfortable. "
United States
Roman
The price is AU$760
includes taxes & fees
15 Dec - 16 Dec
'Moe's Cabin' in the heart of Adelaida wine country and epic star gazing

Holiday Home in Paso Robles

ViNO On ViNEYARD-Westside Wine Trail
10.0 out of 10, Exceptional, (18)
"Awesome vacation rental. Well equipped and had everything organized for us to have a relaxing weekend. Amazing sunset views. The property is more beautiful than the pictures in the listing."
United States
Anonymous traveller
The price is AU$1,211
includes taxes & fees
15 Dec - 16 Dec
ViNO On ViNEYARD-Westside Wine Trail
10.0 out of 10, Exceptional, (3)
"Overall very nice relaxing beautiful time at this great rental location!"
United States
Mario C.
The price is AU$682
includes taxes & fees
16 Dec - 17 Dec
Cozy Cambria Cottage/Firepit/EVCharger/Beach Vibe/King Bed
9.2 out of 10, Wonderful, (148)
"Enjoyed our stay. Great location. "
United States
Staci H.
The price is AU$1,258
includes taxes & fees
30 Dec - 31 Dec
Experience coastal bliss, just steps away from Cayucos State Beach
10.0 out of 10, Exceptional, (2)
"This was a great place to stay at. Beautiful view of the ocean from the unit, very clean, and they even allowed our dog!!!! "
United States
Peter D.
The price is AU$832
includes taxes & fees
14 Dec - 15 Dec
Sunny Cayucos Studio w/ Full Kitchen + Lounge Access by the Beach
10.0 out of 10, Exceptional, (67)
"Great location, house was clean and comfortable. Loved bird watching from the back deck!"
United States
Adrienne B.
The price is AU$957
includes taxes & fees
14 Dec - 15 Dec
Coastal Retreat/King Beds/Big Sur Cabin/EV Charger
9.4 out of 10, Exceptional, (8)
"Although the driveway was steep, this relaxing place had everything we needed, plus outstanding host service. "
United States
Pamela H.
The price is AU$995
includes taxes & fees
22 Dec - 23 Dec
Coastal Pines Chalet by Moonstone Beach
10.0 out of 10, Exceptional, (189)
"The house was close to the Fiscalini Ranch Preserve, which was a big plus. The house itself was comfortable and the kitchen was well equipped. We wished that they had a gas grill, but that was bout the only thing missing. Be prepared to see lots of deer and turkeys in the neighborhood."
United States
Greg B.
The price is AU$772
includes taxes & fees
5 Jan - 6 Jan 2026
Charming Remodeled Single Level. HotTub. Fenced backyard. Porch view!
2 Studios at Cayucan Bungalows by AvantStay | Ocean Views + Walk to the Pier
The price is AU$844
includes taxes & fees
16 Dec - 17 Dec
Studio Near Cayucos Pier | King Bed + Full Kitchen + Communal Firepit Lounge
The price is AU$2,220
includes taxes & fees
16 Dec - 17 Dec
ViNO on ViNEYARD-Westside Wine Trail Estate
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Happy Hill Hotel Reviews

Find out more about Happy Hill

Everything you need to know about Happy Hill holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Happy Hill holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Happy Hill holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Happy Hill holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Happy Hill. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Happy Hill holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Happy Hill holiday rentals we have selected for you start as low as AU$313 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Happy Hill rentals

At Expedia, we put the best Happy Hill holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Happy Hill rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Happy Hill holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Happy Hill. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find holiday rentals in Happy Hill?

Yes, there are holiday rentals close to the most popular sights in Happy Hill, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Happy Hill has to offer?

Oceanfront Cayucos Cottage on the sand: This holiday home rental outside of Happy Hill is located on the beach, and has a patio, a BBQ and laundry facilities to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Happy Hill?

Choose from 13 Expedia holiday rentals in Happy Hill for a memorable holiday.

What can I see and do in Happy Hill?

Explore the area and family-friendly sights such as Coastal Discovery Center at San Simeon Bay, or get out into nature at a spot like Moonstone Beach Park. In the wider area, you’ll find Moonstone Beach and Fiscalini Ranch Preserve.

What are holiday rentals like in Happy Hill?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Happy Hill. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have everything you need. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and lobbies packed with people while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is an attractive option for families.