Monterey Wine Country 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

In two weeks
In one month
In two months
In three months

Holiday Rentals in Monterey Wine Country

Oceanview Designer Beach House 2 Free Movie Passes license #0366
8.8 out of 10, Excellent, (273)
"Great place to stay. Could not have asked for a better location. Park and shoreline trail right across the street. Easy 15 minute walk to the aquarium. Plenty of onstreet parking spaces (though we were only there mid-week). Host was friendly and helpful. "
Oceanview Designer Beach House 2 Free Movie Passes license #0366
Sunny Bungalow
9.6 out of 10, Exceptional, (106)
"Felt right at home!"
Sunny Bungalow
Stunning Sea View - License # 0104
10.0 out of 10, Exceptional, (414)
"Great location and property, thank you!"
Stunning Sea View - License # 0104
Luxe1 panoramic Pebble Estate
9.2 out of 10, Wonderful, (57)
"Had a great time- beautiful house with a million dollar view! "
The price is AU$8,257
includes taxes & fees
13 Nov - 14 Nov
Luxe1 panoramic Pebble Estate
On the water in Pacific Grove
9.6 out of 10, Exceptional, (88)
"We had the family for a few days and had a wonderful time. The location is one of a kind."
On the water in Pacific Grove
Monterey Co. Bungalow Near the Ocean - 2 Free Aquarium Passes Included!
9.6 out of 10, Exceptional, (314)
"Our stay was excellent! We loved having a relaxing place to stay that was close to our travel destinations."
Monterey Co. Bungalow Near the Ocean - 2 Free Aquarium Passes Included!
Walk to Beach, Downtown! Spa & Private Deck Updated Historic Home @ Lovers Pt
9.8 out of 10, Exceptional, (322)
"Great house for our family of 4 with a toddler and infant. The location was perfect, right in town, walking distance to food, groceries, shops, the beach, and we even walked along the beach trail to the aquarium! Would definitely stay again!"
The price is AU$1,193
includes taxes & fees
20 Oct - 21 Oct
Walk to Beach, Downtown! Spa & Private Deck Updated Historic Home @ Lovers Pt
Modern Cozy Pebble Beach Studio with Premium Amenities and WiFi
10.0 out of 10, Exceptional, (13)
"Really gorgeous area, host was amazing! We recommend it for your next trip to the Monterey area!"
Modern Cozy Pebble Beach Studio with Premium Amenities and WiFi
Exquisite home with fireplace, balcony, & washer/dryer - dog-friendly
8.4 out of 10, Very good, (45)
"Was perfect for a golf trip. It was clean and the location is perfect to get to any course in the area."
Exquisite home with fireplace, balcony, & washer/dryer - dog-friendly
3814 Surf's Up! Walk to the Beach, Downtown & Park
9.8 out of 10, Exceptional, (86)
"Charming surfside villa in a quaint PG neighborhood, loved the proximity to Lighthouse St amenities and to Lovers Point. A wonderful walk to Monterey along the beach. "
The price is AU$1,655
includes taxes & fees
21 Oct - 22 Oct
3814 Surf's Up! Walk to the Beach, Downtown & Park
Seaside Vacation Home
9.2 out of 10, Wonderful, (11)
"Love the house! Would stay again "
The price is AU$1,070
includes taxes & fees
28 Oct - 29 Oct
Seaside Vacation Home
Beach Club - Pacific Grove Beach House - Sand and Sea
9.6 out of 10, Exceptional, (51)
"All good!"
Beach Club - Pacific Grove Beach House - Sand and Sea
Relax in your Private Retreat - Hot Tub, One Block from Beach & Town! Lic. #0085
9.8 out of 10, Exceptional, (284)
"House was as stated and very comfortable. Great location! Sauna and steam showers were amazing after long days exploring. Would definitely stay again. "
Relax in your Private Retreat - Hot Tub, One Block from Beach & Town! Lic. #0085
Pebble Cottage: New, Elegant, Steps away from Pebble Beach Lodge and Stevenson
9.8 out of 10, Exceptional, (280)
"Had another great stay at Pebble Cottage - clean, quiet, comfortable beds, everything you need and close to everything. Responsive hosts. Recommend staying here!"
Pebble Cottage: New, Elegant, Steps away from Pebble Beach Lodge and Stevenson
The perfect Monterey Bay vacation home
9.6 out of 10, Exceptional, (188)
"My family (4 adults and 2 kids) stayed here for 3 nights and it was perfect for us. Very nice rental, close to Monterey and great beaches. The place was clean and check in was super easy. Thanks for a great stay!"
The perfect Monterey Bay vacation home
3946 Listen to the Waves - Oceanfront, Bay View
2.0 star property
10.0 out of 10, Exceptional, (26)
"Very clean and pleasant home with an outstanding view from the front porch "
The price is AU$1,759
includes taxes & fees
23 Oct - 24 Oct
3946 Listen to the Waves - Oceanfront, Bay View
Sunridge Lookout by AvantStay | Big Backyard Oasis + Patio, Central Location
9.6 out of 10, Exceptional, (5)
"Location was perfect for us and where we needed to be. Lots of space, nice views and comfortable."
Sunridge Lookout by AvantStay | Big Backyard Oasis + Patio, Central Location
Oceanfront Home with Spectacular Views on Monterey Bay.
9.6 out of 10, Exceptional, (256)
"You can't beat the location"
Oceanfront Home with Spectacular Views on Monterey Bay.
you will love this Craftsman style home
9.4 out of 10, Exceptional, (3)
"Great place in Seaside to enjoy all that Monterey has to offer. Cozy place with 5 bedrooms, so comfortable for your group. "
The price is AU$1,057
includes taxes & fees
29 Oct - 30 Oct
you will love this Craftsman style home
Sandcastle - Sand City House - Hidden Beach Gem
9.8 out of 10, Exceptional, (44)
"Nice place to relax and enjoy the surroundings."
Sandcastle - Sand City House - Hidden Beach Gem
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 Monterey Wine Country Hotel Reviews

Find out more about Monterey Wine Country

Everything you need to know about Monterey Wine Country 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 Monterey Wine Country 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 Monterey Wine Country holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Monterey Wine Country holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Monterey Wine Country. 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 Monterey Wine Country 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 Monterey Wine Country holiday rentals we have selected for you start as low as AU$1,057 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Monterey Wine Country rentals

At Expedia, we put the best Monterey Wine Country 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 Monterey Wine Country 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 Monterey Wine Country 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 Monterey Wine Country. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.