Holiday Rentals in Monterey Wine Country

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Find properties with these dates

This weekend
Next weekend

Holiday Rentals in Monterey Wine Country

Fridge, microwave, oven, stovetop
Monterey Co. Bungalow Near the Ocean
9.6 out of 10, Exceptional, (261)
"Everything was as it should be, great place!"
Monterey Co. Bungalow Near the Ocean
Beach nearby, beach towels
Walk to Beach, Downtown! Spa & Private Deck Updated Historic Home @ Lovers Pt
9.8 out of 10, Exceptional, (255)
"Our family absolutely loved staying at this rental. It truly was our home away from home. I loved star gazing from the loft upstairs and my husband and I enjoyed relaxing in the hot tub every night before bed. The kitchen was perfect for baking and cooking which we enjoy doing. The bedrooms were clean and the beds were super comfy. We had to find a last minute rental after Highway 1 collapsed near Big Sur and Margaret and Frank were kind and accommodating. Margaret even went out of her way to...
The price is €957
includes taxes & fees
5 May - 6 May
Walk to Beach, Downtown! Spa & Private Deck Updated Historic Home @ Lovers Pt
Property grounds
Jacuzzi, *Pet Friendly* Trendy Home, short drive to Monterey attractions!
9.4 out of 10, Exceptional, (49)
"The house was perfect for me and my adult son: 2 bedrooms each with its own tv, comfortable beds . Plenty of seating for visitors and a great yard for my dog. Our host was very accommodating. I would give her a 10 out of five! We all had a great time!!"
The price is €473
includes taxes & fees
2 Jun - 3 Jun
Jacuzzi, *Pet Friendly* Trendy Home, short drive to Monterey attractions!
Save an average of 15% on thousands of hotels when you're signed in
Beach
Lover's Point 6 - Pacific Grove Townhome - Oceanfront Lovers Point
9.8 out of 10, Exceptional, (117)
"Lovely accomodations. Very clean. Great location. This was my 3rd stay at these condos and they are perfect."
Lover's Point 6 - Pacific Grove Townhome - Oceanfront Lovers Point
Interior
Pebble Modern home w Hot tub PL1
8.8 out of 10, Excellent, (5)
"The shared spaces and bedrooms were very nicely updated. However the bathrooms really need updating. If you’re tall (I’m 5’10”) be ready to duck under the foyer and kitchen lighting and both showers."
Pebble Modern home w Hot tub PL1
Property grounds
Gorgeous Remodeled 3 Bedroom 2 and a Half Baths Panoramic Views Hot Tub and More
10.0 out of 10, Exceptional, (44)
"Great place and convenient location in a quiet neighborhood. Perfect for our family break."
Gorgeous Remodeled 3 Bedroom 2 and a Half Baths Panoramic Views Hot Tub and More
Pool
You will love the views of the ocean & location 7 min beach and 15 min Carmel
9.0 out of 10, Wonderful, (9)
"Great place to stay for three adults and 7 grandchildren"
The price is €713
includes taxes & fees
6 May - 7 May
You will love the views of the ocean & location 7 min beach and 15 min Carmel
Property grounds
Stunning Sea View - License # 0104
10.0 out of 10, Exceptional, (343)
"this house is perfect for any type of group we were 5 ladies and loved it so much to see and do in the area incredible view of the ocean with walks right from our front door the house is so comfortable with large places to gather will return every year"
Stunning Sea View - License # 0104
On the beach
Oceanview Designer Beach House 2 Free Movie Passes license #0366
8.8 out of 10, Excellent, (224)
"Great location and view. Easy check-in."
Oceanview Designer Beach House 2 Free Movie Passes license #0366
Beach
Gingerbread - Pacific Grove House - Close to Beach
9.8 out of 10, Exceptional, (100)
"We really enjoyed our stay."
Gingerbread - Pacific Grove House - Close to Beach
Interior
Exquisite home with fireplace, balcony, & washer/dryer - dog-friendly
8.4 out of 10, Very good, (15)
"Pebble Beach is one of our favorite spots, so as my husband and I were both celebrating big birthdays, this is where we wanted to bring our family. I'm so glad I picked this property! All 7 of us fit very comfortably in the house. It's a gorgeous location! The house was very clean and the beds were comfortable. It exceeded my expectations and made our stay in Pebble Beach so enjoyable. Would definitely book again!"
Exquisite home with fireplace, balcony, & washer/dryer - dog-friendly
Property grounds
Cypress Point Golf, Ocean Sunset View, Single Level With 6 Bedrooms, 4 Bath
9.8 out of 10, Exceptional, (92)
"Great family time"
Cypress Point Golf, Ocean Sunset View, Single Level With 6 Bedrooms, 4 Bath
Fridge, microwave, oven, stovetop
Peaceful Sanctuary in Pebble Beach - Great Ocean Views, Great Location! 4br/2ba
10.0 out of 10, Exceptional, (108)
"We had a great time. Well appointed house with great views."
Peaceful Sanctuary in Pebble Beach - Great Ocean Views, Great Location! 4br/2ba
Beach
Ain't Life Grand? - Pacific Grove House - Beach + Town
9.8 out of 10, Exceptional, (129)
"Excellent Location. The photos on the site do not do the property justice. Wonderful high ceilings, comfortable beds, lovely sitting porch, across from the quilt shop, excellent full-service grocery just one block over."
Ain't Life Grand? - Pacific Grove House - Beach + Town
Fridge, microwave, oven, stovetop
Monterey craftsman style home with vaulted exposed-beams ceiling hardwood floor
9.0 out of 10, Wonderful, (6)
"This was a great place and my family loved staying here. Was in a very quiet location but had quick access to everything we needed or wanted to get to. The house was super clean and very comfortable. It was a relaxing get away we needed!"
The price is €886
includes taxes & fees
6 May - 7 May
Monterey craftsman style home with vaulted exposed-beams ceiling hardwood floor
Interior
Seaside Get Away
9.4 out of 10, Exceptional, (42)
"This was the 2nd time we have stayed here. And we already reservations for next year. Great location to Monterey, Moss Landing and Pt. Lobos"
The price is €269
includes taxes & fees
6 May - 7 May
Seaside Get Away
View from property
The perfect Monterey Bay vacation home
9.6 out of 10, Exceptional, (141)
"This 3 Bedroom 2 Bath home is comfortable and well-appointed. Everything was in good working order, the neighborhood was relatively quiet, and there were a couple of cafe/bakeries within walking distance. Our only minor complaint is that this home was not easy to navigate for the one member of our party who walks with a cane after knee and hip replacements. It would have been been helpful to have an “accessible”bathroom, particularly grab bars in the shower and an accessible height toilet."
The price is €587
includes taxes & fees
2 Jun - 3 Jun
The perfect Monterey Bay vacation home
Beach
The White House - Pacific Grove Beach House - Oceanfront Lovers Point
10.0 out of 10, Exceptional, (95)
"Our stay at The White House was wonderful. It's a beautiful property in a great location. Easy check in and check out. Could not be happier! The house was clean, roomy, comfortable and nicely updated/furnished. I would definitely stay again."
The White House - Pacific Grove Beach House - Oceanfront Lovers Point
Beach
A Tiny House - Pacific Grove House - Small is Beautiful
9.8 out of 10, Exceptional, (127)
"Very clean and comfortable. Great location."
A Tiny House - Pacific Grove House - Small is Beautiful
Beach
3814 Surf's Up! Walk to Park, Downtown & Beach - Nightly Vacation Rental!
9.8 out of 10, Exceptional, (58)
"Surf’s Up beach cottage in Pacific Grove is a magical place to stay. Comfortable, clean with all the comforts of home. Walking distance to Lovers Point, restaurants and shops. And management by Sanctuary Vacation Rentals was classy. They greet you with the warmest touches!!!!"
The price is €994
includes taxes & fees
5 May - 6 May
3814 Surf's Up! Walk to Park, Downtown & Beach - Nightly Vacation Rental!
Don't see what you're looking for?
See all available properties in Monterey Wine Country
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.

Other types of properties in Monterey Wine Country you may be interested in

Property grounds
Asilomar Conference Grounds
2.0 star property
7.6 out of 10, Good, (1006)
"This is a magical property to stay at. The grounds are so beautiful and 5 min walk to a white sand beach. It's like you're clamping in Tahoe but while on the beach! 10/10!!"
The price is €187
includes taxes & fees
14 May - 15 May
Asilomar Conference Grounds
Beach nearby
Sea Breeze Inn And Cottages
2.5 star property
8.2 out of 10, Very good, (1004)
"The staff was very friendly, helped us find attractions and were quick to turn on the fire pit when requested. Great price too!"
The price is €115
includes taxes & fees
5 May - 6 May
Sea Breeze Inn And Cottages
Terrace/patio
Lighthouse Lodge And Cottages
3.0 star property
7.8 out of 10, Good, (1183)
"Staff was vert friendly. Excellent location: very close to downtown Pacific Grove and the beach. Room was clean, area was quiet. Pool was a bonus. Hot jacuzzi on a cool evening was nice."
The price is €131
includes taxes & fees
5 May - 6 May
Lighthouse Lodge And Cottages
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.

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, apart-hotels, 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 favorite 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 depends 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 €473 per night. Entering your travel dates in the search wizard you might find 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. 

Recent reviews of Monterey Wine Country properties
Expedia verified reviews