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Top Holiday Rentals in Monterey Wine Country

Our top choices for Monterey Wine Country holiday rentals

Modern Cozy Pebble Beach Studio with Premium Amenities and WiFi

10.0 out of 10, Exceptional, (6)
Modern Cozy Pebble Beach Studio with Premium Amenities and WiFi

2021 Remodeled Victorian in Excellent Location, Close to Beach and Downtown

9.8 out of 10, Exceptional, (324)
"Great location and accommodation. Walking distance to many of the Pacific Grove and Monterey sites and restaurants. "
The price is £522
includes taxes & fees
22 Sept - 23 Sept
2021 Remodeled Victorian in Excellent Location, Close to Beach and Downtown

Oceanview Designer Beach House 2 Free Movie Passes license #0366

8.8 out of 10, Excellent, (268)
"Had a great time here. Everything was as described. It's a great location within walking distance to the aquarium and many eateries. We hope to stay here again in the future."
Oceanview Designer Beach House 2 Free Movie Passes license #0366

Oceanfront Home with Spectacular Views on Monterey Bay.

9.6 out of 10, Exceptional, (253)
"Beautiful view and great location. "
Oceanfront Home with Spectacular Views on Monterey Bay.

Walk to Beach, Downtown! Spa & Private Deck Updated Historic Home @ Lovers Pt

9.8 out of 10, Exceptional, (314)
"Nice house, perfect location for girlfriend trip."
The price is £623
includes taxes & fees
9 Sept - 10 Sept
Walk to Beach, Downtown! Spa & Private Deck Updated Historic Home @ Lovers Pt

Mermaid Retreat, PET FRIENDLY, One Week Minimum Stay, Permit #0027

9.8 out of 10, Exceptional, (211)
"The perfect spot for a relaxing week! Beautiful quiet neighborhood. Great hosts. "
Mermaid Retreat, PET FRIENDLY, One Week Minimum Stay, Permit #0027

Seaside Vacation Home

9.2 out of 10, Wonderful, (10)
"This property was fantastic. It was nice and clean, with gorgeous views of Seaside and Monterey. My friends and I had an awesome experience, and the hosts were very responsive. 10/10 would stay again!"
The price is £522
includes taxes & fees
11 Sept - 12 Sept
Seaside Vacation Home

Whale Watch, Golf, Carmel Bch, Aquarium. Amazing Dlx Pble Bch 4/3 HOUSE. Slps 8.

9.8 out of 10, Exceptional, (76)
"The property was absolutely perfect! We had a group of ladies from all over the US join us for our stay. The home offered the perfect amount of rooms, for us to spread out and be comfortable. We will stay there again for sure!"
Whale Watch, Golf, Carmel Bch, Aquarium. Amazing Dlx Pble Bch 4/3 HOUSE. Slps 8.

Stunning Sea View - License # 0104

10.0 out of 10, Exceptional, (411)
"The place was clean, spacious, and had incredible views! Close to town and the wedding venue that we were in town for. "
Stunning Sea View - License # 0104

Birdies, Beaches and Butterflies in Pacific Grove! Pet Friendly-Premier location

9.4 out of 10, Exceptional, (118)
"We really enjoyed our stay! The kitchen was very well stocked with dishes, cooking utensils, baking dishes, and even some basic cooking ingredients. The children were thrilled with their room and the whole house was immaculate. We would definitely book again if it was available."
Birdies, Beaches and Butterflies in Pacific Grove! Pet Friendly-Premier location

On the water in Pacific Grove

9.6 out of 10, Exceptional, (85)
"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

The perfect Monterey Bay vacation home

9.6 out of 10, Exceptional, (185)
"Nice location"
The perfect Monterey Bay vacation home

3813 Point Break - Walk to Lover’s Point Beach

10.0 out of 10, Exceptional, (99)
"We had a great time with our 3 kids! The house was setup great. Even had a pack and play. Great location and easy to get everywhere! Would definitely stay again! "
The price is £972
includes taxes & fees
1 Sept - 2 Sept
3813 Point Break - Walk to Lover’s Point Beach

Cypress Point: Golf, Ocean Sunset View, 6 Bedrooms, 4 Bath

9.8 out of 10, Exceptional, (127)
"We loved our stay. I would recommend this place to anyone and would love to come back. "
Cypress Point: Golf, Ocean Sunset View, 6 Bedrooms, 4 Bath

Pebble Cottage: New, Elegant And Steps Away From The Lodge And Stevenson School

10.0 out of 10, Exceptional, (274)
"beautifully built, gorgeous art work. Good location to pebble beach and carmel"
Pebble Cottage: New, Elegant And Steps Away From The Lodge And Stevenson School

Closest Home to Lover's Point and Steps from the Beach

10.0 out of 10, Exceptional, (394)
"Awesome property, Jack is an excellent host, one of my best VRBO stays every. Will book again!"
Closest Home to Lover's Point and Steps from the Beach

Exquisite home with fireplace, balcony, & washer/dryer - dog-friendly

8.4 out of 10, Very good, (44)
"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

Pebble Beach Quiet Getaway

9.8 out of 10, Exceptional, (192)
"Perfect spot to stay to play golf in Monterey"
Pebble Beach Quiet Getaway

Private Contemporary Luxury Pebble Beach Home with Ocean Views

9.6 out of 10, Exceptional, (139)
"Enjoyed property was convenient to the other property we booked."
Private Contemporary Luxury Pebble Beach Home with Ocean Views

Pebble Beach house for Magnificent Ocean & Perfect Golf, on The Old 17 Miles Dr.

9.8 out of 10, Exceptional, (209)
"Lovely home and perfect base to attend a function in Monterey"
Pebble Beach house for Magnificent Ocean & Perfect Golf, on The Old 17 Miles Dr.
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.
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Top Monterey Wine Country Hotel Reviews

Find out more about Monterey Wine Country

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, 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 £522 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.