Monterey Wine Country Holiday Rentals

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Holiday Rentals in Monterey Wine Country

Holiday Home in Seaside

9.6 out of 10, Exceptional, (322)
"We were visiting family and the house was very clean and comfortable. It was close to grocery stores and we enjoyed our stay! "
United States
Heather S.
Monterey Co. Bungalow Near the Ocean - 2 Free Aquarium Passes Included!

Holiday Home in Asilomar Dunes

10.0 out of 10, Exceptional, (422)
"Excellent location and had all the amenities we needed. "
United States
Erin S.
Stunning Sea View - License # 0104

Holiday Home in Retreat

10.0 out of 10, Exceptional, (335)
"Great home, location with all of the necessities. We would definitely book again!"
United States
Sondra J.
2021 Remodeled Victorian in Excellent Location, Close to Beach and Downtown

Holiday Home in Asilomar Dunes

9.6 out of 10, Exceptional, (89)
"An incredible property and location!!!!"
United States
Bobbii J.
On the water in Pacific Grove

Holiday Home in Retreat

10.0 out of 10, Exceptional, (61)
"The property was charming and plenty of room for adult and two teens. Great location just off the beach and blocks from downtown. Neighborhood was quiet. Highly recommend. "
United States
Lindsay W.
The price is AU$1,662
includes taxes & fees
20 Dec - 21 Dec
Saltbox - Pacific Grove House - Two Blocks to Beach and Downtown!

Holiday Home in Seaside

9.6 out of 10, Exceptional, (191)
"Great place to stay! "
United States
Debbie W.
The perfect Monterey Bay vacation home

Condo in Retreat

8.8 out of 10, Excellent, (279)
"Wonderful view from the deck. Updated patio furniture is much needed but it worked "
United States
Monika B.
Oceanview Designer Beach House 2 Free Movie Passes license #0366

Holiday Home in Retreat

9.8 out of 10, Exceptional, (325)
"Wonderful place, impeccably clean, close to everything, great communication with owner. "
United States
marie m.
The price is AU$1,274
includes taxes & fees
2 Dec - 3 Dec
Walk to Beach, Downtown! Spa & Private Deck Updated Historic Home @ Lovers Pt

Holiday Home in Seaside

9.6 out of 10, Exceptional, (110)
"Everything is in order. We love the place!"
United States
LUISITO
Sunny Bungalow

Holiday Home in Retreat

9.8 out of 10, Exceptional, (151)
"Close to wonderful walks and restaurants."
United States
Peter M.
The price is AU$793
includes taxes & fees
31 Dec - 1 Jan 2026
A Tiny House - Pacific Grove House - Small is Beautiful

Holiday Home in Retreat

9.8 out of 10, Exceptional, (34)
"The location was perfect for our plans. We walked to restaurants, the beach and easy access to amenities. Very easy check in and checkout. "
United States
Allie M.
Five O'clock Somewhere - Pacific Grove House - The Ultimate Vacation Destination

Holiday Home in Town Center

9.6 out of 10, Exceptional, (55)
"Great property - well managed"
United States
Simon Y.
Beach Club - Pacific Grove Beach House - Sand and Sea

Cottage in Del Monte Forest

9.8 out of 10, Exceptional, (284)
"Beautiful and comfortable "
United States
Cezar G.
Pebble Cottage: New, Elegant, Steps away from Pebble Beach Lodge and Stevenson

Holiday Home in Seaside

8.8 out of 10, Excellent, (12)
"We enjoyed our stay at your clean, cozy Seaside home. It was very convenient to Monterey and WeatherTech Laguna Seca Raceway."
United States
Starlene P.
The price is AU$593
includes taxes & fees
4 Dec - 5 Dec
Quaint trendy home just a stroll from the seas

Holiday Home in Sand City

9.8 out of 10, Exceptional, (46)
"great house suited our needs"
United States
Jody G.
The price is AU$1,729
includes taxes & fees
20 Dec - 21 Dec
Sandcastle - Sand City House - Hidden Beach Gem

Holiday Home in Retreat

9.8 out of 10, Exceptional, (288)
"Wonderful house! Amazing location 1.5 blocks to the beach one direction and "downtown" the other direction."
United States
Susan C.
Relax in your Private Retreat - Hot Tub, One Block from Beach & Town! Lic. #0085

Apartment in Retreat

9.6 out of 10, Exceptional, (75)
"Nestled just steps from Lover’s Point Beach and the scenic Coastal Recreational Trail, this charming 1-bedroom, 1‑bath flat offers a refreshingly cozy getaway in a beautifully restored Victorian. This walk-to-the-beach or to-town retreat sleeps two comfortably and is ideal for couples looking for a quaint coastal escape. Clean and comfy. We have used Monterey Rentals many times and will again."
United States
paul p.
The price is AU$740
includes taxes & fees
2 Dec - 3 Dec
Fountain Avenue - Pacific Grove Apartment - Steps to the Sea

Holiday Home in Beach Tract

9.4 out of 10, Exceptional, (128)
"Nice house close to the water"
United States
marcy a.
Birdies, Beaches and Butterflies in Pacific Grove! Pet Friendly-Premier location

Apartment in Del Monte Forest

10.0 out of 10, Exceptional, (15)
"Fantastic stay"
United States
Michelle O.
Modern Cozy Pebble Beach Studio with Premium Amenities and WiFi

Holiday Home in Retreat

9.4 out of 10, Exceptional, (133)
"We were in the area to visit family. This home worked well for our trip, and the location was great for morning walks by the beach. "
United States
Mandy A.
The price is AU$1,150
includes taxes & fees
20 Dec - 21 Dec
Sweet Pea - Pacific Grove House - Walk to Beach and Town
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

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$593 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.