Monterey Wine Country Holiday Rentals

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Holiday Rentals in Monterey Wine Country

Monterey Co. Bungalow Near the Ocean
9.6 out of 10, Exceptional, 264 reviews
"This cozy cottage was the perfect location for access to the Laguna Seca raceway and downtown restaurants and grocery. Good amenities and room for parking extra cars."
Monterey Co. Bungalow Near the Ocean
Jacuzzi, *Pet Friendly* Trendy Home, short drive to Monterey attractions!
9.4 out of 10, Exceptional, 51 reviews
"We loved our stay! The house was very nice. Loved the outdoor seating and the hot tub. Owner was very responsive to our questions. Would come here again!"
The price is NZ$793
per night
9 Jun - 10 Jun
Jacuzzi, *Pet Friendly* Trendy Home, short drive to Monterey attractions!
Closest Home to Lover's Point and Steps from the Beach
10.0 out of 10, Exceptional, 339 reviews
"We loved our stay in this cozy cottage with ocean views and a wonderful ocean walking trail. The kitchen was well stocked with everything we needed and the beds were very comfortable, providing a good nights sleep."
Closest Home to Lover's Point and Steps from the Beach
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Pebble Modern home w Hot tub PL1
9.4 out of 10, Exceptional, 8 reviews
"We had the family's stay together for my daughter's engagement. It worked out really well for our group."
Pebble Modern home w Hot tub PL1
You will love the views of the ocean & location 7 min beach and 15 min Carmel
9.0 out of 10, Wonderful, 10 reviews
"We had a family member graduating from CSU Monterey. This place was perfect and had everything you would need for a weekend stay. Very quiet neighborhood but parking was a little tight, recommend not having more than 2-3 cars. Overall great experience, host was great at answering any questions right away."
The price is NZ$1,201
per night
17 Jun - 18 Jun
You will love the views of the ocean & location 7 min beach and 15 min Carmel
Exquisite home with fireplace, balcony, & washer/dryer - dog-friendly
8.6 out of 10, Excellent, 18 reviews
"My friends and I hoped for a lovely weekend get away in the Carmel area and that's exactly what we got. House was perfectly located, 10 minute drive from downtown Carmel. We could easily Uber/Lyft to and from, even though it was in a gated community. It was a beautiful house, exactly as listed. 4 main bedrooms & one office with 2 twin pullouts (not super comfortable). 3 great bathrooms, and great public spaces (living room, dining room, kitchen, porch and back yard). We did not have any...
Exquisite home with fireplace, balcony, & washer/dryer - dog-friendly
Oceanfront: Step to the Beach from Your Porch!
9.6 out of 10, Exceptional, 146 reviews
"This house was so cozy and the perfect place for all of us to stay over the Big Sur marathon weekend! The views were amazing to wake up to everyday and loved that we could bring my sister’s dogs with us (they LOVED walking on the beach every morning)."
Oceanfront: Step to the Beach from Your Porch!
Stunning Sea View - License # 0104
10.0 out of 10, Exceptional, 346 reviews
"Loved our stay - beautiful property and view simply cannot be beat. Great family weekend!"
Stunning Sea View - License # 0104
The perfect Monterey Bay vacation home
9.6 out of 10, Exceptional, 143 reviews
"We really enjoyed our stay. There was room enough for everyone and then some. We would definitely stay here again."
The perfect Monterey Bay vacation home
Sweet Pea - Pacific Grove House - Walk to Beach and Town
9.4 out of 10, Exceptional, 113 reviews
"Such a lovely charming place! Loved the lavender in the front garden. Full washer and dryer at back of house was very convenient. Made use of well equipped kitchen. Location is great making for easy walking to restaurants, Lover's Point and the Monterey walkway. Highly recommend."
Sweet Pea - Pacific Grove House - Walk to Beach and Town
Seaside Get Away
9.4 out of 10, Exceptional, 46 reviews
"Everything about the place as viewed online. Quiet peaceful neighborhood very clean access to the Monterey Peninsula the best. Check-in was a breeze. Thanks again"
The price is NZ$600
per night
7 Jul - 8 Jul
Seaside Get Away
Monterey craftsman style home with vaulted exposed-beams ceiling hardwood floor
9.0 out of 10, Wonderful, 6 reviews
"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 NZ$1,506
per night
17 Jun - 18 Jun
Monterey craftsman style home with vaulted exposed-beams ceiling hardwood floor
Fountain Avenue - Pacific Grove Apartment - Steps to the Sea
9.6 out of 10, Exceptional, 62 reviews
"Wonderful, walk to beach, running trail, restaurants, groceries. Quiet and relaxing. Great place to stay."
Fountain Avenue - Pacific Grove Apartment - Steps to the Sea
Cypress Point Golf, Ocean Sunset View, Single Level With 6 Bedrooms, 4 Bath
9.8 out of 10, Exceptional, 94 reviews
"House is woefully in need of many minor repairs. Wall sockets in bedrooms need to be replaced. Most important issue is slippery bathtubs with no grab rails. One shower has see through window to outside. We had to hang a towel outside to block it. Another shower had no light, bulb needs replacing. House lighting system is puzzling…whenever anyone gets up at night the entire house lights up. Heating system is poorly designed with one bedroom getting all the heat. We loved the large gathering area...
Cypress Point Golf, Ocean Sunset View, Single Level With 6 Bedrooms, 4 Bath
Saltbox - Pacific Grove House - Two Blocks to Beach and Downtown!
9.8 out of 10, Exceptional, 39 reviews
"two blocks to the beach, and two blocks to the middle of the town The house was very well appointed in the kitchen except needed more glasses"
Saltbox - Pacific Grove House - Two Blocks to Beach and Downtown!
Ain't Life Grand? - Pacific Grove House - Beach + Town
9.8 out of 10, Exceptional, 132 reviews
"We loved the location of the place. You can see the ocean down the street. A cute/quiet part of town that’s walkable to lots of restaurants, bars, shops and not too far of a walk to the aquarium (30 min walk)."
Ain't Life Grand? - Pacific Grove House - Beach + Town
Lover's Point 6 - Pacific Grove Townhome - Oceanfront Lovers Point
9.8 out of 10, Exceptional, 117 reviews
"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
Pebble Beach perfection. Peaceful, Ocean view property to rest, golf, reset.
10.0 out of 10, Exceptional, 175 reviews
"The Cole house on 17 mile dr at Pebble Beach was perfect. We had three couples and all three rooms were so comfortable and cozy. Enjoyed our view of the Water inside and outside while sitting around the fire pit. The kitchen is well equipped and we cooked several meals during our stay. Loved walking across the street to the Lone Cypress tree and along 17 mile dr. Can’t wait to return. Thanks for sharing your lovely home with us."
Pebble Beach perfection. Peaceful, Ocean view property to rest, golf, reset.
Gratitude Inn - Pacific Grove House - Downtown - Close to Beach
10.0 out of 10, Exceptional, 37 reviews
"FYI, when we arrived a dinning room chair back was broken, half of the upstairs window shades were broken and one fell down, bathtub was dirty, half of the lights did not work."
Gratitude Inn - Pacific Grove House - Downtown - Close to Beach
Private Contemporary Luxury Pebble Beach Home with Ocean Views
9.6 out of 10, Exceptional, 127 reviews
"Julia's house was a great home base for our weekend getaway and Big Sur Marathon. Kitchen was well stocked and the rest of the house was spacious and comfortable. The driveway is very steep and narrow, which would be good to know ahead of time if you have a low vehicle or one with a trailer hitch like ours!"
Private Contemporary Luxury Pebble Beach Home with Ocean Views
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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

Asilomar Conference Grounds
2.0 star property
7.6 out of 10, Good, 1,015 reviews
"Nice property. Very quiet. Close to the beach. Very reasonably priced."
The price is NZ$259
per night
18 Jun - 19 Jun
Asilomar Conference Grounds
Holiday Inn Express at Monterey Bay, an IHG Hotel
2.5 star property
7.6 out of 10, Good, 1,008 reviews
"Facilities dated."
The price is NZ$310
per night
9 Jun - 10 Jun
Holiday Inn Express at Monterey Bay, an IHG Hotel
Lovers Point Inn
2.0 star property
7.4 out of 10, Good, 1,012 reviews
"It was all good!"
The price is NZ$255
per night
9 Jun - 10 Jun
Lovers Point Inn
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Monterey Wine Country holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Monterey Wine Country. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Monterey Wine Country. Seeing all the best attractions is bound to make you fall in love with Monterey Wine Country. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Monterey Wine Country short-term rentals, that won’t be hard to do.

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