Holiday Homes in Monterey Wine Country

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Check prices for these dates

In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct
In three months
14 Nov - 16 Nov

Featured Holiday Homes in Monterey Wine Country and around

Our top choices for Monterey Wine Country holiday homes

2021 Remodeled Victorian in Excellent Location, Close to Beach and Downtown
Fridge, microwave, oven, stovetop

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 €554
includes taxes & fees
22 Sept - 23 Sept
2021 Remodeled Victorian in Excellent Location, Close to Beach and Downtown
Luxe1 panoramic Pebble Estate
Exterior

Luxe1 panoramic Pebble Estate

9.2 out of 10, Wonderful, (55)
"Great Stay!!! Great accommodations for our large group. Fantastic views, very calm, and quiet."
The price is €4,574
includes taxes & fees
26 Aug - 27 Aug
Luxe1 panoramic Pebble Estate
On the water in Pacific Grove
TV

On the water in Pacific Grove

9.6 out of 10, Exceptional, (84)
"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
Charming 3-bed home in Carmel-by-the-Sea; Pet Friendly & Near Everything Carmel!
Smart TV, video games, books, stereo

Charming 3-bed home in Carmel-by-the-Sea; Pet Friendly & Near Everything Carmel!

8.6 out of 10, Excellent, (4)
"Very cozy home with lots of light. Very close to amenities."
Charming 3-bed home in Carmel-by-the-Sea; Pet Friendly & Near Everything Carmel!
Walk to Beach, Downtown! Spa & Private Deck Updated Historic Home @ Lovers Pt
Beach nearby, beach towels

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 €766
includes taxes & fees
9 Sept - 10 Sept
Walk to Beach, Downtown! Spa & Private Deck Updated Historic Home @ Lovers Pt
Oceanfront Home with Spectacular Views on Monterey Bay.
On the beach, sun-loungers, beach towels

Oceanfront Home with Spectacular Views on Monterey Bay.

9.6 out of 10, Exceptional, (252)
"Beautiful view and great location. "
Oceanfront Home with Spectacular Views on Monterey Bay.
Whale Watch, Golf, Carmel Bch, Aquarium. Amazing Dlx Pble Bch 4/3 HOUSE. Slps 8.
Fridge, microwave, oven, stovetop

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
Interior

Stunning Sea View - License # 0104

10.0 out of 10, Exceptional, (409)
"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
Cozy Oaks | A coastal getaway with idyllic scenery!
Fridge, microwave, oven, stovetop

Cozy Oaks | A coastal getaway with idyllic scenery!

2.0 star property
9.0 out of 10, Wonderful, (17)
"Loved how easy it was to check in. Home had everything we needed. It was clean and comfortable. Very enjoyable stay. Thank you! "
Cozy Oaks | A coastal getaway with idyllic scenery!
3813 Point Break - Walk to Lover’s Point Beach
Beach

3813 Point Break - Walk to Lover’s Point Beach

10.0 out of 10, Exceptional, (98)
"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 €1,123
includes taxes & fees
25 Aug - 26 Aug
3813 Point Break - Walk to Lover’s Point Beach
Closest Home to Lover's Point and Steps from the Beach
Beach nearby, sun-loungers, beach towels

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

10.0 out of 10, Exceptional, (392)
"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
Hacienda Style Home w/ Pool+HotTub, Outdoor Grill & Fire Pit in Corral de Tierra
Smart TV, fireplace, ping pong

Hacienda Style Home w/ Pool+HotTub, Outdoor Grill & Fire Pit in Corral de Tierra

6.4 out of 10, (5)
The price is €1,477
includes taxes & fees
28 Aug - 29 Aug
Hacienda Style Home w/ Pool+HotTub, Outdoor Grill & Fire Pit in Corral de Tierra
The perfect Monterey Bay vacation home
View from property

The perfect Monterey Bay vacation home

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

Garfield West

8.6 out of 10, Excellent, (22)
"Nice and clean place to stay at"
The price is €140
includes taxes & fees
25 Aug - 26 Aug
Garfield West
New- Cabin by the River
Terrace/patio

New- Cabin by the River

9.8 out of 10, Exceptional, (18)
"Very comfortable home. We enjoyed the deck in the afternoon. Kitchen well supplied. Very much recommend this as a stay in this area."
The price is €478
includes taxes & fees
25 Aug - 26 Aug
New- Cabin by the River
Big Sur Lodge-Style House in Carmel with PANORAMIC Ocean, Bay & Valley VIEWS!
Property grounds

Big Sur Lodge-Style House in Carmel with PANORAMIC Ocean, Bay & Valley VIEWS!

10.0 out of 10, Exceptional, (122)
"Beautiful views and attention to details made our stay very comfortable and relaxing. Tucked in a quiet neighborhood but easy drive to local attractions and beaches."
Big Sur Lodge-Style House in Carmel with PANORAMIC Ocean, Bay & Valley VIEWS!
Birdies, Beaches and Butterflies in Pacific Grove! Pet Friendly-Premier location
Beach nearby

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

9.4 out of 10, Exceptional, (117)
"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
The Lodge On The Carmel River
Terrace/patio

The Lodge On The Carmel River

9.6 out of 10, Exceptional, (89)
"We had a girls' getaway at The Lodge. It was the perfect setting for relaxing and catching up with a glass of wine by the river. The house was very comfortable and equipped with everything we needed for our stay. The scenery was beautiful and there was tons of out space for enjoying the view of the river which is right at the back door. The host was available for any questions that came up and even sent some great suggestions for local spots to visit during our stay. We are definitely...
The Lodge On The Carmel River
Monterey Bay Ocean Peak Home Near Carmel & Pebble Beach 4 Bed 3.5 Bath & AC
Fridge, microwave, oven, stovetop

Monterey Bay Ocean Peak Home Near Carmel & Pebble Beach 4 Bed 3.5 Bath & AC

2.0 star property
10.0 out of 10, Exceptional, (63)
"We enjoyed our stay and would recommend. We would stay here again."
The price is €534
includes taxes & fees
26 Aug - 27 Aug
Monterey Bay Ocean Peak Home Near Carmel & Pebble Beach 4 Bed 3.5 Bath & AC
Premium Monterey Peninsula Retreat, just minutes to Carmel.
Fridge, microwave, oven, stovetop

Premium Monterey Peninsula Retreat, just minutes to Carmel.

9.8 out of 10, Exceptional, (30)
"Very nice property, it’s clean, modern, and well equipped for our stay"
The price is €596
includes taxes & fees
26 Aug - 27 Aug
Premium Monterey Peninsula Retreat, just minutes to Carmel.
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

Deer Haven Inn

Deer Haven Inn

10/10 Excellent
"Room was very comfortable and the location was excellent. Peaceful and quiet and great restaurants and attractions within 2-6 miles. Staff was professional, courteous and attentive. Thank you "
Raymond 4-night trip
Posted 1 day ago
Deer Haven Inn