Holiday Homes in Monterey Wine Country

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
22 Aug - 24 Aug
In two weeks
29 Aug - 31 Aug
In one month
12 Sept - 14 Sept
In two months
10 Oct - 12 Oct

Featured Holiday Homes in Monterey Wine Country

On the water in Pacific Grove
TV

On the water in Pacific Grove

9.6 out of 10, Exceptional, (82)
"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
Luxe1 panoramic Pebble Estate
Exterior

Luxe1 panoramic Pebble Estate

9.2 out of 10, Wonderful, (54)
"Great Stay!!! Great accommodations for our large group. Fantastic views, very calm, and quiet."
The price is AU$8,071
includes taxes & fees
18 Aug - 19 Aug
Luxe1 panoramic Pebble Estate
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, (313)
"Nice house, perfect location for girlfriend trip."
The price is AU$1,402
includes taxes & fees
8 Sept - 9 Sept
Walk to Beach, Downtown! Spa & Private Deck Updated Historic Home @ Lovers Pt
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, (60)
"We enjoyed our stay and would recommend. We would stay here again."
The price is AU$1,103
includes taxes & fees
20 Aug - 21 Aug
Monterey Bay Ocean Peak Home Near Carmel & Pebble Beach 4 Bed 3.5 Bath & AC
180º ocean views in a central location 2bd+den, 2baths
Terrace/patio

180º ocean views in a central location 2bd+den, 2baths

9.6 out of 10, Exceptional, (203)
"Had lots of fun. Thank you "
180º ocean views in a central location 2bd+den, 2baths
Pebble Beach house for Magnificent Ocean & Perfect Golf, on The Old 17 Miles Dr.
Beach nearby

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"
The price is AU$1,292
includes taxes & fees
18 Aug - 19 Aug
Pebble Beach house for Magnificent Ocean & Perfect Golf, on The Old 17 Miles Dr.
Charming Carmel House - Short Walk To 2 Beaches
Beach

Charming Carmel House - Short Walk To 2 Beaches

9.2 out of 10, Wonderful, (50)
"Close to everything, beautiful property. Would stay again "
The price is AU$1,329
includes taxes & fees
18 Aug - 19 Aug
Charming Carmel House - Short Walk To 2 Beaches
The perfect Monterey Bay vacation home
View from property

The perfect Monterey Bay vacation home

9.6 out of 10, Exceptional, (182)
"Nice location"
The perfect Monterey Bay vacation home
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 AU$2,075
includes taxes & fees
20 Aug - 21 Aug
3813 Point Break - Walk to Lover’s Point Beach
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, (250)
"Beautiful view and great location. "
Oceanfront Home with Spectacular Views on Monterey Bay.
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, (120)
"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!
Relax in your Private Retreat - Hot Tub, One Block from Beach & Town! Lic. #0085
Outdoor dining

Relax in your Private Retreat - Hot Tub, One Block from Beach & Town! Lic. #0085

9.8 out of 10, Exceptional, (272)
"We had some great family time here! Loved the house and the location!"
Relax in your Private Retreat - Hot Tub, One Block from Beach & Town! Lic. #0085
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, (29)
"Very nice property, it’s clean, modern, and well equipped for our stay"
The price is AU$1,246
includes taxes & fees
18 Aug - 19 Aug
Premium Monterey Peninsula Retreat, just minutes to Carmel.
Escape to Tranquility: Your Private Oasis Awaits
Property grounds

Escape to Tranquility: Your Private Oasis Awaits

10.0 out of 10, Exceptional, (264)
"Loved our stay. We were in town for work and it was the perfect spot to hang and recharge. Would book again. "
Escape to Tranquility: Your Private Oasis Awaits
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 AU$978
includes taxes & fees
25 Aug - 26 Aug
New- Cabin by the River
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
3922 Pelican Gate - Walk to Beach & Coastal Trail
Exterior

3922 Pelican Gate - Walk to Beach & Coastal Trail

10.0 out of 10, Exceptional, (25)
"Loved it, great location and the entire family throughly enjoyed their stay!"
The price is AU$2,023
includes taxes & fees
18 Aug - 19 Aug
3922 Pelican Gate - Walk to Beach & Coastal Trail
Premier Monterey Bay Getaway, just minutes to Carmel.
Fridge, microwave, oven, stovetop

Premier Monterey Bay Getaway, just minutes to Carmel.

9.4 out of 10, Exceptional, (28)
"clean other than shower had hair in it. Property was excellent location for Laguna Seca raceway"
The price is AU$925
includes taxes & fees
1 Sept - 2 Sept
Premier Monterey Bay Getaway, just minutes to Carmel.
Fully Updated 3 BDR Seaside Home Minutes to Beach!
Fridge, microwave, oven, stovetop

Fully Updated 3 BDR Seaside Home Minutes to Beach!

2.0 star property
9.4 out of 10, Exceptional, (19)
"Property was very clean and the neighborhood was quiet and safe. Will definitely stay again when the opportunity arises."
Fully Updated 3 BDR Seaside Home Minutes to Beach!
3903 Mabuhay - Walk to Downtown and the Beach
Interior

3903 Mabuhay - Walk to Downtown and the Beach

9.8 out of 10, Exceptional, (19)
"Great stay for a family of 6! Location to town is walkable. Golf is close. Loved our stay! "
The price is AU$1,647
includes taxes & fees
18 Aug - 19 Aug
3903 Mabuhay - Walk to Downtown and the Beach
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Monterey Wine Country Hotel Reviews

Monarch Resort

Monarch Resort

10/10 Excellent
"Excellent location, nice rooms and grounds. Good breakfast "
Maria 2-night trip
Posted 16 hours ago
Monarch Resort