Photo by Elizabeth Massa Peroulakis

Monterey vacation rentals

We found 508 vacation rentals — enter your dates for availability

Discover a selection of 24 homes and other vacation rentals in Monterey that are perfect for your trip. Vacation homes provide the best amenities for you and your friends, family, or even pets, such as air conditioning and a pool. At the end of the day, you'll find a rental for everyone's needs, including accessible or non-smoking choices.

Vacation rentals with weekly discounts - Monterey

Showing deals for:Jul 25 - Aug 1
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Why people love visiting beautiful Monterey

The forests, wildlife and parks display a scene truly unique to Monterey. Well known for its hiking, fishing and boating, this scenic city won't disappoint. Whether you're planning a family holiday, romantic stay or friends trip, vacation rentals offer features like full kitchens and laundry facilities for a more convenient stay.

Activities and attractions in Monterey

Are you hoping to find attractions to visit in the city? Venture out of your vacation home and experience everything that makes Monterey a one-of-a-kind vacation spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

  • Ski Butternut (5.6 mi / 8.9 km)
  • Wyndhurst Golf & Club (11.7 mi / 18.8 km)
  • Catamount Ski Area (13.7 mi / 22 km)
  • Kennedy Park (14.3 mi / 22.9 km)
  • Bousquet Ski Area (16.7 mi / 26.8 km)
  • Les Trois Emme Winery (3.8 mi / 6.2 km)

Exploring the natural landscape of Monterey

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Monterey is a great place to get outside. Here are some of the area’s most enchanting natural features, all within 30 miles (48.2 km) of the city center:

  • Lake Buel (3.3 mi / 5.4 km)
  • Goose Pond Reservation (7.3 mi / 11.7 km)
  • Housatonic River (7.7 mi / 12.4 km)
  • Housatonic River Walk (7.7 mi / 12.4 km)
  • Pyramid Lake (7.8 mi / 12.6 km)
  • Lake Mansfield Park (8.1 mi / 13.1 km)

Transportation to and around Monterey

The nearest airport is in Pittsfield, MA (PSF-Pittsfield Municipal), located 17.5 mi (28.1 km) from the city center. If you can't find a flight that's convenient for your trip, you can also fly into Westfield, MA (BAF-Barnes Municipal), which is 25.3 mi (40.7 km) away.

Frequently asked questions

What is the most popular type of vacation rental accommodation in Monterey?
Cottages are the most popular kind of vacation rental in Monterey, according to our data. Even if you’ve got a different idea about what you’d like, Vrbo has properties in many sizes and shapes. Take a look at our options to find your perfect pad.
How much does it cost to rent a vacation rental in Monterey?
The average price for a vacation home in Monterey is determined by several factors, such as length of stay, season and property type. Whether you’re thinking about a sprawling villa with space for the whole family or a cozy cabin ideal for just you and the kids, just add your dates of travel to see stays with amazing value.
How much does it cost to rent a beach house in Monterey?
When you travel and the style and size of the property will help determine the cost of your beachside vacation rental. Type in your Monterey travel dates to view your available options on Vrbo. Can’t live without a private pool? Use our filters to select the features and amenities you want in your beach house.
Are there pet-friendly vacation rentals in Monterey?
With 31 properties that welcome four-legged guests, your little buddy can also come along on your Monterey break. Use our filter tool to browse our pet-friendly vacation rentals and find your pawfect vacation home on Vrbo.
Can I rent a house with a pool in Monterey?
Check the “pool” box in our filter tool and you’ll find three houses with private pools in Monterey on Vrbo. Morning dip, sunset soak or midnight swim? Free time is up to you when your vacation property has a swimming pool.
What are popular rental amenities in Monterey?
When it comes to rental amenities that people prefer in Monterey, a nearby river, a firepit and a fireplace are the most popular. With Vrbo vacation homes, you’ll find options to fit your taste and style, whether you’re going on a trip with relatives, friends or even pets.
Are there large group vacation rentals in Monterey?
Monterey has nine vacation properties that can host 10 or more guests. These stays come with the space and privacy you need to share good times with family and friends.
Are there vacation rentals in Monterey that welcome kids?
Bring the whole family together for an unforgettable adventure in Monterey at one of our 31 family-friendly vacation homes. Many of these stays offer conveniences that are ideal for trips with the kids, like laundry facilities, living rooms and swimming pools. Just check the “Properties good for families” filter and pick your favorite option.
What are the top attractions for families in Monterey?
If you’re searching for some fun for all ages close to the heart of Monterey, visit Bidwell House Museum.
Can I find two-bedroom vacation rentals in Monterey?
Gather your family and enjoy a relaxing escape in one of the five two-bedroom vacation rentals Monterey has to offer.
Are there vacation rentals with WiFi in Monterey?
Pick from 13 vacation rentals with WiFi in Monterey. If you’d like to disconnect from the world on your break, but still need to be connected to the web, these getaways have just what you need. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Monterey?
Monterey has 23 vacation rentals where you can unwind in air-conditioned comfort. To find a stay on Vrbo that comes with this amenity, enter your travel dates and use the handy filter tool to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in Monterey?
The minimum age can differ between properties on Vrbo, so check the rules of the vacation home in Monterey you’re considering. But usually, it’s 16, 18 or 21.
How long can I rent a vacation rental in Monterey for?
How long you can book a vacation rental in Monterey is down to the property. Simply enter your chosen travel dates to see a list of options offering extended stays. With many creature comforts like full kitchens and air conditioning, as well as some offering weekly or monthly discounts, you’re sure to discover someplace just right to call your home away from home in Monterey.
Does Vrbo offer discounts for vacation homes in Monterey?
In Monterey, you’ll find some fantastic bargains and discounts for weekly and monthly discounts on vacation rentals, as well as newly listed homes on Vrbo. Whether it’s a weekend escape or an extended stay, we have a host of options to match your style.

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