Find Vacation Rentals in Monterey

We have 39 properties to choose from
Monterey
Anytime
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Popular Monterey Vacation Rentals

Find the perfect Monterey vacation rental

House Monterey
e.g. 3/4 - 3/11 (Sat - Sat)
$400 per night
House ∙ 5 guests ∙ 3 bedrooms
5.0
"Excellent" (1 rating)
Monterey, Berkshire County, Massachusetts, United States
Details
Vrbo
Details
Details
Cottage Monterey
e.g. 11/18 - 11/25 (Sat - Sat)
$170 per night
Cottage ∙ 5 guests ∙ 2 bedrooms
4.7
"Outstanding" (64 ratings)
Monterey, Berkshire County, Massachusetts, United States
Details
Vrbo
Details
Details
Chalet Monterey
e.g. 12/10 - 12/17 (Sat - Sat)
$207 per night
Chalet ∙ 8 guests ∙ 3 bedrooms
4.9
"Excellent" (24 ratings)
Monterey, Berkshire County, Massachusetts, United States
Details
Vrbo
Details
Details
Cabin Monterey
e.g. 11/18 - 11/25 (Sat - Sat)
$298 per night
Cabin ∙ 8 guests ∙ 3 bedrooms
5.0
"Excellent" (18 ratings)
Monterey, Berkshire County, Massachusetts, United States
Details
Vrbo
Details
Details
Chalet Monterey
e.g. 5/27 - 6/3 (Sat - Sat)
$191 per night
Chalet ∙ 6 guests ∙ 2 bedrooms
5.0
"Excellent" (105 ratings)
Monterey, Berkshire County, Massachusetts, United States
Details
Vrbo
Details
Details
House Monterey
e.g. 5/27 - 6/3 (Sat - Sat)
$500 per night
House ∙ 12 guests ∙ 4 bedrooms
5.0
"Excellent" (97 ratings)
Monterey, Berkshire County, Massachusetts, United States
Details
Vrbo
Details
Details
Cabin Monterey
e.g. 2/25 - 3/4 (Sat - Sat)
$425 per night
Cabin ∙ 9 guests ∙ 4 bedrooms
5.0
"Excellent" (3 ratings)
Monterey, Berkshire County, Massachusetts, United States
Details
Vrbo
Details
Details
House Monterey
e.g. 5/20 - 5/27 (Sat - Sat)
$695 per night
House ∙ 9 guests ∙ 4 bedrooms
5.0
"Excellent" (45 ratings)
Monterey, Berkshire County, Massachusetts, United States
Details
Vrbo
Details
Details
House Monterey
e.g. 2/25 - 3/4 (Sat - Sat)
$350 per night
House ∙ 5 guests ∙ 3 bedrooms
4.5
"Outstanding" (10 ratings)
Monterey, Berkshire County, Massachusetts, United States
Details
Vrbo
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Recommended Rentals With Pools

Apartment Pool Monterey
e.g. 1/28 - 2/4 (Sat - Sat)
$201 per night
Apartment ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (3 ratings)
Monterey, Berkshire County, Massachusetts, United States
Pool
Details
Vrbo
Details
Details
House Pool Monterey
e.g. 12/17 - 12/24 (Sat - Sat)
$399 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (6 ratings)
Monterey, Berkshire County, Massachusetts, United States
Pool
Details
Vrbo
Details
Details
House Pool Monterey
e.g. 12/10 - 12/17 (Sat - Sat)
$281 per night
House ∙ 4 guests ∙ 2 bedrooms
5.0
"Excellent" (161 ratings)
Monterey, Berkshire County, Massachusetts, United States
Pool
Details
Vrbo
Details
Details
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Pet-Friendly Homes and Apartments

House Pet-friendly Monterey
e.g. 10/18 - 10/25 (Wed - Wed)
$458 per night
House ∙ 12 guests ∙ 5 bedrooms
4.0
"Very good" (1 rating)
Monterey, Berkshire County, Massachusetts, United States
Pet-friendly
Details
Vrbo
Details
Details
House Pet-friendly Monterey
e.g. 8/5 - 8/12 (Sat - Sat)
$395 per night
House ∙ 10 guests ∙ 5 bedrooms
4.7
"Outstanding" (43 ratings)
Monterey, Berkshire County, Massachusetts, United States
Pet-friendly
Details
Vrbo
Details
Details
House Pet-friendly Monterey
e.g. 10/18 - 10/25 (Wed - Wed)
$600 per night
House ∙ 12 guests ∙ 4 bedrooms
4.5
"Outstanding" (15 ratings)
Monterey, Berkshire County, Massachusetts, United States
Pet-friendly
Details
Vrbo
Details
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Best vacation rentals with a balcony

House Balcony Monterey
e.g. 3/19 - 3/26 (Sun - Sun)
-26%
$242
$180 per night
House ∙ 7 guests ∙ 3 bedrooms
5.0
"Excellent" (4 ratings)
Monterey, Berkshire County, Massachusetts, United States
Balcony
Details
Vrbo
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Details
House Balcony Monterey
e.g. 12/14 - 12/21 (Wed - Wed)
-70%
$508
$154 per night
House ∙ 10 guests ∙ 5 bedrooms
Monterey, Berkshire County, Massachusetts, United States
Balcony
Details
Vrbo
Details
Details
House Balcony Monterey
e.g. 12/2 - 12/9 (Fri - Fri)
-62%
$396
$152 per night
House ∙ 14 guests ∙ 3 bedrooms
Monterey, Berkshire County, Massachusetts, United States
Balcony
Details
Vrbo
Details
Details
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Frequently Asked Questions

How much does it cost to book a vacation rental in Monterey?

In Monterey, vacation rentals start at $105 per night.

Can I book a vacation rental in Monterey?

Our large collection of vacation homes makes it easy to filter and compare 39 offers in Monterey.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Monterey

Save hundreds with a vacation home rental from Tripping.com and forget the hotel room. For the ultimate getaway, Monterey offers 134 affordable vacation rentals with a price to match your budget and accommodation needs. Prices in Monterey start at an average price of $279 a night with long-term rentals averaging $25 a month. These vacation rentals offer a range of amenities, so you’ll feel right at home. For those looking to stay in a corporate rental, 114 of Monterey’s rentals offer high speed WiFi Internet so you can easily keep in touch with your company or team. Go for a swim at one of the 16 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 117 vacation home rentals. Traveling with your dog or cat? Choose from 63 pet-friendly rentals in Monterey that allow you to bring your extended family along.Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your pets. Many properties allow you to book directly online, so once you find that perfect vacation rental, you’ll be all set to go! Search properties from 4 vacation rental sites in Monterey where the top providers in that area are HomeAway, TripAdvisor, and Booking.com. There are 112 HomeAway rentals, 16 TripAdvisor short term rentals and 4 Booking.com vacation rentals.

Popular Day Trips Near Monterey

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