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Compare 56 Apartments in Monterey with updated reviews, rates, and availability.

"Great location. "

"Perfect location. Walking distance. Brand new apartment. "

"This is the second year we had our girls weekend at the Penthouse and it did not disappoint. The place is updated, very clean, and in a great location! Only suggestion would to get a nice big sectional couch! We had 8 people and not enough comfy seating. But beautiful apartment!! "

"Unbeatable accommodations, especially for the price. Would stay again, gorgeous sunrise and sunset, very peaceful. Wish I could live there part time!"

"We loved the brilliant use of space and all the amenities in this cozy hideaway. My husband, who owns a Professional Organization business, was very pleased and impressed by the clever use of various storage options. The walkways were attractively and effectively lit up for evening strolls and dog walking. All instructions were clearly communicated and our stay was lovely"

"The property and neighborhood were gorgeous! Walkable roads with low speed limits and a nearby park were major bonuses. Plenty of food options nearby, and downtown Great Barrington is only a short drive away. The house was super clean, gorgeously furnished, and very cozy. The beds and linens were very good quality and I had an incredibly restful stay. I will certainly be renting this spot for my next trip to the area! "

"We’ve always had a great experience with Downtown Upstairs in Lenox and this was no exception. Easy access to the downtown stores and restaurants with the comfort of a nice, clean, well furnished apartment. "

"The property was fine for our purposes of visiting family. If we needed to cook, it would have been quite difficult, though not totally impossible. The furniture was comfortable and the rooms, except the kitchen, had plenty of space. "

Welcome to Dublinshire Farm, apartment one!

"We traveled from Arizona for a class reunion and stayed in apartment. The property was clean and well appointed. We were able to host a dinner with four family members we had not seen in years! Another highlight was sitting outside by the fire pit in the evening. The property host, Michelle, provided excellent check in instructions and answered any questions very promptly. This property worked out very well for us, but if you have an issue with stairs you might want to check out the other...

"We had a great time at Highland Lake. The apartment was so comfortable, and larger than I would have thought from the description. It was convenient to town - the teens loved access to DQ, pizza shops, etc just a few minutes away. There were kayaks and a paddleboat we could borrow, which I somehow missed in the description - nice pluses! The lake access from the dock was perfect. We brought stand-up paddleboards, and had an easy time launching them and exploring the lake. In the apartment,...

"Lovely apartment in a great location "

"Thanks, Emmy, for a great visit. The apartment was exactly what we hoped for, clean and convenient to downtown and to all things in the Berkshires. We explored and relaxed and thoroughly enjoyed our getaway over a beautiful October weekend. I'd recommend the apartment to anyone who wants that in-town setting and wishes to explore all that the area has to offer. Great host, thank you!"

"Zero complaints. Perfect location"

"Enjoyed another cozy stay at this property!"

AED 1,170 total

includes taxes & fees

1 Feb - 2 Feb

"Comfortable and spacious, in a lovely setting. "

"This adorable place is central to Pittsfield and made it really easy for my daughter and I go get where we needed to be. It’s a clean, great space. We’ll definitely be back!"

AED 808 total

includes taxes & fees

28 Feb - 1 Mar

"This was a beautifully appointed property on an estate overlooking a pond. The apartment was spotless and the caretaker was most helpful when we needed anything. The rooms were well supplied and perfect for us. Thank you for letting us experience the quintessence of the Berkshires."

"Check in was easy, beds are comfortable. I’m a big and tall guy, so only qualm I had was the small toilet, and low shower head. Aside from those, great stay!"

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Frequently asked questions

What's it like to stay at an apartment in Monterey?

You’ll find a lot of options for your stay in Monterey with 36 accommodations. Though there aren’t many apartments, we can help you find accommodations with similar amenities. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment like a kitchen. You can also filter by similar properties such as vacation homes, condos, or cabins.

How do you know if an apartment is the best choice for you?

An apartment features a kitchen for convenient meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples who want a more local feel, and also for families who want the conveniences of home.

What's a favorite apartment for a stay in Monterey?

Listed below are some of the top apartments in the area to choose from: Amazing 2-bedroom apartment sunny and quiet in Great Barrington: Situated in Great Barrington, 7.6 mi/12.3 km from the heart of Monterey. Includes free WiFi, separate dining areas, and Smart TVs. Elegant 19th Century New England Newly Renovated 1BR Vacation Rental: Located 9.1 mi/14.7 km away in Lee. Private patios and fireplaces are included. Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge: It’s located in Stockbridge, 8.7 mi/14 km away. The Penthouse, Downtown Lenox by Evergreen Home: 12.9 mi/20.7 km away in Lenox. Free WiFi and Smart TVs are included. Lovely bright apartment in pastoral shaker barn: It’s located in Richmond, 17.8 mi/28.7 km from Monterey. Includes free WiFi and Smart TVs.

What can I expect from the weather in Monterey?

Weather is only one factor, but it can really affect your travel plans, especially when you are planning a longer stay in Monterey. The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 28°F. The snowiest months in Monterey are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.

What are the must-see places to visit in Monterey?

Cultural attractions include Bidwell House Museum, whereas Beartown State Forest is a spot to enjoy nature. In the larger area, you’ll find Lake Buel and Ski Butternut.

What's the best way to get to and around Monterey?

Knowing a bit about the transportation options can you save you a headache when you get to your destination. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 17.5 mi (28.1 km) from the heart of the city. You can also search for flights into Westfield, MA (BAF-Barnes Municipal), which is 25.3 mi (40.7 km) away. If you’d like to venture out around the area, consider renting a car to take in more sights.

Search Apartments in Monterey

Check prices for these dates

Compare 56 Apartments in Monterey with updated reviews, rates, and availability.

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge

The Penthouse, Downtown Lenox by Evergreen Home

Black Bear Bungalow, Sheffield/Great Barrington/Ski Resorts

Modern Copake Falls Getaway

Enjoy a restful stay with fast internet, smart TV and the company of your pet.

Baldwin Hill Retreat Guest House

Renovated Downtown 1bedroom

Elegant 19th Century New England Newly Renovated 1BR Vacation Rental

Lovely bright apartment in pastoral shaker barn

The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock

51 Church Street, Lenox MA - One Bedroom Unit

Gateway to the Berkshires - Renovated downtown apartment

Garfield House Studio at 208

Dugway Hideaway Walking Distance to Lime Rock Park

New listing! Dublinshire Farm #3: Stunning grand apt in lovely country barn.

Charming Apartment In Berkshire Victorian Home

Chic corporate apartment in wonderful Pittsfield with AC, WiFi

Apartment in Gorgeous Stonybrook Farm

Upstairs on Main