Photo by Elizabeth Massa Peroulakis

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Browse Select Monterey Apartments

Amazing 2-bedroom apartment sunny and quiet in Great Barrington
Food and drink

Amazing 2-bedroom apartment sunny and quiet in Great Barrington

9.6 out of 10, Exceptional, (8)
"Super cute, cozy and excellent location. Loved our stay. Will be back!"
Amazing 2-bedroom apartment sunny and quiet in Great Barrington
The Penthouse, Downtown Lenox by Evergreen Home
Smart TV, offices

The Penthouse, Downtown Lenox by Evergreen Home

10.0 out of 10, Exceptional, (6)
"Amazing space and location!"
The Penthouse, Downtown Lenox by Evergreen Home
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
Terrace/patio

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

9.4 out of 10, Exceptional, (59)
"Cute and comfy place, great location. We walked to dinner twice and enjoyed how convenient this place was to all of the Berkshires. "
Elegant 19th Century New England Newly Renovated 1BR Vacation Rental
New listing! Dublinshire Farm #3: Stunning grand apt in lovely country barn.
2 bedrooms, iron/ironing board, WiFi, bed sheets

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

10.0 out of 10, Exceptional, (6)
"Comfortable and spacious, in a lovely setting. "
New listing! Dublinshire Farm #3: Stunning grand apt in lovely country barn.
Upstairs on Main
Property grounds

Upstairs on Main

9.2 out of 10, Wonderful, (31)
"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!"
Upstairs on Main
Main Street Delight 1bedroom
TV

Main Street Delight 1bedroom

10.0 out of 10, Exceptional, (18)
"The location was fantastic for our stay in the Berkshires. Walkable to many restaurants & shops. It was very well decorated & cozy. Very convenient being above a coffee shop, however not ideal if you enjoy sleeping in. We could hear the consistent squeaking of the coffee shop door as soon as it opened in the morning (~7:00 am) from the bedroom. However, good motivation to get up and enjoy the beautiful Berkshires!"
Main Street Delight 1bedroom
Heart of Lenox!! - renovated downtown apartment
Flat-screen TV

Heart of Lenox!! - renovated downtown apartment

10.0 out of 10, Exceptional, (63)
"The bathroom was less than tidy and when I recall it was like that last time. Bathroom rug is dirty or just dirty looking. I advise property Meg to buy several Along with a Terry bath mat so you can cover it when using. No little extras like soap/shampoo are offered. I had My own. Overall the apartment is very cute would stay again. "
Heart of Lenox!! - renovated downtown apartment
Renovated Downtown 1bedroom
Stovetop, dishwasher

Renovated Downtown 1bedroom

10.0 out of 10, Exceptional, (21)
"Location, location, location. Great use of space in this nicely decorated, conveniently located apt. Steps away from restaurants and shopping. 7 minutes from Kripalu. Great communication from owner. Looking forward to next stay."
Renovated Downtown 1bedroom
Baldwin Hill Retreat Guest House
Fridge, microwave, oven, stovetop

Baldwin Hill Retreat Guest House

2.0 star property
10.0 out of 10, Exceptional, (1)
"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! "
Baldwin Hill Retreat Guest House
Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge
Living area

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

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great location! The apartment was brand new. Well decorated and clean. "
Brand-New 3-bedroom apartment with WiFi, AC in downtown Stockbridge
The Brooks Motel: Exceptional Suite
TV, offices

The Brooks Motel: Exceptional Suite

10.0 out of 10, Exceptional, (2)
"The motel was well equipped, clean, and comfortable. It was especially suited for my travel with my dog."
The price is CA $201
CA $246 total
includes taxes & fees
Jan 12 - Jan 13, 2025
The Brooks Motel: Exceptional Suite
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Property grounds

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

9.2 out of 10, Wonderful, (37)
"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 price is CA $113
CA $225 total
includes taxes & fees
Jan 1 - Jan 2, 2025
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
Cozy Berkshires Vacation Rental Near Hiking!
Fridge, microwave, stovetop, coffee/tea maker

Cozy Berkshires Vacation Rental Near Hiking!

10.0 out of 10, Exceptional, (1)
"The stay at the property was enjoyable. The space was large, spacious and very clean. Two people were able to stay quite comfortably."
Cozy Berkshires Vacation Rental Near Hiking!
Garfield House Studio at 208
Outdoor dining

Garfield House Studio at 208

9.6 out of 10, Exceptional, (28)
"Zero complaints. Perfect location"
Garfield House Studio at 208
Apartment in Gorgeous Stonybrook Farm
1 bedroom, in-room safe, iron/ironing board, free WiFi

Apartment in Gorgeous Stonybrook Farm

9.4 out of 10, Exceptional, (44)
"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."
Apartment in Gorgeous Stonybrook Farm
Charming Apartment In Berkshire Victorian Home
Interior

Charming Apartment In Berkshire Victorian Home

7.8 out of 10, Good, (7)
"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!"
Charming Apartment In Berkshire Victorian Home
The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock
Property grounds

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

9.6 out of 10, Exceptional, (8)
"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,...
The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock
The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock
Fridge, microwave, oven, stovetop

The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock

9.8 out of 10, Exceptional, (9)
"Perfect for our visit to our children and grand children. The lake is across the street with the marina next door. Rented a pontoon boat, at a discounted rate for beautiful day with the kids. Minor problem getting in initially, but resolved by Jeanne quickly. Note that this is a renovated lake residence which has a second story rental which can get a bit noisy and the bathroom is in the rear of the house with the bedroom in the front. Overall will be returning in the future."
The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock
Dugway Hideaway Walking Distance to Lime Rock Park
Golf

Dugway Hideaway Walking Distance to Lime Rock Park

9.0 out of 10, Wonderful, (10)
"Enjoyed another cozy stay at this property!"
The price is CA $287
CA $459 total
includes taxes & fees
Jan 2 - Jan 3, 2025
Dugway Hideaway Walking Distance to Lime Rock Park
Modern Copake Falls Getaway
Exterior

Modern Copake Falls Getaway

9.8 out of 10, Exceptional, (28)
"Unbeatable accommodations, especially for the price. Would stay again, gorgeous sunrise and sunset, very peaceful. Wish I could live there part time!"
Modern Copake Falls Getaway
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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Other property types in Monterey

Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
Fridge, microwave, oven, stovetop

Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow

10.0 out of 10, Exceptional, (91)
"Great location and beautifully appointed house. Cindy is very helpful and responsive."
Spacious Lakeside Berkshire Home Close to Tanglewood and Jacob's Pillow
Berkshire Village Carriage House - Super Private!!
Fridge, microwave, oven, stovetop

Berkshire Village Carriage House - Super Private!!

9.8 out of 10, Exceptional, (232)
"A beautiful lodge nestled in the woods surrounded by an abundance of trails to hike. "
The price is CA $210
CA $321 total
includes taxes & fees
Dec 30 - Dec 31
Berkshire Village Carriage House - Super Private!!
Peace and quiet on the lake
Interior

Peace and quiet on the lake

9.6 out of 10, Exceptional, (200)
"My family and I really enjoyed our stay at the lake. My kids enjoyed playing outside in the snow. We had such a quality family time playing board games, watching movies and drinking hot cocoa. Justin was such a great host and really helpful when needed. We’re definitely coming back!"
Peace and quiet on the lake
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.

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 33 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: Elegant 19th Century New England Newly Renovated 1BR Vacation Rental: Situated in Lee, 9.1 mi/14.7 km from the heart of Monterey. Includes private patios and fireplaces. New listing! Dublinshire Farm #3: Stunning grand apt in lovely country barn.: Located 17.8 mi/28.7 km away in Richmond. Enjoy a restful stay with fast internet, smart TV and the company of your pet.: It’s situated in Winsted, 19.3 mi/31.1 km away. Includes free WiFi, fireplaces, and Smart TVs. Cozy Berkshires Vacation Rental Near Hiking!: Located 13.8 mi/22.2 km away in Chester. Amenities include sofa beds. Access to a game room is available on site. Upstairs on Main: It’s located in Lee, 9.2 mi/14.8 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.