Apartments in Cherry Plain for Rent

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21
In one month
Jan 2 - Jan 4
In two months
Jan 30 - Feb 1

Apartments in Cherry Plain

Exterior detail
Getaway Near Mass MoCA, Great Hiking, Scenic Views

Getaway Near Mass MoCA, Great Hiking, Scenic Views

Stamford
10.0 out of 10, Exceptional, (28)
"Nice property for a quick and simple check-in. Near MassMOCA, the Clark Art Institute and much more."
United States
Mario R.
$128 nightly
The price is $144
Dec 3 - Dec 4
Total with taxes and fees
Getaway Near Mass MoCA, Great Hiking, Scenic Views
Fridge, microwave, oven, stovetop
Cozy Rustic Apt in 18th c Berkshire Farmhouse

Cozy Rustic Apt in 18th c Berkshire Farmhouse

Lanesborough
9.6 out of 10, Exceptional, (67)
"Great value, so much better than all the touristy motels in the area!"
United States
Chris G.
$189 nightly
The price is $208
Dec 3 - Dec 4
Total with taxes and fees
Cozy Rustic Apt in 18th c Berkshire Farmhouse
1 bedroom, iron/ironing board, bed sheets
Penthouse Apartment on Park Street

Penthouse Apartment on Park Street

2.0 star property
Adams
9.6 out of 10, Exceptional, (13)
"Adams is a beautiful town and looks and feels like the appalachian trail! "
United States
judy r.
$219 nightly
The price is $245
Dec 3 - Dec 4
Total with taxes and fees
Penthouse Apartment on Park Street
Exterior
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor

Hancock
10.0 out of 10, Exceptional, (5)
"We had a wonderful stay in our fun, pirate themed suite. Which is really what caught our attention in making our reservation. It was so thoughtfully decorated, and suited the theme, while still being a comfortable place to enjoy being in. Everything was in wonderful condition, and had all the amenities we needed. Our host, Howie, was incredibly attentive, personable, and made sure we were taken care of. I was very disorganized, and he went out of his way to get me all the information we needed...
United States
Karen
$211 nightly
The price is $236
Dec 3 - Dec 4
Total with taxes and fees
Deluxe Mountain View Nautical Suite Jiminy Ski On/Off- Fully Redone Decor
Exterior
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone

Hancock
10.0 out of 10, Exceptional, (8)
"We had a wonderful 3 day weekend! Perfect location for families."
United States
Eric B.
$211 nightly
The price is $236
Dec 3 - Dec 4
Total with taxes and fees
Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone
Outdoor dining
2-Bdr Apt In Town, By the Water

2-Bdr Apt In Town, By the Water

Williamstown
9.6 out of 10, Exceptional, (11)
"Lovely property, in good shape. Close to many Williamstown attractions."
United States
Scott M.
2-Bdr Apt In Town, By the Water
TV, DVD player, books
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated

Hancock
10.0 out of 10, Exceptional, (3)
"We had a great stay! The kids absolutely loved the room. Great location and lots to do. Thanks again!!"
United States
Jen B.
$211 nightly
The price is $236
Dec 3 - Dec 4
Total with taxes and fees
Jiminy Peak Relaxation Suite - Sleeps 4 Ski On/Off Mountain - New and Updated
Outdoor dining
Downtown | Waterfront | Walk to Shops

Downtown | Waterfront | Walk to Shops

Williamstown
10.0 out of 10, Exceptional, (7)
"Perfect setup for anyone visiting Williamstown."
United States
Michael P.
Downtown | Waterfront | Walk to Shops
Fridge, microwave, oven, stovetop
New Studio In Town, By the Water

New Studio In Town, By the Water

Williamstown
10.0 out of 10, Exceptional, (10)
"Great location, we really enjoyed our stay! "
United States
Lydia J.
New Studio In Town, By the Water
Exterior
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn

Hancock
10.0 out of 10, Exceptional, (23)
"This property is spacious, clean and well- appointed. I would stay here again!"
United States
Amanda M.
$211 nightly
The price is $236
Dec 3 - Dec 4
Total with taxes and fees
Ski On Off 1st Flr Suite Sleeps 4 Jiminy Peak New - Redone, Must See Country Inn
Fridge, microwave, oven, stovetop
Berkshires Apartment at the Stephentown Hotel

Berkshires Apartment at the Stephentown Hotel

Stephentown
10.0 out of 10, Exceptional, (3)
"Dillon was very helpful and detailed in his communication and the apartment was as advertised. We loved the small deck to enjoy our morning coffee. The kitchen setup was helpful as well."
United States
Matt E.
$195 nightly
The price is $208
Dec 3 - Dec 4
Total with taxes and fees
Berkshires Apartment at the Stephentown Hotel
Exterior
Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn

Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn

Hancock
9.4 out of 10, Exceptional, (16)
"Nice Place"
United States
Tom C.
Gorgeous Zen Must-See Suite At Jiminy Country Inn - Sleeps 4 Ski On/Off at Mtn
Outdoor dining
The Allen House historic North Adams Home in the Berkshire Mountains

The Allen House historic North Adams Home in the Berkshire Mountains

2.0 star property
North Adams
$280 nightly
The price is $313
Dec 7 - Dec 8
Total with taxes and fees
The Allen House historic North Adams Home in the Berkshire Mountains
Exterior
1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor

1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor

Hancock
9.8 out of 10, Exceptional, (7)
"Everything was wonderful…"
United States
Alyne K.
$236 nightly
The price is $264
Dec 23 - Dec 24
Total with taxes and fees
1st Floor Mountain View Suite Ski On/Off At Jiminy- Fully Redone Decor
1 bedroom, WiFi, bed sheets
Charming Apt in 18th c Berkshire Farmhouse

Charming Apt in 18th c Berkshire Farmhouse

Lanesborough
9.4 out of 10, Exceptional, (40)
"It’s a nice comfortable apartment with a good kitchen. We were traveling to see a concert and some art at Mass MOCA. Patrick is a friendly and welcoming host."
United States
Roy
$189 nightly
The price is $208
Dec 3 - Dec 4
Total with taxes and fees
Charming Apt in 18th c Berkshire Farmhouse
1 bedroom, free WiFi, bed sheets
Stylish loft in the heart of downtown Troy with onsite parking

Stylish loft in the heart of downtown Troy with onsite parking

Troy
10.0 out of 10, Exceptional, (7)
"Will stay again when I’m Troy"
United States
mark
$128 nightly
The price is $142
Dec 14 - Dec 15
Total with taxes and fees
Stylish loft in the heart of downtown Troy with onsite parking
Exterior
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor

Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor

Hancock
10.0 out of 10, Exceptional, (1)
"The one-bedroom aparment is spacious, very clean, nice and funtional furniture and a perfectly well equipped kitchen area. Our 2 grandchildren had a fun time. And the apartament is footsteps from the ski lifts - a real treat! I highly recommend it!Ps. And the owner is always at hand, very helpful, and concerned that all is perfect for the guest's stay."
United States
Antonio S.
$211 nightly
The price is $236
Dec 3 - Dec 4
Total with taxes and fees
Deluxe Mountain Fox Suite Jiminy Peak - Ski On Off - Fully Redone Decor
Exterior
1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count

1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count

Hancock
9.4 out of 10, Exceptional, (6)
"Great location. Very nice vacation. Would def go again. "
United States
Elizabeth M.
$211 nightly
The price is $236
Dec 3 - Dec 4
Total with taxes and fees
1st FL Mtn View Woodland Suite on Jiminy Sleeps 4 Ski On/Off, Fully Redone Count
Pool
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4

Hancock
10.0 out of 10, Exceptional, (3)
"Great room decorations, travel with two kids they have a great time playing video games"
United States
Andres
$211 nightly
The price is $236
Dec 3 - Dec 4
Total with taxes and fees
Game Night Suite at Jiminy Peak Ski OnOff Sleeps 4
Exterior
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor

Hancock
10.0 out of 10, Exceptional, (3)
"Stayed one night at one of my favorite ski spots. Will be back again!"
United States
Neil J.
$211 nightly
The price is $236
Dec 3 - Dec 4
Total with taxes and fees
Gorgeous Mountain View Suite Ski On/Off At Jiminy - Fully Redone Decor
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cherry Plain Hotel Reviews

Hotel Downstreet, an Ascend Collection Hotel

Hotel Downstreet, an Ascend Collection Hotel

10/10 Excellent
"Perfect "
Peter 2-night trip
Posted 21 hours ago
Hotel Downstreet, an Ascend Collection Hotel

Find out more about Cherry Plain

Cherry Plain Apartments information

Number of reviews
212
Accommodation
91 Apartments
Lowest Price
$142
Highest Price
$313

Frequently asked questions

What's it like to stay at an apartment in Cherry Plain?
You might have as many choices centrally in Cherry Plain, but Expedia can help you find lodging accommodations within the larger area similar to apartments. When you search for a place to stay on Expedia, you can filter by amenities you might find in an apartment such as a kitchen. You can even filter by similar properties such as condos, vacation homes, or cottages.
Are you thinking about apartments over traditional hotel rooms?
An apartment comes equipped with a kitchen, so you can cook some of your meals, and is often more spacious than a traditional hotel room. Apartments are a good option for couples who want a more local feel, but also for families who want the conveniences of home.
What's the top apartment I should consider for a stay in Cherry Plain?
Listed below are some of the favorite apartments in the area: Chic 2BR Suite on Jiminy Mtn Sleeps 8 - Gorgeous: Located in Hancock, 6.1 mi/9.8 km from the heart of Cherry Plain. Includes fireplaces and sofa beds. A fitness center and onsite laundry facilities are on site. WOW-New Ski OnOff Suite By Pool Sleeps 4 Jiminy Pk - Fully Redone Gorgeous Inn: Located 6.1 mi/9.8 km away in Hancock. Amenities include sofa beds. A fitness center and onsite laundry facilities are on site. FARM-TO-TABLE eating, good hot tub soak, S'mores around fire pit, seasonal POOL!: Located in Pownal, 13.3 mi/21.4 km away. Includes a private pool, free WiFi, and private patios. Onsite laundry facilities and an outdoor pool are on site. Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4: Located 6.2 mi/9.9 km away in Hancock. Amenities include fireplaces. A fitness center and a hot tub are on site. Must See Cabin Suite Jiminy Sleeps 4- Mountainview-Ski On/Off Country Inn Redone: Located in Hancock, 6.2 mi/9.9 km from Cherry Plain. Includes sofa beds. A fitness center and an indoor pool are on site.
What can I expect from the weather in Cherry Plain?
Weather is only one factor, but it can really affect your travel plans, especially if you are planning a longer stay in Cherry Plain. The hottest months are usually July and August with an average temp of 65°F, while the coldest months are January and February with an average of 26°F. The snowiest months in Cherry Plain are January, March, February, and November, with each month seeing an average of 7 inches of snowfall.
What should I see in Cherry Plain?
While exploring the area, visit family-friendly sights like Berkshire Museum, or get outside and enjoy nature at Brodie Mountain. Cherry Plain State Park and Williamstown Theatre Festival are a couple of places you'll find in the larger area.
What's the best way to get to and around Cherry Plain?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is located 14.5 mi (23.3 km) away from the city center. Otherwise, you can search for flights to Albany Intl. Airport (ALB), which is 24.3 mi (39.1 km) away. If you'd like to explore around the area, you may want to rent a car for your trip.

Explore a world of travel with Expedia